Cayman Islands Vacation Rentals - HolidayHomes base64Hash Cayman Islands Vacation Rentals - HolidayHomes

Cayman Islands Vacation Rentals

Browse 2,579 available vacation homes and compared across 13 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in the Cayman Islands

Book the highest-rated Cayman Islands vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Tibbett's Turn
Oceanfront, Pool, Gourmet Kitchen, 2 BR, Office with Futon.
Book now
House Rum Point
Relaxed Bungalow on Private Beach, Super Snorkeling, Sea Lodge 25 Cayman Kai
Book now
Condo George Town
Prime Residence 6 on 7 Mile Beach, High-End Ground Floor Beachfront Condo
Book now
Villa North Side
Gorgeous Detached Sandy Beachfront Villa at Azure Breeze Villas.
Book now
House North Side
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Book now
House Rum Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Book now
Villa Rum Point
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
Book now
House North Side
Children-friendly vacation home with terrace, barbecue & private pool
Book now
Condo George Town
3 Bedroom Cayman Condo on Seven Mile Beach!
Book now
Condo West Bay
Cayman Islands Diver and Snorkeler Paradise with Direct Oceanfront Access
Book now
Condo George Town
Condo with pool, patio & grill
Book now
House East End
House with yard, private pool & terrace | Nature view
Book now
Apartment West Bay
White Sands 3 Bed 7 Mile Beach
Book now
House North Side
Children-friendly house with terrace, yard & private pool | Nature view
Book now
Villa Rum Point
Children-friendly charming villa with garden, terrace & BBQ | Nature view | Good for workation
Book now

Top 15 most Recommended Vacation Rentals in the Cayman Islands

Discover your ideal Cayman Islands vacation rental with real-time comparisons of 2,579 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Gun Bay
House ∙ 11 guests ∙ 4 bedrooms

186 m² House

Gun Bay, East End, Cayman Islands
This house rental in Gun Bay accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $765
per night
View deal
House Rum Point
House ∙ 10 guests ∙ 5 bedrooms

433 m² House

Rum Point, North Side, Cayman Islands
This house rental in Rum Point accommodates 10 guests and features a private pool for a relaxing getaway.
from $1,063
per night
View deal
Apartment George Town
Apartment ∙ 3 guests ∙ 1 bedroom

70 m² Apartment

George Town, Cayman Islands
This apartment rental in George Town accommodates 3 guests and features a convenient kitchen for cooking meals.
from $111
per night
(117)
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

134 m² Condo

George Town, Cayman Islands
This spacious condo in George Town accommodates 8 guests and features beach access for a perfect getaway.
from $483
per night
(85)
View deal
House Tibbett's Turn
House ∙ 7 guests ∙ 2 bedrooms

181 m² House

Tibbett's Turn, Sister Islands, Cayman Islands
This house rental in Tibbett's Turn accommodates 7 guests and features a spacious yard for outdoor relaxation.
from $283
per night
(64)
View deal
Villa East End
Villa ∙ 8 guests ∙ 3 bedrooms

279 m² Villa

East End, Cayman Islands
This East End villa accommodates 8 guests and features a private pool for a luxurious stay.
from $527
per night
(230)
View deal
House Rum Point
House ∙ 12 guests ∙ 5 bedrooms

265 m² House

Rum Point, North Side, Cayman Islands
This house rental in Rum Point accommodates 12 guests and features a private pool for a relaxing getaway.
from $595
per night
(76)
View deal
Villa West End
10 guests ∙ 4 bedrooms

Villa

West End, Sister Islands, Cayman Islands
This spacious Villa in West End accommodates 10 guests and features a private pool for relaxation and enjoyment.
from $488
per night
(102)
View deal
Villa North Side
Villa ∙ 12 guests ∙ 6 bedrooms

335 m² Villa

North Side, Cayman Islands
This spacious villa on North Side accommodates 12 guests and features a private pool for relaxation and fun.
from $882
per night
(118)
View deal

More travel options

image-tag