Choose from 1,638 vacation rentals located in Cayman Islands. Top filters in Cayman Islands include Air conditioner, Internet / Wifi, and Kitchen / Kitchenette. Prices range from $57 to $21,073 per night. Our most popular vacation rental types near Cayman Islands are House and Hotel.

Top vacation rentals in Cayman Islands

Paradise awaits you----just steps away from the pools, beach, and Caribbean Sea
5.0
Outstanding(238 Reviews)
Condo
 in West Bay, Grand Cayman
1st Floor POOLSIDE with OCEAN VIEW -- MOST 5 STAR REVIEWS on 7 Mile Beach!!
6 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

This attractive Condo in Cayman Islands, $390 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
4.2
Excellent(173 Reviews)
Resort
 in George Town
Hampton by Hilton Grand Cayman Seven Mile Beach
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Cayman Islands with a stay at Hampton by Hilton Grand Cayman Seven Mile Beach, a top rated Resort with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

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Beachfront
Property view
3.6
Good(26 Reviews)
Hotel
 in George Town
3star
The Grand Caymanian Resort
Garden · Pool · Pets allowed

Experience the best of Cayman Islands with this Hotel available for $209. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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Beachfront
Property view
5.0
Outstanding(2 Reviews)
Condo
 in West Bay
Beach Living at Villas Pappagallo (BLPD)
Pool · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Condo in Cayman Islands has everything you need for a rejuvenating stay. Treat yourself to Beach Living at Villas Pappagallo (BLPD)'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

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Search by amenity

Explore vacation rentals with the most popular amenities in the Cayman Islands

Vacation rentals with air conditioning in Cayman Islands

Beachfront
YOU'VE ARRIVED TO PARADISE
4.9
Outstanding(193 Reviews)
Villa
 in Gardens of the Kai, Cayman Kai
YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA,
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Villa in Cayman Islands has everything you need for a rejuvenating stay. Treat yourself to YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA, 's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

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Beachfront
Property view
4.7
Outstanding(90 Reviews)
Apartment hotel
 in George Town
Regal Beach Club
Garden · Pool · Kitchen / Kitchenette

Experience vacation in Cayman Islands with our Apartment hotel, Regal Beach Club. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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3.9
Good(105 Reviews)
Resort
 in George Town
Grand Cayman Marriott Resort
Garden · Pool · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Cayman Islands? This Resort offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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4.1
Excellent(127 Reviews)
Apartment hotel
 in West Bay
Seven Mile Beach Resort
Garden · Pool · Kitchen / Kitchenette

This inviting Apartment hotel in Cayman Islands can fit your needs for many types of vacations, at $497 per night.

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Cayman Islands

Cayman Islands travel guide

Let us help you plan your perfect Cayman Islands vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Cayman Islands, and more.

Frequently asked questions

What are the top travel destinations in the Cayman Islands

Grand Cayman, West Bay, and Sand Point Road are the top three destinations to travel in the Cayman Islands.

What is the price range for rentals in the Cayman Islands?

Vacation rentals in the Cayman Islands have a price range between $57-$21,073. The average price for rentals in the Cayman Islands is $476 per night.

How many cities have available rentals in the Cayman Islands?

There are 4 destinations with available rentals in the Cayman Islands.

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