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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.
    22 Matching Rentals in West BayView all 44 rentals
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    Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB1 / 29
    (39)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 4 Quick View
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    Cayman  Beachfront  at  22 Villas Pappagallo1 / 17
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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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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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Grill
    • Wi-Fi
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 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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    West Bay, Grand Cayman KY1 1208
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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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 September 1, 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 August 18, 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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    West Bay, Grand Cayman N A
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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
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    Island Gem1 / 26
    (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 May 21, 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 January 22, 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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    West Bay, Grand Cayman KY1 1103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 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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    Location Information
    West Bay, Grand Cayman KY 1301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    West Bay, Grand Cayman KY1 000
    Condo/Apartment - 3 Bedrooms, 3 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 January 14, 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 December 21, 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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    Location Information
    West Bay, Grand Cayman K1 1201
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Discovery Point #151 / 20
    (15)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 3, 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 July 22, 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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    Location Information
    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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)
    • Parking
    • Wi-Fi
    Suitability
    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
    West Bay, Grand Cayman KY 1003
    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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    Amenities & Details
    • 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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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 2 Bedrooms, 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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    Amenities & Details
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 4, 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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    Location Information
    West Bay, Grand Cayman KY1 1301
    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 / 38
    (29)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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
    *** 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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    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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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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    West Bay, Grand Cayman KY1 1202
    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 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
    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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    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    Location Information
    West Bay, Grand Cayman KY1 1202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    West Bay, Grand Cayman KY1 1302
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Oceanfront Villa with Amazing Views!1 / 27
    (16)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed March 16, 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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    Location Information
    West Bay, Grand Cayman 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Island Pines #391 / 14
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • 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. Island...
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    Location Information
    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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