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Grand Cayman Villas

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    Travellers to Grand Cayman are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    65 Matching Rentals in Grand CaymanView all 322 rentals
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    Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Castaway by the Sea - Cottage1 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Coral Loft - Casual Living With A Luxurious Twist1 / 24
    (20)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We just returned from a great week at Coral Loft. We were a group of 7, including two young kids. The house is beautifully done and very well maintained! There was plenty of...
    Reviewed 9 April 2018
    Stayed over spring break the first week of April of 2018 with 2 families that included 4 teenagers and 1 younger child. Everyone had a wonderful time. The house was in a...
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    About this property
    This four bedroom beach house underwent a massive renovation in 2013, 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...
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    North Side, Grand Cayman KY1 9006
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 story, 3 bedroom, 3.5 bath private villa with 4 pools just outside the slider. The beach is just across the street inside the reef. Relax under the palm with a breeze blowing in a tropical island setting. The kitchen is fully equipped for preparing your own meals, you can grill your steaks...
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    East End, Grand Cayman KY1800
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ocean Paradise Home # 5 Yellow Summer Discount 10-20% Off1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2015
    Traveled with group to Grand Cayman in late July this was our first experience with renting a Villa in the Caribbean, didn't know what to expect. Spoke to the Property manager...
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    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sprat Bay Luxury Villa1 / 24
    (4)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2018
    Sprat Bay Villa is as gorgeous as the posted photos. We were a family group that included my husband, our adult children and their spouses and our 13 grandchildren whose ages...
    Reviewed 20 January 2018
    We just came back from our trip to Grand Cayman Sprat Bay Villa was everything they say it is and more There was 15 of us and could easily had more one bedroom was left empty...
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    About this property
    Ocean Front Villa with its own private beach and swimming pool located in South Sound. The villa is constructed on a 20,000 sq ft land in a tropical setting with tall palm trees. The living area is 6,000 sq ft has 3 living rooms, 6 bedrooms and 6 en-suite bathrooms sleeps up to 22 people. The villa...
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    George Town, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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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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    West Bay, Grand Cayman KY 1301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Oasis - Private Beachfront Villa With POOL1 / 49
    (10)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2016
    We love the north side, and enjoyed this house. The pool is phenomenal and well-situated, both for the view and to avoid getting overheated by afternoon sun. The house was a...
    Reviewed 5 August 2016
    The Ocean Oasis home is located on the quieter, East end of Grand Cayman, and we truly felt like we had our own island getaway. The house and grounds are very spacious and...
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    About this property
    This private residence has opened its doors to become the ultimate vacation rental. The brand new pool is complete and includes a built in bench the entire length of the pool, it is perfect for soaking in the view. Come enjoy all of the comforts of home with the luxury of panoramic ocean views....
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    Location Information
    North Side, Grand Cayman KY1 9006
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    *BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach1 / 50
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Caribbean Club, a luxurious and exclusive beachfront paradise located directly on the famous Seven Mile Beach in Grand Cayman. GENERAL VILLA FEATURES Every kitchen has beautiful granite tops, modern fixings and appliances and is fully stocked with utensils. All suites offer...
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    Location Information
    Seven Mile Beach, Grand Cayman 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Cayman Calypso Villa1 / 16
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    This is a great place to stay. Quiet and relaxing but close enough to be able to drive to everything we wanted to do. Amazing pools and wonderful ocean view. House was...
    Reviewed 13 June 2017
    If you want a quiet relaxing vacation rental then this is the one for you. We spent a week at this villa on East End, if only we could have stayed another week. It is away...
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    About this property
    Our rental villas are situated in the quaint community of East End on Grand Cayman, away from all the noise and congestion of Georgetown and 7-mile beach. Parking is a HUGE problem in Georgetown and on 7 mile beach -- there are very few public parking lots, and many streets do not allow parking....
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    Location Information
    East End, Grand Cayman KY11801
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    OCEANFRONT 3 BR 2 BATH VILLA ON PRIVATE, SANDY BEACH!! ASK ABOUT SPRING DEALS!!1 / 23
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2017
    If you want the hustle and bustle of tourist trap city stay at Seven Mile Beach. If you prefer a laid back, peaceful island escape, this is the place for you. Great snorkeling...
    Reviewed 1 September 2017
    This is a wonderful location right on the beach with a jaw dropping view when you wake each morning. You could never leave the house and have a fab holiday. Literally right on...
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    About this property
    DIRECTLY ON THE OCEAN, WITH A PRIVATE, SANDY BEACH!! Stay on the quieter side of Cayman. Peaceful and relaxing, this 3 bedroom, 2 bath oceanfront villa is on a secluded, private beach. Enjoy the tandam kayak or snorkel directly off the beach (that has the best snorkeling on the island). Local...
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    Rum Point, Grand Cayman KY1
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous Beachfront Villa, Azure Breeze #51 / 17
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2018
    View from the Villa in the master bedroom of the Caribbean was outstanding. Very clean nicely furnished and Well supplied. Frank’s preview mailings were of great help.
    Reviewed 25 January 2018
    This villa is comfortable, well equipped, and a good value. It is on the water on the quiet, North Side of Grand Cayman. Just minutes from Rum Point and 40 minutes from George...
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    About this property
    Snorkel right outside your villa on the quieter north side of Grand Cayman - where you will enjoy cooling sea breezes (the a/c is often a choice, not a necessity!) and breathtaking uninterrupted views of the ocean. No traffic jams, just the gentle sound of the waves breaking on the reef to lull you...
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    Location Information
    North Side, Grand Cayman KY2 1101
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Plum Villa is an open floor plan private villa, located directly on a large beach overlooking the multi-colored Caribbean sea. This 2 story expansive home is designed to enjoy the open air breezes and outdoors with a large open deck surrounding the freshwater pool. The North Side of Grand...
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    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Shellen1 / 27
    (12)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    You cannot beat the location of Shellen. It's set back from the road (cars go about 50 mph so it's good to have some distance) and the privacy and views are fantastic. There...
    Reviewed 10 June 2016
    We stayed at Shellen for a weekend with close friends. It was an amazing property. It exceeded every one of our expectations. Ideal location if you want a quiet tranquil...
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    About this property
    Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbean coastline. Amenities include an ocean-view outdoor deck with pool, a sunken hot tub, and plenty of lounge chairs under tall palm trees. Not to mention...
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    East End, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kailypso1 / 24
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2016
    The Kailypso vacation rental was perfect for our needs and the first time we have rented a villa over a timeshare condo. It is a little tight for six adults; however, there are...
    Reviewed 25 April 2015
    This villa was absolutely spectacular! The home was sunny, beautifully decorated, clean, welcoming and made our vacation just perfect. Judy, the manager of Cayman Villas was...
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    About this property
    Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residential area in Cayman Kai, strolling distance from Rum Point. It’s easy to see what makes Kailypso such a popular beach house for group getaways. It offers the essential ingredients of a Caribbean...
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    Location Information
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: 2-BR, 2 Baths, Sleeps 6, with Full Kitchen. Fixed week rental, check in days: Fri, Sat, Sun. Studio, Sleeps 2, with Full Kitchen and/or 1-Bedroom. Sleeps 4 are/may be also available - please inquire about rates and availability....
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    Location Information
    East End, Grand Cayman KY 1 1106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kirk Kove1 / 15
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2016
    We stayed a week at the beginning of May at Kirk's Kove and loved this house on the beach. I spent most of my time lying in the hammock on the screened deck reading my book...
    Reviewed 5 April 2014
    My husband and I spent 2 relaxing weeks at Kirk Kove in February. We watched the sun rise from our own private screened in porch, took morning walks down to Starfish Point...
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    About this property
    The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house found on a quiet, protected cove, Kirk Kove offers plenty of space, both indoors and out, for your group to sprawl out and soak up paradise. Outside, you’ll find a setup reminiscent of a beachfront...
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    Location Information
    North Side, Grand Cayman KY1 1202
    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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    • Cable/satellite TV
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Balcony
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Heights Residents #5 is a luxury condominium perfectly placed on the canals in the Seven Mile Beach corridor. This location is minutes from the powdery white sands of Seven Mile Beach, shopping, groceries, and restaurants. This location has easy access to everything. Situated on the 2nd...
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    Camana Bay, Grand Cayman KY1 1111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Halcyon Days1 / 13
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Rum Point a true Caymanian experience. Bring your friends and family! Rum Point is a boater’s destination. At Halcyon Days, the Rum Point Club beach...
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    Location Information
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    SUMMER SPECIAL—7BR Colonial Estate—Tatenda by Luxury Cayman Villas1 / 44
    (10)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    To say we were pleased with our stay at Tatenda is an understatement. We were blown away by the modern, upscale, newly renovated house. With no detail overlooked, our stay at...
    Reviewed 3 weeks ago
    Stayed in this house over a long weekend in March and it was the perfect spot for a getaway. The house was nice and neat with plenty of room for large groups of people and...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% off 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...
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    Location Information
    George Town, Grand Cayman KY1 1111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Discount 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...
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    Location Information
    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Coral Reef1 / 24
    (10)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 25 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Waterfront
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2017
    Excellent trip, house is perfect! We stayed there previously, but since the remodel it is even better if that's possible. Can't wait to go back!
    Reviewed 20 August 2014
    Just saying this could be one of the best properties on 7MB. A representative of the owner family "Jim" lives in an apartment on the first floor and was available...
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    About this property
    On prestigious Seven Mile Beach there are very few private villas for rent. Coral Reef, is one of the phenomenal homes! Completely renovated and expanded this villa is now a spectacular 7-bedroom (with bonus Game Room) and 7.5-bath beachfront mini-resort located on the most sought after beach in...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 25
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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take your beach holiday to the next level at Evolution. This oceanfront Grand Cayman villa is set on a private stretch of sand near famed Cemetery Beach in charming Bodden Town, and offers resort-worthy amenities in an equally stunning setting. Seven bedrooms mean there's ample space to share the...
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    Location Information
    Bodden Town, Grand Cayman 12345
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, 2450 square foot villa is in a small complex of multi-coloured villas surrounding a gorgeous 5 level cascading swimming pool. All rooms in this villa (except 1 bathroom) face the ocean, allowing you to watch the most beautiful sunrises in the Caribbean, hence the reason we call...
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    Location Information
    East End, Grand Cayman KY11801
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Sea Magic1 / 16
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    We recently vacationed at Sea Magic with our dear friends. Between the two families, there were 3 teenagers, and this was the perfect house for us. There are actually 2 and a...
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    About this property
    This recently renovated 2 bedroom villa has spared no detail. With 2 bedrooms and 2 bathrooms, it is perfect for a couple of friends or a small family who want a Caribbean vacation home that has the quaint character of an islandy cottage - with the luxurious design details of an upscale villa....
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    Location Information
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    SUMMER SPECIAL—4BR on Seven Mile Beach—Serenity Now by Luxury Cayman Villas1 / 38
    (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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    Location Information
    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    SUMMER SPECIAL—5BR Oceanfront Estate—Nirvana by Luxury Cayman Villas1 / 39
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 2017
    WOW! That's the first thing that comes to mind when driving through the gate to Nirvana. Private, spotless, breathtaking, just a few words to describe this villa. Kayaks and...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% off 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...
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    Location Information
    George Town, Grand Cayman 11302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    SUMMER SPECIAL—6BR Oceanfront Estate—Point of View by Luxury Cayman Villas1 / 45
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Close to central George Town, this villa was situated int he best location. The rooms were amazingly spacious and really comfortable. Everything was state of the art. I loved...
    Reviewed 29 January 2017
    Last year we rented "Present Moments", this year "Point of View" . The home was above and beyond expectation. It was beautifully appointed, fully automated...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% off 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...
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    Location Information
    George Town, Grand Cayman KY1 1302
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture with terracotta roofs, to the stone staircases and Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Ocean Paradise Home # 5 Yellow - Summer Discount 10-20% Off1 / 16
    (36)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    We hosted our wedding at Ocean Paradise this past weekend and could not have asked for a better wedding venue! We rented out all 5 homes and our wedding party stayed in them for...
    Reviewed 9 April 2017
    Amazing find with a great location. We stayed in one of the beachfront homes away from the crowds in GeorgeTown. If you like peace and serene environment, you dont need to look...
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    About this property
    Summer Discount 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...
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    Location Information
    North Side, Grand Cayman KY1 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    SUMMER SPECIAL—6BR Modern Oceanfront—Tranquility Cove by Luxury Cayman Villas1 / 36
    (12)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    Okay friends I have another awsome review for you. A group of friends rented this house for a event that we had and it was fantastic! The house is beautiful, nice location and...
    Reviewed 4 July 2017
    Tranquility Cove is a beautiful home that was just as pictured. It was the perfect set up for our two families totaling 10. The home had every amenity needed inside and out...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% off 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...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1302
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Ocean Paradise Home # 4 Green - Summer Discount 10-20% Off1 / 7
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2015
    Lovely place. Really enjoyed our time here, felt like we discovered the best the island has to offer. Owners are very helpful. Cleaning people do a fantastic job! The kitchen...
    Reviewed 15 March 2015
    Best Vacation Spot EverMy wife and I took our family (son, daughter, their spouses and our 15 month old granddaughter) to Grand Cayman to escape the brutal Ohio winter in...
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    About this property
    Summer Discount 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...
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    Location Information
    North Side, Grand Cayman KY 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    SUMMER SPECIAL—6BR Cayman Kai Estate—Sun Salutations by Luxury Cayman Villas1 / 50
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    This was the perfect setting and home for our group. We couldn't have asked for anything else in a vacation home. The kayaks and SUP were a lovely extra and the management...
    Reviewed 12 June 2017
    The location is amazing. If feels like you have a private beach, but you are in walking distance of the always happing Rum Point. The home is gorgeous, and very spacious...
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    About this property
    *** SUMMER SPECIAL — Join us this summer and receive 10% off 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...
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    Location Information
    Grand Cayman, Cayman Islands 11003
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    Treasure Cove1 / 25
    (10)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2016
    My wife and several of our close friends booked Treasure Cove for couples retreat. We have stayed in hotels for every trip we have ever taken to the Cayman Islands. This was a...
    Reviewed 17 October 2016
    This home is exceptional-beautifully decorated with character beyond most beach rentals, very clean. While you can't swim in the water directly out front (jelly fish everywhere...
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    About this property
    A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cayman Kai. Treasure Cove offers the features that discerning guests expect: from an immaculate private pool to your own boat dock—even two kayaks and a...
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    Location Information
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture with terracotta roofs, to the stone staircases and Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Ocean Paradise Home # 3 Blue - Summer Discount 10-20% Off1 / 30
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    Ocean paradise is awesome what u see in the pictures is what u get u only need food and drinks the place is as advertised 5 stars the view is amazing the one minor complaint...
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    About this property
    Summer Discount 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...
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    Location Information
    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Flip Flop Kai1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Waterfront
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2017
    This was our first trip to the Cayman Island. Our stay at Flip Flop Kai was absolutely perfect. The home was actually better in person then it looked online. We truly enjoyed...
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    About this property
    Welcome to Flip Flop Kai! This beautiful 3 bedroom, 3 bathroom and den villa is nestled on a sandy beach overlooking the bioluminescent Cove in Cayman Kai. This home has gorgeous views from almost every room and a wonderful covered beach side veranda where you can listen to the gentle lapping of...
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    Location Information
    North Side, Grand Cayman KY1 1000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture with terracotta roofs, to the stone staircases and Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This breezy beach home resides within a gated estate, right on the sandy shores of the Caribbean Sea. Private and secluded, White Cottage is a five-bedroom beachfront getaway with everything you'll need for your next amazing Luxury retreats vacation. With an open-concept main-floor living space and...
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    Location Information
    East End, Grand Cayman KY1 1602
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Caribbean Paradise #121 / 22
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and looking out over the Caribbean Sea. Enjoy a memorable oceanfront barbeque with burgers on your private gas grill, and then kick off your flip-flops for a sunset stroll along the shore. This stretch...
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    Location Information
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SUMMER SPECIAL—12,000 sq.ft. 6BR Estate—Oceanus by Luxury Cayman Villas1 / 39
    (2)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2017
    This was my third trip to Grand Cayman, but probably my favorite. We stayed at a rental home, Oceanus, on the south side of the island, on Frank Sound. The location was great...
    Reviewed 28 October 2017
    Oceanus was amazing. The property was perfect for an island getaway. Fantastic amenities and very spacious. Considering a larger family getaway here next year. View of the...
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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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    Location Information
    Grand Cayman, Cayman Islands KY1 1001
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 21
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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 4 weeks 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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    Location Information
    West Bay, Grand Cayman 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Serenity Sands1 / 28
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Waterfront
    • DVD Player
    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2018
    Nice property in the middle of Bodden Town. It’s about a 30 minute drive to either Seven Mile Beach or Rum Point. It’s situated directly next to the road in front but feels...
    Reviewed 22 June 2017
    The house itself was spacious, very clean, and quaint. What really made the place was the back yard. For those who like to read on the beach or nap by the waves, there are...
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    About this property
    Serenity Sands is the perfect beach hideaway! Located in Historic Bodden Town, this villa sits right on a powdery south facing beach overlooking the Caribbean Sea: Be prepared to be astounded by an abode where you can really enjoy some breathtaking sea views! Serenity Sands is a two-level home...
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    Location Information
    Bodden Town, Grand Cayman KY1 1000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    SUMMER SPECIAL—Elegant 7BR Estate—Kaia Kamina by Luxury Cayman Villas1 / 41
    (5)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2017
    Kaia Kamina was a dream come true. Waking up to glorious views of the ocean and a clean private beach, sparkling infinity pool and spacious bedrooms and bathrooms was the...
    Reviewed 21 November 2016
    What a stunning, brand new ultra luxurious beach villa. Very private, plenty of space for large groups. Spectacular views, open plan and superb entertaining/dining spaces. Very...
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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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    Location Information
    Grand Cayman, Cayman Islands KY1 1302
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, bright and cheerfully decorated beach front house is best for those casual beach lovers and avid snorkelers who enjoy lots of peace and quiet! Perched to embrace the refreshing Caribbean sea breezes and spectacular sea view, a cool tropical cocktail on your sundeck is a must, as...
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    Location Information
    North Side, Grand Cayman KY1 1000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Caribbean Paradise 91 / 12
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 December 2017
    We stayed here with two teens the first week of December. This location is the best. Close to Georgetown but not in it, grocery store a short drive down the road, a quiet...
    Reviewed 18 May 2017
    The condo was beautiful and the manager was very easy to work with. The beach is not like Seven Mile Beach. It is a little rocky but it gorgeous. It is very close to everything.
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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...
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    Location Information
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SUMMER SPECIAL—4BR Breezy Estate—In Harmony by Luxury Cayman Villas1 / 25
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2016
    In Harmony is big and beautiful. Plenty of space to spread out, but so much common space to feel the togetherness. Beautiful views. Truly a luxurious space. The home had...
    Reviewed 25 July 2015
    We have high expectations about our lodging during travels and the In Harmony Villa in Bodden Town on Grand Cayman not only met, but exceeded. The rental process was simple...
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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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    Location Information
    Bodden Town, Grand Cayman KY1 1302
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Grand Cayman, Cayman Islands 10001
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    Morning Glory1 / 24
    (7)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2018
    My wife and I stayed here as guests of a wedding party. I was first impressed at the architecture and construction of this villa. From lighting to sound system it is quite the...
    Reviewed 10 January 2018
    This magnificent house is close to spotts beach, but even though it would only be about a 5 minute walk, there is really no where to walk along the roadside. The view is...
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    About this property
    Morning Glory is truly one of the most elegant residential estates on the south coast of Grand Cayman. This state-of-the art house features 5 bedrooms and 5.5 bathrooms in the main house, and a spacious 2 bed/1 bath apartment above the garage, that all together comfortably accommodates a total...
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    Location Information
    Savannah, Grand Cayman KY1 1000
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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