Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

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€118 - €785€785 - €1,451€1,451 - €2,117€2,117 - €2,783€2,783+ 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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Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores - George Town - Kitchen
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
George Town, Cayman Islands
9.7Wonderful(39)
Free Wi-Fi
Air conditioning
€128+
Check availability
Slice of Paradise- 2 mins from Spotts Beach! - George Town - Balcony
Slice of Paradise- 2 mins from Spotts Beach!
George Town, Cayman Islands
9.0Wonderful(4)
Free Wi-Fi
Air conditioning
€136+
Check availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
9.7Wonderful(7)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€166+
Check availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.8Wonderful(45)
Parking
Free Wi-Fi
Air conditioning
€195+
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Snug Harbour View Condo #6 - George Town - Living room
Snug Harbour View Condo #6
George Town, Cayman Islands
9.8Wonderful(4)
Parking
Free Wi-Fi
Pool
Air conditioning
€218+
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On The Bay - Bodden Town - Pool
On The Bay
Bodden Town, Cayman Islands
9.1Wonderful(9)
Parking
Free Wi-Fi
Pool
Air conditioning
€256+
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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
€295+
Check availability
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
George Town, Cayman Islands
9.5Wonderful(22)
Parking
Free Wi-Fi
Pool
Air conditioning
€299+
Check availability
Suite 1, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.2Wonderful(18)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€334+
Check availability
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
George Town, Cayman Islands
9.7Wonderful(25)
Parking
Free Wi-Fi
Pool
Air conditioning
€399+
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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)
Air conditioning
€448+
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Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
George Town, Cayman Islands
9.5Wonderful(14)
Parking
Free Wi-Fi
Pool
Air conditioning
€459+
Check availability
Suite 2, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 2, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
10Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€463+
Check availability
Studio Apartment Near Seven Mile Beach At The Grove - West Bay - Balcony
Studio Apartment Near Seven Mile Beach At The Grove
West Bay, Cayman Islands
9.4Wonderful(7)
Parking
Free Wi-Fi
Pool
Pet friendly
€464+
Check availability
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
West Bay, Cayman Islands
9.3Wonderful(21)
Pool
Air conditioning
€505+
Check availability
Luxury 1 bed apartment near Seven Mile Beach at The Grove - Villa Deluxe - West Bay - Balcony
Luxury 1 bed apartment near Seven Mile Beach at The Grove - Villa Deluxe
West Bay, Cayman Islands
9.6Wonderful(11)
Parking
Free Wi-Fi
Pool
Pet friendly
€627+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
March
€272
€252
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 80% 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 65% 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 340 properties and an average price of €361 per night. The most popular holiday homes in George Town are Cayman Luxury Rentals At One Canal Point, Beach Living At Island Pine Villas (Blv), and Beach Living At Island Pine Villas Blp.

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 €194. 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 €176 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 2% 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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