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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
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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 in Cayman Islands

Save up to 45%

Condo George Town
Oct 21 - Oct 28
-42%
$697
$406 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Large Pool + Garden View
4.9
"Excellent" (31 ratings)
George Town, Cayman Islands
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Condo Rum Point
Aug 29 - Sept 5
-45%
$688
$375 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Rum Point with Pool, Grill & Yard + Garden View
5.0
"Excellent" (67 ratings)
Rum Point, North Side, Cayman Islands
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House West End
Sept 2 - Sept 9
-23%
$352
$271 per night
House ∙ 5 guests ∙ 2 bedrooms
Comfortable Vacation Home in West End with Grill & Yard
4.9
"Excellent" (40 ratings)
West End, Cayman Brac, Cayman Islands
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2,203 unique vacation rentals from 8 partner websites can be compared in Cayman Islands, with prices starting at $250 a night. By directly analyzing these vacation rentals, HomeToGo highlights the best deals and the highest rated properties in Cayman Islands.

Top-Rated Offers and Accommodations in Cayman Islands

Book Vacation Rentals with the Highest User Rating

Condo Rum Point
Sept 2 - Sept 9
-23%
$776
$600 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Rum Point with Yard, Grill & Pool + Panoramic Views
4.9
"Excellent" (79 ratings)
Rum Point, North Side, Cayman Islands
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House Tibbett's Turn
Jun 29 - Jul 6
$422 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Tibbett\'s Turn with Grill & Yard + Amazing Views
5.0
"Excellent" (46 ratings)
Tibbett's Turn, Cayman Brac, Cayman Islands
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Condo Cayman Islands
Oct 14 - Oct 21
-17%
$486
$404 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Cayman Islands with Grill & Pool + Incredible View
4.9
"Excellent" (36 ratings)
Cayman Islands
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Recommended Vacation Rentals in Cayman Islands

Find your perfect vacation rental in Cayman Islands: from $250 per night

House Tibbett's Turn
Oct 21 - Oct 28
$619 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Tibbett\'s Turn with Pool & Grill
5.0
"Excellent" (28 ratings)
Tibbett's Turn, Cayman Brac, Cayman Islands
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House West End
Sept 2 - Sept 9
-23%
$352
$271 per night
House ∙ 5 guests ∙ 2 bedrooms
Comfortable Vacation Home in West End with Grill & Yard
4.9
"Excellent" (40 ratings)
West End, Cayman Brac, Cayman Islands
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Villa Rum Point
Oct 21 - Oct 28
-30%
$356
$250 per night
Villa ∙ 2 guests ∙ 1 bedroom
Villa in Rum Point with Pool & Grill + Pristine Views
4.9
"Excellent" (176 ratings)
Rum Point, North Side, Cayman Islands
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Condo Rum Point
Sept 2 - Sept 9
-39%
$512
$314 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Rum Point with Grill + Picturesque View
5.0
"Excellent" (45 ratings)
Rum Point, North Side, Cayman Islands
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Condo West Bay
Jun 29 - Jul 6
-31%
$864
$593 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in West Bay with Large Pool
5.0
"Excellent" (61 ratings)
West Bay, Cayman Islands
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Villa East End
Aug 12 - Aug 19
-43%
$949
$538 per night
Villa ∙ 8 guests ∙ 3 bedrooms
Private Villa in East End with Great Pool
5.0
"Excellent" (138 ratings)
East End, Cayman Islands
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House West End
Sept 2 - Sept 9
-24%
$941
$715 per night
House ∙ 15 guests ∙ 5 bedrooms
Comfortable Vacation Home in West End with Yard, Pool & Grill
4.9
"Excellent" (24 ratings)
West End, Cayman Brac, Cayman Islands
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Villa North Side
Oct 14 - Oct 21
-17%
$635
$528 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Villa in North Side with Yard + Front Views
5.0
"Excellent" (46 ratings)
North Side, Cayman Islands
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Condo North Side
Apr 20 - Apr 27
-33%
$495
$330 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in North Side with Shallow Pool + Oceanfront Views
4.9
"Excellent" (97 ratings)
North Side, Cayman Islands
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Budget-friendly Rentals in Cayman Islands

Find Fantastic yet Inexpensive Rentals

House Stake Bay
Sept 2 - Sept 9
$645 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Stake Bay with Large Pool
5.0
"Excellent" (56 ratings)
Stake Bay, Cayman Brac, Cayman Islands
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Condo George Town
Jun 29 - Jul 6
$659 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Tropical Pool + Ocean Views
5.0
"Excellent" (89 ratings)
George Town, Cayman Islands
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Apartment Bodden Town
Jun 29 - Jul 6
-31%
$447
$307 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wonderful Apartment in Bodden Town with Grill & Pool
5.0
"Excellent" (84 ratings)
Bodden Town, Cayman Islands
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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.

House Air conditioning Creek
Aug 26 - Sept 2
$435 per night
House ∙ 8 guests ∙ 2 bedrooms
Vacation Home in Creek with Inflatable Pool, Queen Sofabed + Ocean View
5.0
"Excellent" (34 ratings)
Creek, Cayman Brac, Cayman Islands
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House Air conditioning Stake Bay
Sept 2 - Sept 9
$300 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stake Bay with Grill + Endless Views
5.0
"Excellent" (49 ratings)
Stake Bay, Cayman Brac, Cayman Islands
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Condo Air conditioning George Town
Oct 14 - Oct 21
-29%
$645
$458 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Lovely Condo in George Town with Free Parking + Garden View + Beach Nearby
4.9
"Excellent" (88 ratings)
George Town, Cayman Islands
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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 Rum Point
Apr 14 - Apr 21
$937 per night
House ∙ 6 guests ∙ 3 bedrooms
Private House in Rum Point with Private Pool + Magnificent Views
4.9
"Excellent" (99 ratings)
Rum Point, North Side, Cayman Islands
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Condo Kitchen George Town
Oct 21 - Oct 28
-42%
$697
$406 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Large Pool + Garden View
4.9
"Excellent" (31 ratings)
George Town, Cayman Islands
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Condo Kitchen Rum Point
Oct 21 - Oct 28
-30%
$470
$329 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Rum Point with Grill
4.9
"Excellent" (59 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.

House Internet Rum Point
Apr 14 - Apr 21
$1,729 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Rum Point with Private Pool + Ocean Views
5.0
"Excellent" (55 ratings)
Rum Point, North Side, Cayman Islands
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Condo Internet George Town
Oct 21 - Oct 28
-31%
$1,064
$729 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Condo in George Town with Private Balcony
4.9
"Excellent" (128 ratings)
George Town, Cayman Islands
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Condo Internet Rum Point
Sept 2 - Sept 9
-60%
$690
$280 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Rum Point with Pool, Grill & Yard + Garden View
5.0
"Excellent" (67 ratings)
Rum Point, North Side, Cayman Islands
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Popular Rental Amenities in Cayman Islands

  • Pool (1,822)
  • WiFi (2,190)
  • Pet-friendly (205)
  • Air conditioning (2,119)
  • Kitchen (1,968)
  • Balcony/patio (474)
  • TV (2,016)
  • Washing machine (1,740)
  • Grill (1,398)
  • Dishwasher (1,509)
  • Yard (919)
  • Microwave (1,906)

More than two-thirds 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 in Cayman Islands cost, on average, $2,295 per night. Most of the available properties with pools are condo. Among these vacation rentals, 63 of them are located within 2 kilometres of water.

Price and Availability Index in Cayman Islands

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Vacation Rental Price Information in Cayman Islands

This graph displays the average prices for the next twelve months in Cayman Islands. in Cayman Islands, prices can go up to $1,481 (12/16 - 12/23). The cheapest week is in August (8/31 - 9/7). Prices fall to an average of $677 per night.

Rental availability information in Cayman Islands

Our availability graph helps you identify the busiest months in Cayman Islands. The week with the highest booking rate is in August (8/31 - 9/7). Only 19% of the rentals are still available. On the contrary, you will find the highest number of available rentals in a week of July (7/6 - 7/13).

Where to find the best food in 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 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 Cayman Islands

🏡 Vacation rentals available 2,203 homes
💳 Possible discounts up to 45%
🌙 Nightly prices starting at $250
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 190 homes
🏊 Vacation rentals with pools 1,750 homes

Frequently Asked Questions

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

Accommodation prices in Cayman Islands start at $250 per night.

What is the typical availability of House rental in Cayman Islands?

We found 2,203 vacation homes in Cayman Islands available for your next trip.

What are the most popular vacation home amenities in Cayman Islands?

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

How many House rental and Apartment rental can I find in Cayman Islands?

Cayman Islands has 2,203 House rental and Apartment rental available to book.

Are there pet-friendly vacation rentals in Cayman Islands?

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

What's the best month to visit Cayman Islands?

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

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