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

Cayman Islands Vacation Rentals

Browse 2,918 available vacation homes and compared across 12 trusted partners

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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 North Side
Coco Kai Beach Front Villa with Heated Pool and Private Dock
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House Rum Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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Condo West Bay
Cayman Islands Diver and Snorkeler Paradise with Direct Oceanfront Access
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Condo George Town
Newly renovated 3 Bed 2 Bath Condo on Seven Mile Beach
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House West Bay
Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach | Suitable for remote work
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Condo Bodden Town
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
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Condo George Town
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
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Condo West Bay
Family-friendly lovely condo with patio & BBQ | Beach nearby
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House North Side
Children-friendly vacation home with patio, private pool & barbeque | Good for workation
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Villa Rum Point
Villa with barbeque, yard & patio | Suitable for remote work
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House West Bay
Oceanfront Oasis Home with cottage & pool
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Condo West Bay
Fully equipped condo with barbecue, garden & patio | Nature view | Next to the beach
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House East End
Vacation home with barbeque, private pool & yard
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Condo George Town
Prime Residence 6 on 7 Mile Beach, High-End Ground Floor Beachfront Condo
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Villa North Side
Gorgeous Detached Sandy Beachfront Villa at Azure Breeze Villas.
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Top 15 most Recommended Vacation Rentals in the Cayman Islands

Discover your ideal Cayman Islands vacation rental with real-time comparisons of 2,918 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Cayman Islands
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped pleasant vacation home with patio

Cayman Islands
This house rental in the Cayman Islands accommodates 10 guests and features beach access for a relaxing getaway.
from $622
per night
(20)
View deal
House East End
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

East End, Cayman Islands
This house rental in Gun Bay accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $763
per night
(1)
View deal
House Bodden Town
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly big house with barbecue & yard | Good for workation

Bodden Town, Cayman Islands
This house rental in Bodden Town accommodates 12 guests and features a spacious yard perfect for family gatherings.
from $783
per night
(27)
View deal
House East End
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with private pool, patio & barbecue

East End, Cayman Islands
This house rental in East End accommodates 5 guests and features a private pool for relaxation and enjoyment.
from $320
per night
(63)
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House East End
House ∙ 10 guests ∙ 4 bedrooms

House with yard, private pool & terrace | Nature view

East End, Cayman Islands
This spacious house rental in East End accommodates 10 guests and features a private pool for a perfect getaway.
from $445
per night
(107)
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, barbeque & terrace

George Town, Cayman Islands
This spacious condo in George Town accommodates 6 guests and features a relaxing balcony with stunning views.
from $434
per night
(119)
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Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with grill, garden & pool | Close to the beach

George Town, Cayman Islands
This spacious 8-person condo in George Town features a beautiful balcony with stunning views.
from $825
per night
(69)
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Apartment George Town
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with garden | Nature view

George Town, Cayman Islands
This apartment rental in George Town accommodates 3 guests and features a convenient kitchen for cooking meals.
from $141
per night
(148)
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Condo George Town
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with barbecue, terrace & pool | Suitable for remote work

George Town, Cayman Islands
This spacious 7-person condo in George Town features a stunning balcony with views of the ocean.
from $677
per night
(228)
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