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Cayman Islands Vacation Rentals

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Top Cities in Cayman Islands

Our top choices for Cayman Islands vacation 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 CA $126
CA $264 total
includes taxes & fees
Nov 9 - Nov 10
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

2. Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
South Sound
9.8 out of 10, Exceptional, (116 reviews)
"Amazing place!"
United States
Francesca E.
The price is CA $225
CA $346 total
includes taxes & fees
Dec 1 - Dec 2
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

3. On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (12 reviews)
"Looking forward to going back! "
United States
Elizabeth
The price is CA $350
CA $713 total
includes taxes & fees
Dec 1 - Dec 2
On The Bay

4. 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 CA $178
CA $309 total
includes taxes & fees
Nov 16 - Nov 17
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

5. 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 CA $212
CA $371 total
includes taxes & fees
Nov 10 - Nov 11
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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 CA $155
CA $243 total
includes taxes & fees
Nov 9 - Nov 10
Country Road, Take me Home- your own Island Cottage!

7. 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 CA $198
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
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, Exceptional, (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 CA $897
CA $1,059 total
includes taxes & fees
Nov 23 - Nov 24
Galleon Villas by Hello Cayman Vacation

9. 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 CA $437
CA $771 total
includes taxes & fees
Nov 17 - Nov 18
Cayman Luxury Rentals at The Grove

10. Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (8 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is CA $525
CA $893 total
includes taxes & fees
Dec 4 - Dec 5
Cayman Luxury Rentals at One Canal Point

11. 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 CA $201
CA $363 total
includes taxes & fees
Nov 19 - Nov 20
S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

12. 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 CA $165
CA $481 total
includes taxes & fees
Nov 9 - Nov 10
Villas Pappagallo 17

13. 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 CA $201
CA $360 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful one bedroom apartment

14. 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 CA $197
CA $406 total
includes taxes & fees
Nov 13 - Nov 14
1BD 1.5BA Convenient and Cosy Apartment with Pool

15. Quiet Ground-Floor Beachfront 1BR w/ Pool

Quiet Ground-Floor Beachfront 1BR w/ Pool
West Bay
10.0 out of 10, Exceptional, (1 review)
"Perfect and a great price."
Canada
Jamie S.
The price is CA $130
CA $411 total
includes taxes & fees
Nov 9 - Nov 10
Quiet Ground-Floor Beachfront 1BR w/ Pool

16. One bedroom apartment - WiFi, in awesome West Bay

One bedroom apartment - WiFi, in awesome West Bay
Northwest Point
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect for my travel needs. The owners were very responsive and welcoming. "
Canada
Gina C.
The price is CA $247
CA $394 total
includes taxes & fees
Nov 28 - Nov 29
One bedroom apartment - WiFi, in awesome West Bay

17. 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 CA $244
CA $381 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Studio Steps from the Beach

18. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is CA $212
CA $374 total
includes taxes & fees
Nov 10 - Nov 11
Casa de Bells 3

19. Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Rum Point
9.4 out of 10, Exceptional, (6 reviews)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
The price is CA $266
CA $657 total
includes taxes & fees
Dec 5 - Dec 6
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

20. 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 CA $318
CA $601 total
includes taxes & fees
Nov 11 - Nov 12
Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cayman Islands vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cayman Islands vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cayman Islands vacation rentals we have selected for you start as low as CA $713 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 vacation 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 vacation.

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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