Cayman Islands holiday rentals

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Useful Info
Recommended by KAYAK

Best Cayman Islands holiday rentals

Lighthouse Point Residences - West Bay - Balcony
Lighthouse Point Residences
West Bay, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Pool
Air conditioning
Beach Condo with Sunset Views - George Town - Pool
Beach Condo with Sunset Views
George Town, Cayman Islands
Free Wi-Fi
Air conditioning
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
Beach Living At Island Pine Villas (Blv) - George Town - Kitchen
Parking
Free Wi-Fi
Pool
Air conditioning
Georgetown Villas #218 - George Town - Beach
Georgetown Villas #218
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
Grandview - George Town - Living room
Grandview
George Town, Cayman Islands
Air conditioning
#44 Plantation Village - George Town - Beach
#44 Plantation Village
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
Beach Living at Island Pine Villas 'bljw' - George Town - Patio
Parking
Free Wi-Fi
Pool
Air conditioning
Sprat Bay Luxury Villa - George Town - Patio
Sprat Bay Luxury Villa
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
George Town Villas #117 - George Town - Pool
George Town Villas #117
George Town, Cayman Islands
Free Wi-Fi
Air conditioning
Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Pool
Parking
Free Wi-Fi
Pool
Air conditioning
Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
Parking
Free Wi-Fi
Pool
Air conditioning
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
January
€351
€321
Cheapest month to stay with an average 66% drop in price.
Most expensive month to stay with an average 55% 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, pool, no minors, air-conditioned, and airport shuttle are the most popular holiday rental property amenities in the Cayman Islands
  • Holiday rentals in the Cayman Islands are around 86% 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 284 properties and an average price of €358 per night. The most popular holiday homes in George Town are Cayman Luxury Rentals At One Canal Point, Regal Beach Club #322, and Beach Condo with Sunset Views.

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 €967. 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.