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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 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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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 Cayman Kai
Condo: 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 ...
Rates
$115 - $250 night
$805 - $1750 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:...
Rates
$149 - $280 night
$1043 - $1960 week


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1 bedroom Vacation Rental Villa in Little Cayman
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
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
$175 - $328 night
$1225 - $2296 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 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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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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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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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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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...
Rates
$250 - $450 night
$1750 - $3150 week


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7 bedroom Vacation Rental Villa in Seven Mile Beach - Ocean View
Villa: 7 Bedroom, 7.5 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 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 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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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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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...
Rates
$120 - $288 night
$840 - $2016 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 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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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 ocean front suite Unit Description: This non-smoking luxurious ocean front 2 bedroom, 2 bath suite comes with 1 king bed in the master b...
Rates
$275 - $520 night
$1925 - $3640 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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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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6 bedroom Vacation Rental Villa in Grand Cayman
Villa: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand ...
Rates
$450 - $1200 night
$3150 - $8400 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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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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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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Listings 51 - 75 of 78
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