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Holiday Rentals with Pools in West Bay

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    Travellers to West Bay are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in West BayView all 46 rentals
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    Beach Is 37 Steps From Front Door!!!1 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB1 / 58
    (39)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Cayman  Beachfront  at  22 Villas Pappagallo1 / 17
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • 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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    KY1 1202, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SUMMER SPECIAL—4BR on Seven Mile Beach—Serenity Now by Luxury Cayman Villas1 / 31
    (28)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 20 March 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...
    Reviewed 23 February 2016
    Serenity Now was the perfect place for me, my husband,sister, daughter, Son and daughter in law. Ann, the director of guest services was so wonderful to work with in booking...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% PLUS indulge in the best Grand Cayman has to offer on land and sea with your choice of a half-day boat excursion to Stingray City; a private family cooking class and dinner; or a $750 in-villa spa credit toward the services of your choice!...
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    KY1 1302, West Bay, Grand Cayman
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • 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 2300 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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    KY1 000, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Discovery Point #151 / 20
    (15)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2017
    Our family rented unit 15 and unit 18 at Discovery Point for a week. Everything was perfect with both units and definitely would go back. Great snorkeling right on the beach out...
    Reviewed 23 July 2017
    My husband and I stayed at Discovery Point for 9 days. It was a very nice condo it had everything we needed for our stay. We liked the location and the screened in patio was...
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    About this property
    This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islands—and perhaps in all of the Caribbean. On this quiet, northern end of Seven Mile Beach, the sand is soft, pristine, and never full of people. You may spot a lone sunbather on a lounge chair one in...
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    KY1 1202, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • 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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    KY1 1000, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Great Condo In Great Location For Divers!1 / 26
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2017
    The unit is located on the west end of the island near turtle farm and 2 well known dive shops and some great restaurants. It was clean, has ample parking, great patio with...
    Reviewed 23 August 2014
    We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
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    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...
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    KY1 2201, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    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 on...
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    KY1 1202, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful 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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    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 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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    KY 1301, West Bay, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    CoCoCondo - Your Home Away from Home in the Caribbean1 / 24
    (14)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2017
    We had a wonderful stay at CoCoCondo. The condo is clean, spacious and in the perfect location (close to the amazing beaches, yet far enough away from crowded tourist areas...
    Reviewed 18 August 2017
    Our trip was a diving vacation for six family members. The location was great for diving. The reef in front of the property is a very nice (not spectacular) shore dive. We...
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    About this property
    CoCoCondo is a spacious 3BR, 3.5 Bath Townhouse-style condo in a beautiful oceanfront complex in a quiet residential area, close to Seven Mile Beach, a short 15 minute drive from the airport and located right on the public bus route. Family-friendly, diver friendly, with full air conditioning and...
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    N A, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4BR on the Pool at Boggy Sands Club, Seven Mile Beach.1 / 46
    (6)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 15 January 2018
    Our family was looking for a space where all 9 of us could stay together, this condo allowed us ample room along with so many amenities that allowed us to cook, enjoy the beach...
    Reviewed 21 December 2017
    We are resident in the Cayman Islands and decided to check out the Boggy Sands Club as a pre-Christmas break. We were not disappointed! The location is fabulous. You are just...
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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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    K1 1201, West Bay, Grand Cayman
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Island...
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    KY1 1000, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Stunning 2 BR Beach Front Condo1 / 16
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 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...
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    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,...
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    KY1 1301, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Breeze 81 / 24
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 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 3 August 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
    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 spot on the balcony’s collection of plush...
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    KY1 1202, West Bay, Grand Cayman
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Island Gem1 / 13
    (11)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 22 May 2017
    Pros: The condo itself is gorgeous! It is fresh, clean and bright. New furnishings and very comfortable. It had three different decks to enjoy the outdoors. We absolutely...
    Reviewed 22 January 2017
    I just returned from a week long stay at Starfish Villa. What an amazing place! The location is the best on the island! Starfish Villa is in Villas Papagallo, which is a...
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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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    KY1 1103, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Divers true Paradise Huge 3 Bed 3.5 Bath Townhouse1 / 5
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Grill
    • Wi-Fi
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2016
    We stayed in this 3 bedroom, 3 bath condo unit at Coconut Bay, West Bay, Grand Cayman. It was clean, comfortable, quiet and convenient. The property had everything we needed...
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    About this property
    Large 3 bed 3.5 bath condo set aid lush tropical gardens on upscale ocean front development.2300 sq foot makes this a large condo with 3.5 bathrooms and an extra full size bed available to put in any of the bedrooms.Layout is queen queen twins set over 3 floors this condo has room for everybody...
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    KY1 1208, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    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 30 July 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 13 July 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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    KY1 1102, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly located condo on the world-renowned Seven-mile beach. This condo offers 2 bedrooms, and 2 full bathrooms including a sofa bed in the living room. This condo also includes an air-conditioned unit, fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player,...
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    KY1 1204, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanfront Villa with Amazing Views!1 / 54
    (16)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    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...
    Reviewed 16 March 2018
    Stayed at Villa 36 in mid-march for 4 nights. Views and seclusion were as described in other reviews - this was a spring break week and the largest number of people on the...
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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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    00000, West Bay, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • 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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    KY1 1000, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • 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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    Location Information
    KY 1003, West Bay, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    KY1 1302, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly located condo on the world-renowned Seven-mile beach. This condo offers 2 bedrooms, and 2 full bathrooms including a sofa bed in the living room. This condo also includes an air-conditioned unit, fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player,...
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    Location Information
    KY1 1204, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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