Perfect Places Vacation Rentals
Traveler Login Owner Login

Cayman Islands Vacation Rentals

80 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 80
First Previous
1 2 3 4
Next Last


4 bedroom Vacation Rental Villa in Little Cayman
Villa: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on small and quiet Little Cayman, with s...
Rates
$285 - $813 night
$1995 - $5691 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry

Featured


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


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


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: Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull-out Queen Additional Features: Second Floor, ...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the center of property. Bed configuration: Bedroom 1: ...
Rates
$380 - $715 night
$2660 - $5005 week


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: Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views of...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/Bath ground floor villa situated in one of the f...
Rates
$315 - $550 night
$2200 - $3500 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: This tastefully decorated 2 bedroom oceanfront unit has it all. Direct walk out to the beach, bright and spacious kitchen, dinning and living area ...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: 1, 2, & 3 bedroom condos on Seven Mile Beach in Grand Cayman. Your very own island paradise awaits! We offer 3 bedroom, 2 bath oceanfront units at...
Rates
$210 - $749 night


Non Smoking   Swimming Pool


View Details Send Inquiry



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


Pet Friendly   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
$145 - $479 night
$1015 - $3353 week


High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Little Cayman
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
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
$215 - $405 night
$1505 - $2835 week


Pet Friendly   High-Speed Internet


View Details and Book Online Send Inquiry



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


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 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
$305 - $520 night
$2135 - $3640 week


Non Smoking   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
$105 - $250 night
$735 - $1750 week


High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Villa in Grand Cayman
Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—which sleeps 12 in 4 bedrooms and sofa bed in th...
Rates
$415 - $1250 night
$2905 - $8750 week


Pet Friendly   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
$135 - $288 night
$945 - $2016 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
$135 - $400 night
$945 - $2800 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
$135 - $357 night
$945 - $2499 week


High-Speed Internet


View Details and Book Online Send Inquiry



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


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
$150 - $250 night
$1050 - $1750 week


High-Speed Internet


View Details and Book Online Send Inquiry



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
$135 - $288 night
$945 - $2016 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 Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Kitchen: Microwave, Stove/Oven. Dining Table 1 DVD PLAYER,1 VCR, 2 TVS, 2 CABLE BOXES, CD PLAYER 1 KING, 1 QUEEN & TWIN, SOFA SLEEPER Additional F...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry





Listings 1 - 25 of 80
First Previous
1 2 3 4
Next Last
Find additional Vacation Rentals: