Holiday Homes in Cayman Islands

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Our top choices for Cayman Islands holiday homes

10.0 out of 10, Exceptional, (32 reviews)
"The house is amazing. Being on the North End is great as you can still get to the main part of the island for whatever you want to do but it's more peaceful at the house with great restaurants available close by. The view from the house is amazing and the hosts have everything you could want at the house including a kayak and snorkel equipment. Can't wait to go back!"
United States
Rob W.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
United States
Amy W.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
10.0 out of 10, Exceptional, (2 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

Holiday Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is £778
includes taxes & fees
9 Mar - 10 Mar
Ocean Paradise
10.0 out of 10, Exceptional, (53 reviews)
"Gorgeous house perfect for our family reunion"
United States
Tracy H.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful family vacation! The house and location were beautiful. We really enjoyed the pool and swimming and kayaking in the ocean right out the back door. The gazebo at the end of the dock was a great place to relax!"
United States
Melissa D.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
9.8 out of 10, Exceptional, (182 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 Pink Beach House - Private House and Pool directly on the Beach, Rum Point
10.0 out of 10, Exceptional, (31 reviews)
"We loved our stay! The location was private and beautiful. If we visit again we will rebook this property!"
United States
Patrick H.
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

Holiday Home in Patricks Island

Slice of Paradise- 2 mins from Spotts Beach!
8.6 out of 10, Excellent, (24 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is £128
includes taxes & fees
9 Mar - 10 Mar
Slice of Paradise- 2 mins from Spotts Beach!
9.8 out of 10, Exceptional, (74 reviews)
"Great location on Bio Bay, across the street from Rum Point. Easy bike ride to Starfish Bay, and Kaibo restaurant. Clean, well equipped, comfortable beds. Great access to pool and kayaks for the bay."
United States
Sara B.
KAIBOSH 9 to 5 Waterfront Condo at Rum Point
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 £136
includes taxes & fees
9 Mar - 10 Mar
Country Road, Take me Home- your own Island Cottage!
9.6 out of 10, Exceptional, (50 reviews)
"The house was very nice and clean. Was perfect for 5 couples to have king size beds and on private bathrooms. "
United States
Shawn K.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
9.8 out of 10, Exceptional, (57 reviews)
"We had a great time at Seaside. It worked out very well for our family and Grand Cayman did not disappoint. "
United States
Anonymous traveller
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
10.0 out of 10, Exceptional, (52 reviews)
"We had the best week at Garden of the Kai! The home had everything we needed and was extremely comfortable and quiet. The beach was perfect for our family and we had it to ourselves quite a bit. When we didn’t, we enjoyed getting to know a few other families. Overall it was a wonderful stay with wonderful memories made! "
United States
Kristen E.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers

Holiday Home in George Town

Relax Enjoy and Play
9.4 out of 10, Exceptional, (19 reviews)
"We stayed nine days and discovered the island from this extremely clean and well-appointed apartment with pleasant interior and covered terrace with BBQ. Good AC and ceiling fans securing nice indoor ambiance. "
Austria
Jens Nicolai P.
Relax Enjoy and Play
10.0 out of 10, Exceptional, (9 reviews)
"Spacious and well stocked house in a beautiful quiet area. Very comfortable for a party of 5.Great location off the beaten path. Thank you to our hosts for great communication and adaptability. "
United States
Maria V.
Quiet, private nature retreat with pool and ocean views.
9.4 out of 10, Exceptional, (11 reviews)
"Clean, secluded, bliss"
United States
Craig W.
Envision: Renovated Beach Villa w/ Private Pool, Jacuzzi, & Backyard Snorkeling
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful house, lovely location Enjoyed by all"
United States
David S.
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot Beach
9.8 out of 10, Exceptional, (6 reviews)
"Piece of Mine is simply an island paradise. From the moment we arrived at the property we were met by Tia who was amazing. She showed us everything about the house and the property. Tia's knowledge of the property and the island was tremendous. Tia and Harriet truly make you feel like home. The house and the beachfront property are first class and they have thought of every detail. Harriet's fruit cake was a great touch too and so delicious. The house was super clean, and the bed was uber...
United States
christopher u.
Beach Cottage w/ Kayaks, Snorkeling Gear, White Sandy Beach, Turquoise Sea View!
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 £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
697
Accommodation
265 Holiday Homes
Lowest Price
£128
Highest Price
£778

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