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Cayman Islands vacation rentals

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Booking Insights
Recommended by KAYAK

Latest Cayman Islands vacation rental deals

MOST POPULARCayman Brac
Vacation homes from $168
George Town
Vacation homes from $107
West Bay
Vacation homes from $129

Best Cayman Islands vacation rentals

These are the best prices for Oct 17 - 18.
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor
George Town, Cayman Islands
9.3Wonderful(128)
Apartment
$280+
Check availability
One Canal Point - George Town - Bathroom
One Canal Point
George Town, Cayman Islands
9.9Wonderful(8)
Apartment
$315+
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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
9.4Wonderful(24)
Condo
$560+
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Beach Condo with Sunset Views - George Town - Pool
Beach Condo with Sunset Views
George Town, Cayman Islands
9.9Wonderful(80)
Condo
$313+
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Beach Living at Island Pine Villas (Blj) - George Town - Patio
Beach Living at Island Pine Villas (Blj)
George Town, Cayman Islands
9.0Wonderful(28)
Condo
$236+
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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
9.4Wonderful(14)
Villa
$496+
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Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
George Town, Cayman Islands
9.4Wonderful(30)
Condo
$569+
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Crescent Point Beach Retreat - George Town
Crescent Point Beach Retreat
George Town, Cayman Islands
9.6Wonderful(5)
Condo
$871+
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Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.8Wonderful(57)
Apartment
$219+
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Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Stairs
Enjoy Sunsets at Fully Equipped Condo at the Beach
George Town, Cayman Islands
9.3Wonderful(6)
Apartment
$637+
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Be Where The Cruise Ship Crowds Can't Go! Oceanfront Resort On Seven Mile Beach - George Town - Pool
Be Where The Cruise Ship Crowds Can't Go! Oceanfront Resort On Seven Mile Beach
George Town, Cayman Islands
9.8Wonderful(62)
Condo
$352+
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Beautiful Oceanfront 3 bed condo on Seven Mile Beach - George Town - Balcony
Beautiful Oceanfront 3 bed condo on Seven Mile Beach
George Town, Cayman Islands
10Wonderful(60)
Condo
$1,189+
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Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
8.3Very good(3)
Apartment
$750+
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Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
8.6Very good(12)
Apartment
$200+
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Beach Living at Island Pine Villas Blp - George Town
Beach Living at Island Pine Villas Blp
George Town, Cayman Islands
9.1Wonderful(34)
House
$271+
Check availability
Oceanfront 3-BR Condo with Large Beachfront Terrace - George Town
Oceanfront 3-BR Condo with Large Beachfront Terrace
George Town, Cayman Islands
9.5Wonderful(8)
House
$760+
Check availability
Booking Insights

KAYAK's insights for vacation rentals in the Cayman Islands

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in the Cayman Islands with confidence

How early should you book a vacation rental in the Cayman Islands?

Book at least 88 days before your stay begins to get the best price for your Cayman Islands vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
May
$548
$691
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 86% 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 July and June.
  • The cheapest night for renting a vacation home in the Cayman Islands is Tuesday. In contrast, the most expensive is Monday.
  • 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 7 days.
  • Pool, beachfront, air-conditioned, and wifi are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation 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.
  • East End is the region in the Cayman Islands with the most affordable vacation rental properties, with around 47 properties and an average price of $402 per night. The most popular vacation homes in East End are The Sunrise Oceanfront Studio Cottage in East End, Neptune's Nest by the Sea, 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 (42% of total searches to the Cayman Islands). The next most popular destinations are West Bay (14%) and Cayman Brac (10%). Searches for vacation rentals in Little Cayman (8%), North Side (6%) and East End (6%) 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 $423. 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 $3,968.

  • 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 $17,004.

  • 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 One Canal Point.

  • 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.

More options for your stay in the Cayman Islands