Vacation rentals in the Cayman Islands - HomeToGo base64Hash Vacation rentals in the Cayman Islands - HomeToGo

Vacation rentals in the Cayman Islands

Find 2,708 available vacation homes
Anytime
Guests
Anytime
Guests

Top 15 Recommended vacation rentals in the Cayman Islands

Find your perfect vacation rental in the Cayman Islands from just $92 per night!

Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden, pool & patio

George Town, Cayman Islands
from $848
per night
Outstanding(157 ratings)
from $848
per night
View deal
Villa East End
Villa ∙ 12 guests ∙ 5 bedrooms

Villa with patio, BBQ & garden | Nature view | Good for workation

East End, Cayman Islands
from $1,147
per night
Outstanding(42 ratings)
from $1,147
per night
View deal
House Rum Point
House ∙ 12 guests ∙ 5 bedrooms

House with garden, grill & patio | Nature view | Suitable for remote work

Rum Point, North Side, Cayman Islands
from $571
per night
Outstanding(71 ratings)
from $571
per night
View deal
House Rum Point
House ∙ 14 guests ∙ 6 bedrooms

House with private pool, yard & jacuzzi | Nature view

Rum Point, North Side, Cayman Islands
from $881
per night
Outstanding(96 ratings)
from $881
per night
View deal
Condo West Bay
Condo ∙ 10 guests ∙ 4 bedrooms

Child-friendly condo with barbecue, patio & garden | Nature view | Next to the beach | Suitable for remote work

West Bay, Cayman Islands
from $825
per night
Outstanding(81 ratings)
from $825
per night
View deal
Villa Rum Point
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with patio, barbecue & private pool

Rum Point, North Side, Cayman Islands
from $864
per night
Outstanding(49 ratings)
from $864
per night
View deal
House West Bay
House ∙ 7 guests ∙ 3 bedrooms

House with grill, terrace & heated pool | Good for workation

West Bay, Cayman Islands
from $387
per night
Outstanding(38 ratings)
from $387
per night
View deal
Villa Rum Point
Villa ∙ 10 guests ∙ 4 bedrooms

Children-friendly charming villa with garden, terrace & BBQ | Good for workation

Rum Point, North Side, Cayman Islands
from $832
per night
Outstanding(63 ratings)
from $832
per night
View deal
Condo West Bay
Condo ∙ 10 guests ∙ 5 bedrooms

Condo with grill, hot tub & garden | City view | Good for workation

West Bay, Cayman Islands
from $989
per night
Outstanding(90 ratings)
from $989
per night
View deal
Condo West Bay
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with barbecue, yard & patio | Suitable for remote work

West Bay, Cayman Islands
from $924
per night
Outstanding(64 ratings)
from $924
per night
View deal
House Rum Point
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly pleasant house with patio, barbeque & yard

Rum Point, North Side, Cayman Islands
from $938
per night
Outstanding(45 ratings)
from $938
per night
View deal
Villa North Side
Villa ∙ 12 guests ∙ 6 bedrooms

Children-friendly villa with garden, terrace & barbecue

North Side, Cayman Islands
from $1,146
per night
Outstanding(115 ratings)
from $1,146
per night
View deal
Villa Rum Point
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with barbecue, terrace & yard | Nature view | Good for workation

Rum Point, North Side, Cayman Islands
from $926
per night
Outstanding(92 ratings)
from $926
per night
View deal
Villa Stake Bay
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with grill, patio & yard | Sea view

Stake Bay, Sister Islands, Cayman Islands
from $224
per night
Outstanding(55 ratings)
from $224
per night
View deal
Villa West End
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with terrace, yard & private pool | Nature view

West End, Sister Islands, Cayman Islands
from $504
per night
Outstanding(101 ratings)
from $504
per night
View deal

Vacation rentals with a balcony

Villa  Tibbett's Turn
from $288
per night
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with BBQ, private pool & terrace | Nature view

5.0
Outstanding(39 ratings)
Tibbett's Turn, Sister Islands, Cayman Islands
Balcony
View deal
Condo  George Town
from $978
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly condo with jacuzzi, heated pool & yard | Close to the beach

5.0
Outstanding(35 ratings)
George Town, Cayman Islands
Balcony
View deal
Condo  Rum Point
from $256
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, BBQ & yard

5.0
Outstanding(39 ratings)
Rum Point, North Side, Cayman Islands
Balcony
View deal
See all offers

Vacation rentals and apartments with air conditioning

Condo  West Bay
from $648
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, yard & grill

5.0
Outstanding(49 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
House  North Side
from $1,371
per night
House ∙ 26 guests ∙ 10 bedrooms

Children-friendly house with terrace, yard & private pool | Nature view

5.0
Outstanding(63 ratings)
North Side, Cayman Islands
Air conditioning
View deal
Condo  George Town
from $316
per night
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with terrace, jacuzzi & grill | City view

4.7
Excellent(109 ratings)
George Town, Cayman Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Villa  Rum Point
from $412
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Family-friendly villa with pool, yard & grill | Beach view | Perfect for remote work

Rum Point, North Side, Cayman Islands
Balcony/Patio
View deal
House  North Side
from $336
per night
House ∙ 9 guests ∙ 3 bedrooms

Children-friendly wonderful house with pool, terrace & garden | Water view | Perfect for remote work

North Side, Cayman Islands
Balcony/Patio
View deal
Villa  North Side
from $304
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with hot tub, patio & yard

5.0
Outstanding(98 ratings)
North Side, Cayman Islands
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in the Cayman Islands

Find Fantastic yet Inexpensive Offers

House Rum Point
from $412
per night
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly vacation home with barbeque, yard & pool | Good for workation

5.0
Outstanding(66 ratings)
Rum Point, North Side, Cayman Islands
View deal
Condo George Town
from $397
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, garden & patio | City view

4.9
Outstanding(51 ratings)
George Town, Cayman Islands
View deal
House Rum Point
from $424
per night
House ∙ 9 guests ∙ 3 bedrooms

Family-oriented big vacation home with patio, barbeque & yard | Dogs allowed

5.0
Outstanding(70 ratings)
Rum Point, North Side, Cayman Islands
View deal

Top-Rated Rentals and Accommodations in the Cayman Islands

Book Vacation Rental Offers with the Highest User Rating

Condo George Town
from $327
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with garden, barbecue & hot tub | Perfect for remote work

5.0
Outstanding(26 ratings)
George Town, Cayman Islands
View deal
House West End
from $203
per night
House ∙ 4 guests ∙ 1 bedroom

Children-friendly pleasant house with terrace, yard & private pool | Beach view

5.0
Outstanding(24 ratings)
West End, Sister Islands, Cayman Islands
View deal
House North Side
from $508
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly lovely vacation home with patio & BBQ | Nature view | Suitable for remote work

5.0
Outstanding(9 ratings)
North Side, Cayman Islands
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in the Cayman Islands

  • Pool (2,057)
  • Air conditioning (2,628)
  • Kitchen (2,390)
  • WiFi (2,570)
  • Balcony/patio (1,386)
  • TV (2,517)
  • Washing machine (2,196)
  • Grill (1,621)
  • Fishing (883)
  • Microwave (2,044)
  • No smoking (2,378)
  • Parking (153)

Many travelers spend more time comparing vacation homes including pools. More than two-thirds of the accommodations have a pool for guests. Interestingly, our data shows that more condo provide a pool than apartment rental. In addition, they can host 6 people, on average, while apartment rental with pools can host an average of 6 people. nearly half of Cayman Islands's rentals offering a pool are within two miles of water, spend your days lounging by the pool or the waterfront.

Price and Availability Index in Cayman Islands

Click on any bar to see price and availability information

Vacation Rental Price Information in the Cayman Islands

We analyzed price data and input them into this graph, which shows vacation rental prices for the next year in the Cayman Islands. The week with the highest average prices is in December (12/20 – 12/27). During this week, a nightly price on average will be $711. Prices decrease in a week of October (10/25 – 11/1), where average prices are $558.

Rental availability information in the Cayman Islands

This graph shows the level of availability for vacation rentals over the upcoming year. The most challenging week to find a rental in the next twelve months is in May (5/30 – 6/6). The week with the highest percentage of available rentals is in August (8/30 – 9/6).

Cayman Island vacation rentals are about sun and fun

Although the Cayman Islands are best known as an offshore financial haven, they also are a popular vacation destination for water lovers, divers, and snorkelers. Among the three islands, Grand Cayman offers visitors the most varied selection of vacation home rentals. Accommodations include luxury beachfront villas, resort-like condos, beachside bungalows, budget-friendly diver cottages, and high-rise apartments.

What are the best activities for families in the Cayman Islands?

Kid-approved Cayman

Explore the underwater world with the whole family at Atlantis Submarine. Go 100 feet below the surface in a 65-foot submarine within the Cayman Islands National Marine Park and get up close and personal with ocean creatures. Ocean guides narrate as you peer through the portholes during the 90-minute tour.

What are the best places to discover the arts and culture of Cayman Islands?

Take a dive into history

The Cayman Islands National Museum, located in the capital city of Georgetown, is the oldest public building in the islands. The museum houses two permanent exhibition galleries and three traveling galleries, one of which is designed for children.

The Natural History Gallery takes visitors on a submarine dive to see the famous Cayman wall, a sea turtle nesting area, and wetlands, where you'll see wildlife unique to the island. The Cultural History Gallery features themed exhibits, mock court trials, and island pioneer displays.

Information about vacation rentals in the Cayman Islands

🏡 Vacation rentals available 2,708 rentals
🌙 Nightly prices starting at $92
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 353 homes
🏊 Vacation rentals with pools 2,065 homes

Frequently Asked Questions

What is the typical nightly price for a vacation rental in the Cayman Islands?

The average accommodation in the Cayman Islands is priced at $92 per night. $917 is the average nightly price for condos in the Cayman Islands. Apartment rentals in the Cayman Islands cost on average $766 per night.

How many vacation rentals are available for booking in the Cayman Islands?

There are currently 2,708 vacation rentals in the Cayman Islands to browse and rent for your next trip.

What amenities are most popular for vacation rentals in the Cayman Islands?

Travelers look for Pool, Air conditioning, and Kitchen when booking a vacation rental in the Cayman Islands.

How many vacation rentals with pools are there in the Cayman Islands?

Cayman Islands has 2,065 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in the Cayman Islands?

If you are traveling with a dog in the Cayman Islands - 13% of vacation homes allow pets.

What's the best month to travel to Cayman Islands?

The warmest months in the Cayman Islands are July and August, with temperatures around 90 °F. January and February in the Cayman Islands are the coldest, with 73 °F on average.

Find the perfect accommodation to stay in the Cayman Islands

Discover Nearby Regions Worth Exploring

Other countries to visit

Most Popular Destinations

Show more
image-tag