Cayman Islands Holiday Rentals

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Top Cities in Cayman Islands

Our top choices for Cayman Islands holiday rentals

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

Country Road, Take me Home- your own Island Cottage!
2.0 star property
Savannah
9.4 out of 10, Exceptional, (11 reviews)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is NZ$316
includes taxes & fees
20 Jan - 21 Jan
Country Road, Take me Home- your own Island Cottage!

🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️
Rum Point
9.8 out of 10, Exceptional, (44 reviews)
"Very nice property with private beach and wonderful restaurant right next door. "
United States
Karen K.
The price is NZ$363
includes taxes & fees
24 Jan - 25 Jan
🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

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
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay"
United States
Annette
The price is NZ$363
includes taxes & fees
28 Jan - 29 Jan
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

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, (21 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is NZ$296
includes taxes & fees
20 Jan - 21 Jan
Slice of Paradise- 2 mins from Spotts Beach!

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, (63 reviews)
"Great pool. Nice and private "
Canada
Bradley
The price is NZ$490
includes taxes & fees
21 Jan - 22 Jan
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
10.0 out of 10, Exceptional, (2 reviews)
"Great stay in Savannah"
United States
Onkar P.
The price is NZ$467
includes taxes & fees
1 Feb - 2 Feb
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (6 reviews)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"
United States
Nick
The price is NZ$1,356
includes taxes & fees
5 Feb - 6 Feb
On The Bay

S4 BP | Steps to Beach

S4 BP | Steps to Beach
West Bay
10.0 out of 10, Exceptional, (23 reviews)
"This place is literally the best deal in the whole of Grand Cayman. Great space and only two blocks from the beach and Heritage Kitchen. "
United States
Brock N.
The price is NZ$598
includes taxes & fees
23 Jan - 24 Jan
S4 BP | Steps to Beach

Ocean View Deluxe Studio with Private Deck

Ocean View Deluxe Studio with Private Deck
George Town
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay "
United States
Maggie E.
The price is NZ$873
includes taxes & fees
24 Jan - 25 Jan
Ocean View Deluxe Studio with Private Deck

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove
3.5 star property
Seven Mile Beach
The price is NZ$4,698
includes taxes & fees
15 Feb - 16 Feb
Cayman Luxury Rentals at Sunset Cove

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, (55 reviews)
"Modern room. Great location"
Canada
Tamas
Cayman Luxury Rentals at The Grove

Villa Steps From The Sand

Villa Steps From The Sand
West Bay
10.0 out of 10, Exceptional, (48 reviews)
"The condo and location were perfect for our family vacation!"
United States
Meghann R.
The price is NZ$1,149
includes taxes & fees
21 Jan - 22 Jan
Villa Steps From The Sand

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
North Side
9.4 out of 10, Exceptional, (13 reviews)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveller
The price is NZ$1,137
includes taxes & fees
5 Feb - 6 Feb
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

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

BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach
George Town
9.8 out of 10, Exceptional, (104 reviews)
"The property is great and in an awesome location. Host was awesome and flexible to a bad travel delay. Great spot to stay! "
United States
Rocco M.
The price is NZ$866
includes taxes & fees
20 Jan - 21 Jan
BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

Tranquil Breeze no cleaing fee

Tranquil Breeze no cleaing fee
Prospect Park
6.0 out of 10, (2 reviews)
"We really enjoyed our stay. The unit was brand new and clean. I think they are just in the process of rehab the entire property. The bed was a bit too soft for my taste, but the linens were brand new and clean. If it had a few coffee mugs and utensils that would be perfect The shampoo/conditioner & body was a very nice touch. I would stay again!"
United States
Jennifer K.
The price is NZ$367
includes taxes & fees
31 Jan - 1 Feb
Tranquil Breeze no cleaing fee

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is NZ$1,501
includes taxes & fees
29 Jan - 30 Jan
Ocean Paradise

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

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.4 out of 10, Exceptional, (3 reviews)
"Very responsive host, beautiful view"
United States
Elizabeth
The price is NZ$773
includes taxes & fees
15 Feb - 16 Feb
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Cayman Wind and Sea!

Cayman Wind and Sea!
West Bay
10.0 out of 10, Exceptional, (14 reviews)
"My wife and I stayed during the month of March and the place is immaculate. Two great sized bedrooms, both with king beds and the beds were extremely comfortable. The kitchen was very well stocked and there were many nice touches throughout the condo. Very clean and very comfortable. We would definitely stay here again."
United States
John B.
Cayman Wind and Sea!

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

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Rum Point
10.0 out of 10, Exceptional, (3 reviews)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

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, (204 reviews)
"This place is always good especially the ground floor walk out to the beach. Even though our Umit could be renovated it was still fine. "
United States
Yaman
The price is NZ$2,103
includes taxes & fees
20 Jan - 21 Jan
Galleon Villas by Hello Cayman Vacation
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$1,202 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.