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Holiday Rentals in Cayman Islands

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Top Cities in Cayman Islands

Our top choices for Cayman Islands holiday rentals

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

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
9.4 out of 10, Exceptional, (10 reviews)
"Had a great stay"
United States
Annette
The price is €179
includes taxes & fees
19 Oct - 20 Oct
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

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is €252
includes taxes & fees
10 Oct - 11 Oct
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

3. Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (60 reviews)
"excellent location and great property to stay for getting to know Grand Caymen. Property is across the street from a beautiful beach and within walking distance to restaurants/ coffee shops. "
Canada
tracey
The price is €353
includes taxes & fees
11 Oct - 12 Oct
Cayman Luxury Rentals at The Grove

4. Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, Exceptional, (5 reviews)
"The property was clean and had plenty of amenities. It was a pleasure to stay there. Great location. The host was great-very communicative-much appreciated!"
United States
Lori
The price is €177
includes taxes & fees
7 Oct - 8 Oct
Cozy Studio Steps from the Beach

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

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (11 reviews)
"Excellent stay! "
United States
Emma
The price is €220
includes taxes & fees
6 Nov - 7 Nov
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

6. 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, (16 reviews)
"Great location’"
Canada
Renee M.
The price is €167
includes taxes & fees
8 Oct - 9 Oct
Country Road, Take me Home- your own Island Cottage!

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

Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away
Northwest Point
10.0 out of 10, Exceptional, (87 reviews)
"Great place and facilities. Very clean. Air cons worked well. safe, quiet location."
United States
Dwain L.
The price is €353
includes taxes & fees
17 Oct - 18 Oct
Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

8. 1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
The price is €201
includes taxes & fees
14 Oct - 15 Oct
1BD 1.5BA Convenient and Cosy Apartment with Pool

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

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is €157
includes taxes & fees
7 Oct - 8 Oct
Slice of Paradise- 2 mins from Spotts Beach!

10. Villas Pappagallo 17

Villas Pappagallo 17
2.0 star property
West Bay
10.0 out of 10, Exceptional, (1 review)
"I love being able to walk out of my room straight on to the beach, this place is at the most northern point on the island, you can watch the sun rise and sunset, it’s not a commercial headache, far away from the regular tourists"
United States
Andrew
The price is €375
includes taxes & fees
7 Oct - 8 Oct
Villas Pappagallo 17

11. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
West Bay
10.0 out of 10, Exceptional, (1 review)
"Absolutely loved the place. Great location. Clean. Couldn’t think of anything to complain about. Will definitely rent again when we come back this way."
United States
Summer
The price is €238
includes taxes & fees
7 Oct - 8 Oct
Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

12. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
The price is €239
includes taxes & fees
7 Oct - 8 Oct
Beautiful one bedroom apartment

13. S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

S4 BP | Steps to Beach | Save 15% if Book Non-Refundable
West Bay
9.8 out of 10, Exceptional, (30 reviews)
"We were very pleased with our stay and highly recommend!"
United States
Evan E.
The price is €261
includes taxes & fees
1 Nov - 2 Nov
S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

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

Cozy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
The price is €231
includes taxes & fees
20 Oct - 21 Oct
Cozy 1-Bed, Pool + Sea and Dining close by

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

The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
North Side
9.6 out of 10, Exceptional, (15 reviews)
"The host was absolutely wonderful - very quick to respond and super helpful. Highly recommend for a quiet, laid-back vacation!!! "
United States
Jami G.
The price is €355
includes taxes & fees
7 Oct - 8 Oct
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

16. Villa Steps From The Sand

Villa Steps From The Sand
West Bay
10.0 out of 10, Exceptional, (53 reviews)
"The condo and location were perfect for our family vacation!"
United States
Meghann R.
The price is €386
includes taxes & fees
19 Oct - 20 Oct
Villa Steps From The Sand

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

In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach
West Bay
10.0 out of 10, Exceptional, (12 reviews)
"Great property in a beautiful spot! Highly recommend."
United States
Kevin B.
The price is €468
includes taxes & fees
13 Oct - 14 Oct
In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

18. Modern Studio Apt w/ Rooftop Pool Near Beach, etc.

Modern Studio Apt w/ Rooftop Pool Near Beach, etc.
Seven Mile Beach
9.0 out of 10, Wonderful, (4 reviews)
"Clean new with excellent amenities"
New Zealand
Roz B.
The price is €346
includes taxes & fees
11 Oct - 12 Oct
Modern Studio Apt w/ Rooftop Pool Near Beach, etc.

19. Cayman Wind and Sea!

Cayman Wind and Sea!
West Bay
10.0 out of 10, Exceptional, (19 reviews)
"Place was beautiful!"
United States
Anonymous traveller
The price is €554
includes taxes & fees
31 Oct - 1 Nov
Cayman Wind and Sea!

20. Grape Tree Villas 30

Grape Tree Villas 30
2.0 star property
Seven Mile Beach
The price is €462
includes taxes & fees
14 Oct - 15 Oct
Grape Tree Villas 30
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, 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 €353 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. 

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