Perfect Places Vacation Rentals
Traveler Login Owner Login

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.
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 51 - 75 of 78
First Previous
1 2 3 4
Next Last


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


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
$140 - $329 night
$980 - $2303 week


High-Speed Internet


View Details and Book Online Send Inquiry



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


High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Villa in Pease Bay - Ocean View
Villa: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Pease Bay, Grand Cayman, Cayman Islands
Description: Experience tropical elegance at 5-bedroom, 5.5-bath Pease Bay House, one of the Grand Cayman’s most prestigious oceanfront residences. Luxuries at ...
Rates
$900 - $2198 night
$6300 - $15386 week


High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute...
Rates
$702 - $1648 night
$4914 - $11536 week


Non Smoking   Handicap Accessible   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: 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...
Rates
$115 - $327 night
$805 - $2289 week


High-Speed Internet


View Details and Book Online Send Inquiry



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


High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in Seven Mile Beach
Home: 2 Bedroom, 2.5 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...
Rates
$140 - $385 night
$980 - $2695 week


High-Speed Internet


View Details and Book Online Send Inquiry



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


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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


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
$145 - $490 night
$1015 - $3430 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
$120 - $288 night
$840 - $2016 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$350 - $520 night
$2450 - $3640 week


Non Smoking   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
$125 - $392 night
$875 - $2744 week


High-Speed Internet


View Details and Book Online Send Inquiry



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


High-Speed Internet


View Details and Book Online Send Inquiry



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


Non Smoking   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: 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...
Rates
$120 - $344 night
$840 - $2408 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
$115 - $327 night
$805 - $2289 week


High-Speed Internet


View Details and Book Online Send Inquiry



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 ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 bath suite comes with 1 king bed in the master be...
Rates
$390 - $550 night
$2730 - $3850 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 East End. This 3-bedroom, 3.5-bat...
Rates
$470 - $1463 night
$3290 - $10241 week


Pet Friendly   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Villa in Cayman Kai - Ocean View
Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Welcome to lovely Pelican Point, a 4-bedroom, 4-bath beachfront villa on Grand Cayman’s North Shore, near Rum Point. Pelican Point boasts a truly e...
Rates
$300 - $802 night
$2100 - $5614 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: 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


High-Speed Internet


View Details and Book Online Send Inquiry



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 - $500 night
$1750 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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


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: 1 bedroom poolside suite Unit Description: This non-smoking poolside 1 bedroom, 1 bath suite features 1 queen size bed plus a queen size sofa slee...
Rates
$250 - $350 night
$1750 - $2450 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 51 - 75 of 78
First Previous
1 2 3 4
Next Last
Find additional Vacation Rentals: