Perfect Places Vacation Rentals
Traveler Login Owner Login

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.
Select a state/province/region to narrow your vacation rental search or browse listings below:
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Cayman Islands Top Cities
Listings 1 - 25 of 76
First Previous
1 2 3 4
Next Last


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
$130 - $320 night
$910 - $2240 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$130 - $360 night
$910 - $2520 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$135 - $320 night
$945 - $2240 week


High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Bodden Town
Villa: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Bodden Town, Grand Cayman, Cayman Islands
Description: A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning coffee or an evening glass of wine to watch gentle...
Rates
$145 - $435 night
$1015 - $3045 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$145 - $320 night
$1015 - $2240 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$145 - $320 night
$1015 - $2240 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$150 - $425 night
$1050 - $2975 week


High-Speed Internet


View Details and Book Online Send Inquiry



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...
Rates
$150 - $415 night
$1050 - $2905 week


High-Speed Internet


View Details and Book Online Send Inquiry



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...
Rates
$155 - $440 night
$1085 - $3080 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$155 - $360 night
$1085 - $2520 week


High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in West Bay
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: West Bay, Grand Cayman, Cayman Islands
Description: This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located on a secluded private beach only twenty minutes...
Rates
$155 - $360 night
$1085 - $2520 week


High-Speed Internet


View Details and Book Online Send Inquiry



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 perfect Grand Cayman condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interior with high-end furnishin...
Rates
$165 - $550 night
$1155 - $3850 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$170 - $365 night
$1190 - $2555 week


High-Speed Internet


View Details and Book Online Send Inquiry



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....
Rates
$170 - $465 night
$1190 - $3255 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$170 - $495 night
$1190 - $3465 week


High-Speed Internet


View Details and Book Online Send Inquiry



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: White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definition of “Caribbean paradise” with its white sand,...
Rates
$175 - $500 night
$1225 - $3500 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


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...
Rates
$175 - $370 night
$1225 - $2590 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$175 - $415 night
$1225 - $2905 week


High-Speed Internet


View Details and Book Online Send Inquiry



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...
Rates
$175 - $460 night
$1225 - $3220 week


High-Speed Internet


View Details and Book Online Send Inquiry



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: Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combines a right-on-the-beach location with indulgence...
Rates
$175 - $500 night
$1225 - $3500 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$175 - $415 night
$1225 - $2905 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$180 - $575 night
$1260 - $4025 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$185 - $280 night
$1295 - $1960 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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
$190 - $320 night
$1330 - $2240 week


High-Speed Internet


View Details and Book Online Send Inquiry



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...
Rates
$190 - $645 night
$1330 - $4515 week


High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 76
First Previous
1 2 3 4
Next Last
Find additional Vacation Rentals: