Find Vacation Rentals in Cayman Islands

We have 2,376 properties to choose from
Cayman Islands
Anytime
Guests
Cayman Islands
Anytime
Guests

Popular Cayman Islands Vacation Rentals

Find the perfect Cayman Islands vacation rental

House Rum Point
from $877 per night
House ∙ 14 guests ∙ 6 bedrooms
4.9
Outstanding (79 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
Details
Details
House West End
from $556 per night
House ∙ 15 guests ∙ 5 bedrooms
5.0
Outstanding (82 ratings)
West End, Sister Islands, Cayman Islands
Details
Vrbo
Details
Details
House Creek
from $323 per night
House ∙ 8 guests ∙ 2 bedrooms
5.0
Outstanding (37 ratings)
Creek, Sister Islands, Cayman Islands
Details
Vrbo
Details
Details
House North Side
from $571 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (1 rating)
North Side, Cayman Islands
Details
Vrbo
Details
Details
House West Bay
from $702 per night
House ∙ 9 guests ∙ 4 bedrooms
West Bay, Cayman Islands
Details
Vrbo
Details
Details
Villa West End
from $411 per night
Villa ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (103 ratings)
West End, Sister Islands, Cayman Islands
Details
Vrbo
Details
Details
Villa North Side
from $1,078 per night
Villa ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (117 ratings)
North Side, Cayman Islands
Details
Vrbo
Details
Details
House North Side
from $674 per night
House ∙ 14 guests ∙ 5 bedrooms
5.0
Outstanding (73 ratings)
North Side, Cayman Islands
Details
Vrbo
Details
Details
House Blossom Village
from $319 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (23 ratings)
Blossom Village, Sister Islands, Cayman Islands
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

House  Cayman Islands
from $722 per night
House ∙ 10 guests ∙ 4 bedrooms
4.7
Excellent (47 ratings)
Cayman Islands
Air conditioning
Details
Vrbo
Details
Details
Condo  West Bay
from $1,019 per night
Condo ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (113 ratings)
West Bay, Cayman Islands
Air conditioning
Details
Vrbo
Details
Details
Villa  Rum Point
from $989 per night
Villa ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (71 ratings)
Rum Point, North Side, Cayman Islands
Air conditioning
Details
Vrbo
Details
Details
View more

Vacation Homes With Terraces

House  Bodden Town
from $915 per night
House ∙ 10 guests ∙ 4 bedrooms
4.6
Excellent (10 ratings)
Bodden Town, Cayman Islands
Balcony/Patio
Details
Vrbo
Details
Details
House  North Side
from $757 per night
House ∙ 15 guests ∙ 6 bedrooms
5.0
Outstanding (104 ratings)
North Side, Cayman Islands
Balcony/Patio
Details
Vrbo
Details
Details
Condo  George Town
from $574 per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (34 ratings)
George Town, Cayman Islands
Balcony/Patio
Details
Vrbo
Details
Details
View more

Apartments and vacation rentals with a kitchen

House  North Side
from $431 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (10 ratings)
North Side, Cayman Islands
Kitchen
Details
Vrbo
Details
Details
Condo  West Bay
from $522 per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (13 ratings)
West Bay, Cayman Islands
Kitchen
Details
Vrbo
Details
Details
House  North Side
from $1,043 per night
House ∙ 8 guests ∙ 4 bedrooms
North Side, Cayman Islands
Kitchen
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

Can I find cheap vacation rentals in Cayman Islands?

The price per night in Cayman Islands starts at $155.

Are there many vacation rental options to choose from in Cayman Islands?

At the moment there are 2,376 vacation rentals available for you to choose from.

Top Vacation Rentals Locations in Cayman Islands

Vacation Rentals in Cayman Islands

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Cayman Islands offers 2974 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Cayman Islands start at an average price of $687 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 2757 of Cayman Islands’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 2120 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 2733 vacation home rentals. Traveling with your dog or cat? Choose from 133 pet-friendly rentals in Cayman Islands that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 10 vacation rental sites in Cayman Islands where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 1569 HomeAway rentals, 499 TripAdvisor short term rentals and 407 Booking.com vacation rentals.

Homes & Vacation Rentals

image-tag