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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.
    69 Matching Rentals in Grand CaymanView all 331 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
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sprat Bay Luxury Villa1 / 24
    (6)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    Cayman Calypso Villa1 / 16
    (3)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 3 June 2018
    If your looking for a spacious,quiet, comfortable home away from the cruise tourist..A place to really feel at home..This IS the place to be! We loved our 11 day stay here. The...
    Reviewed 17 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...
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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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    KY11801, East End, Grand Cayman
    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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    • Grill
    • Secure Parking
    • Children's Pool
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Reef Resort - Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturdays check in only. Two Bedroom Master Suite The resort's Grand Cayman Two Bedroom Master Suite, which comfortably sleep six people, is beachfront with an area of approximately 1,350 square feet, plus...
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    55555, East End, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2018
    We feel so fortunate to have recently had the opportunity to spend 3 glorious weeks at Endless Breeze – our first visit to Grand Cayman.My husband and I are nurses (me...
    Reviewed 1 April 2018
    The house is amazing and located in east end of island away from all the ships and hustle and bustle of the island. The house has every amenity you can think of making your stay...
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    About this property
    Located on the quiet east end of the island, you will find many restaurants and beaches to choose from at this very private home. Cool down and relax on the great pool decking or gazebo. With one of the best views of the ocean facing due-south. You can see terrific sunrises and sunsets and catch an...
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    KY1 1501, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ocean Oasis - Private Beachfront Villa With POOL1 / 49
    (11)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 11 July 2018
    This was the best vacation I've ever had. The home was great for a group of 4, ranging in ages from 11-76. What made this location so special was that it was private and quiet...
    Reviewed 14 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...
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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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    KY1 9006, North Side, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Terrace
    • Children's Pool
    • Balcony
    • Washer
    • Internet Access
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated 2nd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and turquoise sea of the most prestigious...
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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 2 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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    KY1, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    KY11801, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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 13 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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    KY2 1101, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    SUMMER SPECIAL—6BR Modern Oceanfront—Tranquility Cove by Luxury Cayman Villas1 / 36
    (15)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 3 weeks ago
    This house, location, and size was absolutely perfect. It was luxurious yet very comfortable. We could not have asked for more!! We have stayed in several beach houses in Cayman...
    Reviewed 10 July 2018
    We booked Tranquility Cove for a mum’s relaxation weekend. It was everything and more than we could have imagined. Tranquility Cove is a stunning property and we did not want to...
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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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    KY1 1302, Grand Cayman, Cayman Islands
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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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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    KY 1 1106, East End, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Caribbean Paradise #121 / 22
    (9)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
    Reviewed 9 June 2018
    The place had a great location with plenty of room for the six of us. Lots of kitchen items like pots and pans, plates and silverware. The storage area by the stairs was perfect...
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    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
    KY1 1202, George Town, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    KY1 1111, Camana Bay, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    KY1800, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 4 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 25
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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
    KY1 1206, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Cozy Serene 2 bedroom Villa has recently been renovated with top of the line appliances, mattresses and furniture. Located in the historic district of Bodden Town, the 1st capital of the Cayman Islands. Situated on the main road of Bodden Town view full ocean views and its own Private beach....
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    KY11107, Bodden Town, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • 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
    11302, George Town, Grand Cayman
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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
    KY1 1302, Bodden Town, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Present Moment villa, on the outskirts of the Bodden Town beach, is the ideal home to create the perfect vacation moments with family and friends. This single-story layout anchored by a wall of sea-view windows can sleep up to 12 guests comfortably in the four bedrooms and four baths. The...
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    Location Information
    KY11600, Bodden Town, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Caribbean Paradise 91 / 12
    (11)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 5 weeks ago
    This was a great property for our four adults and two children. The view is just stunning, and it's also convenient to the community pool. The pros: views, beach...
    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...
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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
    KY1 1202, George Town, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Henry's Hideout1 / 20
    (2)Excellent
    3 Bedrooms, 2 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
    Reviewed 10 July 2018
    House was beautiful. Very clean had everything you needed as far as beach towels , cooler, beach bag. The kitchen was well equipped and there is a charcoal grill. The deck is...
    Reviewed 4 June 2018
    Gorgeous house. Has everything you would want, and more. Was also one of the cleanest places I have ever stayed in. View spectacular, but be warned that the mosquitoes and...
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    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
    KY1 1000, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    SUMMER SPECIAL—7BR Colonial Estate—Tatenda by Luxury Cayman Villas1 / 44
    (11)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 5 weeks ago
    This house is just stunning, and it was a wonderful choice for our large group of multiple families traveling together. The staff was so helpful, and the accommodations were...
    Reviewed 30 April 2018
    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...
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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
    KY1 1111, George Town, Grand Cayman
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    Majestic Luxury Private Home On Seven Mile Beach1 / 37
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Waterfront
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an...
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    Location Information
    30743, George Town, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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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
    KY1 1006, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lime Tree Villa is a private, beautifully appointed 4 bedroom/3 bathroom family home (2 with ensuite), plus a large garden, eco-friendly saltwater pool and a boat dock, all within the exclusive gated community of Canal Point. The home has modern, contemporary furnishings, including a fully equipped...
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    Location Information
    KY1 1202, Camana Bay, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    • 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
    KY 1006, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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
    KY1 1206, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 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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    Location Information
    KY1 1006, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Our Cayman Cottage1 / 27
    (1)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    We stayed in this beautiful home for a week in July. Upon arrival, it was about 90 degrees in the house. We found quickly that the home does not have central air. This was...
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    About this property
    This spacious, exquisitely designed beachfront home has 7 bedrooms and 5.5 bathroom. This wonderful home can comfortably sleeps up to 18 guests. The home spans across four levels for a total of 8,000 interior square feet and an additional 2,000 square feet of outside space on the gorgeous pool...
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    KY1 1002, Gun Bay, Grand Cayman
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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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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    Morning Glory1 / 24
    (7)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • 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
    KY1 1000, Savannah, Grand Cayman
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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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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    • 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
    11003, Grand Cayman, Cayman Islands
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    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
    10001, George Town, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 4 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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    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2018
    We loved this house and enjoyed our vacation. However, be warned, there is NO SAND BEACH in front of the house. It is very rocky and hard to navigate by foot. We had several...
    Reviewed 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...
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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
    KY1 1302, West Bay, Grand Cayman
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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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
    10001, George Town, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Serenity Sands1 / 28
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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
    KY1 1000, Bodden Town, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    SUMMER SPECIAL—7 BR Waterfront Estate—Mayfair Estate by Luxury Cayman Villas1 / 27
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Just returned from a fabulous week at the Mayfair Estate in Grand Cayman. The house was immaculate and well equipped. The caretaker is extremely attentive and anticipated every...
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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
    10001, Grand Cayman, Cayman Islands
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****25% Discount for this brand new villa in our portfolio! Ask a Luxury Cayman Villas manager for more details!*** The main level consists of your interior lounge, dining, kitchen, guest bedroom with ensuite and powder bath, leading to your outdoor dining area, which is perfect for entertaining....
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    Location Information
    11103, Rum Point, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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 23 April 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 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
    00000, West Bay, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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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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    • 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
    KY1 1302, George Town, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Coco Kai Beach Front Villa -Cayman Kai1 / 21
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2018
    We recently returned home from a wonderful trip to Grand Cayman! There were 3 couples in our group. Coco Kai was the perfect vacation home right on the beach on the North Side...
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    About this property
    The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home also has an in-ground pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand...
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    Location Information
    KY1, North Side, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 15
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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 26 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 will love this 3-bedroom, 2-bath beach house situated on a secluded cove (Bio Bay), in a residential area in Cayman Kai, strolling distance from the Rum Point Beach Bar and Restaurant It’s easy to see what makes Kailypso such a popular beach house for group getaways. It...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 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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    Location Information
    KY1 1202, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    SUMMER SPECIAL—Chic 4BR Balinese—Stepping Stone by Luxury Cayman Villas1 / 47
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2018
    There is not one thing out of place in this palace on the beach. The attention to detail is something you don't even find in 5 star hotels! You have all the amenities that you...
    Reviewed 3 June 2018
    This stunning beach house exceeded our expectations. From the secluded location, amazing views of the ocean (with or without the walls of windows open), the large common room...
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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
    10001, Grand Cayman, Cayman Islands
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Hidden Escape! This remarkable eco-friendly home is 'hidden' amoungst the local foliage and fauna, creating a secret oasis of beautiful surroundings that beckon peace and relaxation! On the ground floor the 8-foot front door welcomes you into an elevated reception hall leading to the...
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    Location Information
    KY1 1005, Savannah, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beach Plum Villa1 / 20
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2018
    Great house. Very nice layout. All amenities included. We spent a week at the house everything we needed was there. Spent a lot of time outside on beach and around the pool...
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    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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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Flip Flop Kai1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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/den, 3 bathroom private villa is nestled on a sandy beach overlooking the bioluminescent cove, or ‘Bio Bay’, in Cayman Kai. This home has amazing views from almost every room and a wonderful covered beach side veranda and gazebo, where you can...
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    Location Information
    KY1 1000, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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