Old Towne holiday lettings

We found 38 holiday rentals — enter your dates for availability

Discover a selection of 6 villas and other holiday rentals in Old Towne that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Explore the beachside setting in Old Towne

The beaches and other outdoor surroundings create an inviting atmosphere in Old Towne. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Exploring the natural features in Old Towne

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Old Towne. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lime Kiln Beach (0.3 mi / 0.4 km)
  • Woodlands Beach (1.2 mi / 2 km)
  • Montserrat Volcano Observatory (1.3 mi / 2.1 km)
  • Little Bay (4.1 mi / 6.6 km)
  • Foxes Bay Beach (1.6 mi / 2.5 km)
  • Rendezvous Beach (4.6 mi / 7.4 km)

How to get to and around Old Towne

The nearest airport is in Plymouth (MNI-Gerald's Field), located 4.1 mi (6.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Old Towne when booking a holiday rental?
When considering a holiday rental in Old Towne, Saint Peter Parish, Montserrat, a popular area to stay is near Little Bay. This charming neighbourhood not only offers beautiful views of the Caribbean Sea but also provides easy access to a variety of attractions. The picturesque beach at Little Bay is superb for sunbathing and swimming, while the nearby Montserrat Cultural Centre showcases the island's rich history and vibrant culture through exhibitions and performances.

Another appealing area is Salem, which is conveniently located close to the island's hiking trails and lush landscapes. Here, visitors can explore the stunning scenery of the Soufrière Hills and the impressive Montserrat Volcano Observatory, providing a unique opportunity to learn about the island's geological history.
How much does it cost to rent a holiday home in Old Towne?
Prices for holiday rentals in Old Towne 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 Old Towne 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 Old Towne holiday house rentals?
You can find great discounts on house rentals in Old Towne 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.
Where are the best areas for renting a beach house in Old Towne?
For renting a beach house in Old Towne, Saint Peter Parish, Montserrat, the picturesque coastline along the Caribbean Sea is an ideal choice. The area near Old Towne Beach offers stunning views and easy access to pristine sandy shores, where visitors can enjoy sunbathing and swimming in crystal-clear waters. Properties in this vicinity typically come with amenities such as private patios, outdoor dining spaces, and well-equipped kitchens, great for families or groups looking to enjoy a relaxing beach getaway.

Additionally, the nearby Little Bay area features more holiday rental options, with some properties boasting direct beach access and facilities such as infinity pools, barbecue areas, and spacious living rooms that capture the tropical ambiance. The vibrant local scene around Old Towne also provides access to charming eateries and shops, enhancing the overall experience for travellers.
What is the most popular type of holiday rental accomodation in Old Towne?
In Old Towne, the most popular types of holiday rental accommodations are villas and holiday houses, with several options available in this picturesque area. These rentals typically provide spacious layouts, often featuring multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Many properties also include outdoor spaces such as patios or gardens where guests can relax and enjoy the warm Montserrat climate.
Are there any family house rentals in Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, there are several family-friendly house rentals to choose from, making it an ideal locale for families seeking a memorable getaway. Many of these properties offer spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, there are several holiday homes available for rent that feature pools or hot tubs. This charming area provides a serene Caribbean atmosphere, making it an ideal choice for those seeking relaxation and comfort. Many of these properties come equipped with private pools, providing a great spot for unwinding under the sun. Additionally, some rentals may include hot tubs, enhancing the luxury experience after a day of exploring the beautiful surroundings.
Can I find long-stay holiday rentals in Old Towne?
A long-stay holiday rental in Old Towne 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 pet-friendly house rentals in Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, there are several pet-friendly house rentals available for travellers seeking a comfortable stay. These properties typically come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Many rentals may also feature private patios or gardens, providing a serene environment for relaxation.
Are there any remote work holiday rentals in Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, there are several remote work holiday rentals available, with around 11 options to choose from. This charming area offers a blend of Caribbean culture and stunning natural beauty, making it an appealing destination for those looking to work remotely while enjoying a picturesque setting.

Travellers can expect properties equipped with essential amenities for remote work, including reliable Wi-Fi, designated laptop workspaces, and comfortable desks with chairs. Many of these rentals also feature communal coworking spaces, providing an ideal environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Old Towne holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Towne 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.
What are popular rental amenities in Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, holiday rentals frequently feature a range of appealing amenities that enhance the guest experience. Many properties offer private in-room pools, which provide an exclusive space for relaxation, along with outdoor pools for those who enjoy a refreshing swim in the sun. Guests can also expect well-equipped kitchens, allowing for convenient meal preparation during their stay. Additionally, microwaves are commonly included, adding to the ease of dining in.
How early should I book a Old Towne holiday rental?
Book your Old Towne 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 Old Towne?
In Old Towne, Saint Peter Parish, Montserrat, visitors can immerse themselves in the rich cultural heritage and natural beauty of the island. The historic ruins of the old capital, Plymouth, offer a glimpse into the past, with the remnants of buildings and landmarks that tell the story of the island's history. Holiday rentals in the area often provide easy access to the stunning beaches, such as Woodlands Beach, where guests can relax and enjoy the sun.
Can I change or cancel my Old Towne home rental booking on Vrbo?
To find Old Towne 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 Old Towne 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.