Find Vacation Rentals in Cayman Islands

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Popular Cayman Islands Vacation Rentals

Find the perfect Cayman Islands vacation rental

House Stake Bay
e.g. 7/2 - 7/9 (Sat - Sat)
$138 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (18 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Free cancellation
Details
Vrbo
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House West Bay
e.g. 5/3 - 5/10 (Tue - Tue)
$176 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
West Bay, Cayman Islands
Free cancellation
Details
Vrbo
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House Tibbett's Turn
e.g. 2/5 - 2/12 (Sat - Sat)
$200 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
"Excellent" (33 ratings)
Tibbett's Turn, Cayman Brac, Cayman Islands
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Vrbo
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Apartment Rum Point
e.g. 9/3 - 9/10 (Sat - Sat)
-33%
$149
$100 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (129 ratings)
Rum Point, North Side, Cayman Islands
Free cancellation
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Vrbo
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House West End
e.g. 1/29 - 2/5 (Sat - Sat)
-31%
$193
$133 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (31 ratings)
West End, Cayman Brac, Cayman Islands
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Vrbo
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Apartment West Bay
e.g. 9/3 - 9/10 (Sat - Sat)
-28%
$425
$305 per night
Apartment ∙ 5 guests ∙ 1 bedroom
4.7
"Outstanding" (27 ratings)
West Bay, Cayman Islands
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Vrbo
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House North Side
e.g. 2/1 - 2/8 (Tue - Tue)
-20%
$499
$399 per night
House ∙ 2 guests ∙ 3 bedrooms
4.8
"Excellent" (66 ratings)
North Side, Cayman Islands
Details
Expedia
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House East End
e.g. 9/3 - 9/10 (Sat - Sat)
-61%
$450
$175 per night
House ∙ 7 guests ∙ 2 bedrooms
4.7
"Outstanding" (37 ratings)
East End, Cayman Islands
Free cancellation
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Vrbo
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House Stake Bay
e.g. 6/25 - 7/2 (Sat - Sat)
$375 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (16 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Free cancellation
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Vacation rentals with Wi-Fi

Villa Internet North Side
e.g. 4/16 - 4/23 (Sat - Sat)
-20%
$266
$214 per night
Villa ∙ 6 guests ∙ 2 bedrooms
North Side, Cayman Islands
Free cancellation
Internet
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Vrbo
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House Internet West Bay
e.g. 1/7 - 1/14 (Sat - Sat)
-56%
$689
$304 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (4 ratings)
West Bay, Cayman Islands
Free cancellation
Internet
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Vrbo
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Apartment Internet Half Moon Bay
e.g. 9/3 - 9/10 (Sat - Sat)
-33%
$450
$300 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (42 ratings)
Half Moon Bay, East End, Cayman Islands
Free cancellation
Internet
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Vacation rentals and apartments with air conditioning

House Aircondition Bodden Town
e.g. 8/20 - 8/27 (Sat - Sat)
-40%
$329
$199 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (93 ratings)
Bodden Town, Cayman Islands
Aircondition
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Vrbo
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Villa Aircondition Bodden Town
e.g. 6/4 - 6/11 (Sat - Sat)
$145 per night
Villa ∙ 3 guests ∙ 1 bedroom
Bodden Town, Cayman Islands
Aircondition
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HomeToGo
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Apartment Aircondition George Town
e.g. 1/29 - 2/5 (Sat - Sat)
$404 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (10 ratings)
George Town, Cayman Islands
Aircondition
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Apartments and vacation rentals with a kitchen

Villa Kitchen North Side
e.g. 8/6 - 8/13 (Sat - Sat)
-36%
$517
$329 per night
Villa ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (76 ratings)
North Side, Cayman Islands
Free cancellation
Kitchen
Details
Vrbo
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House Kitchen Rum Point
e.g. 8/20 - 8/27 (Sat - Sat)
-57%
$700
$300 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (40 ratings)
Rum Point, North Side, Cayman Islands
Kitchen
Details
Vrbo
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Apartment Kitchen George Town
e.g. 9/10 - 9/17 (Sat - Sat)
-29%
$700
$500 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (22 ratings)
George Town, Cayman Islands
Free cancellation
Kitchen
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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 $100.

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

At the moment there are 2,394 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.
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