Vacation Rentals in the Cayman Islands - HomeToGo base64Hash Vacation Rentals in the Cayman Islands - HomeToGo

Vacation Rentals in the Cayman Islands

Find 2,629 available offers from 18 partners
Cayman Islands
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Guests
Cayman Islands
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Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Rating
4.5+
4+

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 2,629 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Cayman Islands and book a vacation rental with air conditioning.

Villa  Stake Bay
Aug 3 - Aug 10
-22%
$201
$156 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Beautiful Villa in Stake Bay with Grill, Patio & Yard

5.0
Outstanding (49 ratings)
Stake Bay, Sister Islands, Cayman Islands
Air conditioning
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Apartment  West End
Jun 22 - Jun 29
$114 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in West End with Grill & Patio

4.7
Excellent (14 ratings)
West End, Sister Islands, Cayman Islands
Air conditioning
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House  North Side
Sep 21 - Sep 28
-61%
$1,103
$425 per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely Vacation Home in North Side with Free Parking + Rooftop Views

North Side, Cayman Islands
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Cayman Islands accommodation with high-speed internet.

House  West Bay
Jun 22 - Jun 29
$630 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in West Bay with Grill, Yard & Pool

West Bay, Cayman Islands
Internet
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House  Creek
Sep 14 - Sep 21
$269 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation Home in Creek with Inflatable Pool, Queen Sofabed + Ocean View

5.0
Outstanding (35 ratings)
Creek, Sister Islands, Cayman Islands
Internet
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Condo  George Town
Sep 21 - Sep 28
$450 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Unique Condo in George Town with Outside Patio

5.0
Outstanding (29 ratings)
George Town, Cayman Islands
Internet
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in the Cayman Islands with their own private patios and balconies.

House  West Bay
Sep 21 - Sep 28
-37%
$918
$583 per night
House ∙ 12 guests ∙ 5 bedrooms

Wonderful House in West Bay with Double Garage + Beach Nearby

5.0
Outstanding (83 ratings)
West Bay, Cayman Islands
Balcony/Patio
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House  North Side
Sep 7 - Sep 14
-33%
$899
$599 per night
House ∙ 15 guests ∙ 6 bedrooms

Family Friendly Vacation Home in North Side with Ocean Pool + Ocean View

5.0
Outstanding (96 ratings)
North Side, Cayman Islands
Balcony/Patio
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Condo  West Bay
Sep 21 - Sep 28
-29%
$425
$300 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in West Bay with Pool, Grill & Patio

5.0
Outstanding (81 ratings)
West Bay, Cayman Islands
Balcony/Patio
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Best Vacation Home Deals in the Cayman Islands

Save up to 40%

House Rum Point
Sep 21 - Sep 28
-19%
$800
$650 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Rum Point with Botanical Garden + Garden View

5.0
Outstanding (49 ratings)
Rum Point, North Side, Cayman Islands
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Villa Grand Harbour
Sep 21 - Sep 28
-23%
$1,100
$850 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Grand Harbour with Yard, Patio & Pool

5.0
Outstanding (2 ratings)
Grand Harbour, George Town, Cayman Islands
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Condo George Town
Jul 20 - Jul 27
-40%
$675
$405 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in George Town with Large Pool + Ocean View

5.0
Outstanding (29 ratings)
George Town, Cayman Islands
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Book the perfect vacation rental from $99 per night by searching and comparing the 2,629 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 62%.

Recommended Vacation Rentals in the Cayman Islands

Find your perfect vacation rental in the Cayman Islands: from $99 per night

House George Town
Jun 1 - Jun 8
$650 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming House in George Town with Yard & Pool

George Town, Cayman Islands
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Condo Grand Harbour
Jun 22 - Jun 29
$276 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Grand Harbour with Pool & Grill

Grand Harbour, George Town, Cayman Islands
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Apartment George Town
Jun 22 - Jun 29
$266 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in George Town with Pool

George Town, Cayman Islands
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Villa George Town
Sep 7 - Sep 14
$607 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Family Friendly Villa in George Town with Large Patio + Gorgeous View

5.0
Outstanding (25 ratings)
George Town, Cayman Islands
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House West End
Aug 24 - Aug 31
$436 per night
House ∙ 15 guests ∙ 5 bedrooms

Comfortable Vacation Home in West End with Patio, Yard & Pool

5.0
Outstanding (81 ratings)
West End, Sister Islands, Cayman Islands
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Villa West Bay
Sep 21 - Sep 28
$806 per night
Villa ∙ 9 guests ∙ 4 bedrooms

Family Friendly Beautiful Villa in West Bay with Yard, Grill & Pool

5.0
Outstanding (19 ratings)
West Bay, Cayman Islands
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House West End
Aug 3 - Aug 10
$162 per night
House ∙ 6 guests ∙ 2 bedrooms

House in West End with Grill & Patio

5.0
Outstanding (22 ratings)
West End, Sister Islands, Cayman Islands
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House Rum Point
Sep 28 - Oct 5
$808 per night
House ∙ 14 guests ∙ 6 bedrooms

House in Rum Point with Private Pool + Ocean Views

4.9
Outstanding (74 ratings)
Rum Point, North Side, Cayman Islands
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Condo George Town
Apr 21 - Apr 28
-46%
$625
$340 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in George Town with Grill, Yard & Pool + Caribbean Views

4.9
Outstanding (81 ratings)
George Town, Cayman Islands
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Budget-friendly Vacation Rentals in the Cayman Islands

Find Fantastic yet Inexpensive Offers

Condo George Town
Sep 21 - Sep 28
$342 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in George Town with Grill, Patio & Pool

4.9
Outstanding (60 ratings)
George Town, Cayman Islands
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House Stake Bay
Sep 14 - Sep 21
$190 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Stake Bay with Grill & Patio + Endless Views

5.0
Outstanding (58 ratings)
Stake Bay, Sister Islands, Cayman Islands
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House West Bay
Aug 4 - Aug 11
$608 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in West Bay with Grill

5.0
Outstanding (4 ratings)
West Bay, Cayman Islands
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Top-Rated Rentals and Accommodations in the Cayman Islands

Book Vacation Rental Offers with the Highest User Rating

Villa West End
Sep 14 - Sep 21
-17%
$450
$375 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in West End with Patio, Grill & Pool

5.0
Outstanding (99 ratings)
West End, Sister Islands, Cayman Islands
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Condo George Town
Sep 7 - Sep 14
$475 per night
Condo ∙ 5 guests ∙ 1 bedroom

Charming Condo in George Town with Pool & Patio + Uninterrupted Views + Close to Beach

4.8
Outstanding (43 ratings)
George Town, Cayman Islands
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Condo West Bay
Sep 7 - Sep 14
$695 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Lovely Condo in West Bay with Grill & Patio

5.0
Outstanding (2 ratings)
West Bay, Cayman Islands
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Popular Rental Amenities in the Cayman Islands

  • Pool (2,128)
  • Air conditioning (2,376)
  • Kitchen (2,298)
  • WiFi (2,521)
  • Balcony/patio (1,283)
  • TV (2,322)
  • Washing machine (2,123)
  • Grill (1,633)
  • Fishing (746)
  • Microwave (2,089)
  • No smoking (2,589)
  • Dishwasher (1,811)

Filters are provided so you can in your search to find a beautiful rental in Cayman Islands. Many accommodations in Cayman Islands offer "Pool" or "Air conditioning," which makes it a wonderful destination if you want a rental with a pool or you would prefer a rental with A/C. It is also possible to look for a property in the Cayman Islands if you want a rental providing a crib as 510 of the properties there offer "Crib."

Price and Availability Index in Cayman Islands

Click on any bar to see price and availability information

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 $1,180 (12/21 – 12/28). Prices decrease in a week of September (9/7 – 9/14), where average prices are $563.

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 (3/30 – 4/6), where only 35% rentals are available. The week with the highest percentage of available rentals is in August (8/3 – 8/10).

Accommodations for your vacation in the Cayman Islands

In Cayman Islands, house rental are the most prevalent accommodation option. Interestingly, the average cost of house rental is $1,717 a night, with an average area of 298 m². Moreover, this category of lodging is the perfect choice for large groups, as the majority of house rental can accommodate 9 guests. Vacationers looking for something other than house rental can also compare many apartment rental, which are the second most popular type of accommodation in Cayman Islands. These properties cost $891 a night on average and have an average size of 136 m².
Where to find the best food in the Cayman Islands?

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.

What are the best places to discover the arts and culture of Cayman Islands?

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.

What are the best activities for families in the Cayman Islands?

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.

Information about vacation rentals in the Cayman Islands

🏡 Vacation rentals available 2,629 rentals
💳 Possible discounts up to 62%
🌙 Nightly prices starting at $99
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 194 homes
🏊 Vacation rentals with pools 2,127 homes

Frequently Asked Questions

What is the typical price per night for a vacation rental in the Cayman Islands?

The price of a night's stay in the Cayman Islands starts at $99. If you’re interested in a house rental, the average price is $1,717 per night. A apartment rental Cayman Islands will cost $891 per night on average.

How many vacation homes are available for booking in the Cayman Islands?

There are 2,629 vacation rentals available for booking for your upcoming vacation.

What are the most popular amenities for vacation homes in the Cayman Islands?

If you're looking to book a vacation rental in the Cayman Islands, the most common amenities are: Air conditioning, Pool and Kitchen.

How many vacation homes with a pool are there in the Cayman Islands?

There are 2,127 vacation rentals across 18 providers in the Cayman Islands.

Are dogs allowed in vacation rentals in the Cayman Islands?

Finding a vacation rental in the Cayman Islands that allows dogs is possible, with 194 pet-friendly available.

What's the best month to travel to Cayman Islands?

July and August are usually the warmest months in the Cayman Islands with temperatures around 90 °F. The coldest months in the Cayman Islands are January and February, with 73 °F on average.

Find the perfect Cayman Islands home to match your style

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