Cotton Tree Bay holiday lettings

We found 45 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Cotton Tree Bay to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a pool. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Cotton Tree Bay getaway

Learn about the unique charm of Cotton Tree Bay with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Cotton Tree Bay

Do you want to discover things to do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Cotton Tree Bay a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Great Wall (14.6 mi / 23.5 km)
  • Lighthouse Footpath (8.6 mi / 13.9 km)

Exploring the natural features in Cotton Tree Bay

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Cotton Tree Bay. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Westerly Ponds (1.4 mi / 2.3 km)
  • Cayman Brac Beaches (3.2 mi / 5.2 km)
  • Point of Sand Beach (6.6 mi / 10.6 km)
  • Cayman Brac Bluff (9.2 mi / 14.8 km)
  • Little Cayman Beaches (11.2 mi / 18 km)
  • South Hold Sound (14.1 mi / 22.7 km)

Transport options to and around Cotton Tree Bay

The nearest airport is in West End (CYB-Charles Kirkconnell Intl.), located 1.4 mi (2.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Little Cayman (LYB-Edward Bodden Airfield), which is 14.8 mi (23.8 km) away.

Frequently asked questions

What is the best area to stay in Cotton Tree Bay when booking a holiday rental?
When considering a holiday rental in Cotton Tree Bay, Cayman Brac, the area around the bay itself is a fantastic choice. This scenic location offers a relaxed atmosphere, with stunning views of the Caribbean Sea and easy access to some of the island's best natural attractions. Within Cotton Tree Bay, you can find a variety of properties, ranging from charming cottages to more modern accommodations, suiting different preferences and budgets.

One of the top attractions nearby is the breathtaking Cotton Tree Bay Beach, known for its crystal-clear waters and ideal conditions for swimming and snorkelling. The beach is surrounded by lush greenery, providing a picturesque setting for relaxation. Another top point of interest is the nearby Lighthouse, which not only serves as a historic landmark but also offers stunning panoramic views of the island and the ocean.

Staying in this area not only allows you to enjoy the tranquility of Cotton Tree Bay but also places you conveniently close to other attractions and activities that Cayman Brac has to offer, such as hiking the Bluff and exploring the island's unique caves.
How much does it cost to rent a holiday home in Cotton Tree Bay?
Prices for holiday rentals in Cotton Tree Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cotton Tree Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cotton Tree Bay holiday house rentals?
You can find great discounts on house rentals in Cotton Tree Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Cotton Tree Bay?
A long-stay holiday rental in Cotton Tree Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Cotton Tree Bay holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cotton Tree Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Cotton Tree Bay holiday rental?
Book your Cotton Tree Bay holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cotton Tree Bay?
In Cotton Tree Bay, Cayman Brac, visitors can enjoy the breathtaking natural beauty of the island. The area is known for its stunning beaches such as the nearby Brac Beach, superb for sunbathing and swimming in the crystal-clear waters. The iconic Bluff, a limestone cliff that offers panoramic views of the Caribbean Sea, is a must-visit for those who enjoy hiking and photography.

Diving enthusiasts will appreciate the proximity to some of the best dive sites in the Caribbean, including the famous MV Captain Keith Tibbetts wreck, located not far from Cotton Tree Bay. Additionally, the peaceful and secluded atmosphere of the bay makes it an ideal spot for relaxation and enjoying the local flora and fauna.
Can I change or cancel my Cotton Tree Bay home rental booking on Vrbo?
To find Cotton Tree Bay holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cotton Tree Bay holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.