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

Cayman Islands Vacation Rentals

Find 2,342 available offers from 15 partners
Cayman Islands
Anytime
Guests
Cayman Islands
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Guests

Popular Filters to find the Perfect Rental in Cayman Islands

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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 2,342 properties

Vacation rentals and apartments with air conditioning

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

Apartment  Old Man Bay
Sept 7 - Sept 14
$507 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Old Man Bay with Pool, Grill & Yard

Old Man Bay, East End, Cayman Islands
Free cancellation
Air conditioning
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House  North Side
Sept 7 - Sept 14
-80%
$2,085
$425 per night
House ∙ 9 guests ∙ 3 bedrooms

Wonderful Vacation Home in North Side with Patio, Grill & Yard

North Side, Cayman Islands
Free cancellation
Air conditioning
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House  North Side
Sept 7 - Sept 14
-74%
$1,865
$485 per night
House ∙ 7 guests ∙ 3 bedrooms

Lovely House in North Side with Grill & Yard

North Side, Cayman Islands
Free cancellation
Air conditioning
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Apartments with a balcony or patio

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

Villa  Rum Point
Sept 7 - Sept 14
-75%
$2,304
$572 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Rum Point with Pool, Grill & Yard

Rum Point, North Side, Cayman Islands
Free cancellation
Balcony/Patio
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Condo  George Town
Aug 29 - Sept 5
$875 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Unique Condo in George Town with Outside Patio

5.0
Outstanding (34 ratings)
George Town, Cayman Islands
Balcony/Patio
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House  West Bay
Aug 29 - Sept 5
$1,081 per night
House ∙ 12 guests ∙ 5 bedrooms

Wonderful House in West Bay with Double Garage + Beach Nearby

5.0
Outstanding (87 ratings)
West Bay, Cayman Islands
Balcony/Patio
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Vacation rentals with Wi-Fi

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

House  North Side
Sept 7 - Sept 14
-80%
$2,085
$425 per night
House ∙ 9 guests ∙ 3 bedrooms

Nice House in North Side with Grill, Yard & Pool

North Side, Cayman Islands
Free cancellation
Internet
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Apartment  Rum Point
Aug 17 - Aug 24
-53%
$960
$451 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Rum Point with Grill, Pool & Jacuzzi

Rum Point, North Side, Cayman Islands
Internet
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Apartment  West Bay
Sept 7 - Sept 14
-57%
$844
$363 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in West Bay

West Bay, Cayman Islands
Free cancellation
Internet
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Best Vacation Home Deals in Cayman Islands

Save up to 9%

House Rum Point
Aug 29 - Sept 5
-4%
$1,517
$1,457 per night
House ∙ 14 guests ∙ 6 bedrooms

House in Rum Point with Private Pool + Ocean Views

4.9
Outstanding (78 ratings)
Rum Point, North Side, Cayman Islands
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House Rum Point
Aug 29 - Sept 5
-8%
$1,115
$1,026 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Rum Point with Botanical Garden + Garden View

5.0
Outstanding (56 ratings)
Rum Point, North Side, Cayman Islands
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House West Bay
Aug 29 - Sept 5
-9%
$1,095
$997 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in West Bay with Grill, Yard & Pool

West Bay, Cayman Islands
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2,342 great vacation rentals from 12 partner websites can be booked in Cayman Islands, with prices starting at $249 a night. Every one of the vacation rentals from our partner websites are immediately compared by our algorithm so you can save up to 66%.

Recommended Vacation Rentals in Cayman Islands

Find your perfect vacation rental in Cayman Islands: from $249 per night

House East End
Sept 7 - Sept 14
-69%
$1,802
$565 per night
House ∙ 9 guests ∙ 4 bedrooms

House in East End with Yard, Pool & Grill

East End, Cayman Islands
Free cancellation
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House Cayman Islands
Aug 29 - Sept 5
-43%
$1,783
$1,018 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Cayman Islands with Oceanfront Pool + Ocean Views

4.7
Excellent (47 ratings)
Cayman Islands
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Apartment George Town
Aug 29 - Sept 5
-32%
$721
$488 per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Rental Apartment in George Town with Pool, Grill & Yard + Ocean Views

5.0
Outstanding (8 ratings)
George Town, Cayman Islands
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Condo George Town
Aug 29 - Sept 5
$519 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Nice Condo in George Town with Third-Floor Balcony + Panoramic View + Beach Nearby

5.0
Outstanding (75 ratings)
George Town, Cayman Islands
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Condo George Town
Aug 29 - Sept 5
-35%
$1,285
$829 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in George Town with Pool

4.8
Outstanding (30 ratings)
George Town, Cayman Islands
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Condo George Town
Aug 29 - Sept 5
-45%
$1,054
$583 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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Villa North Side
Mar 8 - Mar 15
$2,842 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in North Side with Private Garden + Garden View

5.0
Outstanding (116 ratings)
North Side, Cayman Islands
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Condo George Town
Aug 29 - Sept 5
-4%
$499
$481 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in George Town with Large Pool + Garden View

4.9
Outstanding (41 ratings)
George Town, Cayman Islands
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Condo George Town
Aug 29 - Sept 5
$1,164 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in George Town with Patio, Pool, Hot Tub + Gorgeous View

4.6
Excellent (19 ratings)
George Town, Cayman Islands
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Budget-friendly Rentals in Cayman Islands

Find Fantastic yet Inexpensive Rentals

Apartment Old Man Bay
Sept 14 - Sept 21
-58%
$769
$323 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Old Man Bay with Pool, Grill & Yard

Old Man Bay, East End, Cayman Islands
Free cancellation
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Condo West Bay
Aug 29 - Sept 5
-46%
$904
$488 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Charming Condo in West Bay with Pool & Grill + Mile View

4.9
Outstanding (25 ratings)
West Bay, Cayman Islands
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Villa George Town
Aug 29 - Sept 5
-4%
$1,186
$1,139 per night
Villa ∙ 8 guests ∙ 4 bedrooms

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

5.0
Outstanding (36 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 George Town
Aug 29 - Sept 5
-8%
$530
$489 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in George Town with Pool, Yard & Patio + Ocean Views

4.8
Outstanding (40 ratings)
George Town, Cayman Islands
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Condo West Bay
Aug 29 - Sept 5
-9%
$904
$821 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Contemporary Condo in West Bay with Oceanfront Pool + Expansive Views

5.0
Outstanding (12 ratings)
West Bay, Cayman Islands
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House Bodden Town
Aug 29 - Sept 5
$1,297 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Bodden Town with Solar Pool + Garden Views

4.6
Excellent (10 ratings)
Bodden Town, Cayman Islands
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Popular Rental Amenities in Cayman Islands

  • Pool (1,865)
  • WiFi (2,233)
  • Pet-friendly (203)
  • Air conditioning (2,250)
  • Kitchen (2,022)
  • Balcony/patio (1,289)
  • TV (2,146)
  • Washing machine (1,857)
  • Parking (60)
  • Grill (1,444)
  • Dishwasher (1,610)
  • Yard (1,139)

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 $1,502 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 December (12/21 – 12/28). During this week, a night will cost on average $1,524. On the other hand, in October you will find the cheapest prices (10/19 – 10/26). Prices this week are on average $669 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 May (5/17 – 5/24). Only 6% of the rentals are still available. The week with the most available rentals is in September (9/14 – 9/21), with 70% of the vacation rentals available.

Accommodations for your vacation in Cayman Islands

In Cayman Islands, condo are the most typical accommodations being offered. Interestingly, specific accommodation type, this specific type of property is $1,267 per night, with an average size of 152 m². Furthermore, this type of residence is an excellent option for medium-sized groups and families, as the majority of condo can accommodate 6 people. Apartment rental represent the other most frequent property type in Cayman Islands. While vacation rentals in Cayman Islands have an average size of 152 m², vacation homes have an average size of 152 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 2,342 rentals
💳 Possible discounts up to 66%
🌙 Nightly prices starting at $249
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 203 homes
🏊 Vacation rentals with pools 1,865 homes

Frequently Asked Questions

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

We found 2,342 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 9% 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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