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

Vacation rentals in the Cayman Islands

Browse 2,905 available vacation homes and compared across 13 trusted partners
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Top 15 most Recommended Vacation Rentals in the Cayman Islands

Discover your ideal Cayman Islands vacation rental with real-time comparisons of 2,905 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Villa West Bay
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, hot tub & BBQ | City view

West Bay, Cayman Islands
This villa in West Bay offers a private pool, hot tub, and family-friendly amenities, perfect for up to 9 guests.
from $892
per night
Outstanding(46 ratings)
from $892
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
This waterfront condo in West Bay features a private pool, hot tub, beach access, and a spacious yard for family gatherings.
from $1,343
per night
Outstanding(99 ratings)
from $1,343
per night
View deal
House North Side
House ∙ 26 guests ∙ 10 bedrooms

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

North Side, Cayman Islands
This North Side house rental features a private pool, beachfront access, and ample space for 26 guests to unwind and connect.
from $1,616
per night
Outstanding(81 ratings)
from $1,616
per night
View deal
Villa Rum Point
Villa ∙ 12 guests ∙ 5 bedrooms

Villa with barbeque, yard & patio | Suitable for remote work

Rum Point, North Side, Cayman Islands
This villa at Rum Point features a private pool, beach access, and a yard, accommodating 12 guests for an unforgettable getaway.
from $1,107
per night
Outstanding(9 ratings)
from $1,107
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
This villa in Rum Point features a private pool, waterfront access, and a yard, perfect for families and groups of 10.
from $932
per night
Outstanding(102 ratings)
from $932
per night
View deal
Villa Rum Point
Villa ∙ 14 guests ∙ 6 bedrooms

Child-friendly villa with garden, BBQ & private pool | Nature view | Perfect for remote work

Rum Point, North Side, Cayman Islands
This villa in Rum Point offers a private pool, beach access, and room for 14, perfect for family gatherings by the waterfront.
from $1,139
per night
Outstanding(40 ratings)
from $1,139
per night
View deal
House North Side
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly vacation home with terrace, barbecue & private pool

North Side, Cayman Islands
This North Side house rental features a private pool, beach access, and room for 14, creating the perfect family getaway.
from $677
per night
Outstanding(100 ratings)
from $677
per night
View deal
Condo West Bay
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely condo with patio & BBQ | Nature view | Beach nearby

West Bay, Cayman Islands
This waterfront condo in West Bay offers beach access, a kitchen, a balcony, and parking, perfect for a family getaway.
from $754
per night
Outstanding(48 ratings)
from $754
per night
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Family-oriented spacious condo with pool, garden & terrace | Next to the beach

George Town, Cayman Islands
This waterfront condo in George Town offers a pool, beach access, and a balcony, perfect for families seeking fun and relaxation.
from $531
per night
Outstanding(94 ratings)
from $531
per night
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden, pool & patio

George Town, Cayman Islands
This waterfront condo in George Town features beach access, a pool, hot tub, and a family-friendly yard, perfect for 8 guests.
from $882
per night
Outstanding(185 ratings)
from $882
per night
View deal
House West End
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with barbecue & terrace | Suitable for remote work

West End, Sister Islands, Cayman Islands
This house rental in West End accommodates six guests, featuring a kitchen, parking, and direct beach access for unforgettable stays.
from $248
per night
Outstanding(34 ratings)
from $248
per night
View deal
Condo West Bay
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with hot tub, terrace & yard | Nature view | Perfect for remote work

West Bay, Cayman Islands
This waterfront condo in West Bay features a private pool, hot tub, and beach access, perfect for family getaways of up to 10.
from $905
per night
Outstanding(43 ratings)
from $905
per night
View deal
House West Bay
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with private pool, barbeque & garden

West Bay, Cayman Islands
This waterfront house rental in West Bay features a private pool, beach access, and a yard, accommodating up to nine guests.
from $607
per night
Outstanding(6 ratings)
from $607
per night
View deal
House West Bay
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach

West Bay, Cayman Islands
This West Bay house rental features a private pool, hot tub, and spacious yard, perfect for families seeking adventure.
from $721
per night
Outstanding(89 ratings)
from $721
per night
View deal
House Stake Bay
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with barbeque & patio | Nature view | Good for workation

Stake Bay, Sister Islands, Cayman Islands
This house rental in Stake Bay offers beach access, a kitchen, and parking, perfect for families of up to six.
from $215
per night
Outstanding(57 ratings)
from $215
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Bodden Town
from $154
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Family-friendly spacious condo with private pool, barbeque & patio | Nature view

4.9
Outstanding(70 ratings)
Bodden Town, Cayman Islands
Air conditioning
View deal
Condo  West Bay
from $392
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with pool, barbeque & yard | Beach nearby | Perfect for remote work

5.0
Outstanding(28 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
House  West Bay
from $437
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with pool, grill & terrace

4.9
Outstanding(13 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
See all offers

Vacation rentals with a balcony

Apartment  Cayman Islands
from $342
per night
Apartment ∙ 9 guests ∙ 3 bedrooms

Rental apartment with garden, fast internet & terrace | Water view

Cayman Islands
Balcony
View deal
Cabin  West Bay
from $355
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, yard & terrace

5.0
Outstanding(71 ratings)
West Bay, Cayman Islands
Balcony
View deal
Villa  Cayman Islands
from $372
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Fully equipped villa with grill, yard & pool

4.9
Outstanding(29 ratings)
Cayman Islands
Balcony
View deal
See all offers

Vacation houses with Balconies or Patios

Condo  North Side
from $262
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly condo with patio, private pool & yard | Nature view

5.0
Outstanding(34 ratings)
North Side, Cayman Islands
Balcony/Patio
View deal
House  West Bay
from $468
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped ample vacation home with terrace & garden | Nature view | Close to the beach

4.7
Excellent(41 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
House  Stake Bay
from $170
per night
House ∙ 3 guests ∙ 1 bedroom

Charming vacation home with terrace | Nature view

5.0
Outstanding(43 ratings)
Stake Bay, Sister Islands, Cayman Islands
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in the Cayman Islands offering exceptional value for money

House Tibbett's Turn
from $472
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with grill, terrace & private pool | Nature view | Good for workation

5.0
Outstanding(101 ratings)
Tibbett's Turn, Sister Islands, Cayman Islands
View deal
Apartment West Bay
from $714
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Fully equipped pleasant rental apartment with barbecue | Next to the beach

5.0
Outstanding(82 ratings)
West Bay, Cayman Islands
View deal
Apartment West Bay
from $498
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with garden, private pool & patio

5.0
Outstanding(94 ratings)
West Bay, Cayman Islands
View deal

Top-Rated Vacation rentals in the Cayman Islands

Book the highest-rated Cayman Islands vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo George Town
from $368
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with heated pool, yard & terrace | Close to the beach

4.9
Outstanding(95 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $455
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with barbeque, pool & yard

5.0
Outstanding(88 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $665
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with barbecue, terrace & pool

4.9
Outstanding(220 ratings)
George Town, Cayman Islands
View deal

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

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

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Find your dream stay

Find your dream stay

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

Popular Features & Amenities in the Cayman Islands

  • Pool (2,281)
  • Air conditioning (2,747)
  • Kitchen (2,539)
  • WiFi (2,735)
  • Balcony/patio (1,332)
  • TV (2,625)
  • Washing machine (2,258)
  • Grill (1,661)
  • Fishing (1,066)
  • Microwave (2,105)
  • No smoking (2,497)
  • Parking (125)

Many travelers spend more time comparing vacation homes including pools. Most 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. one-third 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 the 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 (12/26 – 1/2). During this week, a nightly price on average will be $1,308. Prices decrease in a week of August (8/1 – 8/8), where average prices are $993.

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 (5/1 – 5/8). The week with the highest percentage of available rentals is in August (8/1 – 8/8).

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.

Information about vacation rentals in the Cayman Islands

🏡 Vacation rentals available 2,905 rentals
🌙 Nightly prices starting at $155
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 372 homes
🏊 Vacation rentals with pools 2,335 homes
2 reviews
Cayman Islands vacation rentals have an average rating of 5/5 on 2 reviews left by travelers.

Frequently Asked Questions

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

On average, vacation rentals in the Cayman Islands cost around $155 per night. Nightly prices for condos are $980 on average. Apartment rentals in the Cayman Islands cost $911 per night on average.

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

There are currently 2,905 vacation homes in the Cayman Islands to choose from and rent for your upcoming trip.

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

Three most popular amenities for home rentals in the Cayman Islands include accommodations with: Pool, Air conditioning, and Kitchen.

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

Cayman Islands has 2,335 Condo and Apartment rental on offer to rent.

Are dogs allowed in vacation homes in the Cayman Islands?

Yes, there are 372 vacation rentals in the Cayman Islands that allow pets and the average rate is $1,366 per night.

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