A clear turquoise sea with a boat and a person swimming.

Grand Cayman Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Grand Cayman holiday rentals

A balcony with a view of a beach, palm trees, and a clear sky.

1. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is S$960
includes taxes & fees
23 Nov - 24 Nov
Galleon Villas by Hello Cayman Vacation
An aerial view of a coastal resort with multiple buildings, a beach, and clear blue waters.

2. Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (60 reviews)
"excellent location and great property to stay for getting to know Grand Caymen. Property is across the street from a beautiful beach and within walking distance to restaurants/ coffee shops. "
Canada
tracey
The price is S$623
includes taxes & fees
2 Nov - 3 Nov
Cayman Luxury Rentals at The Grove
A beachfront property with multiple buildings, a sandy beach, and clear turquoise waters.

3. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
The price is S$1,092
includes taxes & fees
4 Nov - 5 Nov
Cayman Luxury Rentals at Coral Bay
A beachfront property with multiple-story buildings, a sandy beach, and clear blue water.

4. Grape Tree Villas 30

Grape Tree Villas 30
2.0 star property
Seven Mile Beach
The price is S$904
includes taxes & fees
12 Nov - 13 Nov
Grape Tree Villas 30
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grand Cayman Hotel Reviews

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

10/10 Excellent
"Modern clean and central hotel, on-site restaurant was excellent with excellent staff and food, very fun place. Really close to one of world’s best beaches."
John 8-night trip
Posted 12 hours ago
The Sunshine Hotel and Suites

Explore a world of travel with Expedia