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

Vacation rentals on Grand Cayman Island

Browse 2,364 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+

  • Booking Options

    • Instant Booking

  • 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 2,364 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo George Town
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with terrace, jacuzzi & grill | City view

George Town, Cayman Islands
from $314
per night
Excellent(142 ratings)
from $314
per night
View deal
House North Side
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden, private pool & patio

North Side, Cayman Islands
from $601
per night
Outstanding(69 ratings)
from $601
per night
View deal
Condo East End
Condo ∙ 10 guests ∙ 4 bedrooms

Children-friendly spacious condo with pool, terrace & barbeque

East End, Cayman Islands
from $390
per night
Excellent(28 ratings)
from $390
per night
View deal
Villa North Side
Villa ∙ 12 guests ∙ 6 bedrooms

Children-friendly villa with garden, terrace & barbecue

North Side, Cayman Islands
from $1,152
per night
Outstanding(118 ratings)
from $1,152
per night
View deal
House Rum Point
House ∙ 12 guests ∙ 5 bedrooms

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

Rum Point, North Side, Cayman Islands
from $582
per night
Outstanding(77 ratings)
from $582
per night
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden, pool & patio

George Town, Cayman Islands
from $987
per night
Outstanding(170 ratings)
from $987
per night
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly charming condo with pool, garden & terrace | Beach nearby | Suitable for remote work

George Town, Cayman Islands
from $693
per night
Outstanding(33 ratings)
from $693
per night
View deal
House North Side
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly lovely vacation home with patio & BBQ | Suitable for remote work

North Side, Cayman Islands
from $501
per night
Outstanding(15 ratings)
from $501
per night
View deal
Condo West Bay
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with barbeque, private pool & terrace

West Bay, Cayman Islands
from $381
per night
Outstanding(97 ratings)
from $381
per night
View deal
Condo West Bay
Condo ∙ 10 guests ∙ 4 bedrooms

Family-oriented nice condo with garden, jacuzzi & private pool | City view | Next to the beach | Perfect for remote work

West Bay, Cayman Islands
from $1,038
per night
Outstanding(141 ratings)
from $1,038
per night
View deal
Condo George Town
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with BBQ, pool & garden | Nature view

George Town, Cayman Islands
from $998
per night
Outstanding(147 ratings)
from $998
per night
View deal
Condo George Town
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with pool, patio & grill

George Town, Cayman Islands
from $440
per night
Outstanding(96 ratings)
from $440
per night
View deal
Apartment George Town
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with garden | Nature view

George Town, Cayman Islands
from $114
per night
Outstanding(120 ratings)
from $114
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
from $767
per night
Outstanding(99 ratings)
from $767
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
from $896
per night
Outstanding(106 ratings)
from $896
per night
View deal

Vacation rentals and apartments with air conditioning

Condo West Bay
from $336
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with grill, pool & terrace

4.8
Outstanding(44 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
Villa Rum Point
from $1,052
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
Air conditioning
View deal
House North Side
from $828
per night
House ∙ 15 guests ∙ 6 bedrooms

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

5.0
Outstanding(115 ratings)
North Side, Cayman Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Apartment George Town
from $266
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Child-friendly rental apartment with barbeque, yard & pool | Water view | Good for workation

George Town, Cayman Islands
Balcony/Patio
View deal
Apartment North Side
from $417
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Child-friendly rental apartment with grill & garden | Water view | Suitable for remote work

North Side, Cayman Islands
Balcony/Patio
View deal
House West Bay
from $793
per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach

5.0
Outstanding(90 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Cabin West Bay
from $377
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, yard & terrace | Nature view

4.9
Outstanding(63 ratings)
West Bay, Cayman Islands
Balcony
View deal
House Rum Point
from $685
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly house with pool

5.0
Outstanding(28 ratings)
Rum Point, North Side, Cayman Islands
Balcony
View deal
House Rum Point
from $336
per night
House ∙ 6 guests ∙ 2 bedrooms

House with terrace, grill & pool | Nature view | Good for workation

5.0
Outstanding(172 ratings)
Rum Point, North Side, Cayman Islands
Balcony
View deal
See all offers

Budget-friendly rental options

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

House Rum Point
from $1,042
per night
House ∙ 14 guests ∙ 6 bedrooms

Fully equipped lovely house with patio, garden & grill

5.0
Outstanding(3 ratings)
Rum Point, North Side, Cayman Islands
View deal
Condo George Town
from $704
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with garden, terrace & hot tub

4.8
Outstanding(220 ratings)
George Town, Cayman Islands
View deal
Condo George Town
from $1,169
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with barbecue, hot tub & terrace

5.0
Outstanding(97 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 $120
per night
House ∙ 2 guests ∙ 1 bedroom

House with patio & garden

4.7
Excellent(11 ratings)
Savannah, George Town, Cayman Islands
View deal
Villa Bodden Town
from $297
per night
Villa ∙ 6 guests ∙ 2 bedrooms

Children-friendly villa with pool & patio

4.9
Outstanding(5 ratings)
Bodden Town, Cayman Islands
View deal
Villa Rum Point
from $950
per night
Villa ∙ 10 guests ∙ 4 bedrooms

Children-friendly charming villa with garden, terrace & BBQ | Good for workation

5.0
Outstanding(66 ratings)
Rum Point, 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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Find your dream stay

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

Popular Features & Amenities on Grand Cayman Island

  • Pool (1,919)
  • Air conditioning (2,270)
  • WiFi (2,291)
  • Kitchen (2,041)
  • Balcony/patio (1,136)
  • TV (2,163)
  • Washing machine (1,819)
  • Parking (109)
  • Microwave (1,750)
  • No smoking (2,127)
  • Grill (1,415)
  • Dishwasher (1,516)

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 5, as that is the number of people they can accommodate on average. In Grand Cayman, nearly half 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 $675 (3/21 – 3/28) on Grand Cayman Island. Usually, the most lowest prices for accommodations can be found in May (5/9 – 5/16) as the average price is only $586 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 25%.

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 2,364 rentals
🌙 Nightly prices starting at $111
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 360 homes
🏊 Vacation rentals with pools 1,931 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 $111 per night. $858 is the average nightly price for condos on Grand Cayman Island. Apartment rentals on Grand Cayman Island cost on average $745 per night.

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

There are 2,364 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 1,931 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 360 pet-friendly available.

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