Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

Most recommended holiday rentals in the Cayman Islands

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Slice of Paradise- 2 mins from Spotts Beach! - George Town - Balcony
Slice of Paradise- 2 mins from Spotts Beach!
George Town, Cayman Islands
Free Wi-Fi
Air conditioning
£118+
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Sanctuary Cove at the Careenage Grand Harbour. 2 Queen bed - 2 bath with pool. - George Town - Building
Sanctuary Cove at the Careenage Grand Harbour. 2 Queen bed - 2 bath with pool.
George Town, Cayman Islands
Air conditioning
£352+
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Little Cayman 3 Bedroom Oceanfront Private Villa - Little Cayman - Beach
Little Cayman 3 Bedroom Oceanfront Private Villa
Little Cayman, Cayman Islands
Free Wi-Fi
Air conditioning
£502+
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Lovely Sea Dreams Villa with Private Beach and Deck! - Cayman Brac - Balcony
Lovely Sea Dreams Villa with Private Beach and Deck!
Cayman Brac, Cayman Islands
9.9Wonderful(9)
Free Wi-Fi
Air conditioning
£197+
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Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman. - Little Cayman - Beach
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.
Little Cayman, Cayman Islands
Air conditioning
£947+
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Featherstone Cottage, Cayman Brac - Cayman Brac
Featherstone Cottage, Cayman Brac
Cayman Brac, Cayman Islands
9.0Wonderful(1)
Parking
Free Wi-Fi
Pool
Pet-friendly
£257+
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A fantastic two bedroom condo - close to everything! - Little Cayman - Living room
A fantastic two bedroom condo - close to everything!
Little Cayman, Cayman Islands
Air conditioning
£355+
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Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight! - Cayman Brac - Beach
Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight!
Cayman Brac, Cayman Islands
Free Wi-Fi
Air conditioning
£162+
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Razorbrac Seaesta - Private Beachfront Home - Cayman Brac - Beach
Razorbrac Seaesta - Private Beachfront Home
Cayman Brac, Cayman Islands
Free Wi-Fi
Air conditioning
£137+
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Newly Built Beach House Footsteps From The Water - Cayman Brac - Living room
Newly Built Beach House Footsteps From The Water
Cayman Brac, Cayman Islands
Free Wi-Fi
Air conditioning
£222+
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The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats - Little Cayman - Balcony
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats
Little Cayman, Cayman Islands
Air conditioning
£1,787+
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Brac Beach House Oceanfront! Amazing Views! Dive Snorkel, Kayak, Hammocks, Relax - Cayman Brac - Balcony
Brac Beach House Oceanfront! Amazing Views! Dive Snorkel, Kayak, Hammocks, Relax
Cayman Brac, Cayman Islands
Free Wi-Fi
Air conditioning
£225+
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It's time to take a break and escape to your own Private Paradise! - Cayman Brac - Beach
It's time to take a break and escape to your own Private Paradise!
Cayman Brac, Cayman Islands
Pool
Air conditioning
£207+
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Northeast Bay Escape in quiet Cayman Brac - Cayman Brac - Beach
Northeast Bay Escape in quiet Cayman Brac
Cayman Brac, Cayman Islands
Pet-friendly
Air conditioning
£254+
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A Little Piece of Tropical Paradise With Inground Pool - Cayman Brac - Pool
A Little Piece of Tropical Paradise With Inground Pool
Cayman Brac, Cayman Islands
Free Wi-Fi
Pool
Air conditioning
£254+
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Please Come And Relax On Our Private Beach! - Cayman Brac - Beach
Please Come And Relax On Our Private Beach!
Cayman Brac, Cayman Islands
Air conditioning
£166+
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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

December

Average price (weeknight)

£563

Average price (weekend night)

£472
Cheapest month to stay with an average 47% drop in price.
Most expensive month to stay with an average 56% 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 holiday rental

  • If you’re looking for a cheap holiday rental in the Cayman Islands, you should consider visiting during the low season. The cheapest holiday homes in the Cayman Islands can be found in July and May.
  • The cheapest night for renting a holiday home in the Cayman Islands is Monday. In contrast, the most expensive is Thursday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in the Cayman Islands for 9 days.
  • Beachfront, pool, air-conditioned, and no minors are the most popular holiday rental property amenities in the Cayman Islands
  • Holiday rentals in the Cayman Islands are around 181% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • East End is the region in the Cayman Islands with the most affordable holiday rental properties, with around 62 properties and an average price of £349 per night. The most popular holiday homes in East End are Privately Owned Deluxe Condo, Sleeps 4, At The Morritt's Resort Grand Cayman, The No Problem at Cottages, and The Turtle Nest at Cottages.
See more tips

FAQs when booking a holiday home in the Cayman Islands

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

    Based on KAYAK holiday rental searches, the most popular destination is George Town (89% of total searches to the Cayman Islands). The next most popular destinations are North Side (5%) and West Bay (5%). Searches for holiday rentals in East End (2%) are also popular.

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

    In the last 72 hours, users have found the Cayman Islands holiday rentals for tonight for as little as £187. Search here for similar prices

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

    In the last 72 hours, users have found the Cayman Islands holiday rentals for this weekend for as little as £165 per night. Search here for similar prices

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

    The average price for a weekly the Cayman Islands holiday rental found by KAYAK users in the last 2 weeks is £926.

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

    The average price for a monthly the Cayman Islands holiday rental found by KAYAK users in the last 2 weeks is £3,968.

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

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

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

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

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

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

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

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

See more FAQs

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 holiday home.

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

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