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Cayman Islands Vacation Rentals

79 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 79
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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
$140 - $353 night
$980 - $2471 week


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3 bedroom Vacation Rental Villa in Little Cayman
Villa: 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...
Rates
$255 - $482 night
$1785 - $3374 week


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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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4 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute...
Rates
$702 - $1648 night
$4914 - $11536 week


Non Smoking   Handicap Accessible   High-Speed Internet


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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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7 bedroom Vacation Rental Villa in Seven Mile Beach - Ocean View
Villa: 7 Bedroom, 7 Bathroom, Sleeps 26
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental poo...
Rates
$2026 - $4050 night
$14184 - $28348 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
$145 - $479 night
$1015 - $3353 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
$199 - $750 night
$1393 - $5250 week


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3 bedroom Vacation Rental Villa in South Sound
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: South Sound, Grand Cayman, Cayman Islands
Description: 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 me...
Rates
$155 - $449 night
$1085 - $3143 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: Bring your sweetheart—and even your dog!—to a lovely, authentic slice of Grand Cayman at one-bedroom, one-bath Rum Cove. This quiet, cove-front bun...
Rates
$115 - $250 night
$805 - $1750 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...
Rates
$215 - $405 night
$1505 - $2835 week


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3 bedroom Vacation Rental Condo in Grand Cayman
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-after Seven Mile Beach on Grand Cayman. This 3-b...
Rates
$255 - $705 night
$1785 - $4935 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
$170 - $500 night
$1190 - $3500 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...
Rates
$350 - $1200 night
$2450 - $8400 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in East End - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: 3 Bedroom Ocean Front Penthouse Unit Description: This 3 bedroom ocean front penthouse defines luxury and comfort. These two story spacious suites...
Rates
$650 - $2500 night
$4550 - $17500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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
$210 - $539 night
$1470 - $3773 week


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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
$380 - $715 night
$2660 - $5005 week


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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: Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull-out Queen Additional Features: Second Floor, ...
Rates
$380 - $715 night
$2660 - $5005 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: 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
$140 - $329 night
$980 - $2303 week


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6 bedroom Vacation Rental Villa in Cayman Kai
Villa: 6 Bedroom, 4 Bathroom, Sleeps 15
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cay...
Rates
$690 - $1750 night
$4830 - $12250 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: Penthouse views at a family-friendly rate! This 2-bedroom, 2-bath condo affords a top-floor vantage point of blue-green George Town Harbour and tre...
Rates
$150 - $420 night
$1050 - $2940 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: Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residential area in Cayman Kai, strolling distance fro...
Rates
$315 - $663 night
$2205 - $4641 week


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4 bedroom Vacation Rental Villa in Grand Cayman
Villa: 4 Bedroom, 3.5 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 and sofa bed in th...
Rates
$415 - $1250 night
$2905 - $8750 week


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4 bedroom Vacation Rental Villa in Beach Bay - Ocean View
Villa: 4 Bedroom, 5.5 Bathroom, Sleeps 11
Location: Beach Bay, Grand Cayman, Cayman Islands
Description: An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Sea is just the icing on the cake. 4.5-bedroom, 4...
Rates
$400 - $900 night
$2800 - $6300 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: Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shoreline in West Bay. Past guests say they felt luck...
Rates
$105 - $250 night
$735 - $1750 week


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Listings 26 - 50 of 79
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