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Grand Cayman Villas

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    Travellers to Grand Cayman are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    63 Matching Rentals in Grand CaymanView all 318 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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    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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    Sprat Bay Luxury Villa1 / 24
    (5)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    Beautiful Ocean front Villa with 2 bedrooms and 2 baths1 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2017
    Jane has a great place, perfect location, no crowds and easy access to other areas of Grand Cayman. Would definitely stay here again.
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    About this property
    Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated...
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    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 October 13, 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 August 5, 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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    North Side, Grand Cayman KY1 9006
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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 2 weeks ago
    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 July 16, 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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    East End, Grand Cayman KY11801
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 / 26
    (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 August 22, 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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    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 September 17, 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 September 1, 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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    Castaway by the Sea - Cottage1 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Where do I even begin? Thom and Susan are incredible people! Always available, full of great advice from food to finding a laundromat, and great for information about local...
    Reviewed July 1, 2016
    There should be more than 5 stars for a review for this place. This was the perfect place for our first child free vacation. From the moment we pulled in we started to feel the...
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    About this property
    If you are loooking to de-stress, relax and spend some quality time with your loved one, Castaway Cottage is just what you need. Wake to breathtaking sunrises while enjoying breakfast on the spacious deck overlooking the sea. Stroll the beach searching for the quintessential seashell before...
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    Location Information
    Bodden Town, Grand Cayman KY1 1601
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 February 12, 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 January 25, 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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    North Side, Grand Cayman KY2 1101
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Our Cayman Cottage1 / 27
    (1)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 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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    Gun Bay, Grand Cayman KY1 1002
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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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 March 28, 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 January 10, 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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    Savannah, Grand Cayman KY1 1000
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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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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    East End, Grand Cayman KY 1 1106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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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    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 1 week ago
    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
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2017
    Two families (with 6 kids ranging from 18 to 11 years old) spent a relaxing and fun filled week at Serenity Now in the Caymans. 100% agree with all the positive reviews listed...
    Reviewed February 23, 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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    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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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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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 23, 2018
    I had a wonderful stay at condo #36 at Villas Pappagallos. The condo is just a few steps off of the serene, beautiful beach. The inside is impeccably clean and inviting. We...
    Reviewed March 16, 2018
    Stayed at Villa 36 in mid-march for 4 nights. Views and seclusion were as described in other reviews - this was a spring break week and the largest number of people on the...
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    About this property
    Located in the Villas Pappagallo complex in West Bay, Grand Cayman, this 2700 square foot, 3 bedroom unit is located on a private, white sand beach with beautiful views and amenities. There is incredible snorkeling virtually at your front door at Villas Pappagallo. There are palm trees for shade,...
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    Location Information
    West Bay, Grand Cayman 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Villa Bellagio1 / 29
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2018
    The house was very comfortable for all 10 of us that stayed, very clean, had enough amenities to last the entire week we were there. We were not able to swim in the bay due to...
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    About this property
    Nestled amongst whispering palms on The Cove in the popular Cayman Kai area on the north coast is a comfortable family home that welcomes all! Arranged on two floors this is the perfect ‘home from home’. With 5 bedrooms and 5 bathrooms this beach house makes for the perfect family get-together...
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    North Side, Grand Cayman KY1 1000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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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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    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 April 5, 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 March 15, 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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    Henry's Hideout1 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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
    North Side, Grand Cayman KY1 1000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 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
    George Town, Grand Cayman 10001
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    Location Information
    Camana Bay, Grand Cayman KY1 1111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 March 9, 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
    North Side, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 15
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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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    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
    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa La Playa1 / 54
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 15, 2015
    We stayed at Villa La Playa for 5 nights and had an amazing time. I would definitely recommend this villa to large groups/families, our party was 9 people. The villa itself...
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    About this property
    This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, traditional island architecture, distinctive paint colours, and surprisingly spacious interior with 4 bedrooms, 4.5 baths and an open-concept floor plan. All...
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    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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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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    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 5, 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 October 28, 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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    Grand Cayman, Cayman Islands KY1 1001
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 21
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    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
    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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    Grand Cayman, Cayman Islands 10001
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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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 December 13, 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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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    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 May 24, 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 April 9, 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 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 July 6, 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 June 12, 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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    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 January 28, 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 June 22, 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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    Shellen1 / 27
    (12)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 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 June 10, 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
    East End, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Halcyon Days1 / 13
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • 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—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 August 24, 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 July 25, 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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    Sea Magic1 / 16
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 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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    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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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 September 10, 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 January 29, 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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    1 Bedroom, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Patio
    • DVD Player
    • Washer
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Caribbean is known for its beautiful beaches, and its got a lot of them, but is there one that truly stands out as “The Best”? Caribbean Travel and Life Magazine thinks so. With it’s pristine white sand, intricate coral reef systems, crystal clear waters, and vibrant atmosphere, Seven Mile...
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    Location Information
    West Bay, Grand Cayman KY1 1301
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 10
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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 1 week ago
    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 2 weeks ago
    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
    Grand Cayman, Cayman Islands 10001
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Caribbean Paradise 91 / 12
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 22, 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 May 18, 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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    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
    George Town, Grand Cayman 30743
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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    Treasure Cove1 / 25
    (10)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 24, 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 October 17, 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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    Kailypso1 / 24
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 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 April 25, 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
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 May 4, 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—4BR Oceanfront Estate—Present Moment by Luxury Cayman Villas1 / 30
    (15)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2017
    Recently, my family stayed at Present Moment. I must say we couldn’t have been happier. We have stayed in Grand Cayman a few times and were hesitant to stay outside seven mile...
    Reviewed February 8, 2016
    Traveled with family, spouses and one 18 month old grandson. Excellent home with something for everyone. Great secluded location, private beach, hot-tub, infinity pool 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
    Bodden Town, Grand Cayman KY1 1302
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Terrace
    • Housekeeping Included
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very new and clean 1 bedroom 1 bathroom, including living room, dinette, kitchen, full bathroom, can comfortably sleep 3 Adults or 2 Adults and 2 children. Air conditioning, flat screen smart tv, beautiful mediteranean style villa. Swimming pool and zen garden on property, staff on property. A home...
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    Location Information
    West Bay, Grand Cayman KY11208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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