Vacation rentals on Grand Cayman Island - HomeToGo base64Hash Vacation rentals on Grand Cayman Island - HomeToGo

Vacation rentals on Grand Cayman Island

Browse 2,807 available vacation homes and compared across 14 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Rating

    • 4.5+
    • 4+

  • Services

    • Pool
    • Air conditioning
    • WiFi
    • Kitchen
    • Balcony/patio
    • TV
    • Washing machine
    • Parking
    • Microwave
    • Dishwasher
    • Hot tub
    • Sauna
    • Fireplace
    • Crib
    • Yard
    Show more

  • Accommodation type

    • No smoking
    • No pets
    • Pet-friendly
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals on Grand Cayman Island

Discover your ideal Grand Cayman vacation rental with real-time comparisons of 2,807 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly condo with pool, terrace & grill | Close to the beach

George Town, Cayman Islands
This George Town condo features beach access, a pool, a yard, and a balcony, perfect for a family getaway of up to 6.
from $511
per night
Outstanding(61 ratings)
from $511
per night
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with patio, yard & barbecue

George Town, Cayman Islands
This condo in George Town offers a heated pool, beach access, and a balcony, perfect for families seeking adventure.
from $535
per night
Outstanding(18 ratings)
from $535
per night
View deal
Apartment West Bay
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with garden, private pool & patio

West Bay, Cayman Islands
This West Bay apartment rental features a private pool, kitchen, and yard, perfect for families seeking a memorable getaway.
from $654
per night
Outstanding(98 ratings)
from $654
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 North Side
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden, BBQ & private pool

North Side, Cayman Islands
This waterfront house rental on North Side features a private pool, balcony, and beach access, perfect for up to 8 guests.
from $630
per night
Outstanding(68 ratings)
from $630
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 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 $717
per night
Outstanding(2 ratings)
from $717
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
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 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
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 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
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

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 Fireplaces

House Gun Bay
from $1,622
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with private pool, yard & hot tub | Sea view | Good for workation

Gun Bay, East End, Cayman Islands
Fireplace
View deal
Apartment Gun Bay
from $313
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with barbeque, yard & pool | Sea view | Good for workation

Gun Bay, East End, Cayman Islands
Fireplace
View deal
House East End
from $1,715
per night
House ∙ 12 guests ∙ 5 bedrooms

House with private pool, yard & patio | Perfect for remote work

4.7
Excellent(6 ratings)
East End, Cayman Islands
Fireplace
View deal
See all offers

Vacation rentals and apartments with air conditioning

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
Air conditioning
View deal
Condo West Bay
from $386
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
House Rum Point
from $583
per night
House ∙ 12 guests ∙ 5 bedrooms

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

5.0
Outstanding(79 ratings)
Rum Point, North Side, Cayman Islands
Air conditioning
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals on Grand Cayman Island offering exceptional value for money

Condo West Bay
from $287
per night
Condo ∙ 2 guests ∙ 1 bedroom

Fully equipped charming condo with pool, garden & barbecue | Close to the beach

5.0
Outstanding(34 ratings)
West Bay, Cayman Islands
View deal
Apartment George Town
from $852
per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Holiday apartment with barbecue, garden & hot tub

George Town, Cayman Islands
View deal
House North Side
from $369
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque & terrace

5.0
Outstanding(53 ratings)
North Side, Cayman Islands
View deal

Top-Rated Vacation rentals on Grand Cayman Island

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

Condo West Bay
from $372
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with grill & pool

4.8
Outstanding(43 ratings)
West Bay, Cayman Islands
View deal
Villa Rum Point
from $1,029
per night
Villa ∙ 12 guests ∙ 5 bedrooms

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

5.0
Outstanding(7 ratings)
Rum Point, North Side, Cayman Islands
View deal
Condo George Town
from $410
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Lovely condo with garden, barbeque & patio | Close to the beach

4.9
Outstanding(124 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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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities on Grand Cayman Island

  • Pool (2,213)
  • Air conditioning (2,643)
  • WiFi (2,647)
  • Kitchen (2,438)
  • Balcony/patio (1,270)
  • TV (2,527)
  • Washing machine (2,163)
  • Parking (121)
  • Microwave (2,022)
  • No smoking (2,396)
  • Grill (1,608)
  • Dishwasher (1,755)

Many users spend more time comparing accommodations with pools. Most of the rentals offer access to a pool. Also, more Condo have pools than any other type of property. They are a great choice if you go in a group of 6, as that is the number of people they can accommodate on average. In Grand Cayman, one-third of the vacation rentals providing a pool are situated close to the water.

Price and Availability Index on Grand Cayman Island

Click on any bar to see price and availability information

Vacation Rental Price Information on Grand Cayman Island

The graph shows average prices of rentals on Grand Cayman Island for the next twelve months. The average nightly rate for vacation homes can go up to $1,445 (12/26 – 1/2) on Grand Cayman Island. Usually, the most lowest prices for accommodations can be found in October (10/24 – 10/31) as the average price is only $959 per night.

Rental availability information on Grand Cayman Island

This graph shows the level of availability for vacation rentals over the next twelve months. The most challenging week to find a rental in the next twelve months is in September (9/19 – 9/26). More accommodations are available in a week of May (5/16 – 5/23) as the booking rate is only 26%.

Caribbean island paradise: Grand Cayman vacation rentals

Whether you want to build sandcastles, snorkel along the coral reefs or laze in a hammock, Grand Cayman vacation rentals provide all the comforts of home. Accommodations include condos and apartments with sea views, bungalows, cottages, guest houses and villas with private pools.

What are the best activities for families on Grand Cayman Island?

Family-friendly fun

Children of all ages enjoy the Stingray City and Sandbar tour in the North Sound. Guests get up close to the stingrays, which love to be petted. Children especially enjoy feeding the gentle creatures. Snorkelling and diving are also on offer.

The Cayman Turtle Center is a big hit with families. At the center, guests can interact with turtles, feed exotic birds and play on the Turtle Twister waterslide and swimming pool.

In West Bay, Dolphin Cove and Dolphin Discovery let guests swim with bottlenose dolphins. Kids also love to ride on the gentle dolphins and learn to "speak" their language.

Where are the unique attractions on Grand Cayman Island?

Explore the island

Grand Cayman’s Mastic Reserve is a protected dry forest and features indigenous flora and fauna. Visitors can take guided tours of the two-mile trail.

On the north side of the island, guests can visit the Queen Elizabeth II Botanic Park. The 65-acre park features five themed gardens and the Blue Iguana Recovery Program, which children love to visit.

Visitors can spend Wednesdays at the Farmers and Artisans Market, which is in the heart of Camana Bay. Here you can browse stands selling authentic, handmade souvenirs. Farmers offer samples of unique local fruits and vegetables.

Information about vacation rentals on Grand Cayman Island

🏡 Vacation rentals available 2,818 rentals
🌙 Nightly prices starting at $221
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 365 homes
🏊 Vacation rentals with pools 2,288 homes
2 reviews
Grand Cayman vacation rentals have an average rating of 5/5 on 2 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation rental on Grand Cayman Island?

Prices for vacation rentals on Grand Cayman Island start from $221 per night. $1,106 is the average nightly price for condos on Grand Cayman Island. Apartment rentals on Grand Cayman Island cost on average $900 per night.

How many vacation homes are available for booking on Grand Cayman Island?

There are 2,818 vacation rentals to choose from for your next trip.

What amenities are most popular for vacation homes on Grand Cayman Island?

If you're looking to book a vacation rental on Grand Cayman Island, the most common amenities are: Air conditioning, Pool and Internet.

How many vacation homes with pools are there on Grand Cayman Island?

Choose from 2,288 vacation rentals available to book on Grand Cayman Island.

Are pets allowed in vacation homes on Grand Cayman Island?

Finding a vacation home on Grand Cayman Island that allows pets is definitely possible, with 365 pet-friendly available.

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