Holiday Homes in Grand Cayman

  • 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
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Grand Cayman holiday homes

Interior

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (22 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is NZ$281
includes taxes & fees
16 Feb - 17 Feb
Slice of Paradise- 2 mins from Spotts Beach!
Sun-loungers, beach towels

Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.4 out of 10, Exceptional, (13 reviews)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is NZ$297
includes taxes & fees
14 Mar - 15 Mar
Country Road, Take me Home- your own Island Cottage!
Property grounds

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
Property grounds

Ocean Club seaside luxury family villa

Ocean Club seaside luxury family villa
Patricks Island
The price is NZ$962
includes taxes & fees
2 Mar - 3 Mar
Ocean Club seaside luxury family villa
Property grounds

LEMONGRASS HAVEN 3 bedroom home

LEMONGRASS HAVEN 3 bedroom home
Georgetown
9.2 out of 10, Wonderful, (7 reviews)
"Clean...comfortable.....on main road in residential neighborhood..2 bathrooms and 3 bedrooms...great bargain value!"
United States
patrick
The price is NZ$907
includes taxes & fees
8 Mar - 9 Mar
LEMONGRASS HAVEN 3 bedroom home
Pool

Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
The price is NZ$8,088
includes taxes & fees
13 Feb - 14 Feb
Pease Bay House Cayman Islands
On the beach

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Beautiful 3 Bd Beachfront Home North Side Sleeps 7
North Side
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful villa- just as described. If you prefer quiet away from SMB this villa is perfect. It was just my husband and I for the week and it was lovely - plenty of of space for the whole family if we had the kids with us. Thanks for a great stay!"
United States
Jessica D.
The price is NZ$1,652
includes taxes & fees
25 Feb - 26 Feb
Beautiful 3 Bd Beachfront Home North Side Sleeps 7
Outdoor dining

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (180 reviews)
"My husband and I stayed here to celebrate our 4th wedding anniversary and we had a fabulous time. The house had everything you could ever need for vacation. The area is absolutely beautiful. This place is a 10/10!!!! "
United States
Morgan A.
The price is NZ$1,594
includes taxes & fees
21 Feb - 22 Feb
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Pool

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views
North Side
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location, house was roomy and comfortable with everything you need to relax."
United States
Julie W.
The price is NZ$2,021
includes taxes & fees
10 Mar - 11 Mar
Luxury 3bd Ocean View, # 1 Cream, Stunning Views
Pool

Luxury 3bd Beach View, # 3 Blue, Stunning Views

Luxury 3bd Beach View, # 3 Blue, Stunning Views
North Side
9.6 out of 10, Exceptional, (22 reviews)
"Very clean, quite and had all we needed."
United States
Rachel W.
The price is NZ$1,806
includes taxes & fees
24 Feb - 25 Feb
Luxury 3bd Beach View, # 3 Blue, Stunning Views
Outdoor pool

Beautiful home in quiet family friendly community - 5 minutes from Spotts beach.

Beautiful home in quiet family friendly community - 5 minutes from Spotts beach.
George Town
10.0 out of 10, Exceptional, (1 review)
"Property is clean and has all needed amenities for our group of 10. The pool is a perfect size and is private. We would have loved to stay longer."
Canada
Lisa B.
The price is NZ$2,411
includes taxes & fees
11 Mar - 12 Mar
Beautiful home in quiet family friendly community - 5 minutes from Spotts beach.
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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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 Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

10/10 Excellent
"Beautiful resort! Pool was to cold for anyone to swim but the beach was stunning! Amazing restaurants and great staff."
Cameron 4-night trip
Posted 15 hours ago
The Westin Grand Cayman Seven Mile Beach Resort & Spa

Find out more about Grand Cayman

Grand Cayman Holiday Homes information

Number of reviews
228
Accommodation
242 Holiday Homes
Lowest Price
NZ$281
Highest Price
NZ$8,088

Explore a world of travel with Expedia