Find Vacation Rentals in Cayman Islands

We have 3,334 properties to choose from
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Popular Cayman Islands Vacation Rentals

Find the perfect Cayman Islands vacation rental

House Old Man Bay
from $1,083 per night
House ∙ 14 guests ∙ 5 bedrooms

372 m² House

4.9
Outstanding(54 ratings)
Old Man Bay, East End, Cayman Islands
Vrbo
Details
House Cayman Islands
from $988 per night
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

4.7
Excellent(47 ratings)
Cayman Islands
Vrbo
Details
Villa George Town
from $936 per night
Villa ∙ 10 guests ∙ 4 bedrooms

398 m² Villa

George Town, Cayman Islands
Vrbo
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House North Side
from $831 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(8 ratings)
North Side, Cayman Islands
Vrbo
Details
Condo Bodden Town
from $230 per night
Condo ∙ 6 guests ∙ 2 bedrooms

121 m² Condo

5.0
Outstanding(35 ratings)
Bodden Town, Cayman Islands
Vrbo
Details
House Spot Bay
from $125 per night
House ∙ 4 guests ∙ 2 bedrooms

112 m² House

4.5
Excellent(23 ratings)
Spot Bay, Sister Islands, Cayman Islands
Vrbo
Details
House Rum Point
from $591 per night
House ∙ 12 guests ∙ 5 bedrooms

265 m² House

5.0
Outstanding(64 ratings)
Rum Point, North Side, Cayman Islands
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Details
Villa East End
from $1,120 per night
Villa ∙ 12 guests ∙ 5 bedrooms

557 m² Villa

4.9
Outstanding(39 ratings)
East End, Cayman Islands
Vrbo
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Villa Patricks Island
from $918 per night
8 guests ∙ 4 bedrooms

Villa

5.0
Outstanding(8 ratings)
Patricks Island, George Town, Cayman Islands
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Apartments and vacation rentals with a kitchen

House  Rum Point
from $1,122 per night
House ∙ 10 guests ∙ 4 bedrooms

372 m² House

5.0
Outstanding(28 ratings)
Rum Point, North Side, Cayman Islands
Kitchen
Vrbo
Details
Villa  North Side
from $1,113 per night
Villa ∙ 15 guests ∙ 6 bedrooms

297 m² Villa

North Side, Cayman Islands
Kitchen
Vrbo
Details
Apartment  George Town
from $242 per night
4 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(3 ratings)
George Town, Cayman Islands
Kitchen
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Vacation rentals and apartments with air conditioning

Condo  George Town
from $351 per night
Condo ∙ 8 guests ∙ 3 bedrooms

167 m² Condo

5.0
Outstanding(83 ratings)
George Town, Cayman Islands
Air conditioning
Vrbo
Details
House  Stake Bay
from $165 per night
6 guests ∙ 2 bedrooms

House

4.6
Excellent(9 ratings)
Stake Bay, Sister Islands, Cayman Islands
Air conditioning
Vrbo
Details
House  Stake Bay
from $179 per night
House ∙ 6 guests ∙ 2 bedrooms

112 m² House

5.0
Outstanding(10 ratings)
Stake Bay, Sister Islands, Cayman Islands
Air conditioning
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Vacation rentals with Wi-Fi

House  Old Man Bay
from $1,083 per night
House ∙ 14 guests ∙ 5 bedrooms

372 m² House

4.9
Outstanding(54 ratings)
Old Man Bay, East End, Cayman Islands
Internet
Vrbo
Details
House  Rum Point
from $1,082 per night
10 guests ∙ 5 bedrooms

House

4.8
Outstanding(31 ratings)
Rum Point, North Side, Cayman Islands
Internet
Vrbo
Details
House  Gun Bay
from $430 per night
House ∙ 9 guests ∙ 7 bedrooms

372 m² House

4.8
Outstanding(39 ratings)
Gun Bay, East End, Cayman Islands
Internet
Vrbo
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Frequently Asked Questions

Can I find cheap vacation rentals in Cayman Islands?

The price per night in Cayman Islands starts at $128.

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

At the moment there are 3,334 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

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