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

Vacation Rentals in the Cayman Islands

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
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 in the Cayman Islands

House Stake Bay
Aug 19 - Aug 26
-22%
$500
$390 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Stake Bay with Large Pool
5.0
"Excellent" (53 ratings)
Stake Bay, Cayman Brac, Cayman Islands
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House North Side
Sep 17 - Sep 24
-52%
$1,195
$575 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in North Side with Spacious Patio + Panoramic View
5.0
"Excellent" (48 ratings)
North Side, Cayman Islands
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Condo George Town
Oct 14 - Oct 21
-30%
$579
$403 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Condo in George Town with Private Balcony
4.9
"Excellent" (117 ratings)
George Town, Cayman Islands
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Book the perfect vacation rental from $133 per night by searching and comparing the 1,864 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 47%.

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Top-Rated Rentals and Accommodations in the Cayman Islands

Condo Rum Point
Aug 26 - Sep 2
$190 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Beautiful Condo in Rum Point with Pool & Grill
4.9
"Excellent" (88 ratings)
Rum Point, North Side, Cayman Islands
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Cottage Cotton Tree Bay
Jun 4 - Jun 11
$133 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Nice Cottage in Cotton Tree Bay with Grill + Ocean View
4.8
"Excellent" (48 ratings)
Cotton Tree Bay, Cayman Brac, Cayman Islands
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House Tibbett's Turn
Nov 11 - Nov 18
$230 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Tibbett\'s Turn with Grill & Yard + Amazing Views
5.0
"Excellent" (42 ratings)
Tibbett's Turn, Cayman Brac, Cayman Islands
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Recommended Vacation Rentals in the Cayman Islands

Find your perfect vacation rental in the Cayman Islands: from $125 per night

Villa Rum Point
Aug 12 - Aug 19
$195 per night
Villa ∙ 2 guests ∙ 1 bedroom
Villa in Rum Point with Pool & Grill + Pristine Views
4.9
"Excellent" (165 ratings)
Rum Point, North Side, Cayman Islands
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Cottage Cotton Tree Bay
Aug 19 - Aug 26
$133 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Nice Cottage in Cotton Tree Bay with Grill + Ocean View
4.8
"Excellent" (48 ratings)
Cotton Tree Bay, Cayman Brac, Cayman Islands
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Condo Rum Point
Aug 19 - Aug 26
$190 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Beautiful Condo in Rum Point with Pool & Grill
4.9
"Excellent" (88 ratings)
Rum Point, North Side, Cayman Islands
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Apartment George Town
Sep 2 - Sep 9
-42%
$325
$190 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in George Town with Private Balcony
5.0
"Excellent" (67 ratings)
George Town, Cayman Islands
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Condo West Bay
Sep 2 - Sep 9
-25%
$300
$225 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in West Bay with Grill, Yard & Pool
5.0
"Excellent" (29 ratings)
West Bay, Cayman Islands
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House West End
Jul 29 - Aug 5
$165 per night
House ∙ 5 guests ∙ 2 bedrooms
House in West End with Grill
4.9
"Excellent" (10 ratings)
West End, Cayman Brac, Cayman Islands
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House West Bay
Sep 2 - Sep 9
-23%
$385
$295 per night
House ∙ 4 guests ∙ 2 bedrooms
House in West Bay with Grill + Gorgeous Views + Close to Beach
4.8
"Excellent" (19 ratings)
West Bay, Cayman Islands
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Condo George Town
Aug 12 - Aug 19
-53%
$475
$225 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Large Pool + Garden View
4.9
"Excellent" (27 ratings)
George Town, Cayman Islands
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Condo Rum Point
Aug 12 - Aug 19
$500 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Nice Condo in Rum Point with Grill, Yard & Pool + Open View
5.0
"Excellent" (38 ratings)
Rum Point, North Side, Cayman Islands
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Budget-friendly Vacation Rentals in the Cayman Islands

House Stake Bay
Aug 26 - Sep 2
$171 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stake Bay with Grill + Endless Views
5.0
"Excellent" (46 ratings)
Stake Bay, Cayman Brac, Cayman Islands
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Condo George Town
Oct 14 - Oct 21
-47%
$503
$267 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Lovely Condo in George Town with Free Parking + Garden View + Beach Nearby
4.9
"Excellent" (76 ratings)
George Town, Cayman Islands
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Apartment Bodden Town
Jul 26 - Aug 2
-37%
$272
$172 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wonderful Apartment in Bodden Town with Grill & Pool
5.0
"Excellent" (72 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 George Town
Oct 14 - Oct 21
-45%
$501
$276 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in George Town with Pool, Grill & Yard + Ocean Views
George Town, Cayman Islands
Air conditioning
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House Air conditioning Stake Bay
Aug 26 - Sep 2
$171 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stake Bay with Grill + Endless Views
5.0
"Excellent" (46 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Air conditioning
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House Air conditioning Stake Bay
Oct 6 - Oct 13
$390 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Stake Bay with Large Pool
5.0
"Excellent" (53 ratings)
Stake Bay, Cayman Brac, 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.

Cottage Internet Cotton Tree Bay
Aug 21 - Aug 28
$133 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Nice Cottage in Cotton Tree Bay with Grill + Ocean View
4.8
"Excellent" (48 ratings)
Cotton Tree Bay, Cayman Brac, Cayman Islands
Internet
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Villa Internet Rum Point
Sep 9 - Sep 16
-36%
$276
$176 per night
Villa ∙ 2 guests ∙ 1 bedroom
Villa in Rum Point with Pool & Grill + Pristine Views
4.9
"Excellent" (165 ratings)
Rum Point, North Side, Cayman Islands
Internet
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Condo Internet Gun Bay
Aug 26 - Sep 2
-35%
$301
$195 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Gun Bay with Yard, Pool & Grill + Ocean View
5.0
"Excellent" (8 ratings)
Gun Bay, East End, Cayman Islands
Internet
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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 West End
Jul 29 - Aug 5
$165 per night
House ∙ 5 guests ∙ 2 bedrooms
House in West End with Grill
4.9
"Excellent" (10 ratings)
West End, Cayman Brac, Cayman Islands
Kitchen
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Condo Kitchen Rum Point
Aug 4 - Aug 11
$302 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Rum Point with Private Pool
4.9
"Excellent" (18 ratings)
Rum Point, North Side, Cayman Islands
Kitchen
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Condo Kitchen George Town
Aug 12 - Aug 19
-52%
$465
$225 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Large Pool + Garden View
4.9
"Excellent" (27 ratings)
George Town, Cayman Islands
Kitchen
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Popular Rental Amenities in the Cayman Islands

  • Pool (1,521)
  • Air conditioning (1,788)
  • Kitchen (1,587)
  • Internet (1,821)
  • Balcony/Patio (432)
  • TV (1,726)
  • Washer (1,520)
  • Grill (1,086)
  • Fishing (592)
  • Microwave (1,562)
  • No smoking (1,597)
  • Dishwasher (1,282)

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 want to stay cool in your vacation home. It is also possible to look for a property in the Cayman Islands if you need a crib for your baby as 231 of the properties there offer "Crib."

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 $1,045 (12/23 - 12/30). Prices decrease in a week of September (9/30 - 10/7), where average prices are $569.

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 May (5/4 - 5/11), where only 26% rentals are available. The week with the highest percentage of available rentals is in May (5/11 - 5/18).

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 $1,302 a night, with an average area of 239 m². Moreover, this category of lodging is the perfect choice for large groups, as the majority of house rental can accommodate 8 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 $747 a night on average and have an average size of 112 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 1,864 properties
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $133
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly accommodations 192 properties
🏊 Vacation rentals with pools 1,508 properties

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 $133. If you’re interested in a house rental, the average price is $1,302 per night. A apartment rental Cayman Islands will cost $747 per night on average.

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

There are 1,864 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 1,508 vacation rentals across 7 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 192 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.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in the Cayman Islands TripAdvisor Vacation Rentals in the Cayman Islands Vrbo 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 Homestay.com Vacation Rentals in the Cayman Islands Only-apartments Vacation Rentals in the Cayman Islands Interhome Vacation Rentals in the Cayman Islands Novasol Vacation Rentals in the Cayman Islands HomeEscape Vacation Rentals in the Cayman Islands

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