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

Vacation rentals in the Cayman Islands

Browse 2,920 available vacation homes and compared across 14 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 2,920 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Stake Bay
House ∙ 8 guests ∙ 3 bedrooms

House with yard, patio & barbeque | Nature view

Stake Bay, Sister Islands, Cayman Islands
This waterfront house rental in Stake Bay features a private pool, hot tub, and beach access, perfect for family getaways.
from $494
per night
Outstanding(77 ratings)
from $494
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
This house rental in West Bay offers beach access, a heated pool, family-friendly amenities, and parking for up to seven guests.
from $404
per night
Outstanding(45 ratings)
from $404
per night
View deal
House Gun Bay
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

Gun Bay, East End, Cayman Islands
This waterfront house rental in Gun Bay features a private heated pool, beach access, and a kitchen, accommodating 11 guests.
from $728
per night
from $728
per night
View deal
House East End
House ∙ 10 guests ∙ 4 bedrooms

House with yard, private pool & terrace

East End, Cayman Islands
This waterfront house rental on the East End features a private pool, beach access, and a yard, perfect for family gatherings.
from $651
per night
Outstanding(97 ratings)
from $651
per night
View deal
Villa West Bay
Villa ∙ 4 guests ∙ 1 bedroom

Family-friendly villa with barbecue & patio | Close to the beach | Suitable for remote work

West Bay, Cayman Islands
This villa in West Bay features a kitchen, balcony, and parking, perfect for a family getaway of up to four guests.
from $310
per night
Excellent(23 ratings)
from $310
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 $1,030
per night
Outstanding(103 ratings)
from $1,030
per night
View deal
House Rum Point
House ∙ 14 guests ∙ 6 bedrooms

House with private pool, patio & yard

Rum Point, North Side, Cayman Islands
This Rum Point house rental features a private pool, beach access, and a yard, perfect for families and groups of 14.
from $896
per night
Outstanding(106 ratings)
from $896
per night
View deal
Villa North Side
Villa ∙ 6 guests ∙ 3 bedrooms

Family-friendly villa with terrace & barbeque | Nature view

North Side, Cayman Islands
This villa on North Side offers a kitchen, balcony, and beach access, perfect for a family getaway with parking for convenience.
from $407
per night
Outstanding(122 ratings)
from $407
per night
View deal
Condo Gun Bay
Condo ∙ 4 guests ∙ 1 bedroom

Pleasant condo | Beach nearby

Gun Bay, East End, Cayman Islands
This Gun Bay condo accommodates four and features stunning ocean views, perfect for a memorable seaside getaway.
from $186
per night
Outstanding(1 rating)
from $186
per night
View deal
House East End
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with jacuzzi, patio & barbeque

East End, Cayman Islands
This East End house rental features a pool, hot tub, beach access, and a balcony, perfect for a family getaway with friends.
from $328
per night
Outstanding(32 ratings)
from $328
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 $764
per night
Outstanding(101 ratings)
from $764
per night
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly beautiful condo with pool, terrace & hot tub | Beach nearby | Good for workation

George Town, Cayman Islands
This condo in George Town features beach access, a pool, hot tub, and a balcony, perfect for family vacations with 8 guests.
from $436
per night
Outstanding(100 ratings)
from $436
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
This villa in West End features a private pool, spa, kitchen, and beach access, accommodating up to 10 guests for a perfect getaway.
from $480
per night
Outstanding(103 ratings)
from $480
per night
View deal
Condo West Bay
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped condo with BBQ, pool & jacuzzi | Close to the beach

West Bay, Cayman Islands
This West Bay condo offers beach access, a pool, hot tub, kitchen, balcony, and parking for up to six guests.
from $697
per night
Outstanding(40 ratings)
from $697
per night
View deal
House North Side
House ∙ 26 guests ∙ 10 bedrooms

Children-friendly house with terrace, yard & private pool

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 $1,657
per night
Outstanding(75 ratings)
from $1,657
per night
View deal

Vacation rentals and apartments with air conditioning

House  Stake Bay
from $225
per night
House ∙ 6 guests ∙ 2 bedrooms

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

5.0
Outstanding(55 ratings)
Stake Bay, Sister Islands, Cayman Islands
Air conditioning
View deal
House  North Side
from $630
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden, BBQ & private pool

4.9
Outstanding(68 ratings)
North Side, Cayman Islands
Air conditioning
View deal
Condo  West Bay
from $387
per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding(27 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Villa  Rum Point
from $483
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with grill, fast internet & garden | Sea view

Rum Point, North Side, Cayman Islands
Balcony/Patio
View deal
House  North Side
from $388
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with garden, fast internet & terrace | Water view

North Side, Cayman Islands
Balcony/Patio
View deal
Condo  West Bay
from $382
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with barbeque, private pool & terrace

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

Vacation rentals with a balcony

Villa  Rum Point
from $1,042
per night
Villa ∙ 12 guests ∙ 5 bedrooms

Children-friendly lovely villa with terrace, garden & private pool | Nature view | Perfect for remote work

5.0
Outstanding(100 ratings)
Rum Point, North Side, Cayman Islands
Balcony
View deal
House  East End
from $352
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with private pool, patio & barbecue

4.9
Outstanding(54 ratings)
East End, Cayman Islands
Balcony
View deal
Villa  North Side
from $354
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with hot tub, patio & yard

5.0
Outstanding(98 ratings)
North Side, Cayman Islands
Balcony
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 $282
per night
House ∙ 7 guests ∙ 2 bedrooms

Fully equipped vacation home with terrace, BBQ & garden

5.0
Outstanding(64 ratings)
Tibbett's Turn, Sister Islands, Cayman Islands
View deal
Condo West Bay
from $832
per night
Condo ∙ 10 guests ∙ 4 bedrooms

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

5.0
Outstanding(37 ratings)
West Bay, Cayman Islands
View deal
Apartment Rum Point
from $373
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental apartment with yard, pool & jacuzzi | Water view | Perfect for remote work

Rum Point, North Side, 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

Villa West Bay
from $1,046
per night
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, hot tub & BBQ | City view

5.0
Outstanding(45 ratings)
West Bay, Cayman Islands
View deal
House Gun Bay
from $580
per night
House ∙ 9 guests ∙ 6 bedrooms

House with hot tub, barbecue & patio

4.8
Outstanding(40 ratings)
Gun Bay, East End, Cayman Islands
View deal
House Stake Bay
from $229
per night
House ∙ 6 guests ∙ 2 bedrooms

House with terrace & barbecue | Nature view | Good for workation

5.0
Outstanding(13 ratings)
Stake Bay, Sister Islands, 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 apartment rental provide a pool than condo. In addition, they can host 6 people, on average, while condo 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 $1,415. Prices decrease in a week of October (10/24 – 10/31), where average prices are $945.

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 September (9/19 – 9/26). 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 2,930 rentals
🌙 Nightly prices starting at $211
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 395 homes
🏊 Vacation rentals with pools 2,356 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 $211 per night. Nightly prices for condos are $1,093 on average. Apartment rentals in the Cayman Islands cost $903 per night on average.

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

There are currently 2,930 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 2,356 Apartment rental and Condo on offer to rent.

Are dogs allowed in vacation homes in the Cayman Islands?

Yes, there are 395 vacation rentals in the Cayman Islands that allow pets and the average rate is $1,454 per night.

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