Cayman Islands vacation rentals

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Best Cayman Islands vacation rentals

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C$ 0 - C$ 1,648C$ 1,648 - C$ 3,296C$ 3,296 - C$ 4,943C$ 4,943 - C$ 6,591C$ 6,591+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in the Cayman Islands

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Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove - George Town - Bedroom
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
George Town, Cayman Islands
Free Wi-Fi
C$ 249+
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$ 397+
Check availability
Beach Living at the Retreat - North Side - Beach
Beach Living at the Retreat
North Side, Cayman Islands
8.5Very good(8)
Parking
Free Wi-Fi
Pool
C$ 404+
Check availability
7 Up Condo at Kaibo Kai - North Side - Bedroom
7 Up Condo at Kaibo Kai
North Side, Cayman Islands
9.8Wonderful(25)
Parking
Free Wi-Fi
Pool
C$ 429+
Check availability
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman. - North Side - Beach
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
North Side, Cayman Islands
Free Wi-Fi
Pool
Spa
C$ 436+
Check availability
7th night free, Mi Casa, Su Casa, Beachfront - North Side - Pool
7th night free, Mi Casa, Su Casa, Beachfront
North Side, Cayman Islands
10Wonderful(58)
Free Wi-Fi
C$ 504+
Check availability
Kaibo Dreams - North Side - Dining room
Kaibo Dreams
North Side, Cayman Islands
Pool
Spa
C$ 505+
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Northern Lights #4 Condo - North Side - Beach
Northern Lights #4 Condo
North Side, Cayman Islands
8.5Very good(2)
Parking
Free Wi-Fi
Pool
C$ 523+
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Island House # 9 - North Side
Island House # 9
North Side, Cayman Islands
10Wonderful(3)
Parking
Free Wi-Fi
C$ 524+
Check availability
Your Oceanside Retreat Awaits! - North Side - Beach
Your Oceanside Retreat Awaits!
North Side, Cayman Islands
Pool
Spa
C$ 531+
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\'Tortuga Kai\' - 2 Br Oceanfront Condo At Kaibo, Grand Cayman - North Side - Beach
\'Tortuga Kai\' - 2 Br Oceanfront Condo At Kaibo, Grand Cayman
North Side, Cayman Islands
Pool
Spa
C$ 553+
Check availability
Silver Reef 2 Oceanfront Condo - North Side - Living room
Silver Reef 2 Oceanfront Condo
North Side, Cayman Islands
10Wonderful(2)
Free Wi-Fi
Pool
C$ 704+
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Kirk Kove by Cayman Villas - North Side - Pool
Kirk Kove by Cayman Villas
North Side, Cayman Islands
Free Wi-Fi
C$ 748+
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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$ 900+
Check availability
Rum Point Resort 407 - North Side - Balcony
Rum Point Resort 407
North Side, Cayman Islands
Parking
Free Wi-Fi
Pool
C$ 965+
Check availability
Rum Point Resort 308 - North Side - Balcony
Rum Point Resort 308
North Side, Cayman Islands
Parking
Free Wi-Fi
Pool
C$ 1,014+
Check availability
Useful Info

Good to know

Low season

October

High season

April

Average price (weeknight)

C$ 894

Average price (weekend night)

C$ 1,046
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 41% 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 Saturday. In contrast, the most expensive is Friday.
  • 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.
  • Beachfront, air-conditioned, pool, and no minors are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 124% 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 63 properties and an average price of C$ 292 per night. The most popular vacation homes in Sister Islands are Featherstone Cottage, Cayman Brac, Perfect for Staycations in Little Cayman, and Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman..

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 (72% of total searches to the Cayman Islands). The next most popular destinations are West Bay (13%) and East End (7%). Searches for vacation rentals in Bodden Town (3%), North Side (2%) and Cayman Brac (2%) are also popular.

  • 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$ 415 per night. 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 3% 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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