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Cayman Islands Vacation Rentals

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Cayman Islands
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Best Vacation Home Deals Cayman Islands

House West Bay
May 13 - May 20
-25%
$857
$643 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
West Bay, Cayman Islands
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Condo Bodden Town
May 13 - May 20
-28%
$407
$295 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.3
"Very good" (15 ratings)
Bodden Town, Cayman Islands
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2,479 unique vacation rentals from 6 partner websites can be compared in Cayman Islands, with prices starting at $146 a night. By directly analyzing these vacation rentals, HomeToGo highlights the best deals and the highest rated properties in Cayman Islands.

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Top-Rated Offers and Accommodations Cayman Islands

House Rum Point
Aug. 19 - Aug. 26
$946 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (83 ratings)
Rum Point, North Side, Cayman Islands
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Villa North Side
May 13 - May 20
$619 per night
Villa ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (24 ratings)
North Side, Cayman Islands
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Villa North Side
May 13 - May 20
$417 per night
Villa ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (7 ratings)
North Side, Cayman Islands
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Recommended Vacation Rentals Cayman Islands

Find your perfect vacation rental Cayman Islands: from $211 per night

Condo Gun Bay
May 27 - Jun. 3
$485 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Gun Bay, East End, Cayman Islands
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House Rum Point
Aug. 19 - Aug. 26
$565 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Rum Point, North Side, Cayman Islands
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Villa Rum Point
May 13 - May 20
-16%
$356
$299 per night
Villa ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (138 ratings)
Rum Point, North Side, Cayman Islands
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Apartment George Town
Nov. 11 - Nov. 18
-21%
$622
$492 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (4 ratings)
George Town, Cayman Islands
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Apartment Bodden Town
Aug. 19 - Aug. 26
-25%
$286
$216 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (50 ratings)
Bodden Town, Cayman Islands
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Condo Bodden Town
May 27 - Jun. 3
$382 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (50 ratings)
Bodden Town, Cayman Islands
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House West Bay
May 13 - May 20
-39%
$1,062
$643 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
West Bay, Cayman Islands
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Condo Rum Point
Aug. 19 - Aug. 26
-21%
$600
$474 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (13 ratings)
Rum Point, North Side, Cayman Islands
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Condo West Bay
May 13 - May 20
$593 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (67 ratings)
West Bay, Cayman Islands
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Cayman Islands

House Bodden Town
Aug. 19 - Aug. 26
-23%
$414
$318 per night
House ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (87 ratings)
Bodden Town, Cayman Islands
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Condo Bodden Town
Nov. 11 - Nov. 18
-65%
$411
$146 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.3
"Very good" (15 ratings)
Bodden Town, Cayman Islands
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Condo Rum Point
May 13 - May 20
-36%
$605
$389 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (57 ratings)
Rum Point, North Side, Cayman Islands
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Vacation rentals with Wi-Fi

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

Condo Internet Gun Bay
Feb. 12 - Feb. 19
$556 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Gun Bay, East End, Cayman Islands
Internet
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House Internet West Bay
Apr. 1 - Apr. 8
$283 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
West Bay, Cayman Islands
Internet
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House Internet Stake Bay
Jan. 7 - Jan. 14
$298 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (27 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Internet
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Vacation rentals and apartments with air conditioning

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

Apartment Aircondition George Town
May 13 - May 20
$547 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (4 ratings)
George Town, Cayman Islands
Aircondition
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Condo Aircondition George Town
May 13 - May 20
$655 per night
Condo ∙ 14 guests ∙ 3 bedrooms
George Town, Cayman Islands
Aircondition
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House Aircondition Cotton Tree Bay
Dec. 17 - Dec. 24
$297 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (39 ratings)
Cotton Tree Bay, Cayman Brac, Cayman Islands
Aircondition
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Cayman Islands rental with full kitchen.

House Kitchen Stake Bay
Apr. 1 - Apr. 8
$386 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Kitchen
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Condo Kitchen Bodden Town
Dec. 17 - Dec. 24
$374 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (12 ratings)
Bodden Town, Cayman Islands
Kitchen
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Condo Kitchen West Bay
May 13 - May 20
$598 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (57 ratings)
West Bay, Cayman Islands
Kitchen
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Popular Rental Amenities Cayman Islands

  • Air conditioning (982)
  • Internet (977)
  • TV (932)
  • No pets (916)
  • Kitchen (883)
  • Pool (800)
  • Microwave (796)
  • No smoking (789)
  • Washer (672)
  • Dishwasher (579)
  • Grill (535)
  • Yard (481)

Most of the properties include a pool, which makes Cayman Islands a great vacation destination for vacationers looking to spend vacation poolside. Additionally, vacation rentals with pools Cayman Islands cost, on average, $1,731 per night. Most of the available properties with pools are condo. Among these vacation rentals, 94 of them are located within 2 kilometres of water.

Where to find the best food 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 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.

Frequently Asked Questions

What is the typical price of a vacation home Cayman Islands?

Accommodation prices Cayman Islands start at $211 per night.

What is the typical availability of House rentals Cayman Islands?

We found 2,458 vacation homes Cayman Islands available for your next trip.

What are the most popular vacation home amenities Cayman Islands?

When looking to book a vacation home Cayman Islands, the most requested amenities include Internet, TV, and Pool.

How many House rentals and Apartment rentals can I find Cayman Islands?

Cayman Islands has 2,458 House rentals and Apartment rentals available to book.

Are there pet-friendly vacation rentals Cayman Islands?

If you're travelling with a dog, over 9% of vacation rentals Cayman Islands are pet-friendly.

What's the best month to visit Cayman Islands?

When booking accommodation Cayman Islands, remember that the rainiest months are usually August and May, with February often being the sunniest.

We list offers from thousands of providers, including:

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