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Cayman Islands Holiday Rentals

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Top Cities in Cayman Islands

Top Holiday Rentals Destinations in Cayman Islands

Aparthotel in Seven Mile Beach

5.0 star property
10.0 out of 10, Exceptional, (46)
"Our family had an amazing experience at The Grove. The apartments were amazing and the location is perfect with easy access to the beach, stores and restaurants. Christian and Romeo were fantastic! They even gave us brief tour in town when we arrived. From the moment we booked to the ride from and to the airport and the welcome complimentary chocolate and water upon arrival! I highly recommend The Grove!"
United States
Sandra Nogueira
The Grove

Apartment in Seven Mile Beach

3.5 star property
9.6 out of 10, Exceptional, (255)
"Great location"
United States
Monty
The price is NZ$393
includes taxes & fees
7 Dec - 8 Dec
Governors Village Seven Mile Beach Corridor

Condo resort in East End

3.5 star property
8.4 out of 10, Very good, (1018)
"Clean room. Beautiful ocean view. Staff was amazing. Resort restaurants were exceptional!! All in all a very pleasant stay. "
United States
Sonja
Wyndham Reef Resort Grand Cayman

Aparthotel in Seven Mile Beach

2.5 star property
9.8 out of 10, Exceptional, (126)
"Great location, good value."
United States
Travis
Villas of the Galleon

Aparthotel in Seven Mile Beach

4.0 star property
9.6 out of 10, Exceptional, (279)
"Great place to stay"
United States
Tina
Regal Beach Club

Aparthotel in Seven Mile Beach

3.5 star property
9.8 out of 10, Exceptional, (164)
"Great place "
United States
WILFRED K
ONE Canal Point

Apartment in Seven Mile Beach

4.5 star property
10.0 out of 10, Exceptional, (13)
"Beautiful clean place to vacation! View is priceless. I highly recommend this place!!"
United States
Craig
Laguna Del Mar

Condo in Seven Mile Beach

3.5 star property
9.6 out of 10, Exceptional, (97)
"Great location and really, really nice place to spend a week."
Canada
Sean
The Grandview Condos on Seven Mile Beach

Apartment in Seven Mile Beach

3.5 star property
9.2 out of 10, Wonderful, (51)
"I have been to Grand Cayman many times and this is now top of my list for places to stay!"
United States
Sandra
The price is NZ$912
includes taxes & fees
10 Dec - 11 Dec
Cayman Luxury Rentals at The Grove

Apartment in Seven Mile Beach

4.0 star property
10.0 out of 10, Exceptional, (9)
"We had a lovely stay at Botanica! The attention to detail and the beauty of the cottages and fresh foliage everywhere made for a perfect stay. "
United States
Michelle
Botanica

Holiday Home in North Side

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

Condo in Seven Mile Beach

9.8 out of 10, Exceptional, (67)
"The place was great. We enjoyed our time at the villa and at Grand Cayman. I'd recommend Micheale's place to anyone visiting Seven Mile Beach and Grand Cayman."
United States
Kevin P.
Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas

Condo resort in Seven Mile Beach

3.0 star property
9.8 out of 10, Exceptional, (88)
"Quiet little resort with amazing beach. Snorkeling right off the beach. Everything was perfect. Staff was very nice. Will visit again. "
United States
Kristie
Aqua Bay Club Condos

Villa in Seven Mile Beach

4.0 star property
10.0 out of 10, Exceptional, (6)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is NZ$3,133
includes taxes & fees
26 Dec - 27 Dec
Cayman Luxury Rentals at One Canal Point

Apartment in South Sound

9.8 out of 10, Exceptional, (91)
"We loved this apartment!! It was so clean and I had so many windows!! The location was great!! A quiet neighborhood and yet stores, restaurants and all you need are close. Smith Cove is a perfect beach for swimming, the water is so calm and beautiful. I cannot wait to return and stay here again!!"
United States
Rachelle C.
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Condo in Rum Point

9.8 out of 10, Exceptional, (135)
"We always love coming to the Cayman Breeze! Beautiful view, well appointed condo, and snorkeling just off the beach. Thank you for another peaceful stay! "
United Kingdom
Alyssa P.
"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

Villa in Rum Point

10.0 out of 10, Exceptional, (56)
"Enjoyed a long weekend with family and the house was amazing. Very clean and has everything you need. Having a pool was a bonus. Highly recommend and would like to rent again in the future. "
United States
Bryce T.
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Apartment in Bodden Town

9.6 out of 10, Exceptional, (10)
"The location was fantastic -- away from the main tourist areas, but very accessible and just across the street from the beach. Very well kept lodging, with full kitchen and unique layout. Would definitely stay here again."
United States
Stock W.
Andy's Inn 3 Loft Studio - Quaint, tranquil loft studio suite with beach access

Aparthotel in Northwest Point

4.0 star property
Point West

Condo in Bodden Town

9.6 out of 10, Exceptional, (40)
"The villa was spotless and the location is sublime. "
Canada
Daryl
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
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

Everything you need to know about Cayman Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cayman Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cayman Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cayman Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cayman Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cayman Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cayman Islands holiday rentals we have selected for you start as low as NZ$393 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cayman Islands rentals

At Expedia, we put the best Cayman Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cayman Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cayman Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cayman Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.