Holiday Homes in Cayman Islands

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Our top choices for Cayman Islands holiday homes

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, (185 reviews)
"Very happy!"
United States
David P.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.6 out of 10, Excellent, (27 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is £129
includes taxes & fees
13 Apr - 14 Apr
Slice of Paradise- 2 mins from Spotts Beach!

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

Newly updated luxury 4-bed, 4-bath villa with private pool and beach
West Bay
9.8 out of 10, Exceptional, (35 reviews)
"Our stay here was AWESOME! The Host was very helpful with answering questions prior to the visit; decorated the Villa for Christmas for us!. Local representative was also very helpful and responsive to questions and needs. We definitely recommend Shades of Blue for your Grand Cayman visit!! "
United States
ROCKTON G.
Newly updated luxury 4-bed, 4-bath villa with private pool and beach

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Savannah
10.0 out of 10, Exceptional, (67 reviews)
"Host was awesome. House was clean. Grocery store nearby. Would stay here again."
United States
Ron K.
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

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

The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
10.0 out of 10, Exceptional, (79 reviews)
"The host was great. Very attentive to every question we had and very helpful with check-in procedures and anything we needed."
United States
missy g.
The peace and tranquility of this cottage Works Wonders on the soul....

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

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman
9.8 out of 10, Exceptional, (79 reviews)
"House is laid out perfectly for our group of 14 with three children and eleven adults. Beach was very private and water was great for swimming, and Rum Point is very close. We dove , snorkeled, kayaked and enjoyed the surrounding restaurants and shops. We will return and hardily recommend SeaSeaSea to others."
United States
Richard J.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Cayman Islands
9.6 out of 10, Exceptional, (55 reviews)
"Great location. House was clean and well suited for a big family. We experienced some water leaks in the master bathroom shower and air conditioner."
United States
susan r.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (15 reviews)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is £137
includes taxes & fees
13 Apr - 14 Apr
Country Road, Take me Home- your own Island Cottage!

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Rum Point
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful and relaxing. The condo was equipped with everything we needed. The patio/deck are was perfect. We would come back here, definitely."
United States
Ardeth H.
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise

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

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (57 reviews)
"Gorgeous house perfect for our family reunion"
United States
Tracy H.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
East End
9.8 out of 10, Exceptional, (48 reviews)
"We had a great stay here for a week as a family of four. The house was comfortable, well set up, and had everything we needed. The host’s communication was excellent from start to finish—very responsive and helpful. The location was perfect: quiet and relaxed, but still convenient. We’d happily stay here again."
United States
Bryan H.
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Grand Cayman
10.0 out of 10, Exceptional, (17 reviews)
"We have a wonderful stay at Breakers View. The home is beautifully appointed and was well stocked. The deck with its spectacular view is a lovely spot to sit and enjoy coffee or wine. Our hosts were very responsive to any questions we had. "
United States
Anu K.
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views
Stake Bay
10.0 out of 10, Exceptional, (66 reviews)
"Wonderful house and perfect location. Could not ask for a better place to stay. We will definitely be back!"
United States
Kathy K.
Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Ocean Club seaside luxury family villa

Ocean Club seaside luxury family villa
Patricks Island
Ocean Club seaside luxury family villa

Hidden Treasure + Little Treasure by Grand Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas
Cottage
Hidden Treasure + Little Treasure by Grand Cayman Villas

Family Townhouse Minutes to 7Mile Beach

Family Townhouse Minutes to 7Mile Beach
George Town
10.0 out of 10, Exceptional, (1 review)
"Great place - great location !! Perfect for our stay!!"
United States
Sean D.
Family Townhouse Minutes to 7Mile Beach

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

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Grand Cayman
10.0 out of 10, Exceptional, (35 reviews)
"Really nice place, the pictures are great but really don’t do the property justice, it was an amazing week for us. Everything about the property was excellent. Owner checked in on us via email and was an excellent host. All I can say is if you are wanting to stay in the Rum Point area you have to consider this place, it is amazing. "
United States
Dwight K.
3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
Grand Cayman
9.8 out of 10, Exceptional, (23 reviews)
"This house was in an absolutely beautiful setting. Everything that you could possibly need was provided and everything was spotless! Close to the dive shop and multiple restaurants and other fun activities. Book your stay here-you will not regret it!"
United States
Marvin Y.
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

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

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Grand Cayman
10.0 out of 10, Exceptional, (53 reviews)
"Amazing property right on the most beautiful beach - we had the best holiday !! "
United Kingdom
Adam V.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
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.
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Top Cayman Islands Hotel Reviews

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 265 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 £129 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
828
Accommodation
265 Holiday Homes
Lowest Price
£129
Highest Price
£137

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