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Vacation Rentals with Pools in Grand Cayman

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    $3,533
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    1 / 8
    5 of 5 stars (6) Excellent
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 19
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 18
    4.5 of 5 stars (2) Very good
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (40) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    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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    1 / 13
    5 of 5 stars (10) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    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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    1 / 1
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    1 / 32
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    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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    1 / 14
    5 of 5 stars (4) Excellent
    West Bay
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Ocean Views
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    About this property
    OCEANFRONT Ground floor one bedroom fully furnished condo with two sliding glass doors out to the beautiful turquoise Caribbean sea. Decorated in Cayman Cottage style, and supplied with linens and dishes, this is part of the Villas Pappagallo Resort Complex. Away from the maddening crowd of Seven... View all property information
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    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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    1 / 12
    5 of 5 stars (3) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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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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    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 (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
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    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
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    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    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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    1 / 50
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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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    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...
    5 of 5 stars Reviewed 5 February 2015
    We had a great time, the condo at Plantation Village was everything we needed! Spacious, well appointed, clean and open concept which I love as we were travelling with our 8...
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    1 / 14
    4.5 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
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    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Ideally located condo on the renowned 7 mile beach. This spacious condo, on the 3rd floor, has 2 bedrooms, and 2 full bathrooms, with a sofa bed in the living room. This air-conditioned unit, with fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player, ceiling fans,... View all property information
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    4 of 5 stars Reviewed 9 February 2015
    The condo was well equipped and very bright as it is an end unit so lots of windows. Just steps to the pool and beach. Walking distance to many restaurants. The only negative...
    4 of 5 stars Reviewed 7 January 2015
    Very roomy 2 BR condo,can accommodate one large family or two couples with small kids, nice kitchen to cook your own meals and save for the big meals out, pools are great as is...
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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
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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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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    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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    1 / 48
    5 of 5 stars (13) Excellent
    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
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    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...
    5 of 5 stars Reviewed 11 December 2014
    This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that...
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    4.5 of 5 stars (12) Very good
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in fact, some mistake its low-profile building for a large house or other private residence. Instead, it is a laidback complex in an ideal waterfront setting for a relaxing vacation close to the action... View all property information
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    3 of 5 stars Reviewed 17 December 2014
    Good location for people who is not comfortable with driving on other side of the road: walking distance to supermarket, port/town. Few stores and restrnts are in a walking...
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    1 / 27
    5 of 5 stars (14) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    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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    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...
    5 of 5 stars Reviewed 8 March 2015
    This was our first family trip to the beautiful island of Grand Cayman. We decided to stay at the peaceful & relaxing area of Water Cay. The condo, Moonlight Kai, was well...
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    $397
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    5 of 5 stars (5) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Make Harbour Heights Unit #27 your Cayman home away from home...HH Boasts 400 feet of the most beautiful wide, soft white sandy, gently sloping Beachfront on Seven Mile Beach. While looking out over the colorful Caribbean water, you'll relax like you never thought possible. Sit under the thatched... View all property information
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    5 of 5 stars Reviewed 2 September 2014
    We stayed in this beautiful, comfortable condo for 10 days, it was pure paradise! We traveled with our 3 boys, and the accommodations were perfect? Private beach with security...
    5 of 5 stars Reviewed 3 June 2014
    The condo and Harbour Heights are the best that we have ever stayed at. We have been to Grand Cayman 9 times now and this is the best place we have stayed at. The condo, the...
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    1 / 35
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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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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    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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    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Grill
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • 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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    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...
    5 of 5 stars Reviewed 17 November 2014
    This villa is what dream vacations are all about! It is immaculately kept, bright and vibrant with a warm homey feel to it. It has everything you could need or want to make your...
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    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    About this property
    This 3-bedroom, 3-bath freestanding villa—no shared walls! —Recently underwent a stunning remodel and now waits to indulge your group of up to 8 guests with luxury linens, warm wood floors, a gleaming gourmet kitchen, and spa-like contemporary bathrooms. Even better: Gardens of the Kai #9 is tucked... View all property information
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    4 of 5 stars Reviewed 22 July 2014
    This was a 3BR/3BA 2 story house, beautifully renovated, in great condition. The wood floors were amazing. The kitchen was deluxe. Everything worked well. We faced the shore, and...
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    5 of 5 stars (23) Excellent
    Seven Mile Beach
    5 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Balcony
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    • Internet Access
    • 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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    5 of 5 stars Reviewed 25 March 2015
    Hey All – Can't say enough about Luxury Cayman Villas. I stayed a total of three weeks. The first week myself and four buddies stayed at Serenity Now on Seven Mile Beach. The...
    5 of 5 stars Reviewed 18 February 2015
    Right on the ocean. Close to shopping, beach and food. Roomy. Perfect for a large group. Nice amenities. Quiet, except for waves breaking on the beach.
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    5 of 5 stars (13) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Gym
    • Hot Tub
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    • Shared Outdoor Pool...
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    • 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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    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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    5 of 5 stars (1) Excellent
    Seven Mile Beach
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Balcony
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    • Sauna
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    • Pets allowed
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    • 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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    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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    5 of 5 stars (37) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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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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    5 of 5 stars Reviewed 17 March 2015
    Just returned from our week in the sun and had a great stay in this condo. Right on the ocean with beach access and a protected lagoon to snorkel in! 3 bedroom/3 Bath second...
    5 of 5 stars Reviewed 11 January 2015
    We spent two unforgettable weeks in this beautiful condo celebrating 25 years of marriage, Christmas, and New Year’s. To start, the views are amazing! Unlike the peopleless photos...
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    4.5 of 5 stars (8) Very good
    George Town
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighbourhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white... View all property information
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    5 of 5 stars (38) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (38) Make Enquiry
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    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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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    5 of 5 stars (31) Excellent
    West Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • 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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    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 (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    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 (16) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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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    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...
    5 of 5 stars Reviewed 16 November 2014
    just wanted to say how much we enjoyed the property and home, and how easy the home owner was to deal with, thank you for a enjoyable vacation hope to see you next...
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    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
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    • Elder access
    • x
    About this property
    Situated on a pristine powdery beach (comparable to Seven Mile Beach) and only 15 minutes from George Town and the airport, this mostly residential resort has the best of both worlds including tennis and a pool just across the road from the condo. Just 5 minutes away you will find the Countryside... View all property information
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    4 of 5 stars Reviewed 5 July 2013
    This location is perfect for those who are looking for a quite and relaxing place to unwind! The condo has everything one needs! It's clean and well taken care of! I like to cook...
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    5 of 5 stars (10) Excellent
    North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller 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
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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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    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...
    5 of 5 stars Reviewed 12 December 2012
    Where to begin? We went to Grand Cayman for the very first time last summer. We weren't really sure what to expect. Having traveled extensively we assumed we were going to stay in...
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    5 of 5 stars (11) Excellent
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • 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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    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...
    5 of 5 stars Reviewed 22 December 2014
    I was a bit apprehensive about staying on Old Man Bay on the North Shore as I thought it might be too "remote" for my two children (ages 22 and 25) but the fact is, you are only...
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    5 of 5 stars (44) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Balcony
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Pool Table
    • Shared Outdoor Pool...
    Suitability
    • 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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    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...
    5 of 5 stars Reviewed 2 February 2015
    We had the pleasure of staying at The Retreat early in January. I can not say enough good about The Retreat and Lucky Condo #13. We were looking for rest and relaxation and that...
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    4.5 of 5 stars (18) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    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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    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
    • Balcony
    • Dishwasher
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    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    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 just as striking as its surroundings in historic Bodden Town on Grand Cayman.... View all property information
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    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 (4) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
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    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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    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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    5 of 5 stars (16) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
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    • Safe
    • Satellite TV
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    • Washer
    Suitability
    • 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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    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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    5 of 5 stars (7) Excellent
    North Side
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    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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    5 of 5 stars Reviewed 13 February 2015
    This year, the two other couples we travel with each winter decided to try a rental rather than an all inclusive. Coral Loft looked like the perfect choice and it more than met...
    5 of 5 stars Reviewed 24 January 2015
    We stayed at Coral Loft in November, 2014. We were a group of 4, 2 couples and everyone felt the set up was perfect for us. The house can accommodate 8 people very comfortably...
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    5 of 5 stars (53) Excellent
    Seven Mile Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
    • Private Fishing...
    • Satellite TV
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • 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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    5 of 5 stars Reviewed 5 March 2015
    We stayed at the condo for two weeks last year, and this year. The location is within walking distance of everything we needed. Most of our time was spent snorkeling(everyday...
    5 of 5 stars Reviewed 18 February 2015
    We couldn't have asked for a better place to stay - extremely clean and beautiful attention to detail. This condo is convenient for walking, feels safe, and is just away from the...
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    George Town
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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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
    For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—which sleeps 12 in 4 bedrooms and sofa bed in the den—two kayaks wait for you to discover the gorgeous, swimmable waterways just outside. Or rent a boat and launch an exploratory trip from your... View all property information
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    5 of 5 stars (1) Excellent
    West Bay
    2 Bedrooms / 2 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
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    • Elder access
    • x
    About this property
    43 Villas Pappagallo is located in West Bay, Grand Cayman and is situated in a private condo complex next door to a nature preserve. Enjoy beautiful, poolside relaxation, excellent snorkeling and world class dining â steps away from your front door. Our condo is spacious and well appointed,... View all property information
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    5 of 5 stars Reviewed 4 January 2015
    Our family of four stayed here over the Christmas holiday. It is fresh, clean and well appointed with high quality linens, furniture, kitchen stuff, and electronics. We loved the...
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    4 of 5 stars (7) Very good
    West Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
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    • Grill
    • Internet Access
    • Satellite TV
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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...
    5 of 5 stars Reviewed 20 January 2015
    Our Michigan group consisted of a husband & wife with a 23 year old , 20 year old and 19 year old. Plenty of room in a well kept, clean spacious condo right on the ocean. Had...
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    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed 2 October 2014
    My wife and I had the pleasure of staying here for a week in September 2014. Our first wonderful experience started with the owners who were very accessible, friendly, and easy...
    5 of 5 stars Reviewed 5 July 2014
    Located on a quiet residential road at the far end of 7 mile beach, this beautiful condo is just across the road from the beach and nestled among muti million dollar homes...
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    5 of 5 stars (46) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • 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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    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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    East End
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Everything Is provided for you in this home away from home paradise. This collection of colorful cottages offers elegant interiors coupled with a tranquil island setting. Relax by your private pool and gazebo with Cayman Parrots eating papaya out of our trees or take a few steps across the street... View all property information
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Safe
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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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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    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 (2) Excellent
    Seven Mile Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    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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    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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    $227
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    3.5 of 5 stars (3) Average
    East End
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Check in would be on a Fri, Sat, or Sun with Checkout on the following Fri, Sat or Sun. Christmas and NewYear weeks are unavailable. Imagine yourself on a tropical island surrounded by white sandy beaches, and crystal clear waters. Indulge in the opportunity to stay in a resort that offers both... View all property information
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    3 of 5 stars Reviewed 16 March 2015
    The snorkeling is really great anywhere on the island. When it's windy at Morritts we have found that Cemetery Beach on the seven mile beach is always very good snorkeling! We...
    3 of 5 stars Reviewed 9 September 2014
    located on the east end, you need a car to enjoy the island. if arriving on a Sunday, you will want to stop at one of the very few side stores open, to pick up a few things to...
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    $201
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    1 / 14
    West Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Housekeeping...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Located in the exclusive Shores neighbourhood in West Bay, Grand Cayman (1 minute drive from one of our best restaurants Calypso Grill, 4 minutes to the beach and 8 minutes to George Town), this 1,700 sq ft townhouse is ideal for a family or group of friends. If you like having complete... View all property information
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    From
    $188
    / Night
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    1 / 9
    Seven Mile Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    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
    Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shoreline in West Bay. Past guests say they felt lucky to have found this undiscovered gem just 10 minutes from the northern end of Seven Mile Beach and 15 minutes from George Town and the airport.... View all property information
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