Cayman Islands Holiday Rentals from €566: Search Short-Term Rentals

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

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Top Cities in Cayman Islands

A coastal city with a beach, clear blue waters, and a distant ship.

An aerial view of a coastal town with a large body of water, green hills, and a highway.

Our top choices for Cayman Islands holiday rentals

A coastal view with a beach, palm trees, and a gazebo.

1. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Annette

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a swimming pool in the foreground.

2. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

George Town

luis M.

includes taxes & fees

10 Oct - 11 Oct

A modern living room with a sofa, armchair, coffee table, and TV.

3. In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

West Bay

Kevin B.

A resort with a thatched-roof building, a wooden deck, and a body of water.

4. Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

Northwest Point

Dwain L.

includes taxes & fees

17 Oct - 18 Oct

A resort with a central swimming pool, multiple guest rooms, and a view of the ocean.

5. BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

George Town

Mary M.

includes taxes & fees

5 Oct - 6 Oct

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

Savannah

Renee M.

includes taxes & fees

8 Oct - 9 Oct

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

Patricks Island

Matt D.

includes taxes & fees

4 Oct - 5 Oct

A beach with two white lounge chairs and a blue umbrella.

8. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Matthew

includes taxes & fees

5 Oct - 6 Oct

A beach with a thatched umbrella and two white lounge chairs.

9. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

North Side

Jami G.

includes taxes & fees

4 Oct - 5 Oct

A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

10. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Emma

includes taxes & fees

24 Oct - 25 Oct

A resort with a swimming pool, palm trees, and a view of the ocean.

11. Villas Pappagallo 17

West Bay

Andrew

includes taxes & fees

4 Oct - 5 Oct

A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

12. Beautiful one bedroom apartment

Savannah

Stephanie H.

includes taxes & fees

5 Oct - 6 Oct

A beach with a row of sun loungers and a beach umbrella.

13. Cozy Studio Steps from the Beach

West Bay

Lori

includes taxes & fees

16 Oct - 17 Oct

A wooden deck with a view of the ocean and a ship in the distance.

14. Ocean View Deluxe Studio with Private Deck

George Town

Alan A.

includes taxes & fees

17 Oct - 18 Oct

A beach view from a room with large windows, featuring palm trees, a sandy beach, and a clear blue sea.

15. Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

Grand Cayman

Susie H.

includes taxes & fees

5 Oct - 6 Oct

A paved pathway with palm trees and dense foliage.

16. Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Savannah

theodor

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors through a sliding glass door.

17. Family Townhouse Minutes to 7Mile Beach

George Town

Sean D.

includes taxes & fees

17 Oct - 18 Oct

A two-story house with a beige facade, large windows, and a brick driveway.

18. Casa de Bells 3

Patricks Island

includes taxes & fees

4 Oct - 5 Oct

A two-story building with a balcony on the upper floor, surrounded by palm trees and a landscaped garden.

19. Cozy 1-Bed, Pool + Sea and Dining close by

South Sound

brett r.

includes taxes & fees

17 Oct - 18 Oct

A beach with sun loungers and umbrellas, palm trees, and a clear blue sky.

20. 2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated

George Town

Breanna D.

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Top Cayman Islands Hotel Reviews

The Locale Hotel Grand Cayman

10/10 Excellent

"The staff - from front desk, to room attendants, to breakfast servers, to maintenance employees… a huge KUDOS for 100% excellent customer service. This was my first visit to CI and I will definitely be back!"

ONE GT Grand Cayman

10/10 Excellent

"My family of 4 stayed at OneGT for a week in grand cayman island in a standard room. We really enjoyed the hotel and its available pools and amenities. The hotel is only 5months old so everything is spotlessly clean and the room has high end, clean appliances allocated for our use. There was a fridge/freezer, microwave, washer/dryer, dishwasher and full oven with all amenities of a home kitchen. There’s also a high end coffee maker with complimentary coffee/tea/milk which was throughly enjoyed in the early morning on the walk out balcony with great views of the ocean and surrounding neighbourhood. The room itself was very spacious with a king size bedroom with plenty of storage space for clothes. A double pullout couch/bed was adequate for my 2 older kids and the large bathroom was well appointed with full size bottles of shampoo, conditioner, body wash etc. and served our needs very well. The staff were very friendly and helpful and catered to all our requests for more milk, ice, bedding, towels and the extra robes and slippers. The car valet service provided was excellent and attentive with Archie and co. providing us with free umbrellas, beach chairs water and ice for our daily trips to the beach. I really enjoyed seeing their smiling, welcoming faces. The pool on the third floor was very nice and comfortable with plenty of lounge chairs and even double sun beds in the shade. The rooftop infinity pool has unmatched views of the city, ocean, and surrounding neighbourhood"

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent

"Breakfast was poor (very) We used to stay in this hotel for a long time, But this last breakfast was very limited. No more eggs of your preference and the station of food too small… only one waffles maker, no ham and cheese… too poor. Staff WONDERFUL"

Regal Beach Club

10/10 Excellent

"I loved how close to the pool our unit was. I purposely booked a ground floor so we wouldn't have to drag luggage up steps because there is no elevator. Not a wide beach but I like that. Easy to get to the water and it was usually so calm. The condo was perfect for our needs. We mostly ate at the condo. We grilled out one night and cooked breakfast in the mornings. It was Labor Day weekend, low season, and there was hardly anyone there! We plan to return to this condo for a longer vacation sometime. I would highly recommend this condo."

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, apart-hotels, 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 €566 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.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Cayman Islands

Seven Mile Beach

West Bay

Our top choices for Cayman Islands holiday rentals

1. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

2. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

3. In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

4. Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

5. BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

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

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

8. Galleon Villas by Hello Cayman Vacation

9. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point