Boston Bay vacation rentals

We found 159 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Boston Bay to find one that's perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as WiFi and a fireplace. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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Find out more about Boston Bay

Find the perfect vacation rental for your Boston Bay getaway

Experience the unique character of Boston Bay with a stay in a vacation home rental. There's no shortage of things to see and do in the area.A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Exploring the natural features in Boston Bay

Whether you're looking for adventure or just want to spend some time taking in the scenery, Boston Bay is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Boston Bay Beach (2.1 mi / 3.4 km)
  • Blue Lagoon (4 mi / 6.4 km)
  • Frenchman's Cove Beach (4.9 mi / 7.9 km)
  • Blue Mountain Peak (16.5 mi / 26.5 km)
  • Blue and John Crow Mountains National Park (22.6 mi / 36.4 km)
  • Winnifred Beach (3.5 mi / 5.6 km)

Transportation to and around Boston Bay

Fly into Norman Manley Intl. Airport (KIN), the closest airport, located 31.5 mi (50.7 km) from the city center.

Frequently asked questions

What is the best area to stay in Boston Bay when booking a vacation rental?
When booking a vacation rental in Boston Bay, Portland, Jamaica, one of the best areas to consider is the vibrant neighborhood surrounding the beach itself. This area is renowned for its stunning coastline and laid-back atmosphere, making it an ideal spot for relaxation and adventure. You'll find a variety of vacation rentals here, from charming cottages to more luxurious villas, ensuring there's something for every taste and budget.

Staying near Boston Bay Beach allows easy access to some of the top attractions in the area. For instance, the famous Boston Jerk Centre is just a stone's throw away, where you can indulge in authentic Jamaican jerk cuisine—a must-try for any visitor. Additionally, the beautiful Blue Lagoon is nearby, offering opportunities for swimming and snorkeling in its crystal-clear waters.

The Boston Bay area is well-known for its picturesque scenery and friendly locals, creating a welcoming environment for visitors. The combination of beach access, culinary delights, and natural beauty makes it a fantastic choice for a vacation rental in Portland.
How much does it cost to rent a vacation home in Boston Bay?
Prices for vacation rentals in Boston 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 Boston 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 Boston Bay vacation house rentals?
You can find great discounts on house rentals in Boston 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.
Where are the best areas for renting a beach house in Boston Bay?
For renting a beach house in Boston Bay, Portland, Jamaica, travelers should focus on the area surrounding the picturesque Boston Bay Beach, known for its stunning scenery and vibrant local culture. This coastal region offers a variety of vacation rentals, including charming beach cottages and modern villas that often come with amenities like private patios, outdoor dining areas, and direct access to the beach. Many properties are equipped with kitchens or kitchenettes, making it easy for guests to prepare local dishes using fresh ingredients from nearby markets.

Additionally, the area is famous for its jerk cuisine, and staying near Boston Bay provides easy access to local eateries that serve authentic Jamaican food. The nearby Blue Lagoon, a popular swimming spot, adds to the appeal of this location, with many rentals offering amenities such as pools or outdoor showers to rinse off after a day of sun and swimming.

Travelers can also explore the lush surroundings, as Boston Bay is close to hiking trails and scenic viewpoints. Rentals in this area often feature spacious living areas and are designed to maximize the breathtaking ocean views, making them excellent choices for families or groups seeking a relaxing beach getaway.
What is the most popular type of vacation rental accomodation in Boston Bay?
In Boston Bay, a variety of vacation rentals are available, including apartments, cabins, and vacation houses, with several options in each category. The apartments are typically found close to the beach, offering stunning ocean views and modern amenities such as fully equipped kitchens, Wi-Fi, and air conditioning. Cabins provide a more rustic experience, often located in lush surroundings, and are equipped with essential amenities and outdoor spaces for relaxation. For those seeking more room, vacation houses are also plentiful, featuring multiple bedrooms, living areas, and outdoor patios or gardens ideal for gatherings.
Are there any family house rentals in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several family-friendly house rentals available. This coastal area is known for its stunning beaches and vibrant local culture, making it a great choice for families. Many of the homes offer spacious living areas, full kitchens to prepare meals, and outdoor spaces where children can play and enjoy the fresh sea air.

Visitors can also take advantage of nearby attractions, such as the beautiful Boston Bay Beach, famous for its jerk cuisine and crystal-clear waters, great for swimming and relaxation. The lush surroundings provide opportunities for exploring the natural beauty of the region as well.
Can I rent a vacation home with a pool or hot tub in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several vacation homes available for rent that feature pools and hot tubs, making it a delightful choice for travelers seeking relaxation. This picturesque area is renowned for its beautiful beaches and vibrant local culture. Many of the vacation rentals offer amenities such as private pools, outdoor terraces, and hot tubs, providing an ideal setting for unwinding after a day of exploring.

Expect to find homes with fully equipped kitchens, spacious living areas, and easy access to both the beach and local attractions, allowing for a great blend of comfort and adventure.
Can I find long-stay vacation rentals in Boston Bay?
A long-stay vacation rental in Boston Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several vacation rentals well-suited for remote work. This picturesque area, known for its stunning coastline and vibrant culture, offers accommodations with dedicated workspaces and reliable Wi-Fi to ensure a productive stay. Many properties feature amenities such as comfortable work desks, cozy living areas, and fully equipped kitchens, allowing travelers to balance work and leisure effortlessly.

The surrounding environment enhances the remote work experience, with beautiful beaches and local attractions like the famous Boston Jerk Centre nearby, providing excellent options for breaks and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Boston Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Boston Bay with parking available—perfect for families or travelers 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 Boston Bay?
In Boston Bay, popular vacation rental amenities cater to both comfort and convenience, with travelers typically finding features such as WiFi for staying connected, kitchens equipped with modern appliances including blenders for preparing meals, and outdoor spaces like decks or patios for enjoying the tropical climate. Many properties also boast pools, providing a refreshing retreat after a day of exploring the stunning beaches and local attractions.
When is the best time to visit Boston Bay for a vacation rental?
The best time to visit Boston Bay for a vacation rental is during the peak season from January to March. This vibrant period attracts travelers looking to bask in the warm Caribbean sun while enjoying the stunning beaches and local culture. The weather is typically delightful, with temperatures averaging between 70°F and 85°F, making it ideal for outdoor activities such as swimming, snorkeling, and exploring the lush surroundings.

January stands out as a particularly popular month, drawing visitors eager to partake in the lively atmosphere and various events. During this time, you can enjoy the beautiful coastline and indulge in the delicious local cuisine, with fresh seafood and traditional Jamaican dishes readily available. The crystal-clear waters are great for water sports, and the scenic views provide ample opportunities for unforgettable sightseeing.

If you're looking for a more budget-friendly option, consider visiting in October. While this month may be less crowded, it still offers a pleasant climate and a chance to experience the genuine charm of Boston Bay without the hustle and bustle of peak season. You can enjoy the local culture, take leisurely walks along the beach, and perhaps even catch some early fall festivals.

Ultimately, your choice of when to visit Boston Bay will depend on whether you prefer the lively energy of peak season or the tranquil charm of the shoulder months.
How early should I book a Boston Bay vacation rental?
Book your Boston Bay vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Boston Bay?
In Boston Bay, Portland, Jamaica, visitors can experience firsthand a variety of attractions that highlight the area's natural beauty and cultural heritage. The stunning Boston Bay Beach is a must-visit, famous for its picturesque scenery and vibrant atmosphere, making it a great spot for relaxation or water sports. Nearby, travelers can explore the lush Blue Mountains, renowned for hiking trails that offer breathtaking views and the opportunity to experience the local flora and fauna.

For those interested in local cuisine, the area is known for its jerk chicken, and visitors can find numerous eateries that serve this iconic dish. The nearby town of Port Antonio offers additional attractions, including the beautiful Frenchman's Cove and the famous Blue Lagoon, both ideal for swimming and sunbathing.
Can I change or cancel my Boston Bay home rental booking on Vrbo?
To find Boston Bay vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Boston Bay vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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