Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

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€109 - €392€392 - €674€674 - €957€957 - €1,239€1,239+ per night

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ApartmentCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in the Cayman Islands

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Andy's Inn 3 Loft Studio - Quaint, tranquil loft studio suite with beach access - Bodden Town - Beach
Andy's Inn 3 Loft Studio - Quaint, tranquil loft studio suite with beach access
Bodden Town, Cayman Islands
9.3Wonderful(6)
Apartment
Air conditioning
€139+
Check availability
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants! - Little Cayman - Patio
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Little Cayman, Cayman Islands
9.1Wonderful(9)
Apartment
Free Wi-Fi
Air conditioning
€174+
Check availability
Lovely cottage situated on the Beach with Beautiful ocean views - Cayman Brac - Kitchen
Lovely cottage situated on the Beach with Beautiful ocean views
Cayman Brac, Cayman Islands
10Wonderful(1)
Cottage
Air conditioning
€190+
Check availability
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
9.5Wonderful(18)
Condo
Air conditioning
€235+
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The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman. - North Side - Pool
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
North Side, Cayman Islands
9.8Wonderful(26)
Condo
Free Wi-Fi
Air conditioning
€322+
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Grand Cayman Tranquility at its Best! - North Side - Pool
Grand Cayman Tranquility at its Best!
North Side, Cayman Islands
10Wonderful(25)
Condo
Air conditioning
€325+
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Northern Lights #6 Condo - North Side
Northern Lights #6 Condo
North Side, Cayman Islands
10Wonderful(9)
House
Parking
Free Wi-Fi
Pool
Air conditioning
€403+
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Silver Reef 4 Oceanfront Condo - North Side - Living room
Silver Reef 4 Oceanfront Condo
North Side, Cayman Islands
10Wonderful(2)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
€413+
Check availability
Kaibo Hacienda Condo - North Side - Balcony
Kaibo Hacienda Condo
North Side, Cayman Islands
9.9Wonderful(21)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
€495+
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Secluded Oceanfront Home Sand Beach, Swimming Pool - West End - Balcony
Secluded Oceanfront Home Sand Beach, Swimming Pool
West End, Cayman Islands
9.6Wonderful(20)
Villa
Free Wi-Fi
Air conditioning
€512+
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Silver Reef Residencies - North Side - Patio
Silver Reef Residencies
North Side, Cayman Islands
Apartment
Air conditioning
€558+
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Northside Grand Cayman Getaway with Private Beach! - North Side - Living room
Northside Grand Cayman Getaway with Private Beach!
North Side, Cayman Islands
9.0Wonderful(5)
House
Free Wi-Fi
Air conditioning
€633+
Check availability
Island House #16 at Rum Point - North Side - Balcony
Island House #16 at Rum Point
North Side, Cayman Islands
9.6Wonderful(31)
House
Parking
Free Wi-Fi
Pool
Air conditioning
€652+
Check availability
Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas. - Little Cayman - Building
Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas.
Little Cayman, Cayman Islands
10Wonderful(5)
Villa
Air conditioning
€655+
Check availability
Featherstone Estate, Cayman Brac - Cayman Brac - Patio
Featherstone Estate, Cayman Brac
Cayman Brac, Cayman Islands
9.0Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Pet friendly
€979+
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
House
Parking
Free Wi-Fi
Air conditioning
€1,094+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
January
€303
€295
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 75% 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, air-conditioned, pool, no minors, and airport shuttle are the most popular holiday rental property amenities in the Cayman Islands
  • Holiday rentals in the Cayman Islands are around 107% 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 288 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, Laguna Del Mar, 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).

  • 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