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

Vacation rentals on Grand Cayman Island

Browse 2,793 available vacation homes and compared across 13 trusted partners
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Guests
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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 2,793 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

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 $440
per night
Outstanding(106 ratings)
from $440
per night
View deal
Condo George Town
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with barbecue, hot tub & terrace

George Town, Cayman Islands
This waterfront condo in George Town features a pool, hot tub, and beach access, perfect for family getaways with parking.
from $1,017
per night
Outstanding(96 ratings)
from $1,017
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 $1,617
per night
Outstanding(81 ratings)
from $1,617
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 $755
per night
Outstanding(48 ratings)
from $755
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 Old Man Bay
Villa ∙ 17 guests ∙ 5 bedrooms

Villa with BBQ, terrace & private pool

Old Man Bay, East End, Cayman Islands
This waterfront villa in Old Man Bay offers a private pool, spa, and beach access, perfect for family gatherings of 17.
from $879
per night
Outstanding(12 ratings)
from $879
per night
View deal
Condo West Bay
Condo ∙ 4 guests ∙ 2 bedrooms

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

West Bay, Cayman Islands
This waterfront condo in West Bay features a pool, kitchen, yard, and balcony, accommodating four with convenient parking.
from $409
per night
Outstanding(28 ratings)
from $409
per night
View deal
Condo Bodden Town
Condo ∙ 8 guests ∙ 2 bedrooms

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

Bodden Town, Cayman Islands
This Bodden Town condo offers beach access, a private pool, and a kitchen, perfect for families up to eight.
from $154
per night
Outstanding(70 ratings)
from $154
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 $499
per night
Outstanding(94 ratings)
from $499
per night
View deal
Condo West Bay
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly charming condo with hot tub, pool & grill | Close to the beach

West Bay, Cayman Islands
This waterfront condo in West Bay features a pool, hot tub, balcony, and beach access, perfect for family getaways.
from $677
per night
Outstanding(66 ratings)
from $677
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 $530
per night
Outstanding(94 ratings)
from $530
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 $1,344
per night
Outstanding(100 ratings)
from $1,344
per night
View deal
Condo West Bay
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, yard & grill

West Bay, Cayman Islands
This waterfront condo in West Bay offers beach access, a yard, and a kitchen for families seeking a memorable getaway.
from $587
per night
Outstanding(49 ratings)
from $587
per night
View deal
House West Bay
House ∙ 22 guests ∙ 8 bedrooms

Vacation home with garden, jacuzzi & private pool | Nature view

West Bay, Cayman Islands
This waterfront house rental in West Bay offers a private pool, hot tub, and beach access, perfect for large gatherings.
from $1,650
per night
Outstanding(25 ratings)
from $1,650
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 $1,140
per night
Outstanding(40 ratings)
from $1,140
per night
View deal

Vacation rentals and apartments with air conditioning

Apartment George Town
from $306
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Child-friendly nice holiday apartment with fast internet, barbecue & garden | Water view

George Town, Cayman Islands
Air conditioning
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
Air conditioning
View deal
House East End
from $1,209
per night
House ∙ 18 guests ∙ 6 bedrooms

Vacation home with barbeque, private pool & yard

5.0
Outstanding(1 rating)
East End, Cayman Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo George Town
from $895
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly condo with jacuzzi, heated pool & yard | Close to the beach

5.0
Outstanding(35 ratings)
George Town, Cayman Islands
Balcony/Patio
View deal
Cabin West Bay
from $356
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
House North Side
from $675
per night
House ∙ 15 guests ∙ 6 bedrooms

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

4.9
Outstanding(112 ratings)
North Side, Cayman Islands
Balcony/Patio
View deal
See all offers

Vacation Rentals With Fireplaces

Condo West Bay
from $584
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-oriented wonderful condo with patio, garden & private pool | Close to the beach

5.0
Outstanding(25 ratings)
West Bay, Cayman Islands
Fireplace
View deal
Condo East End
from $250
per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo with BBQ, pool & yard

5.0
Outstanding(36 ratings)
East End, Cayman Islands
Fireplace
View deal
House Gun Bay
from $1,645
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with hot tub, barbecue & private pool | Suitable for remote work

4.8
Outstanding(11 ratings)
Gun Bay, East End, Cayman Islands
Fireplace
View deal
See all offers

Budget-friendly rental options

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

Condo George Town
from $447
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, barbeque & terrace

4.9
Outstanding(119 ratings)
George Town, Cayman Islands
View deal
Villa Rum Point
from $933
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with barbecue, terrace & yard | Nature view | Good for workation

4.9
Outstanding(102 ratings)
Rum Point, North Side, Cayman Islands
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
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 West Bay
from $381
per night
House ∙ 7 guests ∙ 3 bedrooms

House with grill, terrace & heated pool | Good for workation

5.0
Outstanding(50 ratings)
West Bay, Cayman Islands
View deal
Condo West Bay
from $425
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly condo with barbecue, patio & jacuzzi | Beach nearby | Perfect for remote work

5.0
Outstanding(33 ratings)
West Bay, Cayman Islands
View deal
Condo West Bay
from $308
per night
Condo ∙ 10 guests ∙ 3 bedrooms

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

5.0
Outstanding(5 ratings)
West Bay, 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 $1,330 (12/26 – 1/2) on Grand Cayman Island. Usually, the most lowest prices for accommodations can be found in August (8/1 – 8/8) as the average price is only $1,006 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 May (5/1 – 5/8). More accommodations are available in a week of August (8/1 – 8/8) as the booking rate is only 19%.

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 2,793 rentals
🌙 Nightly prices starting at $115
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 345 homes
🏊 Vacation rentals with pools 2,269 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 $115 per night. $990 is the average nightly price for condos on Grand Cayman Island. Apartment rentals on Grand Cayman Island cost on average $906 per night.

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

There are 2,793 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 2,269 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 345 pet-friendly available.

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