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Holiday Rentals in Cayman Islands

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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, 10, (10 reviews)
"Had a great stay"
United States
Annette
The price is €174
includes taxes & fees
15 Sept - 16 Sept
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

2. 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, 15, (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 €343
includes taxes & fees
15 Sept - 16 Sept
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, 16, (16 reviews)
"Great location’"
Canada
Renee M.
The price is €161
includes taxes & fees
15 Sept - 16 Sept
Country Road, Take me Home- your own Island Cottage!

4. 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, 71, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is €244
includes taxes & fees
15 Sept - 16 Sept
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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, 11, (11 reviews)
"Excellent stay! "
United States
Emma
The price is €184
includes taxes & fees
15 Sept - 16 Sept
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

6. 2BR/2BA Peaceful Retreat, Patio, Walk to Beach

2BR/2BA Peaceful Retreat, Patio, Walk to Beach
West Bay
The price is €274
includes taxes & fees
18 Sept - 19 Sept
2BR/2BA Peaceful Retreat, Patio, Walk to Beach

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

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, 31, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is €152
includes taxes & fees
15 Sept - 16 Sept
Slice of Paradise- 2 mins from Spotts Beach!

8. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, 210, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is €549
includes taxes & fees
5 Oct - 6 Oct
Galleon Villas by Hello Cayman Vacation

9. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, 17, (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 €235
includes taxes & fees
15 Sept - 16 Sept
Beautiful one bedroom apartment

10. 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, 87, (87 reviews)
"Great place and facilities. Very clean. Air cons worked well. safe, quiet location."
United States
Dwain L.
The price is €330
includes taxes & fees
16 Sept - 17 Sept
Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

11. Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, 5, (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 €169
includes taxes & fees
20 Sept - 21 Sept
Cozy Studio Steps from the Beach

12. Minutes From 7 Mile Beach

Minutes From 7 Mile Beach
West Bay
9.8 out of 10, 14, (14 reviews)
"This is a beautiful location, well maintained and very quiet."
United States
Colletta
The price is €301
includes taxes & fees
19 Sept - 20 Sept
Minutes From 7 Mile Beach

13. 2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated

2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
George Town
10.0 out of 10, 90, (90 reviews)
"We loved our stay here! "
United States
Breanna D.
The price is €337
includes taxes & fees
15 Sept - 16 Sept
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated

14. Family Townhouse Minutes to 7Mile Beach

Family Townhouse Minutes to 7Mile Beach
George Town
10.0 out of 10, 4, (4 reviews)
"Great place - great location !! Perfect for our stay!!"
United States
Sean D.
Family Townhouse Minutes to 7Mile Beach

15. Grape Tree Villas 30

Grape Tree Villas 30
2.0 star property
Seven Mile Beach
The price is €394
includes taxes & fees
16 Sept - 17 Sept
Grape Tree Villas 30

16. Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, 6, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
The price is €345
includes taxes & fees
15 Sept - 16 Sept
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

17. 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, 1, (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 €230
includes taxes & fees
21 Sept - 22 Sept
Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

18. S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

S1 BP | Steps to Beach | Save 15% if Book Non-Refundable
West Bay
9.8 out of 10, 18, (18 reviews)
"A well maintained property, close to all attractions. Nice place"
United States
Phillip W.
The price is €209
includes taxes & fees
20 Sept - 21 Sept
S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

19. 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, 4, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
The price is €252
includes taxes & fees
15 Sept - 16 Sept
1BD 1.5BA Convenient and Cosy Apartment with Pool

20. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is €244
includes taxes & fees
16 Sept - 17 Sept
Casa de Bells 3
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 €549 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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