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Vacation Rentals in Grand Cayman, Cayman Islands

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All 287 Rentals in Grand Cayman
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From
$300
Per Night
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1 / 29
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West Bay
3 Bedrooms, 3 Bathrooms, Sleeps 7
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$450
Per Night
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1 / 27
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$475
Per Night
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1 / 34
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$195
Per Night
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Refrigerator
  • Stereo System
  • Dryer
  • Grill
  • Microwave
  • Parking
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our Sea Lodge cottage is located directly on the beach along the North Side of Grand Cayman in beautiful Cayman Kai, a secluded, tranquil, friendly, and safe area. It is beachfront, ground floor, one story property with a beautiful multicolor sea view that goes from turquoise to deep sapphire. It... View all property information
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5 of 5 stars Reviewed August 15, 2014
Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
5 of 5 stars Reviewed July 27, 2014
This is the hot season for Grand Cayman Island, but the design of the house allowed me to sleep without turning on the AC. It was a very comfortable 2 bedroom house. Kitchen...
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From
$185
Per Night
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1 / 18
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Microwave
  • Grill
  • Ceiling Fans
  • Dryer
  • Dishwasher
  • Stove
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo at Bonnie's Arch condominiums is on the second floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for... View all property information
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4 of 5 stars Reviewed August 22, 2014
We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
5 of 5 stars Reviewed July 10, 2014
This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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From
$550
Per Night
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1 / 10
West Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (5) Make Inquiry
Amenities & Details
  • Parking
  • Grill
  • Stereo System
  • Ceiling Fans
  • Gym
  • Dishwasher
  • Internet Access
  • Hairdryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Beachcomber is comprised of 40 individually owned, designer decorated, all-ocean front, 2, 3 and 4 bedroom condominiums. The luxurious ocean front condominiums range from 1,800 – 3,200 sq. ft. Each offers a fully-equipped gourmet kitchen and full laundry room with full-size washer and dryer.... View all property information
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5 of 5 stars Reviewed November 3, 2014
This was our 2nd time coming to the Beachcomber with our family of 4 (kids aged 7 & 10) and our friends. Seven Mile Beach is clearly listed among the most beautiful beaches in...
5 of 5 stars Reviewed July 15, 2014
Excellent experience with friends who rented for two weeks. Super clean. Right on Seven Mile Beach. Great amenities and literally across the street from the Fosters IGA grocery...
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From
$170
Per Night
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (11) Make Inquiry
Amenities & Details
  • Dishwasher
  • Safe
  • Hot Tub
  • TV
  • Grill
  • Parking
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
“Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, white sandy beach that is... View all property information
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5 of 5 stars Reviewed July 30, 2014
If you wish to stay on Cayman Kai in a condo, stay here. Nothing more needs to be said. Everything you need is at the condo...just bring food of your choice to cook in the...
5 of 5 stars Reviewed June 24, 2014
But there is no way I can honestly give this place anything less than 5 STARS! Whether you are traveling with friends or family, this place is perfect. It is on the 2nd floor...
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From
$329
Per Night
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1 / 38
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (14) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • DVD Player
  • Parking
  • Washer
  • TV
  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This is a nice large 3 bedroom, 2 bath condo right on the ocean on the famous Seven Mile Beach. Listen to the waves roll in as you enjoy your morning coffee in the breakfast nook. Or, watch the beautiful sunsets while relaxing on our huge 400 square foot patio. This is an end unit, so we have... View all property information
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5 of 5 stars Reviewed November 20, 2014
My husband and I, along with 2 other couples, rented this beautiful oceanfront condo in Grand Cayman. It was absolutely stunning! The condo is well kept and very clean and the...
5 of 5 stars Reviewed October 31, 2014
5 of us stayed here Oct 8-13, 2014 (All adults 25-53). The condo was perfect. Upon arrival, it was clean, well-stocked with virtually everything you need and the views were...
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From
$799
Per Night
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1 / 32
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (10) Make Inquiry
Amenities & Details
  • TV
  • Grill
  • Refrigerator
  • Dryer
  • Parking
  • Patio
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
***Featured as one of The London Times' 'Top 50 villas in the Caribbean' for 2014*** If you’re seeking a Caribbean beach vacation unlike anything you've ever experienced before, come escape to “Sun Cloud,” a luxury Grand Cayman vacation rental house ideally situated on... View all property information
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5 of 5 stars Reviewed July 2, 2014
Our second trip to the island, however this property made it a remarkable stay. A perfect location, tranquil, close to a small store, 4 minutes drive to Rum point and Cayman Kai...
5 of 5 stars Reviewed March 11, 2014
Our extended family recently returned from a fabulous vacation at Sun Cloud in Grand Cayman. To say that we were enchanted with the villa and the island is an understatement. We...
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From
$600
Per Night
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1 / 24
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North Side
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Reviews (6) Make Inquiry
Amenities & Details
  • TV
  • Microwave
  • Parking
  • DVD Player
  • Garage
  • Grill
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This four bedroom beach house has undergone an extensive renovation including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the North... View all property information
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5 of 5 stars Reviewed January 24, 2015
We stayed at Coral Loft in November, 2014. We were a group of 4, 2 couples and everyone felt the set up was perfect for us. The house can accommodate 8 people very comfortably...
5 of 5 stars Reviewed October 9, 2014
My family-- two adult sons and their wives, my husband and I--were guests of a dear friend who shared this magnficent place with us. Coral Loft accommodated seven adults...
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From
$275
Per Night
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1 / 13
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North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Dishwasher
  • Patio
  • Grill
  • Dryer
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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... View all property information
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5 of 5 stars Reviewed January 13, 2015
Quiet.... North side beach far away from Seven mile beach. Eat at Kurts Corner. Dive with Ocean Frontiers.
5 of 5 stars Reviewed January 6, 2015
What a wonderful stay we had at this villa. We were hoping for some time to unwind and find true tropical island paradise. We found it! Each morning I started with the short...
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From
$300
Per Night
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • Nearest Beach: 0.1...
  • Rum Point Beach...
  • Fishing Nearby
  • Owens Robert...
  • Watersports Nearby
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,... View all property information
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From
$1,100
Per Night
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1 / 15
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Guest Count
  • Linens Provided
  • Grill
  • # Of Bathrooms
  • Shared Outdoor Pool...
  • Dishwasher
  • Number Of Bedrooms
  • Single Beds:(4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This beautiful home is situated on a pristine white sandy beach within walking distance of a water-sports operator, a restaurant and beach bars. The grocery store and other restaurants are only few minutes drive away. AmenitiesBedding: 2 Kings, 1 Queen, 4 TwinsMaid Service: NoCeiling... View all property information
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From
$300
Per Night
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stove
  • Microwave
  • Washer
  • Grill
  • Gym
  • Dishwasher
  • Pool Table
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Kick back “island-style” in a luxurious setting!!! Leave the crowds behind on Seven Mile Beach. The Retreat is located at Rum Point, in the heart of the Cayman Kai area, on the north side of the island. There are only 23 units on our seven acres of beachfront property with 1,300 feet of white sandy... View all property information
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1 / 17
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Unit # 10- 2nd Floor, 3000 square foot, Panorama unit with beautiful views from your screened front patio, your side patio or off your master bedroom. Go ahead, relax by day , listen to the waves crash to shore at night or dine by the light of the stars at night.Master bedroom has king size bed,... View all property information
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From
$515
Per Night
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1 / 12
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Microwave
  • Single Beds:(2)
  • Telephone
  • Guest Count
  • # Of Bathrooms
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Sunset Cove is a condominium/resort complex located on the famous and beautiful 7 Mile Beach.  The resort offers two fresh water swimming pools, tennis court, bar, restaurant, nightclub and water sport facilities. Sunset Cove is a perfect choice for a young group that craves action or young... View all property information
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From
$385
Per Night
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1 / 69
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Patio
  • Grill
  • Refrigerator
  • Hot Tub
  • Parking
  • TV
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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... View all property information
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From
$177
Per Night
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Grill
  • TV
  • Dishwasher
  • Dryer
  • Stove
  • Washer
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This 1st floor, ocean front condo at Bonnie's Arch condominiums is truly a diver’s paradise, with direct access to the ocean and the pool. Bonnie's Arch dive site and Wall Dives are accessible directly from the property. There is something for everyone whether you enjoy relaxing by the pool in a... View all property information
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From
$1,850
Per Night
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1 / 21
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West Bay
5 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Deck
  • Shared Outdoor Pool...
  • Microwave
  • Parking
  • Number Of Bedrooms
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This spacious and deluxe private beach front villa could be considered as one of the most sought after in the Cayman Islands! Situated directly on one of the best parts of the famous 7 Mile Beach, the pristine white powdery sand beckons you to set new footsteps or take a swim in the shimmering aqua... View all property information
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Unit # 12-This second Floor, Oceanfront unit has two seating areas from which to watch your large flat screen TV or just relax and read a book. You can enter your large screen porch from the Master bedroom which has king size bed, flat screen TV and the en suite bathroom with tub and shower. The... View all property information
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From
$915
Per Night
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1 / 13
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North Side
2 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Number Of Bedrooms
  • Stove
  • Linens Provided
  • Grill
  • Double Beds:(2)
  • Microwave
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa La Playa is nestled in a tranquil inlet of water (not the open ocean). A pretty Cayman style wooden home, it is located in the residential area of Cayman Kai on the north coast of the island. The interiors feature warm woods and a delightful mix or iron and wicker furnishings. Built on two... View all property information
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From
$635
Per Night
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1 / 12
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George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Linens Provided
  • Guest Count
  • # Of Bathrooms
  • Double Beds:(3)
  • Telephone
  • Stove
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives you the feeling of nature interacting with the house. Situated in the exclusive residential area of Cayman Kai, it's only a short walk to restaurants, beach bars and water sport shops. The airport and... View all property information
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From
$225
Per Night
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1 / 20
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North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • Stove
  • DVD Player
  • Dryer
  • Dishwasher
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Barefoot Lagoon, Summer Breeze, Toto Kai, Dream Kai, Island Sunset, Kai Kotch, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman, Cayman Islands. The Island... View all property information
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From
$831
Per Night
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1 / 28
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Seven Mile Beach
4 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • Refrigerator
  • Dryer
  • TV
  • Stove
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is undoubtedly one of the best four-bedroom condos available for short-term let on Seven Mile Beach. The apartment has been furnished with a keen attention to detail by of of Grand Cayman's premier interior designers, giving a serene, bright and airy space for complete holiday relaxation.... View all property information
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From
$230
Per Night
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1 / 21
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (16) Make Inquiry
Amenities & Details
  • Stove
  • VCR
  • Patio
  • Dryer
  • Washer
  • TV
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in the quiet and secluded Cayman Kai / Rum Point area of Grand Cayman, 'A Mid-Winter Night's Dream' is an ideal place for a tropical getaway. Situated on the ground floor, directly overlooking the ocean, we have great views of the Caribbean from every window. The screened-in lanai is a... View all property information
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5 of 5 stars Reviewed June 28, 2014
The condo was perfect for us. There were 5 of us.. My wife and I, our 2 teenage daughters, and their friend. The accommodations were clean and very updated. All you need is here...
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From
$185
Per Night
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1 / 21
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stove
  • Dryer
  • Washer
  • Grill
  • TV
  • Patio
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo at Bonnie's Arch condominiums is on the first floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for everyone... View all property information
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From
$300
Per Night
View Details
1 / 37
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Rum Point Beach...
  • Fishing Nearby
  • Hiking Trips
  • # Of Bathrooms
  • Long Term Rentals...
  • Beach Or Lakeside...
  • Watersports Nearby
  • Horse Riding Nearby
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Tranquility is located on a protected cove (Sand Pointe Cove) on the Caribbean Sea in the heart of the exclusive area of Cayman Kai on the north side of Grand Cayman and right across the road from the 'Famous Rum Point Beach', these Island Houses are ideal for a family of up to six people or for... View all property information
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From
$325
Per Night
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1 / 14
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Stereo System
  • Stove
  • Refrigerator
  • VCR
  • Dryer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Barefoot Lagoon located on a protected cove (Sand Pointe Cove) on the Caribbean Sea in the heart of the exclusive area of Cayman Kai on the north side of Grand Cayman and right across the road from the 'Famous Rum Point Beach', these Island Houses are ideal for a family of up to six people or for... View all property information
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From
$855
Per Night
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1 / 37
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Telephone
  • Guest Count
  • # Of Bathrooms
  • Air Conditioning
  • Microwave
  • Stove
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
No Snow- is located on the Northside of the island just about 1/2 Mile east of the Rum Point Club. This casual (fully renovated) 6BR villa is a simple-to-live-in Caribbean Cottage style. Nestled in the palms and sea grapes along a beautiful sandy beach, No Snow enjoys an oceanfront breeze and great... View all property information
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From
$426
Per Night
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
  • # Of Bathrooms
  • Air Conditioning
  • Shared Outdoor Pool...
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Experience the delight and tranquility of this charming free standing villa in a small but expansive colony of villas which rests upon pure white, powdery, soft beach. It is located on the quiet, serene side of the island just 55 minutes from the George Town Airport. You have arrived at the finest... View all property information
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4 of 5 stars Reviewed July 22, 2014
This was a 3BR/3BA 2 story house, beautifully renovated, in great condition. The wood floors were amazing. The kitchen was deluxe. Everything worked well. We faced the shore, and...
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From
$595
Per Night
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1 / 13
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Guest Count
  • Microwave
  • Grill
  • Parking
  • Number Of Bedrooms
  • Deck
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Kailypso is a spacious and comfortable home situated on a wide white sandy beach inside a little cove in the resort area of Cayman Kai. The home has central air-conditioning and features three bedrooms, two baths and a combined living/dining room. The interiors feature a mix of tropical and... View all property information
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$300
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1 / 42
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Grill
  • Stove
  • Dryer
  • Stereo System
  • Patio
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,... View all property information
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From
$325
Per Night
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1 / 45
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • TV
  • Refrigerator
  • DVD Player
  • Dryer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Nested on a quiet cove amid lush tropical foliage, this is a perfect place for a family or a romantic get-away. An open design Island House that brings nature and the island breeze indoors. Island Sunset, is only steps away from the famous Rum Point Beach where water sports, swimming or hammocks... View all property information
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From
$300
Per Night
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1 / 28
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Patio
  • Stove
  • TV
  • Grill
  • DVD Player
  • Microwave
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of... View all property information
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5 of 5 stars Reviewed January 17, 2015
Our family had a great time staying here. Our group consistent of me, my 2 year old daughter, my wife, and three of our parents. The setting was beautiful and had plenty of space...
5 of 5 stars Reviewed November 17, 2014
This villa is what dream vacations are all about! It is immaculately kept, bright and vibrant with a warm homey feel to it. It has everything you could need or want to make your...
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From
$330
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • VCR
  • DVD Player
  • Air Conditioning
  • Hot Tub
  • Porch
  • Microwave
  • Safe
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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5 of 5 stars Reviewed August 28, 2014
I went to Grand Cayman with my family (husband and 2 kids 13 & 15). We stayed at the Aqua Bay Club from Aug 3-12, 2014. The 2bd/2ba condo (Unit #11) was beautiful, clean, well...
5 of 5 stars Reviewed May 23, 2014
We were so pleased with our vacation in Grand Cayman in this gorgeous condo in a quiet section of Seven Mile Beach. Close to everything we wanted to do yet away from the crowds...
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From
$3,600
Per Week
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North Side
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (29) Make Inquiry
Amenities & Details
  • Stove
  • Dryer
  • Playground
  • Dishwasher
  • Microwave
  • Patio
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Caymanease is a private, oceanfront villa with a pool sitting on a secluded beach located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, and enclosed outdoor shower, an oceanfront pool, kayaks and all the amenities you need to have a relaxing and... View all property information
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5 of 5 stars Reviewed August 11, 2014
We stayed at Caymanease for a week in mid June 2014. What an amazing place on a wonderful island. The home is perfectly decorated, stocked and in the perfect location! The...
5 of 5 stars Reviewed February 9, 2014
We just returned (alas! we had to leave) Caymanese after spending one week with two other couples. The house is comfortably appointed and on a quiet and private beach. We...
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From
$215
Per Night
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Microwave
  • TV
  • Parking
  • Refrigerator
  • Dishwasher
  • Grill
  • Patio
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to Cayman Conch Quest! Our first floor location has great unobstructed views of the Caribbean Sea and direct access to the beach and pool, both only steps from the private lounging deck. Enjoy your meals in the screened lanai where the sights and sounds of the ocean will make you wish... View all property information
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5 of 5 stars Reviewed November 8, 2014
We did not want for anything, all was considered from books, fully stocked kitchen, beach bags and towels, washer/dryer to snorkel and flippers!!! Beautifully decorated and...
5 of 5 stars Reviewed September 28, 2014
We have been going to Cayman on a regular basis for over 15 years. We have stayed in several hotels on Seven mile which is the typical Cayman vacation spot. I guess about ten...
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From
$3,200
Per Week
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East End
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (23) Make Inquiry
Amenities & Details
  • TV
  • Stove
  • DVD Player
  • Microwave
  • Grill
  • Garage
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Have you ever wanted to experience a beautiful sunrise looking over the ocean, watch a summer thunderstorm with a spectacular lightning show, or just chill on a ocean front porch listening to the seagulls and the waves rolling in, well CaymanChillin is just for you! CaymanChillin is a 3,000 square... View all property information
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5 of 5 stars Reviewed December 7, 2014
If you want to get away to the more relaxed and natural part of Grand Cayman, this is the house for you. Our family of 4 adults thoroughly enjoyed this house. It is very spacious...
5 of 5 stars Reviewed February 4, 2014
Wow! This house was wonderful! Our family had plenty of room to stretch out and the view was fabulous! The pool was great, we could snorkel out front and we all spent most of our...
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From
$300
Per Night
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1 / 13
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (10) Make Inquiry
Amenities & Details
  • Microwave
  • Grill
  • Refrigerator
  • Washer
  • TV
  • Patio
  • VCR
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
2 steps to the sand...Beachfront in Coral Bay Village, just 10 minutes from Georgetown and airport in Spotts Bay. The secluded,secure, 2 bed 2 bath condo offers a pristine beach - excellent swimming and snorkeling, pool and tennis court. The 1625 sq. ft condo features a well equipped kitchen,... View all property information
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From
$492
Per Night
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1 / 15
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (13) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Shared Outdoor Pool...
  • Grill
  • Internet Access
  • Air Conditioning
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spectacular views of the powdery white beach and a warm inviting ocean. It’s within easy walking distance of shopping, water sports, restaurants, bars and entertainment. **THERE IS A 14 NIGHT MIN STAY... View all property information
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5 of 5 stars Reviewed November 19, 2014
This Condo was great the location is Right on the beach, pool is clean, hot tub was hot! The Condo had everything we needed all the linens on site even beach towels. Will most...
3 of 5 stars Reviewed January 20, 2013
Paid top dollar in high season for 3 bedroom unit facing beach. #6 very dated! TV did not work for 3 days but management finally took care of it. Large unit, but deck could use...
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From
$831
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Seven Mile Beach
4 Bedrooms, 5 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • TV
  • Stove
  • Grill
  • Hot Tub
  • Washer
  • Gym
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
A luxury beachfront residence on Seven Mile Beach. The stunning fourth-floor views are unrivalled on the beach and the unit is furnished to the highest of standards. Located at Sea Breeze, a boutique development of just nine luxury units, our corner condo is flooded with light to create a bright... View all property information
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5 of 5 stars Reviewed November 2, 2014
This is a absolutely stunning villa. You can stop looking elsewhere right now because it does not get any better than this. Beautifully appointed with every imaginable feature...
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From
$299
Per Night
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1 / 31
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4 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (13) Make Inquiry
Amenities & Details
  • Refrigerator
  • DVD Player
  • Patio
  • Dishwasher
  • Ceiling Fans
  • Dryer
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful private residence , set behind coral wall, with wonderful garden shaded by bouganviellia trellis. Great ocean views and just steps to the spectacular, sandy, palm shaded public beach. Famous snorkling reef close by. Tiki House is inspected by and fully licensed as a guest house by the... View all property information
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4 of 5 stars Reviewed January 9, 2015
The house was exactly as described in the description made by the owner. We received all the support from Robert that provide via email a lot of information and suggestion prior...
5 of 5 stars Reviewed November 20, 2014
This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the...
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From
$225
Per Night
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1 / 21
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Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • TV
  • Stove
  • Washer
  • Satellite TV
  • Dishwasher
  • Air Conditioning
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo is in a superb location in which to have a great vacation. This well appointed 3 bed and 2.5 bath apartment also offers covered parking and security fob access. A kingsized bed along with two double beds, the apartment sleeps 6 easily, along with a sectional sofa that can be rearranged... View all property information
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5 of 5 stars Reviewed December 11, 2014
This property exceeded our expectations! Literally a stones throw away from 7 mile beach (access is across the street), it was the perfect location to explore Grand Cayman Island...
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From
$110
Per Night
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1 / 10
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West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Parking
  • Patio
  • Grill
  • TV
  • Safe
  • Stove
  • Air Conditioning
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to the Cayman Islands! The weather is perfect, the people are friendly, the food is amazing and the beauty is breathtaking. However, the cost for accommodations are pretty ridiculous! I love my island a ton and want the world to see it, so because of this my husband and I have opened up... View all property information
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4 of 5 stars Reviewed August 11, 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed June 3, 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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From
$426
Per Night
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1 / 10
George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Internet Access
  • Dishwasher
  • Balcony
  • Shared Outdoor Pool...
  • TV
  • Stereo System
  • Grill
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 neighborhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white sand—and... View all property information
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From
$299
Per Night
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1 / 25
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (50) Make Inquiry
Amenities & Details
  • Stove
  • DVD Player
  • Refrigerator
  • Dishwasher
  • Dryer
  • Stereo System
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Paradise on the ocean - your own personal space right on seven mile beach where every room is ocean front! We remember the first time we saw this condominium. Has a private exclusive beach with excellent snorkeling right in front of the condo and great diving close by. We were visiting Grand... View all property information
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5 of 5 stars Reviewed January 20, 2015
Everything about the unit at George Town Villas worked out great and was easy and convenient. The unit is VERY close to the water and the pool is right outside. Parking was easy...
5 of 5 stars Reviewed January 8, 2015
The owners description of the property was spot on. Accomodations were excellent and offered all conveniences of home. The actual beach in front of the complex is small but...
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From
$225
Per Night
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Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Reviews (36) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Air Conditioning
  • Dishwasher
  • Safe
  • Ceiling Fans
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum... View all property information
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5 of 5 stars Reviewed January 11, 2015
We spent two unforgettable weeks in this beautiful condo celebrating 25 years of marriage, Christmas, and New Year’s. To start, the views are amazing! Unlike the peopleless photos...
5 of 5 stars Reviewed December 22, 2014
We arrived the first week in December. Despite the gloomy forecast and winds that blew 25 miles per hour, Mark's condo at On The Bay did not mar our vacation at all. I'm not a...
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From
$89
Per Night
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George Town
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Satellite TV
  • Gym
  • Shared Outdoor Pool...
  • Ceiling Fans
  • Stove
  • Washer
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
One bedroom/one bathroom apartment on the ground floor of a residential complex (Lakeside). Overlooks the lake that the complex is built around, there are a three family friendly pools within the complex as well as a fitness room - all at no extra charge. A great value apartment if you want to get... View all property information
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3 of 5 stars Reviewed July 8, 2014
This apartment is in a large complex with a dozen building each holding 12 or more apartments. The outside of the complex is clean and tidy and is well maintained. This apartment...
5 of 5 stars Reviewed June 20, 2014
We really enjoyed our stay in this brilliant apartment and intend to rent it again when we return to Cayman next year. We were surprised at the high standard of furniture and...
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From
$185
Per Night
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1 / 15
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Safe
  • Dishwasher
  • TV
  • Refrigerator
  • Parking
  • Air Conditioning
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo is in a superb location in which to have a great vacation. This well appointed 2 bed and 1.5 bath apartment also offers covered parking and security fob access. Two bedrooms with queen sized beds on the upper floor (main floor is the open plan living area). Seven Mile Beach is just... View all property information
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From
$227
Per Night
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1 / 10
West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (15) Make Inquiry
Amenities & Details
  • Grill
  • Guest Count
  • Number Of Bedrooms
  • Shared Outdoor Pool...
  • Internet Access
  • Air Conditioning
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
On a quiet beach on North West Point is an attractive Spanish style resort called Villas Pappagallo. Having the best of all worlds, diving off shore is considered to be some of the best around, the beach is protected by the reef for excellent snorkeling, a restaurant is close by and the activities... View all property information
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5 of 5 stars Reviewed November 4, 2014
First of all it was very easy to pick up the keys and lodging instructions after we left the airport. Villa Pappagallo is located in the West Bay of the Island. We were provided...
5 of 5 stars Reviewed August 12, 2014
Traveled here with my thirteen year-old daughter for a week at the end of July. This was the perfect spot for us. The unit has a beautiful view and is steps away from the small...
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Escape in style – Grand Cayman beach villa and luxury condo rentals

With mile after mile of pristine beaches and clear turquoise seas, Grand Cayman vacation rentals take full advantage of their surroundings. Villas and condos feature beach-friendly comfort, private pools, bikes and tranquil island views. Our unbiased reviews say it best and give you confidence in your selection. “The location was perfect … the lagoon, kayaks, bikes, pool and Rum Point Beach….” And from a luxury condo vacation renter – “a little haven of tranquility. It is bright, clean, furnished to a great standard….”

Colorful, family-friendly island paradise

You will love the spirited blaze of color in the George Town capital and around the island. Perhaps perpetual sunshine demands the vibrant shades of purple, coral, sea green and mustard yellow that splash across island buildings. Groups, families and individuals enjoy all types of water adventures, from snorkeling and first class diving to turtle farm visits and simple beach picnics. Couples duck under the graceful casuarina trees for an exotic island cocktail along the more subdued Rum Point beach. The popular Seven Mile beach is close to everything and brimming with activity, so you’ll have no problem choosing the right tempo to suit your mood. Grand Cayman is a British territory and thriving financial center with over 600 international banks; so it’s easy to find many ways to contribute to the local economy. Pricey restaurants offer international cuisine, and local eateries deliver robust island fare with turtle, conch and Caribbean spices. Shopping choices mix duty-free luxury goods and fine jewelry boutiques with local specialty items and Cayman-esque souvenirs. Just be sure to remember your passport, now required of Caribbean-bound United States citizens.

From markets to bistros

The casual Market at the Grounds delivers a distinct Cayman atmosphere and taste. Enjoy home-cooked specialties, while you shop for traditional island crafts. Starvin’ Artists is a local artisan co-op with art, photography and crafts for every pocketbook. For a change from the many waterfront dining choices, you’ll find The Brasserie tucked away on Cricket Square in George Town. It’s a secret dining favorite with local corporate types, where customers enjoy the freshest of sea harvests, vegetables and fruits in a rich colonial setting.

Vacation rentals combine luxury, value and authentic island experience

Grand Cayman is not an inexpensive island destination, but you can avoid the high-end resort costs with your own luxury rental home. You’ll enjoy spacious living and the convenience of alternating meals cooked in your own villa kitchen with the pleasure of trying local restaurant choices. It’s the best of both worlds and one that will make you feel like a genuine islander!