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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 51 - 75 of 76
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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 4.5 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...
Rates
$340 - $865 night
$2380 - $6055 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: Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views of...
Rates
$380 - $715 night
$2660 - $5005 week


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2 bedroom Vacation Rental Condo in Old Man Bay
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternati...
Rates
$100 - $250 night
$700 - $1750 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
$259 - $750 night
$1813 - $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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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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3 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimming pool on Seven Mile Beach, ocean views, loca...
Rates
$245 - $526 night
$1715 - $3682 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
$235 - $577 night
$1645 - $4039 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: Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartment. One-bedroom, one-bath White Sands #9 boast...
Rates
$140 - $329 night
$980 - $2303 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...
Rates
$215 - $482 night
$1505 - $3374 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 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 ...
Rates
$150 - $420 night
$1050 - $2940 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 ...
Rates
$195 - $522 night
$1365 - $3654 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 - $750 night
$2093 - $5250 week


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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
$150 - $250 night
$1050 - $1750 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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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...
Rates
$120 - $344 night
$840 - $2408 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


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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 Villa in Cayman Kai
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: If your group has different travel personalities and must-do checklists for your Cayman vacations, look no further than Kai Rumba. A one-sized-fits...
Rates
$310 - $657 night
$2170 - $4599 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
$480 - $1250 night
$3360 - $8750 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...
Rates
$375 - $1000 night
$2625 - $7000 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...
Rates
$275 - $350 night
$1925 - $2450 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: Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom, one-bath beachfront condo in Cayman Kai. This...
Rates
$135 - $288 night
$945 - $2016 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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Listings 51 - 75 of 76
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