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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 51 - 75 of 78
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2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: *NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’...
Rates
$160 - $407 night
$1120 - $2849 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 Beach Bay
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 11
Location: Beach Bay, 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 4-bedroom, 4.5-...
Rates
$400 - $900 night
$2800 - $6300 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
$115 - $250 night
$805 - $1750 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 condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interior with high-end furnishings, art, a gleaming g...
Rates
$130 - $438 night
$910 - $3066 week


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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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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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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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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...
Rates
$135 - $400 night
$945 - $2800 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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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
$179 - $350 night
$1253 - $2450 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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3 bedroom Vacation Rental Condo in Cayman Kai
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This 3-bedroom, 3-bath freestanding villa—no shared walls! —Recently underwent a stunning remodel and now waits to indulge your group of up to 8 gu...
Rates
$225 - $569 night
$1575 - $3983 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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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
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: At Moon Bay #31, you also have access to the condo complex’s amenities, like a communal, ocean-view pool, tennis courts, and a private beach bounde...
Rates
$100 - $250 night
$700 - $1750 week


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2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath suite comes with 1 queen bed in the master bedroo...
Rates
$249 - $480 night
$1743 - $3360 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 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
$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 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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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: This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islands—and perhaps in all of the Caribbean. On thi...
Rates
$145 - $479 night
$1015 - $3353 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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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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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 4.5 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...
Rates
$300 - $764 night
$2100 - $5348 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
$210 - $539 night
$1470 - $3773 week


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Listings 51 - 75 of 78
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