Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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€100 - €804€804 - €1,508€1,508 - €2,212€2,212 - €2,916€2,916+ per night

Property type

ApartmentCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in the Cayman Islands

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Brand new build, 10 min stroll to the beach, 7 min drive to stores/restaurants - Bodden Town - Bedroom
Brand new build, 10 min stroll to the beach, 7 min drive to stores/restaurants
Bodden Town, Cayman Islands
9.0Wonderful(3)
Air conditioning
€175+
Check availability
Razorbrac Seaesta - Private Beachfront Home - Cayman Brac - Beach
Razorbrac Seaesta - Private Beachfront Home
Cayman Brac, Cayman Islands
10Wonderful(21)
Free Wi-Fi
Air conditioning
€179+
Check availability
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
9.5Wonderful(4)
Free Wi-Fi
Air conditioning
€185+
Check availability
Beach Living At Island Pine Villas Blp - George Town
Beach Living At Island Pine Villas Blp
George Town, Cayman Islands
9.0Wonderful(28)
Parking
Free Wi-Fi
Pool
Air conditioning
€205+
Check availability
Perfect for Staycations in Little Cayman - Little Cayman
Perfect for Staycations in Little Cayman
Little Cayman, Cayman Islands
9.8Wonderful(4)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€209+
Check availability
On The Bay - Bodden Town - Pool
On The Bay
Bodden Town, Cayman Islands
9.1Wonderful(9)
Parking
Free Wi-Fi
Pool
Air conditioning
€235+
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Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
George Town, Cayman Islands
8.9Very Good(21)
Parking
Free Wi-Fi
Pool
Air conditioning
€289+
Check availability
A fantastic two bedroom condo - close to everything! - Little Cayman - Living room
A fantastic two bedroom condo - close to everything!
Little Cayman, Cayman Islands
9.9Wonderful(23)
Air conditioning
€375+
Check availability
Tamarind Bay Unit # 22 - George Town - Beach
Tamarind Bay Unit # 22
George Town, Cayman Islands
9.0Wonderful(1)
Parking
Free Wi-Fi
Pool
Air conditioning
€376+
Check availability
Seaside Dreams - Waterfront Home on Bio Bay with Shared Pool & Walk to the Rum Point Club - North Side - Patio
Seaside Dreams - Waterfront Home on Bio Bay with Shared Pool & Walk to the Rum Point Club
North Side, Cayman Islands
10Wonderful(16)
Parking
Free Wi-Fi
Pool
Air conditioning
€408+
Check availability
Pools of the Kai 3 - Waterfront Condo with Private Pool Atrium, Walk to Restaurants - North Side - Patio
Pools of the Kai 3 - Waterfront Condo with Private Pool Atrium, Walk to Restaurants
North Side, Cayman Islands
9.2Wonderful(8)
Parking
Free Wi-Fi
Pool
Air conditioning
€421+
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Conch Club Cottage - Little Cayman - Balcony
Conch Club Cottage
Little Cayman, Cayman Islands
8.3Very Good(3)
Parking
Free Wi-Fi
Pool
Pet friendly
€436+
Check availability
Private Pool 3 Bedrooms Oasis Sandalwood Escape - George Town
Private Pool 3 Bedrooms Oasis Sandalwood Escape
George Town, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
Pet friendly
€466+
Check availability
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool & Dock - North Side - Pool
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool & Dock
North Side, Cayman Islands
10Wonderful(3)
Air conditioning
€652+
Check availability
Rum Point Resort 206 - North Side - Patio
Rum Point Resort 206
North Side, Cayman Islands
9.5Wonderful(2)
Parking
Free Wi-Fi
Pool
Air conditioning
€692+
Check availability
Peaceful Ocean Front Beach House in Bodden Town - Bodden Town - Bedroom
Peaceful Ocean Front Beach House in Bodden Town
Bodden Town, Cayman Islands
Parking
Free Wi-Fi
Air conditioning
€697+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
March
€312
€299
Cheapest month to stay with an average 54% drop in price.
Most expensive month to stay with an average 125% 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

  • 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 5 days.
  • Beachfront, no minors, air-conditioned, airport shuttle, and pool are the most popular holiday rental property amenities in the Cayman Islands
  • Holiday rentals in the Cayman Islands are around 56% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • George Town is the region in the Cayman Islands with the most affordable holiday rental properties, with around 406 properties and an average price of €358 per night. The most popular holiday homes in George Town are Beach Living At Island Pine Villas (Blj), Suite 1, Blue Pavilion - Steps To Beach, and The Riviera Grand Cayman.

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 (100% of total searches to the Cayman Islands).

  • 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 €146. 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 €204 per night. Search here for similar prices

  • 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.

  • 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 3% allowing you to bring your pet along with you.

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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