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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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Listings 1 - 25 of 78
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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... Learn More
Rates
$100 - $250 night
$700 - $1750 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... Learn More
Rates
$105 - $250 night
$735 - $1750 week


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1 bedroom Vacation Rental Cottage in Cayman Kai
Cottage: 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 ... Learn More
Rates
$115 - $250 night
$805 - $1750 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: Discover the famously laid back lifestyle of the Caribbean at this 2-bedroom, 2-bath sea-and-beach-view condo in Cayman Kai. At the Kaibo Yacht Clu... Learn More
Rates
$115 - $327 night
$805 - $2289 week


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1 bedroom Vacation Rental Cottage in Cayman Kai
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
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... Learn More
Rates
$115 - $250 night
$805 - $1750 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... Learn More
Rates
$115 - $250 night
$805 - $1750 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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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 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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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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1 bedroom Vacation Rental Condo in West Bay
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: West Bay, Grand Cayman, Cayman Islands
Description: On the hunt for away-from-it-all accommodations on Grand Cayman, where you can have a Caribbean beach all to yourself and sea views to greet you in... Learn More
Rates
$120 - $288 night
$840 - $2016 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: George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in fact, some mistake its low-profile building for... Learn More
Rates
$125 - $392 night
$875 - $2744 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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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.... Learn More
Rates
$135 - $357 night
$945 - $2499 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... Learn More
Rates
$135 - $288 night
$945 - $2016 week


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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: This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the action, water... Learn More
Rates
$140 - $329 night
$980 - $2303 week


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Featured


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... Learn More
Rates
$140 - $353 night
$980 - $2471 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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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... 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 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 Home in Seven Mile Beach
Home: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: At Sundowner #11, find a primo stretch of quiet, expansive beachfront on Seven Mile Beach. This 2-bedroom, 2.5-bath unit is one of just a small col... Learn More
Rates
$140 - $385 night
$980 - $2695 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... Learn More
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 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... Learn More
Rates
$145 - $557 night
$1015 - $3899 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... Learn More
Rates
$155 - $449 night
$1085 - $3143 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... Learn More
Rates
$170 - $500 night
$1190 - $3500 week


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Listings 1 - 25 of 78
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