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Cayman Islands Villas

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    Travellers to Cayman Islands are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    86 Matching Rentals in Cayman IslandsView all 429 rentals
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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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    Coral Beach Villa - A brand new and tranquil getaway...Let the sea set you free1 / 22
    (3)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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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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    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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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 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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    East End, Grand Cayman KY1 1501
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Castaway by the Sea - Cottage1 / 18
    (7)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 19 August 2018
    Thom and Susan were awesome hosts! Place is a hidden gem in the center of the island and away from the crowds. You can reach anywhere on the island in 30-45 minutes max, 7 Mile...
    Reviewed 27 June 2018
    This place was an absolute homerun for my wife and I. Thom and Susan have hit it out of the park with this place. The cottage is quaint and outfitted with everything you could...
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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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    Bodden Town, Grand Cayman KY1 1601
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • Secure Parking
    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    The rooms were very clean, but needed some updating. ALL of the staff were wonderful, friendly and patient. We really enjoyed the pools, bars, restaurants and the view was...
    Reviewed 8 May 2018
    Rental was great for beach, diving, and food. This is in East of island away from the crowds in the west.
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    About this property
    Fixed week rental, check in days: Fri, Sat, Sun. Studio, Sleeps 2, with Full Kitchen and/or 2-Bedrooms. Sleeps 6 are/may be also available - please inquire about rates and availability. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM: Queen Size Bed KITCHEN FACILITIES: Blender,...
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    Gun Bay, Grand Cayman KY 1 1106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sprat Bay Luxury Villa1 / 24
    (6)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    Our family of 6 adults and 4 children ages 10, 6, 5 and 2, spent ten wonderful days in this home. The kitchen was ideal for fixing large meals. The cabinets are fully stocked...
    Reviewed 29 May 2018
    This house was immaculate! It slept our group of 23 without feeling like we were on top of each other. The pool and views were amazing! The beach was literally steps from the...
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    About this property
    Ocean Front Villa with its own private beach and swimming pool located in South Sound. The villa is constructed on a 20,000 sq ft land in a tropical setting with tall palm trees. The living area is 6,000 sq ft has 3 living rooms, 6 bedrooms and 6 en-suite bathrooms sleeps up to 22 people. The villa...
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    George Town, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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    Cayman Brac Beach Villas. Beach Front 2-12 people!1 / 12
    (13)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2018
    My son and I went to Cayman Brac for 5 days before heading to Grand Cayman. What a great way to start our trip. Cayman Brac Villas was exactly as advertised. I think it was...
    Reviewed 7 January 2018
    Brac Beach Villas was amazing in every way! It has the best (and one of the only) beaches on the island. There is easy access into the water to snorkel the reefs straight out...
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    About this property
    www.BRACBEACHVILLAS.COM > CHECK OUT OUR BRAND NEW WEBSITE Ever dreamt of waking up to the sound of the ocean. Getting out of bed to find that you're only foot steps away from your very own private white sandy beach. A pool, sun beds, bicycles, kayaks and more --all at your fingertips... Stay at...
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    Cayman Brac, Cayman Islands KY2 2101
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Cayman Calypso Villa1 / 16
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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 16 July 2017
    This is a great place to stay. Quiet and relaxing but close enough to be able to drive to everything we wanted to do. Amazing pools and wonderful ocean view. House was...
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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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    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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    Grand Cayman Islands 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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    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2017
    Jane has a great place, perfect location, no crowds and easy access to other areas of Grand Cayman. Would definitely stay here again.
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    About this property
    Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated...
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    West Bay, Grand Cayman KY 1301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Balcony
    • Patio
    • Grill
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hibiscus (Queen Room+Bath) is a comfortable room in the Addison & Lee Villa in George Town, Grand Cayman. This tastefully decorated room has a Queen size bed, spacious closet, TV, mini fridge and full-size own bathroom, outside the bedroom not en-suite. More information The space The Addison &...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool (Aug - Dec 10-20% Off1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2015
    Traveled with group to Grand Cayman in late July this was our first experience with renting a Villa in the Caribbean, didn't know what to expect. Spoke to the Property manager...
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    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turtle Crossing is a large 2,700 sq. ft. three bedroom, three bath villa seventy five feet from the beautiful Caribbean. The villa is made for relaxation with large bedrooms, each with a seating area allowing one to withdraw comfortably for rest or reading. There is a large fully equipped...
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    West End, Cayman Brac KY2 2001
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    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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    Camana Bay, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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)
    • Air Conditioning
    • Wi-Fi
    • 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 fully equipped spacious 2 bedroom/1 full bathroom, living space and kitchen apartment above the...
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    Savannah, Grand Cayman KY1 1000
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Mora. This luxurious 7 bedroom 7.5 bath beachfront gated estate sits on over 200 feet of pristine Grand Cayman beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ft., this magnificent oceanfront home features ample outdoor...
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    George Town, Grand Cayman KY1 1702
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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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)
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Heights Residents #5 is a luxury condominium perfectly placed on the canals in the Seven Mile Beach corridor. This location is minutes from the powdery white sands of Seven Mile Beach, shopping, groceries, and restaurants. This location has easy access to everything. Situated on the 2nd...
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    Camana Bay, Grand Cayman KY1 1111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 BR Beachfront villa, with infinity pool. 10 min to 7 miles beach. Free electric car! This beautiful villa is in the private gated community of Conch Point Beach resort, on the northern part of the island, 10 minutes away from Camana Bay and Seven Miles beach. It is as well 5 minutes away from...
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    West Bay, Grand Cayman KY 1 9006
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    FALL 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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    • Waterfront
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot...
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    Grand Cayman, Cayman Islands KY1 1302
    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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    North Side, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 15
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    The Club at Little Cayman - Luxurious Living!1 / 19
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Ocean Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2017
    If you are looking for a quiet place to stay this is it. No need for a car, one grocery store, no street lights and not much night life. The units are fully equipped with...
    Reviewed 15 September 2015
    We originally approached Little Cayman Beach Resort for our dive vacation in Little Cayman. They were full and we opted for The Club at Little Cayman which we scheduled through...
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    About this property
    Luxury all the time and convenient only when you want it to be - The Club at Little Cayman provides you with the best of both. These 3-bedroom, 1-floor villas are impeccably decorated in soothing island colors that bring the essence of spectacular Caribbean beaches and the Sea inside with you....
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    Location Information
    Little Cayman, Cayman Islands KY3 2501
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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, 7 nights blocks only, Friday, Saturday or Sunday check in / changeover only. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM 1: Queen Size Bed BEDROOM...
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    Location Information
    East End, Grand Cayman KY 1 1106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Bellagio1 / 29
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We rented this beautiful home for a family celebration of two "special" birthdays, Father's days for two, and to have an annual epic vacation. This amazing home was...
    Reviewed 8 February 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, 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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    Location Information
    East End, Grand Cayman KY1800
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool (Aug - Dec 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
    Aug - Dec 2018 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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    FALL 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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** This sexy, Balinese-style oceanfront luxury home is one of the most spectacular residences in all of East End. Boasting...
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    Location Information
    Grand Cayman, Cayman Islands 10001
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** The main level consists of your interior lounge, dining, kitchen, guest bedroom with ensuite and powder bath, leading to your...
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    Rum Point, Grand Cayman 11103
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Serenity Sands1 / 28
    (3)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 25 August 2018
    My husband and I along with my son and his girlfriend stayed here for the week. Addressing other reviews, the house is right on the road and it's a bit hard to back out but it...
    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...
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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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    Flip Flop Kai1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • 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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    North Side, Grand Cayman KY1 1000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Washer
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful villa is located right at the tranquil Caribbean Sea. Luxury accommodations for a maximum of 4 persons. Lounge on our private beach area with romantic gazebo - the perfect place to enjoy a glass of wine as you watch the spectacular Caribbean sunsets. Swing in hammocks between...
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    Location Information
    Cayman Brac, Cayman Islands KY2 2101
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Little Cayman Escape1 / 16
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    The place met or exceeded every expectation. Secluded, pristine, tranquil private, comfortable. Escort to and from airport. The ultimate in stress management. Managment was a...
    Reviewed 22 October 2017
    Accommodations perfect! View beautiful! Nighttime stars amazing! Snorkeling easy and interesting. We had a fine time!
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    About this property
    Little Cayman Escape is a unique, 3-bedroom, 2-bath (sleeps 9) villa on the beach in charismatic Little Cayman—the smallest and least populated of the Cayman Islands. With its circular architecture (including wraparound terrace), secluded location, and big windows overlooking the Caribbean, a stay...
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    South Town, Little Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    FALL 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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** RECENTLY RENOVATED!! We jumped at the chance to offer guests their own villa on the north end of Seven Mile Beach – a rare...
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    Location Information
    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool (Aug - Dec 10-20% Off1 / 16
    (36)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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
    Aug - Dec 2018 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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    Caribbean Paradise #121 / 22
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • 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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    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    FALL 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 14 July 2018
    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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Luxury Cayman Villas proudly presents “Tatenda,” a colonial estate located in the prestigious community of South Sound on...
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    George Town, Grand Cayman KY1 1111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded beach. Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to the Rum Point Club to the north....
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    Location Information
    Rum Point, Grand Cayman 19 360416 81 274124
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Our Cayman Cottage1 / 27
    (1)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • 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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    Location Information
    Gun Bay, Grand Cayman KY1 1002
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    Kirk Kove1 / 15
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2016
    We stayed a week at the beginning of May at Kirk's Kove and loved this house on the beach. I spent most of my time lying in the hammock on the screened deck reading my book...
    Reviewed 5 April 2014
    My husband and I spent 2 relaxing weeks at Kirk Kove in February. We watched the sun rise from our own private screened in porch, took morning walks down to Starfish Point...
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    About this property
    The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house found on a quiet, protected cove, Kirk Kove offers plenty of space, both indoors and out, for your group to sprawl out and soak up paradise. Outside, you’ll find a setup reminiscent of a beachfront...
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    Location Information
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Faroway is a gorgeous, single-story, 5,000 sq. ft. luxury oceanfront villa on Grand Cayman’s South Sound, with an oceanfront...
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    Location Information
    George Town, Grand Cayman KY11001
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    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
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    FALL SPECIAL - Elegant 7BR Estate - Kaia Kamina by Luxury Cayman Villas1 / 41
    (5)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2017
    Kaia Kamina was a dream come true. Waking up to glorious views of the ocean and a clean private beach, sparkling infinity pool and spacious bedrooms and bathrooms was the...
    Reviewed 21 November 2016
    What a stunning, brand new ultra luxurious beach villa. Very private, plenty of space for large groups. Spectacular views, open plan and superb entertaining/dining spaces. Very...
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    About this property
    *** FALL SPECIAL — Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. — 'Ask the Manager' for details. *** Luxury Cayman Villas proudly presents 'Kaia Kamina,' located in the resort community of Cayman Kai, near Rum Point, on Cayman's...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1302
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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    FALL SPECIAL - 12,000 sq.ft. 6BR Estate - Oceanus by Luxury Cayman Villas1 / 39
    (2)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 23 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 5 December 2017
    This was my third trip to Grand Cayman, but probably my favorite. We stayed at a rental home, Oceanus, on the south side of the island, on Frank Sound. The location was great...
    Reviewed 28 October 2017
    Oceanus was amazing. The property was perfect for an island getaway. Fantastic amenities and very spacious. Considering a larger family getaway here next year. View of the...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Introducing Oceanus, where luxury, elegance and seclusion converge. This modern masterpiece has a contemporary design. The...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1001
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 23
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    FALL SPECIAL - 5BR Oceanfront Estate - Nirvana by Luxury Cayman Villas1 / 39
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 2017
    WOW! That's the first thing that comes to mind when driving through the gate to Nirvana. Private, spotless, breathtaking, just a few words to describe this villa. Kayaks and...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Luxury Cayman Villas proudly presents 'Nirvana,', a one-of-a-kind, eco-chic oceanfront estate affording complete privacy,...
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    Location Information
    George Town, Grand Cayman 11302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    FALL SPECIAL - 6BR in Cayman Kai - Sun Salutations by Luxury Cayman Villas1 / 50
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    This was the perfect setting and home for our group. We couldn't have asked for anything else in a vacation home. The kayaks and SUP were a lovely extra and the management...
    Reviewed 12 June 2017
    The location is amazing. If feels like you have a private beach, but you are in walking distance of the always happing Rum Point. The home is gorgeous, and very spacious...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** 6BR/6.5BA Sun Salutations is a popular premier villa in Cayman Kai. The villa is directly oceanfront in Cayman Kai (within Rum...
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    Location Information
    Grand Cayman, Cayman Islands 11003
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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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
    • Air Conditioning
    • Wi-Fi
    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
    East End, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    • Wi-Fi
    • Washer
    • Waterfront
    • Air Conditioning
    • 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
    North Side, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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