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Vacation Rentals with Pools in Cayman Islands

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    Travellers to Cayman Islands are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $1,184
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    1 / 29
    5 of 5 stars (1) Excellent
    Seven Mile Beach
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    $165
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    4.5 of 5 stars (6) Very good
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $194
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    1 / 14
    5 of 5 stars (1) Excellent
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 12
    5 of 5 stars (2) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Just steps away from the beach! Our GARDEN VIEW condo has a contemporary look. It has 2 large bedrooms and a 1 small one. The master bedroom has a spacious walk-in closet and can easily store all your luggage. It also has a small bedroom connected to it with a bunk bed (double on the bottom and... View all property information
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    Seven Mile Beach, Grand Cayman KY1 1202
    5 of 5 stars Reviewed 28 December 2014
    The location was great. It seemed fairly central. We were only a few minutes drive from both down town and Camana Bay. We had a rental car our first week. We used it to stock...
    5 of 5 stars Reviewed 4 June 2014
    We have just returned from a week at Cocoplum and had a wonderful time. The condo is spacious and clean, with everything you might need for a comfortable stay. The air con is very...
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    1 / 19
    5 of 5 stars (4) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Relax in our spacious ground floor, beachfront Cayman Island home, The Laurelei. 18 ft. of sliding glass doors offer gorgeous views of the azure Caribbean Sea. Step out the back door onto a private deck and white sand beach! Located away from the crowds and cruise ships of 7 Mile Beach, The... View all property information
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    Grand Cayman, Cayman Islands KY1 1701
    5 of 5 stars Reviewed 18 April 2014
    We were looking to get away for everything for a week and this fit the bill. This condo is oceanfront with a small pool and huge views. It is fully outfitted and Laurie provides...
    4 of 5 stars Reviewed 3 January 2014
    We stayed at the Lauralei in July 2013. It is a great little condo with all the amenities you need for a fun vacation. The condo was very clean and nicely decorated. The complex...
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 11
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    • Elder access
    • ?
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    About this property
    Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on Grand Cayman’s East End. This 3-bedroom, 3.5-bath villa (with an additional one-bedroom, one-bath studio available on the same property) is a seafront architectural wonder with panoramic windows and... View all property information
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    Cayman Islands, Caribbean
    5 of 5 stars Reviewed 16 February 2015
    Sea Spray Too is a great spot for a family reunion or getaway with friends. It's a little off the beaten path but the neighbourhood is safe, quiet and relaxing. Once you settle in...
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    $434
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    1 / 28
    5 of 5 stars (13) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • x
    About this property
    Located at the beginning of Seven Mile Beach on Grand Cayman Island, Sunset Cove is the ideal place for a private getaway or a way for several people to share accommodations and reduce the cost of an island holiday. Our beachfront, penthouse property features 3 bedrooms, 2 bathrooms (both have... View all property information
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    Location Information
    Seven Mile Beach, Grand Cayman KY1
    4 of 5 stars Reviewed 5 January 2015
    This is a very nice condo in the heart of Seven Mile Beach area. It is a 3 Bedroom 2 Bath Which was perfect for me and my wife and 3 boys. A well equipped kitchen with all the...
    5 of 5 stars Reviewed 23 August 2014
    Fantastic location, just at the end of Seven Mile Beach where you'll want to spend a LOT of time, however it also has it's own private beach and snorkelling cove right in front...
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    1 / 50
    5 of 5 stars (3) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Housekeeping...
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    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    A cozy 2 bed 2 bath newly renovated ground-floor end unit located in the heart of Seven Mile Beach, Grand Cayman. Come and enjoy morning and evening beach walks, crystal clear snorkelling just 100ft off the beach, lighted tennis court, 2 onsite pools. The Unit is conveniently located within walking... View all property information
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    Location Information
    Grand Cayman, Cayman Islands KY11104
    5 of 5 stars Reviewed 8 April 2015
    I highly recommend this unit. If you want personal service, an owner who is available to help you at any time during your stay, book it. The unit was perfect for us, my wife and...
    5 of 5 stars Reviewed 18 March 2015
    We were 4 adults (2 couples). Keri was waiting for us when we arrived. She was friendly and showed us around the condo. The condo was clean and comfortable. She had fresh...
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    1 / 11
    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
    • Shared Outdoor Pool...
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    • ?
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    About this property
    A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab beachside BBQ, a tropical cocktail, or a gourmet meal. All of these options are available to you, of course—right outside your door at this Kaibo... View all property information
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    Cayman Islands, Caribbean
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    $226
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    1 / 18
    4.5 of 5 stars (2) Very good
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This condo at Bonnie's Arch condominiums is on the second floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for... View all property information
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    Location Information
    West Bay, Grand Cayman KY1 2201
    4 of 5 stars Reviewed 22 August 2014
    We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
    5 of 5 stars Reviewed 10 July 2014
    This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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    $978
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    1 / 25
    5 of 5 stars (8) Excellent
    Cayman Brac
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Dishwasher
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    • Gym
    • Housekeeping...
    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    SPECIAL OFFER FOR APRIL 2015 $500.00USD per night This tranquil and secluded, single story retreat (which sleeps 1 -4 people) is located on 1200 feet of private beach with an uninterrupted view of the varied azure and cobalt tints of the Caribbean Sea. We always pick up and drop off our guests to... View all property information
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    Cayman Brac, Cayman Islands KY2 2000
    5 of 5 stars Reviewed 21 April 2015
    We visited with our 5 year old. The cottage is beautiful, has its own pool and is very secluded. The cooking is delicious and worth taking advantage of at every opportunity... we...
    5 of 5 stars Reviewed 16 February 2015
    The ambiance,the staff, the food were just incredible. Great place to rest. One week is just enough. The location on the beach was breathtaking and we dined on the beach several...
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    1 / 8
    5 of 5 stars (7) Excellent
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Looking for a condo that is convenient to everything, but away from the7 Mile Beach 'scene'? Our condo is private and secluded, yet close to all the necessary amenities. Within 20 minutes from the airport (direct flights from New York, Toronto, Chicago, Miami), 5-10 minutes to Seven Mile Beach,... View all property information
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    Location Information
    West Bay, Grand Cayman KY1 1103
    5 of 5 stars Reviewed 30 April 2015
    My husband and I spent a week here for our honeymoon in April. We could not have asked for a more perfect getaway. Lee was responsive and resourceful right from the start. She...
    4 of 5 stars Reviewed 31 December 2013
    Just returned from 9 night stay at Starfish Villa. This location was absolutely perfect for our holiday escape. Mostly stuck close to condo and beach but ventured for a few day...
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    $367
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    1 / 13
    5 of 5 stars (10) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    2 steps to the sand...Beachfront in Coral Bay Village, just 10 minutes from Georgetown and airport in Spotts Bay. The secluded,secure, 2 bed 2 bath condo offers a pristine beach - excellent swimming and snorkeling, pool and tennis court. The 1625 sq. ft condo features a well equipped kitchen,... View all property information
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    Seven Mile Beach, Grand Cayman KY1 1209
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    $496
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    1 / 29
    5 of 5 stars (4) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dryer
    • Gym
    • Housekeeping...
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This Ultimate Oceanfront condo has the absolute best views on all of 7 mile beach!!!! Situated in a uniquely forwarded position, and boasting more than 180 Degrees of uninterrupted views up and down the famous 7 mile beach!!!! Ocean views from every room and bedroom! Unique, Supersize, Exclusive,... View all property information
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1205
    5 of 5 stars Reviewed 11 December 2013
    We stayed in #131 for 8 nights with 4 adults and a child. The three bedrooms was just enough space for us all to spread out. The view was incredible! I have been too many beaches...
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    1 / 23
    Grand Cayman
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand Cayman, making it a scenic paradise. Its elegantly furnished, sumptuous and spacious rooms in this deluxe villa are a delight to all. The private... View all property information
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    Grand Cayman, Cayman Islands
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    $1,016
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    1 / 36
    5 of 5 stars (1) Excellent
    Seven Mile Beach
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Gym
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    About this property
    A luxury beachfront residence on Seven Mile Beach. The stunning fourth-floor views are unrivalled on the beach and the unit is furnished to the highest of standards. Located at Sea Breeze, a boutique development of just nine luxury units, our corner condo is flooded with light to create a bright... View all property information
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    Seven Mile Beach, Grand Cayman KY1 1207
    5 of 5 stars Reviewed 2 November 2014
    This is a absolutely stunning villa. You can stop looking elsewhere right now because it does not get any better than this. Beautifully appointed with every imaginable feature...
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    1 / 28
    5 of 5 stars (6) Excellent
    Grand Cayman
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Hot Tub
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of... View all property information
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    Grand Cayman, Cayman Islands 540259
    5 of 5 stars Reviewed 15 April 2015
    Designer Villa and the Grand Cayman, itself, was much more than we expected. The villa is warm and inviting and has everything that a couple, a group or a family would want and...
    5 of 5 stars Reviewed 17 January 2015
    Our family had a great time staying here. Our group consistent of me, my 2 year old daughter, my wife, and three of our parents. The setting was beautiful and had plenty of space...
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    1 / 35
    5 of 5 stars (8) Excellent
    Cayman Brac
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    SPECIAL OFFER FOR APRIL $795.00USD per night This spacious and secluded 2 story property (which sleeps 6-10 people) is located on its own private beach with unobstructed panoramic views of the pristine Caribbean sea. The Villa is located a short drive from the Cayman Brac airport, and we always... View all property information
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    Cayman Brac, Cayman Islands KY2 2001
    5 of 5 stars Reviewed 18 November 2014
    If you're looking for a fun/low key getaway then you've found the perfect place! We came here to getaway and relax from our busy lives and couldn't have been a better experience...
    5 of 5 stars Reviewed 23 September 2014
    I'd imagine that there are not a lot of places on the earth like Soleil D'Or. Where else can one find the perfect combination of a beautiful beach-side private cottage or villa...
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    $232
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    1 / 27
    5 of 5 stars (15) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    “Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, white sandy beach that is... View all property information
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    Grand Cayman, Cayman Islands 33M41H8
    5 of 5 stars Reviewed 7 April 2015
    After visiting Grand Cayman too many times to count, and although the Northside is my favorite part of the island, I have never considered staying at Kaibo before mainly because...
    5 of 5 stars Reviewed 23 March 2015
    What a great place. Grand cayman is amazing. Very safe and the condo unit was fantastic. Pool is great and proximity to Kaibo restaurant is great. Rum point is so close and you...
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    5 of 5 stars (9) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, promises a peaceful Caribbean beach and freshwater pool you’ll often have all to yourself. Yet you’re just a 10-minute drive from the activities at Rum Point. This unit, On The Bay #311, dazzles with... View all property information
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    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 10 April 2015
    This condo was very clean and comfortable. Well outfitted - even had coolers for picnics and everything needed for cooking. Also stocked with charcoal for the grill outside...
    5 of 5 stars Reviewed 29 August 2014
    We loved our stay at this beautiful condo! Plenty of room, well stocked and decorated very nice. We loved it and hope to visit again soon. The Cayman Parrots that live across...
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    $459
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    1 / 22
    5 of 5 stars (38) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (38) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dryer
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2 Bedroom 2 Bath privately owned Regal Beach Club Condo, located right on World Famous Seven Mile Beach. Nicely appointed in Beach Cottage Style, from the second floor condo, with views of pools, palm trees and the turquoise waters of the Caribbean Sea. A memory foam King Size bed in... View all property information
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    5 of 5 stars Reviewed 3 February 2015
    The condominium was all we expected it to be and more. Exceedingly comfortable, tastefully decorated, quiet, meticulously clean, indoors and out-- and with an amazing view of the...
    5 of 5 stars Reviewed 19 April 2014
    We stayed in the condo during spring break this year with our 17 and 10 year olds. The condo is perfectly located in our opinion. It's clean and well equipped. The property...
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    $342
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    5 of 5 stars (14) Excellent
    Grand Cayman
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front door, Starboard Kai has the perfect location for your vacation. Whether you prefer to relax by the pool or on the beach, stroll in the sand or join the... View all property information
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    Grand Cayman, Cayman Islands KY1 1701
    5 of 5 stars Reviewed 5 May 2015
    Our family of four adults stayed one week the last week of April and were so pleased with the accommodations, the location and the responsiveness to questions/requests from...
    5 of 5 stars Reviewed 13 January 2015
    We were a family of 5 staying at the Starboard Kai for 5 days. It was the perfect place for a family vacation. The location was great as it was not too congested and it overlooked...
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    $306
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    5 of 5 stars (3) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. View all property information
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    Grand Cayman, Cayman Islands KY1 1110
    5 of 5 stars Reviewed 4 March 2015
    My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking...
    5 of 5 stars Reviewed 23 April 2014
    As you open up the door is a great energy awaiting! You have a spotless kitchen with island, a dining area, a family area, 2 great sized bedrooms and 2 baths. Open up your...
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    5 of 5 stars (5) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Aqua blue ocean views from every window describe the Ocean’s Edge. Newly built and located in the exclusive Rum Pointe area of Grand Cayman (the quiet, unspoiled side of Cayman)it is part of a small 10 unit complex with private beach and pool. Located in the exclusive Rum Point, Cayman Kai area of... View all property information
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    Grand Cayman, Cayman Islands XXXXX
    5 of 5 stars Reviewed 15 December 2014
    The condo was perfect. Owners gave directions there and list of cruise ships coming into town so we could pick a day to go into town with less congestion. Everything is provided...
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    Seven Mile Beach
    3 Bedrooms / Sleeps 6
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    • Air Conditioning
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    • Hot Tub
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Luxury Ocean Front 3 bedroom, Caribbean Designer Decor and Breathtaking views at the Regal Beach #624 Villa. Stay with us and enjoy the elegance of fine furnishings with bold Caribbean colors. An abundance of fine art and all the amenities you could ever want. The views are among the best on the... View all property information
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    Seven Mile Beach, Grand Cayman
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    4 of 5 stars (2) Very good
    East End
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    About this property
    Luxurious Premier Rental at Morritt's Tortuga Club on the exclusive East End of Grand Cayman Island. Relaxing and beautiful, away from all the crowds, congestion and noise of George Town. Steps from the soft white sand beach and crystal clear Caribbean water. 3 pools, 3 hot tubs, swim up bars,... View all property information
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    Location Information
    East End, Grand Cayman KY1
    4 of 5 stars Reviewed 29 April 2014
    We stayed at the Grand and loved the property. It is clean, beautiful and right on the beach. We have been coming to this resort for 15 years. Over the years, the only...
    4 of 5 stars Reviewed 3 October 2013
    It was right on a beautiful beach. There is so much to do and see on Grand Cayman that it was not boring in the least. Weather was beautiful every day even with the looming...
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    5 of 5 stars (11) Excellent
    North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo... View all property information
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    North Side, Grand Cayman KY1 1701
    5 of 5 stars Reviewed 31 March 2015
    We just returned from spending a week at Cayman Stead. Jackie was very prompt to address all my questions prior to our departure, and she provided great information on the area on...
    5 of 5 stars Reviewed 3 March 2015
    We fortunate enough to stay here for two months this winter! This unit has a well equipped kitchen for someone that wants to do a little cooking. The pans are not so thin that...
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    5 of 5 stars (1) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Dishwasher
    • Grill
    • Internet Access
    • Ocean Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This 1st floor, ocean front condo at Bonnie's Arch condominiums is truly a diver’s paradise, with direct access to the ocean and the pool. Bonnie's Arch dive site and Wall Dives are accessible directly from the property. There is something for everyone whether you enjoy relaxing by the pool in a... View all property information
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    Grand Cayman, Cayman Islands KY1 0001
    5 of 5 stars Reviewed 18 February 2015
    The condo is very comfortable, nice, and airy, and pleasant to live in. A nice pool is in front of the condo with a partial view of the ocean obscured with another building more...
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    5 of 5 stars (16) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Ocean Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This is a nice large 3 bedroom, 2 bath condo right on the ocean on the famous Seven Mile Beach. Listen to the waves roll in as you enjoy your morning coffee in the breakfast nook. Or, watch the beautiful sunsets while relaxing on our huge 400 square foot patio. This is an end unit, so we have... View all property information
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    Seven Mile Beach, Grand Cayman KY1 1203
    5 of 5 stars Reviewed 21 March 2015
    We've stayed at Sunset Cove twice now, and have stayed or visited four different units in the complex. This unit is the best, hands down. My family stayed in this unit in March...
    5 of 5 stars Reviewed 3 March 2015
    My husband and I go to the caymans once or twice a year. We usually stay at the Marriott. This time we needed a condo because our daughter, her husband and our three grandsons...
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    4 of 5 stars (6) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cabana at the edge of the sea provide the setting for lazy afternoons in the sun—cocktails in hand. When you want to explore the island, you’re in luck:... View all property information
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    Cayman Islands, Caribbean
    4 of 5 stars Reviewed 23 March 2015
    The house was perfect for our family. The beach was great for small kids. The house could use some updating, but overall it was great. Rum Point is a great area and was so much...
    4 of 5 stars Reviewed 24 July 2014
    Two families (4 adults 4 children ages 2-8) just returned from a wonderful week at Villa Emmanuel. The house was spacious with a nice pool and sandy beach area. There were some...
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    5 of 5 stars (1) Excellent
    South Town
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Carib Sands Beach Resort is a striking vacation rental resort located on a sheltered white-sand beach on the south shore of Cayman Brac, Cayman Islands Experience some of the world's best diving while staying in exceptional comfort at the Carib Sands Beach Resort. The complex features a large,... View all property information
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    Location Information
    South Town, Little Cayman KY2 2001
    5 of 5 stars Reviewed 22 April 2013
    Did I mention that it has the best pool on Brac. The dock is also excellent. There is a restaurant next door. The fact that is is next to the road and airport is not an issue...
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    5 of 5 stars (39) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum... View all property information
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    Old Man Bay, Grand Cayman KY1 1001
    5 of 5 stars Reviewed 16 May 2015
    We wanted to find a beachfront location away from the crowds at Seven Mile Beach to enjoy the true beauty of the island and this fit the bill perfectly. A comfortable space for 3...
    5 of 5 stars Reviewed 1 April 2015
    On the Bay #205 was the perfect place to stay in Grand Cayman. The location was ideal. This condo is highly recommeded.
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    5 of 5 stars (6) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Satellite TV
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    About this property
    Close to Rum Point and Kaibo Yatch Club Excellent scuba diving, snorkelling, and fishing Gorgeous oceanfront, detached private Villa. Beautiful beachfront. Master bedroom has king bed, ensuite bathroom, panoramic oceanfront views with Lanai. Second bedroom has two double beds and ensuite bathroom.... View all property information
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    Grand Cayman, Cayman Islands N A
    5 of 5 stars Reviewed 11 March 2015
    This is a beautiful relaxing paradise. The accomodations were very nice and the owner Dave was a pleasure to work with. My family spent Christmas here and it was awesome. I have...
    5 of 5 stars Reviewed 1 January 2015
    I was looking for a private place to vacation with my family, which included 2 kids ages 5 and 7, and Three Little Birds more than lived up to our expectations. My kids enjoyed...
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    4.5 of 5 stars (18) Very good
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Charming Seven Mile Beach property conveniently located within a short walk to Georgetown, a supermarket, shops, world gym, day spa, and a variety of restaurants, ranging from fast food to fine dining, so no car rental is needed. This newly remodeled condo, has an up close and personal view of the... View all property information
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    Grand Cayman, Cayman Islands KY1 1109
    3 of 5 stars Reviewed 26 March 2015
    This place is ok, and is clean and well maintained. But the pictures and description are deceptive. The property is not on a nice beach, it is rocky and yucky and you can't get to...
    4 of 5 stars Reviewed 18 March 2015
    We were two couples staying in the condo. We had plenty of room to cook and dine-in and just relax. Loved the patio with water views. We watched cruise ships arrive and...
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    5 of 5 stars (1) Excellent
    Bodden Town
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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    About this property
    CHECK OUT THIS UNIT WHICH IS LESS EXPENSIVE THAN OTHERS OFFERED AT MOON BAY! A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning coffee or an evening glass of wine to watch gentle waves lap the shore. The indoor space just received a facelift, so it’s... View all property information
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    Bodden Town, Grand Cayman
    5 of 5 stars Reviewed 8 February 2015
    We stayed a Moon Bay # 4 which is affiliated with Turtle Nest Inn. Moon Bay has a wonderful little beach and good snorkeling. Conch were in season so I went out the back door...
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    5 of 5 stars (6) Excellent
    Grand Cayman
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
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    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    • x
    About this property
    Boggy Sand Beach is the last part of Seven Mile Beach with private residences. You will find Multimilion dollar mansions next to 100 year old Shacks and that is what gives Boggy Sand Road it's unique feel. The Kittiwake Shipwreck is a 5 minute swim from shore. Cayman Turtle Farm and Dolphin... View all property information
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    Location Information
    Grand Cayman, Cayman Islands KY1 1201
    5 of 5 stars Reviewed 17 March 2015
    My husband and I stayed here with another couple. We had an amazing time and the condo was exactly what we were looking for! It was clean, well maintained and comfortable. We...
    5 of 5 stars Reviewed 7 July 2014
    We would highly recommend this home for your next Cayman vacation. Morne was an excellent host - full of suggestions to make our vacation unforgettable. He lives with his family...
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    5 of 5 stars (45) Excellent
    Grand Cayman
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Get away from it all at 'Rum and Kai', at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. Thanks to our discerning guests, we have recently been designated as a TripAdvisor and FlipKey... View all property information
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    Grand Cayman, Cayman Islands KY1 1701
    5 of 5 stars Reviewed 17 April 2015
    We have been going to the Caribbean for 30 years now, but always stayed at hotels. First time staying in a person's condo....and we were a bit hesitant. As soon as we walked into...
    5 of 5 stars Reviewed 23 March 2015
    My husband and I stayed here for spring break this past week and lets just say, it was difficult to leave this condo, weather and island. We fell in love with the outstanding...
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    5 of 5 stars (25) Excellent
    Seven Mile Beach
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Air Conditioning
    • Balcony
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    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Serenity Now – an incomparable location on world famous Seven Mile Beach. A Luxury Cayman Villas property, Serenity Now is your own private oasis in the heart of Grand Cayman. Charming, eclectic, and comfortable, Serenity Now is the perfect place families with children or groups of adults. Its... View all property information
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    Location Information
    Seven Mile Beach, Grand Cayman KY 1302
    5 of 5 stars Reviewed 21 April 2015
    From the time of pre-booking questions, through the booking process, Molly was very responsive and helpful. The house is perfect. We were there for a 40th Birthday Party and had...
    5 of 5 stars Reviewed 30 March 2015
    We rented this beautiful, comfortable, fun house as a group of two families with children of various ages. It exceeded expectations in every way. Its location swimming distance...
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    5 of 5 stars (31) Excellent
    West Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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    About this property
    Located only steps from the shore and just five minutes north of Grand Cayman's famous Seven Mile Beach in the quiet West Bay neighborhood, Cayman Sunset is the ideal vacation condo for families or groups of friends looking for a Cayman Islands getaway. VACATION RENTAL HIGHLIGHTS - Spacious,... View all property information
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    West Bay, Grand Cayman KY1
    5 of 5 stars Reviewed 29 January 2015
    Everything was as pictured and promised. Darron, the owner was very quick to respond to any questions. The property manager Duncan & Linda were also so helpful and fun to talk...
    4 of 5 stars Reviewed 6 January 2015
    We had a fantastic visit at Cayman Sunset. Duncan (the property manager) and his family were fantastic hosts and helped to make our first trip to CI an amazing experience. The...
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    5 of 5 stars (3) Excellent
    Grand Cayman
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • ?
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    • ?
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    About this property
    Unit # 9- 2nd floor ,Oceanview unit. With a wonderful veiw of the sunset from your screened porch.Master bedroom has king size bed en suite bathroom with large walk in shower. 2nd bedroom has queen bed, en suite beathroom with tub and shower. 3rd bedroom has queen bed and attached bathroom with... View all property information
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    Grand Cayman, Cayman Islands
    5 of 5 stars Reviewed 13 September 2014
    This was our second time to stay at Casa Caribe. It is wonderfully situated on Seven Mile beach, and allows us to feel a little like we live there instead of just staying in a...
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    5 of 5 stars (55) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
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    • Private Fishing...
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    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
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    About this property
    Paradise on the ocean - your own personal space right on seven mile beach where every room is ocean front! We remember the first time we saw this condominium. Has a private exclusive beach with excellent snorkeling right in front of the condo and great diving close by. We were visiting Grand... View all property information
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    Location Information
    Seven Mile Beach, Grand Cayman CAYMAN ISLANDS
    5 of 5 stars Reviewed 2 May 2015
    Our family just came back from a wonderful week on Grand Cayman! Our vacation was everything we needed and wanted it to be. Bart’s condo was perfect for so many reasons. We are...
    5 of 5 stars Reviewed 12 April 2015
    Having been to Cayman Islands before, was looking for a location on Seven Mile Beach. There are a lot of choices for condos, but have found one has to be careful about the...
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    5 of 5 stars (17) Excellent
    Grand Cayman
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    This renovated three bedroom home in the Rum Point / Cayman Kai area of Grand Cayman has every amenity you could want and now includes a solar heated pool. It has all the luxuries of your home but sits on over a half acre of beach and the back door is steps away from the ocean. The cooling sea... View all property information
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    Location Information
    Grand Cayman, Cayman Islands KY1 9006
    5 of 5 stars Reviewed 14 April 2015
    Pictures do not do No BigTing justice. Truly a well thought out home beautifully appointed-truly luxury living on the beach. The location was pure perfection for us. The beach...
    5 of 5 stars Reviewed 17 March 2015
    We can't say enough great things about our stay at No Big Ting last week. We had two teenage girls and a family friend share the villa with my wife and me. From Day 1, my daughter...
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    5 of 5 stars (40) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Located within 150 feet of stunning Rum Point Beach in the upscale Cayman Kai area, Barefoot Lagoon is the ideal place to enjoy stunning sunsets and the crystal clear turquosie Caribbean Sea. Situated on Grand Cayman's North Side, away from the cruise ship harbor and hustle of Georgetown and Seven... View all property information
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    Location Information
    Grand Cayman, Cayman Islands KY11107
    5 of 5 stars Reviewed 19 April 2014
    Barefoot Lagoon could not have been more perfect for our family of 4 (2 kids 14 and 10). Beautiful island décor inside, this Island House was the ideal quiet calm retreat we were...
    5 of 5 stars Reviewed 13 April 2013
    We love Barefoot Lagoon Island House #11. The house was a no brainer for us. Why pay hotel money when you can pay the same and have a full house to your self. We loved the pool...
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    5 of 5 stars (13) Excellent
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As... View all property information
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    Location Information
    Old Man Bay, Grand Cayman KY1 1010
    5 of 5 stars Reviewed 24 March 2015
    Lovely condo with perfect location. Away from the crowded 7 mile beach strip, but with beach, pool, views and everything we like. Condo was well appointed and very comfortable.
    5 of 5 stars Reviewed 22 March 2015
    Our first time travelling to Grand Cayman and after staying at The Turtles Next inn and experiencing the island we'll be back for sure. Our condo was first class with all the...
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    4.5 of 5 stars (16) Very good
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternative to the bustle of Grand Cayman’s more active areas— just 10 minutes from Rum Point. The living is easy here. Head to the private beach and swim in a... View all property information
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    Old Man Bay, Grand Cayman
    4 of 5 stars Reviewed 3 February 2015
    Garden view still had ocean view Very clean ,hot water tank,in condo wifi,washer/dryer Felt right at home Small IGA 10 min east for groceries
    5 of 5 stars Reviewed 29 May 2014
    We thoroughly enjoyed swimming in the pool, snorkelling in the ocean, walking the beach to collect shells. Only a short drive for lunch & dinner but with the option of preparing...
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    4.5 of 5 stars (8) Very good
    West Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    3 story townhouse set amid lush tropical gardens with 2 pools only steps from the ocean.Huge 2300 square foot condo with private patio and gas fired barbeque.located on upscale development nestled on the ocean at north west point(1.5 miles from end of sevenmile beach) View all property information
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    West Bay, Grand Cayman KY1 1208
    5 of 5 stars Reviewed 29 March 2015
    Understated luxury, hidden gem off the beaten track, completely comfortable, meticulously cleaned, fully furnished, modern, large, updated space. We are seasoned travelers, I am...
    4 of 5 stars Reviewed 16 February 2015
    Everything was just as I saw it on Trip Advisor. The pools, grounds and location were very nice. Originally we were supposed to be in condo 101, however, someone else was given...
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    5 of 5 stars (4) Excellent
    West Bay
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    OCEANFRONT Ground floor one bedroom fully furnished Villa with TWO BEACHFRONT PATIOS. Twelve foot glass sliding doors out to the beautiful turquoise Caribbean sea offers a fantastic view from all rooms. The villa is decorated in the charming 'Cayman Cottage' style, and is supplied with all linens... View all property information
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    Location Information
    West Bay, Grand Cayman 99999
    5 of 5 stars Reviewed 15 March 2015
    This was my second trip back to Cassandra's By The Sea" at Villas Pappagallo but my husband's first time. He loved it as much as I did! We had the best time driving all around...
    5 of 5 stars Reviewed 29 December 2014
    We had a very relaxing and fun time. We explored west bay, restaurants and shopping were close by. Swimming pool and water - gorgeous. We had a great time!
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    5 of 5 stars (9) Excellent
    North Side
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This four bedroom beach house has undergone an extensive renovation including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the North... View all property information
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    Location Information
    North Side, Grand Cayman KY1 9006
    5 of 5 stars Reviewed 11 May 2015
    They say it's fun to have fun but you have to know how. Well, Coral Loft will teach you - it is a simply fabulous property about 45 minutes drive away from the 'bustle' of George...
    5 of 5 stars Reviewed 3 May 2015
    We had an absolutely lovely time and can't wait to return! Everything that we could possibly need was available and the place was absolutely perfect.
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    5 of 5 stars (46) Excellent
    Grand Cayman
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Location: Cayman Kai, North Shore, Grand Cayman, Cayman Islands, Caribbean (Beachfront, Cayman Kai, Kaibo Yacht Club, Rum Point area) Accommodations: Condominium, 2/2, sleeps 6, Cayman Kai Welcome to Blue S'Kai, our white sand beach getaway condo is new to the rental market in beautiful,... View all property information
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    Grand Cayman, Cayman Islands KY1 1701
    5 of 5 stars Reviewed 24 January 2015
    Very communicative and friendly renter. Very nice, clean, well apportioned condo with direct beach access in one of the few remaining very quiet parts of the island. Very nice...
    5 of 5 stars Reviewed 5 December 2013
    The accommodations were great. It was just the 2 of us but there was plenty of room in the condo for four people. You could even sleep 6 comfortably if you don't mind using the...
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    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and a TripAdvisor Award for Excellence in 2014—and why this condo, Discovery Point #18, is among the resort’s best. With an ideal 3rd floor location, 2-bedroom, 2-bath Discovery Point #18 offers... View all property information
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    Location Information
    West Bay, Grand Cayman