Cayman Islands Vacation Rentals - HomeToGo base64Hash Cayman Islands Vacation Rentals - HomeToGo

Cayman Islands Vacation Rentals

Find 2,587 available offers from 8 partners
Cayman Islands
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Cayman Islands
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
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.

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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  West End
Aug 24 - Aug 31
-4%
$212
$204 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in West End with Grill & Patio

4.7
Excellent (13 ratings)
West End, Sister Islands, Cayman Islands
Air conditioning
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Villa  Grand Harbour
Aug 17 - Aug 24
$1,142 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Grand Harbour with Yard, Patio & Pool

5.0
Outstanding (1 rating)
Grand Harbour, George Town, Cayman Islands
Air conditioning
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Apartment  George Town
Aug 17 - Aug 24
$243 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in George Town with Yard

4.9
Outstanding (72 ratings)
George Town, 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.

Villa  Stake Bay
Aug 17 - Aug 24
-11%
$353
$313 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Beautiful Villa in Stake Bay with Grill, Patio & Yard

5.0
Outstanding (30 ratings)
Stake Bay, Sister Islands, Cayman Islands
Internet
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Condo  George Town
Nov 16 - Nov 23
-4%
$328
$314 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in George Town with Pool, Yard & Grill

5.0
Outstanding (1 rating)
George Town, Cayman Islands
Internet
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Condo  Bodden Town
May 25 - Jun 1
$152 per night
Condo ∙ 2 guests ∙ 2 bedrooms

Condo in Bodden Town with Easy Pool

4.6
Excellent (9 ratings)
Bodden Town, 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  North Side
Aug 24 - Aug 31
-34%
$2,095
$1,377 per night
House ∙ 8 guests ∙ 4 bedrooms

House in North Side with Yard, Grill & Pool

North Side, Cayman Islands
Kitchen
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Condo  West Bay
Aug 17 - Aug 24
-40%
$1,270
$761 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Nice Condo in West Bay with Pool & Grill + Oceanfront Views

5.0
Outstanding (2 ratings)
West Bay, Cayman Islands
Kitchen
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Condo  George Town
Aug 17 - Aug 24
-4%
$932
$895 per night
Condo ∙ 5 guests ∙ 1 bedroom

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

4.7
Excellent (41 ratings)
George Town, Cayman Islands
Kitchen
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Best Vacation Home Deals in Cayman Islands

Save up to 43%

House West Bay
Feb 8 - Feb 15
-9%
$1,120
$1,020 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in West Bay with Grill, Yard & Pool

West Bay, Cayman Islands
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House North Side
Aug 17 - Aug 24
-43%
$1,610
$916 per night
House ∙ 10 guests ∙ 4 bedrooms

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

North Side, Cayman Islands
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Apartment Savannah
May 25 - Jun 1
-4%
$264
$254 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Savannah

5.0
Outstanding (3 ratings)
Savannah, George Town, Cayman Islands
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2,587 great vacation rentals from 8 partner websites can be booked in Cayman Islands, with prices starting at $153 a night. Every one of the vacation rentals from our partner websites are immediately compared by our algorithm so you can save up to 47%.

Recommended Vacation Rentals in Cayman Islands

Find your perfect vacation rental in Cayman Islands: from $153 per night

House Creek
May 25 - Jun 1
$467 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
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Condo West Bay
Aug 17 - Aug 24
$445 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in West Bay with Grill, Yard & Pool

5.0
Outstanding (63 ratings)
West Bay, Cayman Islands
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Condo George Town
Oct 13 - Oct 20
$821 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Unique Condo in George Town with Outside Patio

5.0
Outstanding (27 ratings)
George Town, Cayman Islands
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Condo George Town
May 25 - Jun 1
-28%
$995
$719 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in George Town with Large Pool + Ocean View

5.0
Outstanding (28 ratings)
George Town, Cayman Islands
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Condo West Bay
Aug 24 - Aug 31
-47%
$907
$483 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in West Bay with Pool & Grill + Mile View

5.0
Outstanding (9 ratings)
West Bay, Cayman Islands
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Apartment George Town
May 25 - Jun 1
$216 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Charming Rental Apartment in George Town with Yard, Patio & Grill

5.0
Outstanding (62 ratings)
George Town, Cayman Islands
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House Stake Bay
Aug 24 - Aug 31
-4%
$349
$336 per night
House ∙ 6 guests ∙ 2 bedrooms

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

5.0
Outstanding (55 ratings)
Stake Bay, Sister Islands, Cayman Islands
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House West End
Aug 24 - Aug 31
-11%
$321
$285 per night
House ∙ 5 guests ∙ 2 bedrooms

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

4.9
Outstanding (59 ratings)
West End, Sister Islands, Cayman Islands
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Condo Bodden Town
Aug 17 - Aug 24
-13%
$327
$286 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bodden Town with Free Parking

4.9
Outstanding (38 ratings)
Bodden Town, Cayman Islands
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Budget-friendly Rentals in Cayman Islands

Find Fantastic yet Inexpensive Rentals

Condo George Town
Aug 17 - Aug 24
$570 per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding (72 ratings)
George Town, Cayman Islands
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Villa West Bay
Feb 8 - Feb 15
$445 per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa in West Bay with Grill & Patio

5.0
Outstanding (11 ratings)
West Bay, Cayman Islands
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Condo George Town
May 25 - Jun 1
-29%
$1,174
$828 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in George Town with Private Balcony + Great Views

5.0
Outstanding (4 ratings)
George Town, Cayman Islands
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Top-Rated Offers and Accommodations in Cayman Islands

Book Vacation Rentals with the Highest User Rating

Condo West Bay
Aug 17 - Aug 24
$1,224 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Lovely Condo in West Bay with Grill & Patio

5.0
Outstanding (1 rating)
West Bay, Cayman Islands
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Condo George Town
May 25 - Jun 1
-8%
$674
$621 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Beautiful Condo in George Town with Grill, Yard & Pool

5.0
Outstanding (33 ratings)
George Town, Cayman Islands
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Villa West Bay
Aug 17 - Aug 24
-8%
$1,556
$1,435 per night
Villa ∙ 9 guests ∙ 4 bedrooms

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

5.0
Outstanding (15 ratings)
West Bay, Cayman Islands
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Popular Rental Amenities in Cayman Islands

  • Pool (2,114)
  • WiFi (2,475)
  • Pet-friendly (194)
  • Air conditioning (2,334)
  • Kitchen (2,261)
  • Balcony/patio (1,260)
  • TV (2,281)
  • Washing machine (2,000)
  • Grill (1,621)
  • Dishwasher (1,782)
  • Yard (1,031)
  • Microwave (2,057)

You will have a large selection of vacation homes to compare and choose from if you are looking for a vacation rental providing a pool in Cayman Islands. Additionally, more condo provide a pool than apartment rental. Usually, condo with pools in Cayman Islands can welcome 6 vacationers and cost $2,087 per night. You can also rent a vacation home offering a pool near the water, which is the case for more than half of the rentals there.

Price and Availability Index in Cayman Islands

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Vacation Rental Price Information in Cayman Islands

The graph shows the average rental prices for the next twelve months in Cayman Islands. The week with the highest average prices is in February (2/24 – 3/2). During this week, a night will cost on average $1,468. On the other hand, in September you will find the cheapest prices (9/21 – 9/28). Prices this week are on average $791 a night.

Rental availability information in Cayman Islands

This graph shows the vacation rental availability rate for the next twelve months. The week with the highest booking rate is in March (3/23 – 3/30). Only 24% of the rentals are still available. The week with the most available rentals is in August (8/17 – 8/24), with 82% of the vacation rentals available.

Accommodations for your vacation in Cayman Islands

In Cayman Islands, house rental are the most typical accommodations being offered. Interestingly, specific accommodation type, this specific type of property is $2,292 per night, with an average size of 286 m². Furthermore, this type of residence is an excellent option for large groups, as the majority of house rental can accommodate 9 people. Apartment rental represent the other most frequent property type in Cayman Islands. While vacation rentals in Cayman Islands have an average size of 286 m², vacation homes have an average size of 139 m².
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 2,587 rentals
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $153
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 195 homes
🏊 Vacation rentals with pools 2,116 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Cayman Islands?

We found 2,587 vacation homes in Cayman Islands available for your next trip.

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

Many travellers are searching for Pool, Internet, and Pets allowed when booking a vacation home in Cayman Islands.

Are there pet-friendly vacation rentals in Cayman Islands?

If you're travelling with a dog, over 8% of vacation rentals in Cayman Islands are pet-friendly.

What's the best month to visit Cayman Islands?

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

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