Cayman Islands vacation rentals

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Latest Cayman Islands vacation rental deals

MOST POPULARGeorge Town
Vacation homes from C$ 274

Best Cayman Islands vacation rentals

Most recommended vacation rentals in the Cayman Islands

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Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Pool
Enjoy Sunsets at Fully Equipped Condo at the Beach
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
C$ 617+
Check availability
Beach Living At Plantation Village Blgs - George Town - Beach
Beach Living At Plantation Village Blgs
George Town, Cayman Islands
8.6Very good(17)
Parking
Free Wi-Fi
Pool
C$ 555+
Check availability
Plantation Village #37 Condo - George Town - Pool
Plantation Village #37 Condo
George Town, Cayman Islands
9.7Wonderful(22)
Parking
Free Wi-Fi
C$ 681+
Check availability
Plantation Village #20 Condo - George Town - Pool
Plantation Village #20 Condo
George Town, Cayman Islands
9.8Wonderful(11)
Parking
Free Wi-Fi
Pool
C$ 733+
Check availability
Snug Harbour View Condo #7 - George Town - Balcony
Snug Harbour View Condo #7
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
C$ 422+
Check availability
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
George Town, Cayman Islands
9.0Wonderful(18)
Parking
Free Wi-Fi
Pool
C$ 382+
Check availability
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
George Town, Cayman Islands
9.5Wonderful(11)
Parking
Free Wi-Fi
Pool
C$ 385+
Check availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.9Wonderful(28)
Parking
Free Wi-Fi
Pool
C$ 261+
Check availability
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
West Bay, Cayman Islands
9.1Wonderful(19)
Free Wi-Fi
Pool
Pet friendly
C$ 330+
Check availability
The Grandview Condos on Seven Mile Beach - George Town - Pool
The Grandview Condos on Seven Mile Beach
George Town, Cayman Islands
9.3Wonderful(25)
Free Wi-Fi
Pool
C$ 1,019+
Check availability
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service
West Bay, Cayman Islands
9.3Wonderful(13)
Parking
Free Wi-Fi
Pet friendly
C$ 347+
Check availability
Regal Beach Club #322 - George Town
Regal Beach Club #322
George Town, Cayman Islands
10Wonderful(22)
Parking
Free Wi-Fi
Pool
C$ 653+
Check availability
Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
C$ 1,002+
Check availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
Pet friendly
C$ 247+
Check availability
Beach Living At Island Pine Villas Blp - George Town
Beach Living At Island Pine Villas Blp
George Town, Cayman Islands
8.9Very good(27)
Parking
Free Wi-Fi
Pool
C$ 397+
Check availability
Breezyport - George Town
Breezyport
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
C$ 400+
Check availability
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C$ 0 - C$ 1,682C$ 1,682 - C$ 3,363C$ 3,363 - C$ 5,045C$ 5,045 - C$ 6,727C$ 6,727+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

September

High season

April

Average price (weeknight)

C$ 908

Average price (weekend night)

C$ 1,109
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 44% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Cayman Islands vacation rental

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in the Cayman Islands for 5 days.
  • Beachfront, pool, air-conditioned, and no minors are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 153% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • Sister Islands is the region in the Cayman Islands with the most affordable vacation rental properties, with around 61 properties and an average price of C$ 344 per night. The most popular vacation homes in Sister Islands are Lovely Sea Dreams Villa with Private Beach and Deck!, Conch Club Cottage, and Featherstone Cottage, Cayman Brac.

FAQs when booking a vacation home in the Cayman Islands

  • What is the most popular vacation rental destination in the Cayman Islands?

    Based on KAYAK vacation rental searches, the most popular destination is George Town (75% of total searches to the Cayman Islands). The next most popular destinations are West Bay (9%) and East End (6%). Searches for vacation rentals in Cayman Brac (3%), Bodden Town (3%) and North Side (2%) are also popular.

  • How much is a vacation rental in the Cayman Islands for tonight?

    In the last 72 hours, users have found the Cayman Islands vacation rentals for tonight for as low as C$ 354. Search here for similar prices

  • How much is a vacation rental in the Cayman Islands for this weekend?

    In the last 72 hours, users have found the Cayman Islands vacation rentals for this weekend for as low as C$ 334 per night. Search here for similar prices

  • How much is a vacation rental for a week in the Cayman Islands?

    The average price for a weekly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 3,450.

  • How much is a vacation rental for a month in the Cayman Islands?

    The average price for a monthly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 14,785.

  • What types of vacation rentals are available in the Cayman Islands?

    There are loads of different property types that you can make your vacation home in the Cayman Islands. You’ll find apartments, condos, houses, villas, cottages and homestays.

  • What are some of the most-loved vacation rentals available in the Cayman Islands?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is The Grandview Condos on Seven Mile Beach.

  • Are there any pet-friendly vacation rentals in the Cayman Islands?

    There are a number of dog and pet-friendly the Cayman Islands vacation rentals, with around 4% allowing you to bring your pet along with you.

  • What are the most popular regions of the Cayman Islands for vacation rentals?

    Based on KAYAK vacation rental searches, the most popular region to stay in the Cayman Islands is George Town. Other popular choices include West Bay and East End.

Where to stay in the Cayman Islands?

Our map will help you find the perfect place to stay in the Cayman Islands by showing you the exact location of each vacation home.

Everything you need to know for your stay in the Cayman Islands

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