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West Bay Holiday Vacation with Pools

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    Travellers to West Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    30 Matching Rentals in West BayView all 46 rentals
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    Cayman  Beachfront  at  22 Villas Pappagallo Resort1 / 17
    (15)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    CoCoCondo - Your Home Away from Home in the Caribbean1 / 24
    (15)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB1 / 29
    (40)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Beach Is 37 Steps From Front Door!!!1 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 2018
    The West Bay location was perfect for us. The immediate area was quiet but close enough to George Town and Seven Mile beach to allow us to enjoy those spots with only a short...
    Reviewed February 10, 2018
    Ifyou want to get away for peace, quiet, and lots of rest, this is the place. It is on the water and has a nice shady porch.
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    About this property
    Tranquil and relaxing best describes this island retreat which features an ocean view out the front window with a quiet/semi private beach that is 37 steps from the front entrance. A great place to relax and enjoy peace and calm while taking in the perpetual sounds of the ocean waves! A newly...
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    West Bay, Grand Cayman KY1 1100
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
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    • Ocean Views
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pomegranate Cottage (1 king suite, 1 twin suite, and a pull-out queen sofa) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it. Each floor plan opens to the sea with a pergola over the front porch that provides an elevated private outdoor lounging space for...
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    West Bay, Grand Cayman KY1 1206
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mango Cottage (1 king suite & 1 twin suite) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it. Each floor plan opens to the sea with a pergola over the front porch that provides an elevated private outdoor lounging space for guests. The two en-suite...
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    West Bay, Grand Cayman KY1 1206
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    8 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Secure Parking
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for massage, yoga and more! We maintain a complete list of preferred vendors for many...
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    West Bay, Grand Cayman KY1 1102
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Hot Tub
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Papaya Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it. Each floor plan opens to the sea with a pergola over the front porch that provides an elevated private outdoor lounging space for guests. The two en-suite...
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    West Bay, Grand Cayman KY1 1206
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Avocado Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it. Each floor plan opens to the sea with a pergola over the front porch that provides an elevated private outdoor lounging space for guests. The two en-suite...
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    West Bay, Grand Cayman KY1 1102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 BR Beachfront villa, with infinity pool. 10 min to 7 miles beach. Free electric car! This beautiful villa is in the private gated community of Conch Point Beach resort, on the northern part of the island, 10 minutes away from Camana Bay and Seven Miles beach. It is as well 5 minutes away from...
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    West Bay, Grand Cayman KY 1 9006
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Grand Cayman Islands Ocean front Villa with 2 bedrooms and 2 baths1 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
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    • Children's Pool
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2017
    Jane has a great place, perfect location, no crowds and easy access to other areas of Grand Cayman. Would definitely stay here again.
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    About this property
    Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated...
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    West Bay, Grand Cayman KY 1301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    First Floor Oceanfront Condo in Top Location!1 / 21
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2016
    I traveled with my husband and another couple for a relaxing vacation to Grand Cayman. The condo was great. Spacious, clean, well equipped - everything we needed. So...
    Reviewed July 12, 2015
    Close to turtle farm, lighthouse point, Macabuca, grocery store. Clean unit with all you need. Looks out on a pool. Good location for divers.
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    About this property
    This condo at Bonnie's Arch condominiums is on the first 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 everyone...
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    West Bay, Grand Cayman KY1 1102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Coconut Bay #109! This is the perfect vacation location for water lovers, divers and explorers! This condo is a large 2200 square foot 3 bedroom, 3.5 bath townhouse set around one of Coconut Bay’s two large, heated swimming pools. On the ground level there is a large, open plan...
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    West Bay, Grand Cayman KY1 000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4BR on the Pool at Boggy Sands Club, Seven Mile Beach.1 / 46
    (9)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Patio
    • Children's Pool
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2019
    Just got back from a week staying in Parrot 2 building at the Boggy Sands Club. We had the absolute best time staying here...the condo is pristine, modern, and clean. Everything...
    Reviewed May 20, 2019
    Loved the location of Boggy Sands Club at 7 Mile Beach away from the resort/hotel congestion. Thank you for providing us with first class accommodations for our anniversary...
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    About this property
    4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, King, Full & Full and 2 Bunk Beds to sleep 4 kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury...
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    West Bay, Grand Cayman K1 1201
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you have come to relax, soak up the sunshine or enjoy spectacular diving, our island home is for you! It is a newly refurbished and spacious town house set over 3 floors in a small complex with two pools, a beach, dive station, ladder to access the ocean and some of the best shore diving on...
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    West Bay, Grand Cayman KY1
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    Island Gem1 / 13
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 9, 2019
    We have stayed at Starfish Villa (Villas Pappagallo) numerous times since 1988. What we found was like having our own private paradise. Located at the northwest end of Grand...
    Reviewed January 8, 2019
    We were very happy with our two-week stay at Island Gem! What a perfect location to spend the holidays.The condo was well appointed with all the comforts of home. We were...
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    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,...
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    West Bay, Grand Cayman KY1 1103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 2 story, fully furnished 2 Bdrm (each with private bath) 2.5 bath end unit. Master has King bed, 2nd has 2 Twins. Couch pulls out as a Queen. Sleep max 6. Stainless steel appliances and granite counter tops. Counter top bar seats 2, dining table for 4 plus large coffee table. Patio...
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    West Bay, Grand Cayman KY 1003
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    5TH NIGHT FREE - 4-Bedroom Private, Modern Family Bungalow on Seven Mile1 / 37
    (29)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2018
    We loved this house and enjoyed our vacation. However, be warned, there is NO SAND BEACH in front of the house. It is very rocky and hard to navigate by foot. We had several...
    Reviewed March 20, 2017
    Two families (with 6 kids ranging from 18 to 11 years old) spent a relaxing and fun filled week at Serenity Now in the Caymans. 100% agree with all the positive reviews listed...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** We jumped at the chance to offer guests their own villa on the north end of Seven Mile Beach – a rare luxury at this world-famous destination - and made an offer on this Caribbean...
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    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For an “away-from-it-all” accommodation on Grand Cayman, Villas Pappagallo #5 is the perfect spot! At this peaceful location, you can have the Caribbean beach all to yourself and sea views as far as the eyes can see! This one-bedroom, one-bath condo, is on the quiet, secluded northwest shores of...
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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on Grand Cayman's north west coast in Villas Pappagallo, this two bedroom, two bath villa has ocean views from every bedroom and the living room. A few steps from this villa you arrive at the beautiful, private, and quiet white sand beach which leads to a dock from which you can snorkel,...
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    West Bay, Grand Cayman KY1 1300
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Rocky Shore Villas, a true getaway in the heart of West Bay. Here you will find your own piece of rural Grand Cayman, in close proximity to Cobalt Coast resort, Ironshore walk and Barker’s National Park Rocky Shore Villas comprise of seven separate properties, plus the host’s home and...
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    West Bay, Grand Cayman KY1 1302
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Housekeeping Included
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on the Caribbean Sea 1 mile from West Bay Beach and 0 minutes from Seven Mile Beach, Lighthouse Point Resort features an outdoor gas BBQ, ocean sea pool, artificial turf area, CCTV cameras, and onsite Divetech and VIVO restaurant. This quiet setting is completely furnished with all the...
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    West Bay, Grand Cayman KY1 1301
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Clan Creek #4 is a located in a small, secluded condominium complex where the ocean blues meet the iron shore, and the views down to Seven Mile Beach and George Town are spectacular. This 1 Bedroom, 1 Bathroom home is located on North West Point Road in West Bay, which is just north of the busy,...
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    West Bay, Grand Cayman KY1 1400
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you on the hunt for an away-from-it-all retreat, where you can take a stroll on a pristine Caribbean beach all to yourself? Look no further than this second-floor, two-bedroom gem of a condo, Villas Pappagallo #1B, on the quiet, never-crowded northwest shores of Barkers Beach in West Bay....
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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Island Pines #391 / 26
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2018
    This is our second stay in this unit and we have been satisfied both times. This condo provides all amenities you are looking for including an ocean view, pool access and also...
    Reviewed May 14, 2018
    This condominium is on the second floor and faces Seven Mile beach, overlooking the pool. It is quiet. the grounds are private and well kept. Beach access is controlled by a...
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    About this property
    Island Pines’ prime location on Seven Mile Beach is right in the middle of all the action. It’s a small beach front complex on a vibrant stretch of pristine white sand, glittering aquamarine waters and a large pool with a BBQ area, shady palm trees and hammocks for a lazy afternoon snooze....
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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Oceanfront Villa with Amazing Views!1 / 27
    (17)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Patio
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2019
    Located in West Bay, this condo is very convenient to restaurants (one within walking distance) and grocery/shopping; about a 10-15 minute drive. Condo is well furnished and...
    Reviewed April 23, 2018
    I had a wonderful stay at condo #36 at Villas Pappagallos. The condo is just a few steps off of the serene, beautiful beach. The inside is impeccably clean and inviting. We...
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    About this property
    Located in the Villas Pappagallo complex in West Bay, Grand Cayman, this 2700 square foot, 3 bedroom unit is located on a private, white sand beach with beautiful views and amenities. There is incredible snorkeling virtually at your front door at Villas Pappagallo. There are palm trees for shade,...
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    West Bay, Grand Cayman 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discovery Point Club #18 is an ocean front, 3rd floor, 2-bedroom, 2-bath offers stunning, panoramic views of Seven Mile Beach, George Town, and the endless blue Caribbean. Sunsets are never more spectacular than from this elevated vantage point… perhaps best enjoyed on the condo’s private,...
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    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea Breeze 81 / 24
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Hot Tub
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    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2017
    Our family's stay at Sea Breeze #8 was nothing short of fantastic. The unit is very spacious and beautifully appointed/decorated with all the amenities needed and then some. The...
    Reviewed August 3, 2015
    My wife and I took our parents to Grand Cayman for a family vacation and decided to stay at Sea Breeze. We hate to "tip" anyone off to this place as we would like to...
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    About this property
    20% off for bookings in Sept and October 2019 A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute when the sun slides into the Caribbean—and many other unforgettable moments, too. Claim your sunset...
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    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Home located on Seven Mile Beach. 5 Bedroom Main Residence and 3 Bedroom Guest Home across the street. This home includes a full gym, infinity pool, brand new hot tub, two full kitchens, full-size tennis court, and plenty of space for a large group of people to have a great time in Grand...
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    West Bay, Grand Cayman KY1
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located on a secluded private beach only twenty minutes from the airport. Slide open the door to your private beachfront patios, Jacuzzi waterfall pool, and snorkeling paradise. Enjoy your morning coffee...
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    Location Information
    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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