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Cayman Islands Vacation Rentals

78 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 78
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4 bedroom Vacation Rental Villa in Cayman Kai - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Welcome to lovely Pelican Point, a 4-bedroom, 4-bath beachfront villa on Grand Cayman’s North Shore, near Rum Point. Pelican Point boasts a truly e... Learn More
Rates
$300 - $802 night
$2100 - $5614 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... Learn More
Rates
$255 - $705 night
$1785 - $4935 week


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4 bedroom Vacation Rental Villa in Grand Cayman
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Two towering palm trees greet you as you pull into the driveway of 4-bedroom, 4-bath Lime Tree Villa. With this welcome, you’ll realize you’ve foun... Learn More
Rates
$375 - $1000 night
$2625 - $7000 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... Learn More
Rates
$480 - $1250 night
$3360 - $8750 week


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


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: The Poinsettia condo resort brings you the ideal balance of quiet accommodations and close-by activities at the beginning of Seven Mile Beach. Gran... Learn More
Rates
$120 - $344 night
$840 - $2408 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: A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab be... Learn More
Rates
$115 - $327 night
$805 - $2289 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 Condo in Seven Mile Beach
Condo: 4 Bedroom, 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... Learn More
Rates
$415 - $1375 night
$2905 - $9625 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... Learn More
Rates
$140 - $329 night
$980 - $2303 week


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Studio Vacation Rental Condo in Grand Cayman
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:... Learn More
Rates
$185 - $250 night
$1295 - $1750 week


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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This 4-bedroom, personality-packed, traditional Caymanian-style villa sits at the edge of a calm, sparkling inlet in lovely Rum Point. True island... Learn More
Rates
$300 - $801 night
$2100 - $5607 week


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1 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 1 bedroom ocean front suite Unit Description: This non-smoking ocean front 1 bedroom, 1 bath suite features 1 queen size bed plus a queen size sof... Learn More
Rates
$275 - $350 night
$1925 - $2450 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... Learn More
Rates
$315 - $663 night
$2205 - $4641 week


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1 bedroom Vacation Rental Condo in Grand Cayman - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 1 bedroom ocean-front suite Unit Description: This non-smoking ocean-front 1 bedroom, 1 bath suite features 1 king size bed plus a queen size sofa... Learn More
Rates
$250 - $500 night
$1750 - $3500 week


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3 bedroom Vacation Rental Villa in South Sound
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: South Sound, Grand Cayman, Cayman Islands
Description: 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 ... Learn More
Rates
$195 - $522 night
$1365 - $3654 week


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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 Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charismatic Little Cayman—the smallest and least popula... Learn More
Rates
$215 - $482 night
$1505 - $3374 week


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters do... Learn More
Rates
$120 - $346 night
$840 - $2422 week


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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... Learn More
Rates
$135 - $288 night
$945 - $2016 week


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5 bedroom Vacation Rental Villa in Pease Bay - Ocean View
Villa: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Pease Bay, Grand Cayman, Cayman Islands
Description: Experience tropical elegance at 5-bedroom, 5.5-bath Pease Bay House, one of the Grand Cayman’s most prestigious oceanfront residences. Luxuries at ... Learn More
Rates
$900 - $2198 night
$6300 - $15386 week


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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, tradi... Learn More
Rates
$340 - $865 night
$2380 - $6055 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor dining in view of the sea, and an open-concept ... Learn More
Rates
$140 - $412 night
$980 - $2884 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: A condo for those who love luxury details, Poinsettia #D2 boasts tropical garden views and an elegant interior with high-end furnishings, art, a gl... Learn More
Rates
$120 - $344 night
$840 - $2408 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... Learn More
Rates
$210 - $539 night
$1470 - $3773 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... Learn More
Rates
$255 - $482 night
$1785 - $3374 week


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Listings 26 - 50 of 78
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