Cayman Islands Vacation Rentals

Compare 1,859 available properties from 20 providers
Cayman Islands
Anytime
2 guests
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Best Vacation Home Deals in the Cayman Islands

-27%
Apartment ∙ 6 guests ∙ 2 bedrooms
East End, Cayman Islands
from $329 $449
VRBO
5.0
View deal
-40%
Apartment ∙ 6 guests ∙ 2 bedrooms
Sister Islands, Cayman Islands
from $207 $347
VRBO
5.0
View deal
-17%
Apartment ∙ 4 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $265 $321
VRBO
5.0
View deal

Book the perfect vacation rental from $63 per night by searching and comparing the 1,859 properties listed in Cayman Islands. Using HomeToGo you can directly search and compare the prices of each listed rental to discover the best price and save up to 49%.

Recommended Vacation Rentals in the Cayman Islands

Find your perfect vacation rental in the Cayman Islands: from $63 per night

House ∙ 5 guests ∙ 3 bedrooms
North Side, Cayman Islands
from $478
VRBO
5.0
View deal
Apartment ∙ 6 guests ∙ 2 bedrooms
Rum Point, North Side, Cayman Islands
from $254
VRBO
5.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
West Bay, Cayman Islands
from $248
VRBO
4.8
View deal
Apartment ∙ 4 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $287
VRBO
4.7
View deal
House ∙ 6 guests ∙ 3 bedrooms
Rum Point, North Side, Cayman Islands
from $395
VRBO
4.8
View deal
Apartment ∙ 6 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $438
VRBO
4.9
View deal
Apartment ∙ 6 guests ∙ 2 bedrooms
West End, Cayman Brac, Cayman Islands
from $182
VRBO
4.9
View deal
House ∙ 6 guests ∙ 3 bedrooms
East End, Cayman Islands
from $766
VRBO
4.8
View deal
House ∙ 6 guests ∙ 3 bedrooms
George Town, Cayman Islands
from $479
VRBO
4.8
View deal
See all offers

Vacation Houses With Pools

Pool
House ∙ 4 guests ∙ 2 bedrooms
Rum Point, North Side, Cayman Islands
from $300
VRBO
4.7
View deal
Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $287
VRBO
4.8
View deal
Pool
Apartment ∙ 4 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $295
VRBO
4.9
View deal
See all offers

Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
West Bay, Cayman Islands
from $291
VRBO
5.0
View deal
Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
West Bay, Cayman Islands
from $293
VRBO
5.0
View deal
Fishing
Apartment ∙ 4 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $354
VRBO
4.9
View deal
See all offers

Apartments With Balconies or Patios

Balcony/Patio
Apartment ∙ 6 guests ∙ 2 bedrooms
George Town, Cayman Islands
from $418
VRBO
5.0
View deal
Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
North Side, Cayman Islands
from $417
VRBO
4.9
View deal
-23%
Balcony/Patio
Resort ∙ 4 guests
East End, Cayman Islands
from $172 $224
Orbitz.com
4.9
View deal
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Popular Rental Amenities in the Cayman Islands

  • Kitchen (1,685)
  • Internet (1,630)
  • AC (1,627)
  • TV (1,567)
  • Washer (1,497)
  • Pool (1,322)
  • Microwave (1,147)
  • No smoking (1,102)
  • Grill (1,042)
  • Dishwasher (975)
  • Parking (963)
  • No pets (827)
Filters are provided so you can in your search to find a beautiful rental in Cayman Islands. Many accommodations in Cayman Islands offer "TVs" or "internet," which makes it a wonderful destination if you never miss an episode of your favorite show or you need internet access during your vacation. It is also possible to look for a property in the Cayman Islands if you bring your pet everywhere as 48 of the properties there offer "Pets Allowed."

Price and Availability Index in Cayman Islands

Vacation Rental Price Information in the Cayman Islands

This graph displays average prices of the vacation rentals and holiday apartments located in the Cayman Islands. in the Cayman Islands, prices can go up to $458 (2/23 - 3/2). Prices decrease in a week of June (6/15 - 6/22), where average prices are $328.

Rental Availability Information in the Cayman Islands

Have a look at the above graph to see the global availability of vacation rentals in the Cayman Islands. The busiest time to book a rental in the Cayman Islands so far is in March (3/9 - 3/16), where only 22% rentals are available. The week with the highest percentage of available rentals is in September (9/7 - 9/14).

Accommodations in the Cayman Islands

In Cayman Islands, apartment rentals are the most prevalent accommodation option. Interestingly, the average cost of apartment rentals is $465 a night, with an average area of 1,320 ft². Moreover, this category of lodging is the perfect choice for medium-sized groups and families, as the majority of apartment rentals can accommodate 5 guests. Vacationers looking for something other than apartment rentals can also compare many house rentals, which are the second most popular type of accommodation in Cayman Islands. These properties cost $674 a night on average and have an average size of 2,560 ft².

Cayman Island vacation rentals are about sun and fun

Although the Cayman Islands are best known as an offshore financial haven, they also are a popular vacation destination for water lovers, divers, and snorkelers. Among the three islands, Grand Cayman offers visitors the most varied selection of vacation home rentals. Accommodations include luxury beachfront villas, resort-like condos, beachside bungalows, budget-friendly diver cottages, and high-rise apartments.

Show all 1,859 properties
Food & Drinks

Caribbean cuisine

Often called the culinary capital of the Caribbean, Grand Cayman truly has something for everyone. Seafood is, by far, the most abundant of dishes. You'll find traditional Caribbean fare, such as turtle soup and conch stew, as well as Indian, Spanish, and Asian restaurants. To eat like a local, go to Vivine's Kitchen on the East End. The restaurant features home-cooked meals, made with locally grown ingredients and regional spices and herbs.

Beach fish shacks are the most budget-friendly eateries and offer daily fresh-caught seafood from local fishermen. Upscale dining options and bars are found in the heart of Georgetown. There, you'll find Michelin-starred steak and seafood restaurants, exotic Indian and Moroccan eateries, and bars with extensive offerings.

Art & Culture

Take a dive into history

The Cayman Islands National Museum, located in the capital city of Georgetown, is the oldest public building in the islands. The museum houses two permanent exhibition galleries and three traveling galleries, one of which is designed for children.

The Natural History Gallery takes visitors on a submarine dive to see the famous Cayman wall, a sea turtle nesting area, and wetlands, where you'll see wildlife unique to the island. The Cultural History Gallery features themed exhibits, mock court trials, and island pioneer displays.

Family Activities

Kid-approved Cayman

Explore the underwater world with the whole family at Atlantis Submarine. Go 100 feet below the surface in a 65-foot submarine within the Cayman Islands National Marine Park and get up close and personal with ocean creatures. Ocean guides narrate as you peer through the portholes during the 90-minute tour.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in the Cayman Islands VRBO Vacation Rentals in the Cayman Islands HomeAway Vacation Rentals in the Cayman Islands TripAdvisor Vacation Rentals in the Cayman Islands VacationRentals.com Vacation Rentals in the Cayman Islands HouseTrip Vacation Rentals in the Cayman Islands FlipKey Vacation Rentals in the Cayman Islands 9flats.com Vacation Rentals in the Cayman Islands VaycayHero Vacation Rentals in the Cayman Islands PerfectPlaces.com Vacation Rentals in the Cayman Islands Homestay.com Vacation Rentals in the Cayman Islands Only-apartments Vacation Rentals in the Cayman Islands Interhome Vacation Rentals in the Cayman Islands Bedycasa Vacation Rentals in the Cayman Islands Novasol Vacation Rentals in the Cayman Islands HomeEscape Vacation Rentals in the Cayman Islands

Popular Regions to Visit in the Cayman Islands