Cayman Islands vacation rentals

Search hundreds of travel sites at once for car rental deals in the Cayman Islands

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Latest Cayman Islands vacation rental deals

MOST POPULARGeorge Town
Vacation homes from C$ 117

Best Cayman Islands vacation rentals

These are the best prices for 27 Jun - 4 Jul.
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor
George Town, Cayman Islands
9.3Wonderful(105)
Apartment
C$ 341+
Check availability
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
George Town, Cayman Islands
9.4Wonderful(14)
Villa
C$ 552+
Check availability
Beach Condo with Sunset Views - George Town - Pool
Beach Condo with Sunset Views
George Town, Cayman Islands
9.9Wonderful(72)
Condo
C$ 621+
Check availability
Regal Beach Club #322 - George Town - Living room
Regal Beach Club #322
George Town, Cayman Islands
9.7Wonderful(28)
Condo
C$ 830+
Check availability
The Grandview Condos on Seven Mile Beach - George Town - Pool
The Grandview Condos on Seven Mile Beach
George Town, Cayman Islands
9.3Wonderful(25)
Condo
C$ 745+
Check availability
Beach Living at Island Pine Villas 'bljw - George Town - Patio
Beach Living at Island Pine Villas 'bljw
George Town, Cayman Islands
9.1Wonderful(26)
Condo
C$ 430+
Check availability
Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Balcony
Enjoy Sunsets at Fully Equipped Condo at the Beach
George Town, Cayman Islands
9.4Wonderful(5)
Apartment
C$ 803+
Check availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.7Wonderful(56)
Apartment
C$ 340+
Check availability
Oceanfront 3-Br Condo With Large Beachfr - George Town - Beach
Oceanfront 3-Br Condo With Large Beachfr
George Town, Cayman Islands
9.5Wonderful(8)
Condo
C$ 982+
Check availability
Laguna Del Mar - George Town - Balcony
Laguna Del Mar
George Town, Cayman Islands
8.0Very good(4)
Apartment
C$ 1,484+
Check availability
Welcome To Our Cayman Island Beach Home! - George Town - Beach
Welcome To Our Cayman Island Beach Home!
George Town, Cayman Islands
9.9Wonderful(75)
Condo
C$ 742+
Check availability
Regal Beach Club - George Town
Regal Beach Club
George Town, Cayman Islands
10Wonderful(6)
Apartment
C$ 859+
Check availability
#44 Plantation Village - George Town
#44 Plantation Village
George Town, Cayman Islands
9.1Wonderful(6)
House
C$ 620+
Check availability
Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
8.3Very good(3)
Apartment
C$ 1,202+
Check availability
Beach Living at Island Pine Villas (Blj) - George Town
Beach Living at Island Pine Villas (Blj)
George Town, Cayman Islands
8.9Very good(33)
House
C$ 350+
Check availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
8.6Very good(12)
Apartment
C$ 260+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
May
C$ 831
C$ 619
Cheapest month to stay with an average 32% drop in price.
Most expensive month to stay with an average 102% 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 vacation rental

  • If you’re looking for a cheap vacation rental in the Cayman Islands, you should consider visiting during the low season. The cheapest vacation homes in the Cayman Islands can be found in June and September.
  • The cheapest night for renting a vacation home in the Cayman Islands is Tuesday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in the Cayman Islands for 6 days.
  • Air-conditioned, beachfront, pool, no minors, and airport shuttle are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 80% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • East End is the region in the Cayman Islands with the most affordable vacation rental properties, with around 50 properties and an average price of C$ 440 per night. The most popular vacation homes in East End are Wyndham Reef Resort 1&2 Bedroom lockout 2 Bath Ground Floor beach front EastEnd, The Sunrise Oceanfront Studio Cottage in East End, and Beachfront 1st Floor Condo - Step off your patio and into paradise!.

FAQs when booking a vacation home in the Cayman Islands

  • What is the most popular vacation rental destination in the Cayman Islands?

    Based on KAYAK vacation rental searches, the most popular destination is George Town (69% of total searches to the Cayman Islands). The next most popular destinations are East End (10%) and North Side (9%). Searches for vacation rentals in West Bay (9%) and Little Cayman (3%) are also popular.

  • How much is a vacation rental in the Cayman Islands for tonight?

    In the last 72 hours, users have found the Cayman Islands vacation rentals for tonight for as low as C$ 354. Search here for similar prices

  • How much is a vacation rental for a week in the Cayman Islands?

    The average price for a weekly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 4,833.

  • How much is a vacation rental for a month in the Cayman Islands?

    The average price for a monthly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 20,715.

  • What types of vacation rentals are available in the Cayman Islands?

    There are loads of different property types that you can make your vacation home in the Cayman Islands. You’ll find apartments, condos, cottages, houses, villas and homestays.

  • What are some of the most-loved vacation rentals available in the Cayman Islands?

    There are many types of properties available for the Cayman Islands vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Governors Village Seven Mile Beach Corridor and The Grandview Condos on Seven Mile Beach.

  • Are there any pet-friendly vacation rentals in the Cayman Islands?

    There are a number of dog and pet-friendly the Cayman Islands vacation rentals, with around 4% allowing you to bring your pet along with you.

  • What are the most popular regions of the Cayman Islands for vacation rentals?

    Based on KAYAK vacation rental searches, the most popular region to stay in the Cayman Islands is George Town. Other popular choices include West Bay and East End.

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 vacation home.

Everything you need to know for your stay in the Cayman Islands