Cayman Islands vacation rentals

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Best Cayman Islands vacation rentals

Most recommended vacation rentals in the Cayman Islands

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Featherstone Cottage, Cayman Brac - Cayman Brac
Featherstone Cottage, Cayman Brac
9 Wonderful
1,293 ﷼+
1,293 ﷼+
Parking
Free Wi-Fi
Pool
Pet friendly
Blossom Village Cottage By Cayman Villas - Little Cayman - Pool
Blossom Village Cottage By Cayman Villas
2,617 ﷼+
2,617 ﷼+
Free Wi-Fi
Air Conditioning
Little Cayman Island: Conch Club Condos Unit #12 - Little Cayman - Beach
Little Cayman Island: Conch Club Condos Unit #12 - Little Cayman - Beach
Little Cayman Island: Conch Club Condos Unit #12
2,718 ﷼+
2,718 ﷼+
Pool
Air Conditioning
A Little Piece of Tropical Paradise With Inground Pool - Cayman Brac - Pool
A Little Piece of Tropical Paradise With Inground Pool - Cayman Brac - Pool
A Little Piece of Tropical Paradise With Inground Pool
1,271 ﷼+
1,271 ﷼+
Free Wi-Fi
Pool
Air Conditioning
Stunning Little Cayman 3 Bedroom Beach Townhouse - Little Cayman - Beach
Stunning Little Cayman 3 Bedroom Beach Townhouse - Little Cayman - Beach
Stunning Little Cayman 3 Bedroom Beach Townhouse
1,949 ﷼+
1,949 ﷼+
Pool
Air Conditioning
Conch Club Cottage - Little Cayman - Balcony
Conch Club Cottage - Little Cayman - Balcony
Conch Club Cottage
8.3 Very good
2,024 ﷼+
2,024 ﷼+
Parking
Free Wi-Fi
Pool
Pet friendly
Little Cayman 3 Bedroom Oceanfront Private Villa - Little Cayman - Beach
Little Cayman 3 Bedroom Oceanfront Private Villa - Little Cayman - Beach
Little Cayman 3 Bedroom Oceanfront Private Villa
2,467 ﷼+
2,467 ﷼+
Free Wi-Fi
Air Conditioning
Lovely Sea Dreams Villa with Private Beach and Deck! - Cayman Brac - Balcony
Lovely Sea Dreams Villa with Private Beach and Deck! - Cayman Brac - Balcony
Lovely Sea Dreams Villa with Private Beach and Deck!
9.9 Wonderful
1,016 ﷼+
1,016 ﷼+
Free Wi-Fi
Air Conditioning
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 - Beach
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.
4,806 ﷼+
4,806 ﷼+
Air Conditioning
Awesome Sea Views! Secluded Beach - Little Cayman - Building
Awesome Sea Views! Secluded Beach - Little Cayman - Building
Awesome Sea Views! Secluded Beach
2,463 ﷼+
2,463 ﷼+
Free Wi-Fi
Air Conditioning
A fantastic two bedroom condo - close to everything! - Little Cayman - Living room
A fantastic two bedroom condo - close to everything! - Little Cayman - Living room
A fantastic two bedroom condo - close to everything!
1,687 ﷼+
1,687 ﷼+
Air Conditioning
Secluded Oceanfront Home Sand Beach, Swimming Pool - West End - Balcony
Secluded Oceanfront Home Sand Beach, Swimming Pool - West End - Balcony
Secluded Oceanfront Home Sand Beach, Swimming Pool
2,099 ﷼+
2,099 ﷼+
Free Wi-Fi
Air Conditioning
Rest Assured, Peace And Quiet Await! - Little Cayman - Beach
Rest Assured, Peace And Quiet Await! - Little Cayman - Beach
Rest Assured, Peace And Quiet Await!
1,679 ﷼+
1,679 ﷼+
Air Conditioning
Please Come And Relax On Our Private Beach! - Cayman Brac - Beach
Please Come And Relax On Our Private Beach! - Cayman Brac - Beach
Please Come And Relax On Our Private Beach!
828 ﷼+
828 ﷼+
Air Conditioning
Little Cayman Beach House - Tranquil, Charming, Secluded - Little Cayman - Living room
Little Cayman Beach House - Tranquil, Charming, Secluded - Little Cayman - Living room
Little Cayman Beach House - Tranquil, Charming, Secluded
4,202 ﷼+
4,202 ﷼+
Pet friendly
Air Conditioning
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool - Cayman Brac - Living room
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool - Cayman Brac - Living room
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool
2,148 ﷼+
2,148 ﷼+
Free Wi-Fi
Pool
Air Conditioning
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0 ﷼ - 4,525 ﷼4,525 ﷼ - 9,049 ﷼9,049 ﷼ - 13,574 ﷼13,574 ﷼ - 18,098 ﷼18,098 ﷼+ per night

Property Types

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Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

December

Average price (weeknight)

2,394 ﷼

Average price (weekend night)

2,233 ﷼
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 71% 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

FAQs when booking a vacation home in the Cayman Islands

  • 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 1,360 ﷼. 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 1,525 ﷼ 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.

  • 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.

See more FAQs

Where to stay in the Cayman Islands?

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