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Cayman Islands Vacation Rentals

80 Cayman Islands Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Cayman Islands.
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Cayman Islands Top Cities
Listings 51 - 75 of 80
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2 bedroom Vacation Rental Villa in Cayman Kai
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat or wave-runner and take advantage of your priv... Learn More
Rates
$205 - $282 night
$1435 - $1973 week


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3 bedroom Vacation Rental Condo in Little Cayman
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman I... Learn More
Rates
$333 - $384 night
$2332 - $2691 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Rates
$231 - $374 night
$1614 - $2619 week


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Rates
$205 - $277 night
$1435 - $1937 week


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Rates
$205 - $277 night
$1435 - $1937 week


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4 bedroom Vacation Rental Home in Cayman Kai
Home: 4 Bedroom, 5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking distance of the popular Rum Point Club, a watersp... Learn More
Rates
$538 - $692 night
$3767 - $4843 week


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's wit... Learn More
Rates
$235 - $285 night
$1645 - $1995 week


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2 bedroom Vacation Rental Cottage in Grand Cayman
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat dock that’s ideal for a small family or friends. I... Learn More
Rates
$359 - $461 night
$2511 - $3229 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/... Learn More
Rates
$180 - $267 night
$1260 - $1866 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Sundowner is a small condo resort on the quiet northern part of our beautiful Seven Mile Beach. This magnificent stretch of powdery white sand is e... Learn More
Rates
$205 - $308 night
$1435 - $2153 week


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1 bedroom Vacation Rental Villa in Little Cayman
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman I... Learn More
Rates
$231 - $261 night
$1614 - $1830 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islands—and perhaps in all of the Caribbean. On t... Learn More
Rates
$231 - $374 night
$1614 - $2619 week


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2 bedroom Vacation Rental Villa in Little Cayman
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman I... Learn More
Rates
$282 - $323 night
$1973 - $2260 week


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6 bedroom Vacation Rental Home in Cayman Kai
Home: 6 Bedroom, 4 Bathroom, Sleeps 15
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Unmatched Luxury with Private Pool and Boat Dock On Cayman Kai Create a remarkable reunion with your friends or family at this secluded, crown-j... Learn More
Rates
$1130 - $1400 night
$7910 - $9800 week


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1 bedroom Vacation Rental Condo in Grand Cayman
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 1 bedroom poolside suite Unit Description: This non-smoking poolside 1 bedroom, 1 bath suite features 1 queen size bed plus a queen size sofa slee... Learn More
Rates
$250 - $350 night
$1750 - $2450 week


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4 bedroom Vacation Rental Home in Grand Cayman
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—which sleeps 12 in 4 bedrooms plus a rollaway... Learn More
Rates
$700 - $1000 night
$4900 - $7000 week


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3 bedroom Vacation Rental Condo in Old Man Bay
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute d... Learn More
Rates
$200 - $230 night
$1400 - $1610 week


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4 bedroom Vacation Rental Villa in Cayman Kai - Beach Front
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive from George Town and the airport but only minutes... Learn More
Rates
$487 - $641 night
$3408 - $4484 week


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3 bedroom Vacation Rental Home in Seven Mile Beach
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within easy walking distance of shopping, many restaura... Learn More
Rates
$323 - $429 night
$2262 - $3000 week


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1 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Vacation in the Caribbean’s most sought-after spot for barefoot relaxation—the quiet northern end of Seven Mile Beach at the Discovery Point Club. ... Learn More
Rates
$184 - $282 night
$1286 - $1974 week


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2 bedroom Vacation Rental Condo in East End - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: East End, Grand Cayman, Cayman Islands
Description: 2 Bedroom Ocean Front Suite Unit Description: This luxurious 2 bedroom, 2 bathroom ocean front suite offers all the amenities and comforts of home... Learn More
Rates
$350 - $775 night
$2450 - $5425 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Rates
$205 - $277 night
$1435 - $1937 week


High-Speed Internet


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4 bedroom Vacation Rental Home in Grand Cayman
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a few minutes’ drive away from shopping malls, rest... Learn More
Rates
$600 - $800 night
$4200 - $5600 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort with pool, gym room and lighted tennis court is situated right in the middle of the famous Seven Mile Beach and next door to the Marrio... Learn More
Rates
$258 - $400 night
$1808 - $2798 week


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3 bedroom Vacation Rental Villa in Cayman Kai
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Kailypso is a spacious, airy and comfortable home situated on a wide beach inside a little cove in the lovely residential area of Cayman Kai. It is... Learn More
Rates
$384 - $487 night
$2691 - $3408 week


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Listings 51 - 75 of 80
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