Cayman Islands Vacation Rentals - Wimdu base64Hash Cayman Islands Vacation Rentals - Wimdu

Cayman Islands Vacation Rentals

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Choose from 2,907 vacation rentals and homes for your trip!

Best-rated vacation rentals in the Cayman Islands

Discover vacation rentals with top-notch guest ratings

House North Side
from $567 per night
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with terrace, private pool & barbeque | Suitable for remote work

4.9
Outstanding(119 ratings)
North Side, Cayman Islands
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House Rum Point
from $776 per night
House ∙ 14 guests ∙ 6 bedrooms

House with private pool, patio & yard | Nature view

4.9
Outstanding(116 ratings)
Rum Point, North Side, Cayman Islands
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Condo West Bay
from $379 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with barbeque, private pool & terrace

5.0
Outstanding(101 ratings)
West Bay, Cayman Islands
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Pet-friendly rentals in the Cayman Islands

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Villa George Town
from $5,542 per night
Villa ∙ 21 guests ∙ 7 bedrooms

Children-friendly villa with private pool, garden & patio | Close to the beach | Perfect for remote work | Pets allowed

5.0
Outstanding(57 ratings)
George Town, Cayman Islands
Pet-friendly
View deal
House West Bay
from $508 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with private pool, barbeque & garden

5.0
Outstanding(8 ratings)
West Bay, Cayman Islands
Pet-friendly
View deal
House Rum Point
from $601 per night
House ∙ 10 guests ∙ 5 bedrooms

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

4.9
Outstanding(91 ratings)
Rum Point, North Side, Cayman Islands
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in the Cayman Islands

Discover best cabin and house rentals with pool in the Cayman Islands

House East End
from $741 per night
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

4.0
Very good(1 rating)
East End, Cayman Islands
Pool
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House North Side
from $1,406 per night
House ∙ 20 guests ∙ 8 bedrooms

Children-friendly vacation home with patio, private pool & barbeque | Good for workation

5.0
Outstanding(41 ratings)
North Side, Cayman Islands
Pool
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Villa Rum Point
from $1,072 per night
Villa ∙ 12 guests ∙ 5 bedrooms

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

5.0
Outstanding(12 ratings)
Rum Point, North Side, Cayman Islands
Pool
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See all offers with pool

Best vacation rental offers in the Cayman Islands

House West End
from $268 per night
House ∙ 6 guests ∙ 3 bedrooms

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

4.9
Outstanding(38 ratings)
West End, Sister Islands, Cayman Islands
View deal
Condo West Bay
from $844 per night
Condo ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding(47 ratings)
West Bay, Cayman Islands
View deal
Villa West Bay
from $278 per night
Villa ∙ 4 guests ∙ 1 bedroom

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

4.6
Excellent(26 ratings)
West Bay, Cayman Islands
View deal
Apartment George Town
from $331 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Children-friendly spacious apartment with barbecue, pool & yard | Close to the beach

4.9
Outstanding(17 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $415 per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.8
Outstanding(107 ratings)
George Town, Cayman Islands
View deal
House East End
from $351 per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped pleasant house with private pool, barbeque & jacuzzi | Good for workation

5.0
Outstanding(5 ratings)
East End, Cayman Islands
View deal
House Tibbett's Turn
from $476 per night
House ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding(103 ratings)
Tibbett's Turn, Sister Islands, Cayman Islands
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Villa George Town
from $1,047 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful villa with private pool, yard & hot tub | Nature view | Good for workation

5.0
Outstanding(4 ratings)
George Town, Cayman Islands
View deal
Apartment George Town
from $115 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with garden | Nature view

4.9
Outstanding(149 ratings)
George Town, Cayman Islands
View deal
Apartment Savannah
from $137 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental apartment with 1 bedroom for 2 persons

4.8
Outstanding(27 ratings)
Savannah, George Town, Cayman Islands
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Condo George Town
from $607 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly nice condo with jacuzzi, pool & BBQ | Close to the beach | Perfect for remote work

5.0
Outstanding(34 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $424 per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(101 ratings)
George Town, Cayman Islands
View deal
Condo West Bay
from $223 per night
Condo ∙ 2 guests ∙ 1 bedroom

Fully equipped condo | Next to the beach

5.0
Outstanding(13 ratings)
West Bay, Cayman Islands
View deal
Condo West Bay
from $857 per night
Condo ∙ 10 guests ∙ 4 bedrooms

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

5.0
Outstanding(43 ratings)
West Bay, Cayman Islands
View deal
Condo George Town
from $796 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with garden, grill & jacuzzi

4.8
Outstanding(55 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $572 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, garden & barbecue | Nature view

5.0
Outstanding(97 ratings)
George Town, Cayman Islands
View deal
Condo West Bay
from $294 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
View deal
Condo West Bay
from $289 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with hot tub, pool & terrace

5.0
Outstanding(14 ratings)
West Bay, Cayman Islands
View deal
Condo George Town
from $536 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with hot tub, barbecue & heated pool | Next to the beach

5.0
Outstanding(16 ratings)
George Town, Cayman Islands
View deal
Condo West Bay
from $309 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Fully equipped condo with barbecue, garden & patio | Nature view | Next to the beach

5.0
Outstanding(5 ratings)
West Bay, Cayman Islands
View deal
Villa West Bay
from $927 per night
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, hot tub & BBQ | City view

5.0
Outstanding(48 ratings)
West Bay, Cayman Islands
View deal
Condo George Town
from $1,023 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Fully equipped condo with heated pool, BBQ & terrace | Close to the beach | Perfect for remote work

5.0
Outstanding(4 ratings)
George Town, Cayman Islands
View deal
Condo Bodden Town
from $194 per night
Condo ∙ 8 guests ∙ 2 bedrooms

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

4.9
Outstanding(72 ratings)
Bodden Town, Cayman Islands
View deal
House West Bay
from $376 per night
House ∙ 5 guests ∙ 2 bedrooms

Family-oriented big house with terrace, garden & BBQ | Next to the beach

4.9
Outstanding(51 ratings)
West Bay, Cayman Islands
View deal
Condo George Town
from $1,161 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Fully equipped condo with terrace, barbecue & jacuzzi | Close to the beach

5.0
Outstanding(7 ratings)
George Town, Cayman Islands
View deal
Villa Old Man Bay
from $817 per night
Villa ∙ 17 guests ∙ 5 bedrooms

Villa with BBQ, terrace & private pool

5.0
Outstanding(21 ratings)
Old Man Bay, East End, Cayman Islands
View deal
House East End
from $1,115 per night
House ∙ 18 guests ∙ 6 bedrooms

Vacation home with barbeque, private pool & yard

5.0
Outstanding(1 rating)
East End, Cayman Islands
View deal
House Spot Bay
from $143 per night
House ∙ 4 guests ∙ 2 bedrooms

House with patio & grill

4.7
Excellent(30 ratings)
Spot Bay, Sister Islands, Cayman Islands
View deal
House Stake Bay
from $228 per night
House ∙ 6 guests ∙ 2 bedrooms

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

5.0
Outstanding(57 ratings)
Stake Bay, Sister Islands, Cayman Islands
View deal
Condo George Town
from $808 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with heated pool, barbeque & patio | Next to the beach

5.0
Outstanding(10 ratings)
George Town, Cayman Islands
View deal
Show all 3181 apartments in Cayman Islands

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

The graph above shows the average prices of vacation rentals in the Cayman Islands throughout the year. The average accommodation price reaches its highest point in December (12/19 – 12/26), at $1,315 per night. September is the cheapest month to book your vacation rental getaway, so make sure to consider it when planning your next trip.

Rental availability information in the Cayman Islands

This graph shows the availability rate in the Cayman Islands over the next year. During one week in August (8/7 – 8/14), 93% of the vacation rentals in the Cayman Islands have already been booked. You'll find the highest availability in October, with 81% of the vacation rentals in the Cayman Islands still available.

1 reviews
1 travelers who stayed in the Cayman Islands rated their vacation home 5/5 stars on average.

And we love our apartments

Fully equipped house with barbecue, hot tub & terrace | Suitable for remote work
Family-friendly lovely condo with patio & BBQ | Beach nearby
Family-friendly villa with barbecue & patio | Close to the beach | Suitable for remote work
Children-friendly spacious apartment with barbecue, pool & yard | Close to the beach
Family-friendly beautiful condo with pool, terrace & hot tub | Beach nearby | Good for workation
Show all 3181 apartments in Cayman Islands

Features of Cayman Islands vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 2,362 rentals
🌙 Minimum price starting at $137
🐾 Pet friendly vacation homes 375 rentals
🏡 Rentals available 2,907 rentals

Most popular vacation destinations in the Cayman Islands

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