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Cayman Islands Vacation Rentals

76 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 26 - 50 of 76
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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Point Cove. This charismatic bungalow is located ...
Rates
$145 - $320 night
$1015 - $2240 week


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3 bedroom Vacation Rental Villa in East End
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: 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 Caribbea...
Rates
$270 - $695 night
$1890 - $4865 week


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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, create both a romantic luxury cottage and a 100% ...
Rates
$145 - $320 night
$1015 - $2240 week


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3 bedroom Vacation Rental Villa in George Town
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: George Town, Grand Cayman, Cayman Islands
Description: This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives you the feeling of nature interacting with the h...
Rates
$730 - $1140 night
$5110 - $7980 week


Non Smoking


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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: Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’t. This one-bedroom, one-bat...
Rates
$175 - $415 night
$1225 - $2905 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: The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing perk: your own enclosed, sea-view swimming pool....
Rates
$170 - $465 night
$1190 - $3255 week


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3 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Point restaurants, beaches and water sports, each s...
Rates
$239 - $1350 night
$1673 - $9450 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combines a right-on-the-beach location with indulgence...
Rates
$175 - $500 night
$1225 - $3500 week


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2 bedroom Vacation Rental Condo in Grand Cayman - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom/2 bathroom Ocean view condo Unit Description: This lovely 2 bed, 2 bath condo has a beautiful Ocean view overlooking the blues of the Ca...
Rates
$350 - $550 night
$2450 - $3850 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom/2 bathroom Ocean front condo Unit Description: This lovely Ocean front condo offers all the comfort and modern day amenities one could n...
Rates
$425 - $625 night
$2975 - $4375 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Little Cayman
Villa: 3 Bedroom, 2 Bathroom, Sleeps 9
Location: Little Cayman, Little Cayman, Cayman Islands
Description: 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 ...
Rates
$270 - $620 night
$1890 - $4340 week


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5 bedroom Vacation Rental Villa in Cayman Kai
Villa: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cab...
Rates
$600 - $1575 night
$4200 - $11025 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A perfect Grand Cayman condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interior with high-end furnishin...
Rates
$165 - $550 night
$1155 - $3850 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: The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right in the centre of one of the Grand Cayman’s mos...
Rates
$210 - $625 night
$1470 - $4375 week


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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: 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 offer...
Rates
$175 - $460 night
$1225 - $3220 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: Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and a TripAdvisor Award for Excellence in 2014—and...
Rates
$190 - $645 night
$1330 - $4515 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: At 2-bedroom Discovery Point Club #37, enjoy a freshly stirred cocktail in view of the Caribbean on your private balcony, swim in a sparkling seasi...
Rates
$180 - $575 night
$1260 - $4025 week


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2 bedroom Vacation Rental Villa in Grand Cayman
Villa: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Ru...
Rates
$295 - $735 night
$2065 - $5145 week


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3 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed/3 bath beach front home Unit Description: Located near world-famous Stingray City and Rum Point Restaurants, beaches and water sports, each ...
Rates
$299 - $1350 night
$2093 - $9450 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Cayman Kai - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean vie...
Rates
$190 - $320 night
$1330 - $2240 week


High-Speed Internet


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3 bedroom Vacation Rental Condo in Old Man Bay - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, promises a peaceful Caribbean beach and freshwate...
Rates
$175 - $370 night
$1225 - $2590 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...
Rates
$199 - $350 night
$1393 - $2450 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: This tastefully decorated 2 bedroom oceanfront unit has it all. Direct walk out to the beach, bright and spacious kitchen, dinning and living area ...
Rates
$400 - $750 night
$2800 - $5250 week


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4 bedroom Vacation Rental Villa in Grand Cayman
Villa: 4 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on Grand Cayman’s South Coast. This 3-bedroom, 4.5-...
Rates
$505 - $1190 night
$3535 - $8330 week


Pet Friendly   High-Speed Internet


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2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati...
Rates
$400 - $750 night
$2800 - $5250 week


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Listings 26 - 50 of 76
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