Cotton Tree Bay Holiday Rentals

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Holiday Rentals in Cotton Tree Bay

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
9.4 out of 10, Exceptional, 13 reviews
"Perfect for a solo traveler or a couple. Wonderful beach spot for coffee & sunrise and/or watching sunset. Easy walk to a few restaurants, Scott’s dock and Market Place. Host Margaret was great to work with. I’ll be back!"
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
8.0 out of 10, Very good, 1 review
"Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area"
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Beach Front Paradise Home. Luxurious Funishings!
10.0 out of 10, Exceptional, 52 reviews
"Lovely home with gorgeous sunsets. Oceanside pool was awesome to cool off in afternoon after a day of exploring. Restaurants near by on this small island. Our two favs were Captains Table and Star Island. Came to island to scuba and chill. After the sun set the porch was great to star gaze and enjoy a glass of wine. Entry into the water was a bit rocky, we didn’t use the kayaks. On site washer and dryer was a welcome amenity. Communication with property manger using WhatsApp was excellent."
Beach Front Paradise Home. Luxurious Funishings!
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!
6.4 out of 10, 5 reviews
"I got an email on the day of our arrival saying that the reservation was canceled to a break in. Had to scramble to find a place for 6 people. We were successful due to the help of some of the locals. During our conversation was told that the house as trashed During a party mor than a week before our arrival, further more they told me that even without the damage done during the party that the house is run down and seriously in need of repairs and should not even be available to rent. Over all...
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
10.0 out of 10, Exceptional, 72 reviews
"We rented all 3 units & worked well for the whole family"
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
9.0 out of 10, Wonderful, 2 reviews
"We enjoyed our stay at Ocean Retreat. The location right by the sea was peaceful and relaxing. The house also had everything we needed and was comfortable. Liesel, the property manager, was helpful and available to answer any questions. Would stay again!"
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC
10.0 out of 10, Exceptional, 50 reviews
"This was the third house we rented on Cayman Brac and definitely the best. The house is well appointed and everything works. The first house we rented was new and small. The second should have been condemned and was hot inside. This house was very comfortable. We didn't want for anything."
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
10.0 out of 10, Exceptional, 22 reviews
"The view is gorgeous and the reef is wonderful. Lynne and George are great landlords and we enjoyed their company immensely. They quickly responded to every concern, especially after the nor western storm that wrecked the northern part of the island. They promptly cleaned up the storm debris and restored the beach. We highly recommend Sea Dreams for a quiet and relaxing stay."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
10.0 out of 10, Exceptional, 55 reviews
"Everything was great with this property! I would highly recommend it!"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views
9.8 out of 10, Exceptional, 47 reviews
"Quaint cottage. They met us at the airport and directed us to the property. We had a lovely time"
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
10.0 out of 10, Exceptional, 16 reviews
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
The ROCK HOUSE with Private Beach on Little Cayman
10.0 out of 10, Exceptional, 2 reviews
"great location store, is bike able distance , shallow water snorkeling in front of house lots of conch, screen porch is outstanding feature . older houses like this one are usually in best locations"
The ROCK HOUSE with Private Beach on Little Cayman
Only steps to the beach
Only steps to the beach
Featherstone - The Estate
Featherstone - The Estate
Beach House Footsteps From The Water...
10.0 out of 10, Exceptional, 39 reviews
"Our stay was wonderful! Everything was provided and it was very relaxing."
Beach House Footsteps From The Water...
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U
9.8 out of 10, Exceptional, 50 reviews
"My wife and I have stayed with Henry before so we knew the product he supplied. Location is fantastic. He was very helpful with solving an A/C problem. Everything was clean and well appointed. I had forgotten how much kitchen, laundry and outdoor equipment he has to use. If we ever go back to Cayman Brac, we will hope that Henry has an opening again for us to enjoy. Cannot recommend enough!"
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U
Featherstone - Downstairs Beach Front Apartment
10.0 out of 10, Exceptional, 1 review
"Amazing location on the beach, completely secluded. The place is clean, has bikes, hammocks, kayaks, everything you would ever need for a relaxed quite vacation. The owner is amazing, always replied so quickly if I had a question (only 1 - checkout time!)"
Featherstone - Downstairs Beach Front Apartment
Featherstone - The Cottage
10.0 out of 10, Exceptional, 2 reviews
Featherstone - The Cottage
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
10.0 out of 10, Exceptional, 23 reviews
"This a true island get-away. There are so few people on the island. You feel like you have it all to yourself. Next year we are coming back for 2 weeks! No Grand Cayman! Just relaxing on Little Cayman."
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
Don't see what you're looking for?
See all available properties in Cotton Tree Bay
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.

Other types of properties in Cotton Tree Bay you may be interested in

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
9.4 out of 10, Exceptional, 13 reviews
"Perfect for a solo traveler or a couple. Wonderful beach spot for coffee & sunrise and/or watching sunset. Easy walk to a few restaurants, Scott’s dock and Market Place. Host Margaret was great to work with. I’ll be back!"
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
9.8 out of 10, Exceptional, 14 reviews
"The location was near all the main activities. It was like a home away from home. Peaceful and serene. Very clean and has no disturbances. The Owner was very responsive to any queries. One suggestion is to have it linked to Google Maps so that it can be easily tracked for those not familiar with it. We felt very safe in the area."
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
8.0 out of 10, Very good, 1 review
"Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area"
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cotton Tree Bay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cotton Tree Bay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cotton Tree Bay. Seeing all the best attractions is bound to make you fall in love with Cotton Tree Bay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cotton Tree Bay short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Cotton Tree Bay?

Yes, there are holiday rentals close to the most popular sights in Cotton Tree Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cotton Tree Bay has to offer?

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5: This highly rated holiday home rental in Cotton Tree Bay offers a garden, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Cotton Tree Bay?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Cotton Tree Bay stay.

What’s there to see and do in Cotton Tree Bay?

Cayman Brac Beaches and Bamboo Bay are a couple of lovely local spots to get outside and enjoy nature. Charlie's Reef and MV Captain Keith Tibbetts Shipwreck are a couple of places you'll find in the wider area.

What’s a holiday rental in Cotton Tree Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cotton Tree Bay. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.

Recent reviews of Cotton Tree Bay properties
Expedia verified reviews