Cayman Islands Holiday Homes from £128: Search Holiday Homes in Cayman Islands

A sailboat on calm waters during sunset with a dramatic sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cayman Islands holiday homes

1. Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

West Bay

Jennifer M.

2. Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Rum Point

Mark M.

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

Rum Point

Carrie R.

4. Newly updated luxury 4-bed, 4-bath villa with private pool and beach

West Bay

Paula D.

5. Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub

Grand Cayman

Eric S.

6. Cayman Luxury Rentals at Ocean Paradise

North Side

Mustapha

7. CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side

nancy j.

8. SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Grand Cayman

Vickie R.

View all properties

Find holiday rentals that suit your style

Villas

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Cayman Islands Hotel Reviews

The Grove

10/10 Excellent

"Very nice property and was as advertised."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

8/10 Good

"The staff was excellent. Friendly and helpful. We had an issue with our safe twice, but it was resolved in a timely manner. The pool was warmer than i would have liked, but it was clean. The Water in the ocean in front of the resort was not the beautiful turquoise like we love, but was told it was the time of year that we visited. (August). we rented a car, so we were able to visit many other beaches that were just beautiful."

The Sunshine Hotel and Suites

8/10 Good

"My experience at Sunshine Hotel and Suites was more than great! The room was clean and spacious, the bed was huge and very comfortable, the air conditioning worked perfectly, and the bathroom was clean and well maintained. We had everything we needed in the room, and the location was very convenient. There were plenty of food options nearby, and having access to the Westin across the way was a great added convenience. One thing I did not expect, however, was the $900 USD incidental hold required at check in, in addition to the resort fee. When booking through Expedia, I only saw the resort fee mentioned and did not see any information regarding the $900 hold. I believe this should be clearly included in the hotel’s policies and booking information to help avoid confusion or surprises for future guests. Aside from that, I was very pleased with my stay at Sunshine Hotel and Suites. The staff, accommodations, location, and overall experience made for a great trip, and I would definitely consider staying here again in the future!"

Find out more about Cayman Islands

Cayman Islands Holiday Homes: Find the Perfect Place

What is the best time to enjoy a holiday home in Cayman Islands?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .

How many holiday homes are available for rent in Cayman Islands?

Choose from 259 beautiful holiday homes in Cayman Islands for your getaway.

How much is a holiday home in Cayman Islands?

You can find perfect holiday homes in Cayman Islands for as low as £128 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.

How can I get the best deal on a holiday home in Cayman Islands?

Find the best deals on Cayman Islands holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.

Why should I book a holiday home in Cayman Islands?

There’s no better way to spend your well-earned holiday than in a private, cosy Cayman Islands holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Cayman Islands.

What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Cayman Islands holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.

Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Cayman Islands—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Cayman Islands car hire to your holiday property into a holiday package.

What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Cayman Islands Holiday Homes information

Number of reviews	737
Accommodation	259 Holiday Homes
Lowest Price	£128
Highest Price	£128

Holiday Homes in Cayman Islands

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cayman Islands holiday homes

1. Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

2. Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

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

4. Newly updated luxury 4-bed, 4-bath villa with private pool and beach

5. Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub

6. Cayman Luxury Rentals at Ocean Paradise

7. CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

8. SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

9. Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt

10. RazorBrac SeaEsta - Private Beachfront Home

11. Slice of Paradise- 2 mins from Spotts Beach!

12. The peace and tranquility of this cottage Works Wonders on the soul....

13. Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

14. Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

15. Coco Kai Beach Front Villa with Heated Pool and Private Dock

16. Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

17. Parrot ise 4BR Oceanfront Villa - Pool, Tiki Bar & Secluded Beach

18. 3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

19. Hidden Treasure + Little Treasure by Grand Cayman Villas

20. Turtle Breeze: Micro-Resort w/ Swim-Up Pool Bar + Jacuzzi & Chipping Green