Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

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€128 - €371€371 - €612€612 - €853€853 - €1,094€1,094+ 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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Only steps to the beach - Cayman Brac - Kitchen
Only steps to the beach
Cayman Brac, Cayman Islands
10Wonderful(2)
Free Wi-Fi
Air conditioning
€143+
Check availability
Sweetspotatspotts - Bodden Town
Sweetspotatspotts
Bodden Town, Cayman Islands
9.8Wonderful(12)
Parking
Free Wi-Fi
Air conditioning
€186+
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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
9.5Wonderful(18)
Air conditioning
€209+
Check availability
Just Chillin in Little Cayman - Little Cayman
Just Chillin in Little Cayman
Little Cayman, Cayman Islands
9.4Wonderful(5)
Parking
Free Wi-Fi
Pool
Pet friendly
€212+
Check availability
You've Arrived! Breathtaking Luxury Beachfront Villa, - Bodden Town - Beach
You've Arrived! Breathtaking Luxury Beachfront Villa,
Bodden Town, Cayman Islands
9.8Wonderful(56)
Air conditioning
€246+
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Kaibo Yacht Club Phase 2 Unit # A9 - North Side
Kaibo Yacht Club Phase 2 Unit # A9
North Side, Cayman Islands
9.2Wonderful(6)
Parking
Free Wi-Fi
Pool
Pet friendly
€257+
Check availability
Moon Bay # 5 - Bodden Town
Moon Bay # 5
Bodden Town, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
Air conditioning
€289+
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Spacious Open Concept Large family house with 3 bedrooms. Amazing space. - Bodden Town - Living room
Spacious Open Concept Large family house with 3 bedrooms. Amazing space.
Bodden Town, Cayman Islands
10Wonderful(16)
Free Wi-Fi
Air conditioning
€300+
Check availability
Korner Kai - Waterfront Condo in Cayman Kai - Bodden Town - Balcony
Korner Kai - Waterfront Condo in Cayman Kai
Bodden Town, Cayman Islands
9.8Wonderful(25)
Air conditioning
€310+
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Stunning Little Cayman 3 Bedroom Beach Townhouse - Little Cayman - Beach
Stunning Little Cayman 3 Bedroom Beach Townhouse
Little Cayman, Cayman Islands
10Wonderful(6)
Air conditioning
€375+
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On the Bay #103 Condo - North Side - Beach
On the Bay #103 Condo
North Side, Cayman Islands
9.7Wonderful(25)
Parking
Free Wi-Fi
Pool
Air conditioning
€380+
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Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach) - Bodden Town - Living room
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Bodden Town, Cayman Islands
9.8Wonderful(32)
Free Wi-Fi
Air conditioning
€404+
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Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas! - Little Cayman - Beach
Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!
Little Cayman, Cayman Islands
10Wonderful(5)
Air conditioning
€436+
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Island House #12 at Rum Point - North Side - Patio
Island House #12 at Rum Point
North Side, Cayman Islands
9.8Wonderful(23)
Parking
Free Wi-Fi
Pool
Air conditioning
€469+
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)
Air conditioning
€595+
Check availability
Little Cayman Island: Conch Club Condos Unit #12 - Little Cayman - Beach
Little Cayman Island: Conch Club Condos Unit #12
Little Cayman, Cayman Islands
9.6Wonderful(6)
Air conditioning
€620+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
March
€299
€203
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 78% 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 77% 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 334 properties and an average price of €365 per night. The most popular holiday homes in George Town are #44 Plantation Village, Snug Harbour View Condo #4, 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 €209. 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