Cayman Islands vacation rentals

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Recommended by KAYAK

Best Cayman Islands vacation rentals

Spacious Two-Bedroom Townhouse in Gated Community - 5 min drive to the beach! - George Town - Pool
Spacious Two-Bedroom Townhouse in Gated Community - 5 min drive to the beach!
George Town, Cayman Islands
10Wonderful(1)
House
Free Wi-Fi
C$ 1,755+
Check availability
Villa Steps From The Sand - West Bay - Balcony
Villa Steps From The Sand
West Bay, Cayman Islands
10Wonderful(21)
Condo
Free Wi-Fi
C$ 861+
Check availability
Oceanview renovated 2BR 2BA Sunset Cove condo 7 Mile Beach No daily resort fees - West Bay - Pool
Oceanview renovated 2BR 2BA Sunset Cove condo 7 Mile Beach No daily resort fees
West Bay, Cayman Islands
9.9Wonderful(63)
Condo
Free Wi-Fi
C$ 1,003+
Check availability
Regal Beach Club #523 on 7 Mile Beach! - West Bay - Balcony
Regal Beach Club #523 on 7 Mile Beach!
West Bay, Cayman Islands
9.5Wonderful(41)
Condo
C$ 1,015+
Check availability
Suite 4, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 4, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.0Wonderful(8)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 532+
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Villas of the Galleon 4 - West Bay - Kitchen
Villas of the Galleon 4
West Bay, Cayman Islands
Apartment
Free Wi-Fi
C$ 1,222+
Check availability
Suite 2, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 2, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.7Wonderful(2)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 691+
Check availability
Suite 1, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.1Wonderful(19)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 607+
Check availability
Seamist 308 Views Of North Sound - West Bay - Building
Seamist 308 Views Of North Sound
West Bay, Cayman Islands
10Wonderful(1)
Apartment
Parking
Free Wi-Fi
Pool
C$ 523+
Check availability
Beach Condo with Sunset Views - George Town - Pool
Beach Condo with Sunset Views
George Town, Cayman Islands
9.9Wonderful(66)
Condo
Free Wi-Fi
C$ 1,303+
Check availability
Grandview - George Town - Living room
Grandview
George Town, Cayman Islands
9.5Wonderful(32)
Apartment
C$ 1,588+
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Beach Living At Island Pine Villas (Blv) - George Town - Kitchen
Beach Living At Island Pine Villas (Blv)
George Town, Cayman Islands
10Wonderful(2)
Condo
Parking
Free Wi-Fi
Pool
C$ 678+
Check availability
Georgetown Villas #218 - George Town - Beach
Georgetown Villas #218
George Town, Cayman Islands
10Wonderful(25)
House
Parking
Free Wi-Fi
Pool
C$ 859+
Check availability
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
George Town, Cayman Islands
9.8Wonderful(28)
House
Parking
Free Wi-Fi
Pool
C$ 866+
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)
Condo
C$ 1,277+
Check availability
Seven Mile Beach - Great Location At Sunset Cove - George Town - Building
Seven Mile Beach - Great Location At Sunset Cove
George Town, Cayman Islands
9.5Wonderful(41)
Condo
C$ 826+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
February
C$ 508
C$ 300
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 47% 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

  • If you’re looking for a cheap vacation rental in the Cayman Islands, you should consider visiting during the low season. The cheapest vacation homes in the Cayman Islands can be found in October and June.
  • The cheapest night for renting a vacation home in the Cayman Islands is Wednesday. In contrast, the most expensive is Sunday.
  • 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 6 days.
  • The cheapest the Cayman Islands vacation rental found on KAYAK in the last 2 weeks was C$ 617, while the most expensive was C$ 683.
  • Beachfront, pool, no minors, air-conditioned, and airport shuttle are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 72% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • West Bay is the region in the Cayman Islands with the most affordable vacation rental properties, with around 204 properties and an average price of C$ 350 per night. The most popular vacation homes in West Bay are Villa Steps From The Sand, Oceanview renovated 2BR 2BA Sunset Cove condo 7 Mile Beach No daily resort fees, and Regal Beach Club #523 on 7 Mile Beach!.

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 (80% of total searches to the Cayman Islands). The next most popular destinations are West Bay (7%) and North Side (5%). Searches for vacation rentals in East End (5%) and Bodden Town (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$ 617. Search here for similar prices

  • 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 2% 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