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

Vacation rentals on Grand Cayman Island

Browse 2,899 available vacation homes and compared across 13 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+

  • Popular amenities

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

  • Other Services

    • 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 2,899 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House East End
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

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 $745
per night
Very good(1 rating)
from $745
per night
View deal
Villa Cayman Islands
Villa ∙ 8 guests ∙ 3 bedrooms

Fully equipped villa with grill, yard & pool | Suitable for remote work

Cayman Islands
This villa in the Cayman Islands offers beach access, a pool, a kitchen, and a balcony for unforgettable tropical getaways.
from $326
per night
Outstanding(29 ratings)
from $326
per night
View deal
Condo West Bay
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with barbeque, private pool & terrace

West Bay, Cayman Islands
This West Bay condo offers a private pool, balcony, and kitchen, perfect for a memorable getaway with family or friends.
from $377
per night
Outstanding(101 ratings)
from $377
per night
View deal
House North Side
House ∙ 15 guests ∙ 6 bedrooms

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

North Side, Cayman Islands
This North Side house rental features a private heated pool, beach access, and a spacious kitchen, perfect for families of 15.
from $567
per night
Outstanding(119 ratings)
from $567
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 $1,069
per night
Outstanding(12 ratings)
from $1,069
per night
View deal
House Bodden Town
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly big house with barbecue & yard | Nature view | Good for workation

Bodden Town, Cayman Islands
This waterfront house in Bodden Town features a kitchen, yard, and beach access, accommodating up to 12 guests for your getaway.
from $791
per night
Outstanding(28 ratings)
from $791
per night
View deal
House Rum Point
House ∙ 14 guests ∙ 6 bedrooms

House with private pool, patio & yard | Nature view

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 $804
per night
Outstanding(116 ratings)
from $804
per night
View deal
House West Bay
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with pool, grill & terrace

West Bay, Cayman Islands
This house rental in West Bay offers beach access and accommodates up to 9 guests for an unforgettable getaway.
from $464
per night
Outstanding(18 ratings)
from $464
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 | Suitable for remote work

West Bay, Cayman Islands
This West Bay house rental features a private pool, hot tub, and spacious yard, perfect for families seeking adventure.
from $749
per night
Outstanding(89 ratings)
from $749
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 $415
per night
Outstanding(107 ratings)
from $415
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 $515
per night
Outstanding(8 ratings)
from $515
per night
View deal
House East End
House ∙ 12 guests ∙ 5 bedrooms

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

East End, Cayman Islands
This East End house rental offers a private pool, hot tub, kitchen, and balcony, perfect for a vacation with up to nine guests.
from $351
per night
Outstanding(5 ratings)
from $351
per night
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, terrace & garden | Nature view

George Town, Cayman Islands
This waterfront condo in George Town offers beach access, a pool, and a kitchen, perfect for family getaways of up to six.
from $542
per night
Outstanding(50 ratings)
from $542
per night
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

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

George Town, Cayman Islands
This condo in George Town offers beach access, a heated pool, a kitchen, and a balcony for unforgettable vacations.
from $792
per night
Outstanding(10 ratings)
from $792
per night
View deal
House North Side
House ∙ 14 guests ∙ 6 bedrooms

Fully equipped lovely house with patio, garden & grill

North Side, Cayman Islands
This waterfront house rental in Rum Point offers a private pool, beach access, and space for 14 guests to unwind.
from $779
per night
Outstanding(19 ratings)
from $779
per night
View deal

Vacation Houses With Pools

House East End
from $309
per night
House ∙ 4 guests ∙ 2 bedrooms

Children-friendly vacation home with pool, yard & barbeque | Beach view | Beach nearby

East End, Cayman Islands
Pool
View deal
House East End
from $397
per night
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ, pool & yard | Water view

East End, Cayman Islands
Pool
View deal
Villa West Bay
from $926
per night
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, hot tub & BBQ | City view

5.0
Outstanding(48 ratings)
West Bay, Cayman Islands
Pool
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Bonnie View Estates
from $708
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with barbecue, yard & private pool | City view | Good for workation

Bonnie View Estates, Patricks Island, Cayman Islands
Air conditioning
View deal
Condo George Town
from $901
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden, pool & patio

5.0
Outstanding(188 ratings)
George Town, Cayman Islands
Air conditioning
View deal
Villa North Side
from $347
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Family-friendly villa with terrace & barbeque | Nature view

5.0
Outstanding(121 ratings)
North Side, Cayman Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Apartment Cayman Islands
from $351
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment with grill, fast internet & garden | Sea view

Cayman Islands
Balcony/Patio
View deal
Villa North Side
from $297
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with hot tub, patio & yard

5.0
Outstanding(103 ratings)
North Side, Cayman Islands
Balcony/Patio
View deal
Cabin West Bay
from $375
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, yard & terrace

5.0
Outstanding(71 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

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

House Cayman Islands
from $621
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped pleasant vacation home with patio

4.4
Very good(20 ratings)
Cayman Islands
View deal
Condo West Bay
from $212
per night
Condo ∙ 3 guests ∙ 2 bedrooms

Condo with terrace, pool & barbecue | Nature view

5.0
Outstanding(140 ratings)
West Bay, Cayman Islands
View deal
Condo George Town
from $606
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

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

House Savannah
from $444
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented pleasant vacation home with grill, private pool & hot tub | City view

5.0
Outstanding(87 ratings)
Savannah, George Town, Cayman Islands
View deal
House West Bay
from $374
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
House North Side
from $172
per night
House ∙ 9 guests ∙ 3 bedrooms

Family-friendly house with yard, barbecue & patio | Good for workation

4.8
Outstanding(32 ratings)
North Side, 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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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 $1,349 (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 $939 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 July (7/24 – 7/31). More accommodations are available in a week of August (8/8 – 8/15) as the booking rate is only 16%.

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 2,899 rentals
🌙 Nightly prices starting at $156
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 354 homes
🏊 Vacation rentals with pools 2,388 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 $156 per night. $1,066 is the average nightly price for condos on Grand Cayman Island. Apartment rentals on Grand Cayman Island cost on average $1,008 per night.

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

There are 2,899 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 2,388 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 354 pet-friendly available.

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