Boston Bay holiday rentals

We found 156 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Boston Bay to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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Why visit Boston Bay

  • Picturesque beaches: Enjoy the serene sandy stretch and inviting seaside vibes right within Boston Bay.
  • Outdoor adventures: Embrace a variety of activities, from exploring serene lagoons to scenic coastal strolls.
  • Local culture: Immerse yourself in the vibrant, welcoming atmosphere and authentic Jamaican experiences.
  • Scenic views: Marvel at breathtaking coastal vistas and the natural beauty of the area.
  • Relaxing escapes: Choose from a range of comfortable accommodations to suit every traveller's needs.

Popular types of accommodation in Boston Bay

Welcome to Boston Bay, Portland, Jamaica, a picturesque destination renowned for its stunning beaches and vibrant culture. Here, you can immerse yourself in local experiences, from indulging in authentic Jamaican cuisine to exploring the breathtaking coastline. For your stay, choose from a variety of accommodations including apartments, private holiday homes, and condos, ensuring you find the perfect base for your adventures. Discover the charm of Boston Bay with comfortable and inviting holiday rentals that cater to every traveller's needs.

  • Apartments: The most favoured choice, offering modern living spaces ideal for a relaxing break in Boston Bay.
  • Private Holiday Homes: The second choice, these cosy retreats provide a homely feel for your seaside getaway.
  • Condos: The third option, blending convenience with style for a comfortable stay.
  • Villas: The fourth selection, perfect for those seeking spacious luxury in a tranquil environment.
  • Cabins: The fifth alternative, offering a rustic charm for a unique holiday experience.**

Top attractions near Boston Bay

Boston Bay, Portland, Jamaica, is a stunning destination perfect for outdoor and beach holidays. Visitors can enjoy the picturesque beaches, explore serene lagoons, and marvel at local landmarks. The area is rich in culture and offers a variety of outdoor experiences, making it ideal for those seeking relaxation and adventure. Whether you're lounging on the beach or taking in the scenic views, Boston Bay promises a memorable getaway.

  • Boston Bay Beach: Renowned for its stunning turquoise waters and soft white sands, Boston Bay Beach offers a quintessential Jamaican beach experience, perfect for sunbathing and swimming in a vibrant atmosphere.
  • San San Beach: Known for its serene environment, San San Beach provides a tranquil retreat, with gentle waves and lush surroundings, ideal for relaxation and enjoying the natural beauty of Jamaica.
  • Blue Lagoon: Famous for its breathtaking scenery, Blue Lagoon is a picturesque spot where visitors can enjoy swimming in crystal-clear waters, surrounded by lush greenery and vibrant marine life.

Things to do recommended for couples

Discover the allure of Boston Bay with your partner. Savour a romantic sunset picnic on the beach, indulge in local jerk cuisine, or take a leisurely stroll along the shore. For a unique experience, consider a couple’s massage at a nearby spa to unwind together.

Things to do recommended for families

Families can delight in the stunning beaches of Boston Bay, where children can build sandcastles and splash in the waves. Enjoy a visit to the local jerk stands for a taste of authentic Jamaican cuisine, or explore nearby attractions like the beautiful waterfalls for a day of adventure.

Things to do recommended for groups

Experience the vibrant atmosphere of Boston Bay by sampling authentic Jamaican jerk cuisine at local food stalls or take a scenic hike to the stunning Blue Mountains for breathtaking views. Alternatively, enjoy a thrilling day of water sports at the nearby beaches, perfect for group fun and relaxation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Boston Bay

Whether you're journeying with a group, travelling as a family, accompanied by your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Boston Bay with a group: Consider how many bedrooms you require, and take into account amenities like a fully-equipped kitchen or an outdoor area suitable for a group gathering. Fortunately, Stayz allows you to apply filters for all these features and more.
  • Traveling to Boston Bay with young kids: Traveling with young children can present challenges. It is essential to prioritise their comfort and safety, as well as ensuring access to age-appropriate amenities, such as a private swimming pool. Additionally, it is advisable to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Boston Bay: For many, a family holiday isn’t complete without the inclusion of their beloved four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Boston Bay: If you're in search of holiday rentals offering deals for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Boston Bay

Explore the charm of Boston Bay, Portland, Jamaica, where the picturesque beach getaway offers a blend of outdoor adventures and serene beach experiences. Discover the vibrant atmosphere along the foreshore and immerse yourself in the local culture, friendly faces, and relaxing seaside vibes. Whether strolling the sandy stretch of Boston Bay beach or enjoying the inviting atmosphere of the city, every moment promises a delightful escape.

  • Port Antonio: Port Antonio is a vibrant city situated 11km from Boston Bay, renowned for its captivating outdoor scenery and pristine beaches. Visitors can relish a range of activities from leisurely rounds of golf at local courses to adventurous pursuits in the surrounding landscapes. The city's charm is enhanced by its accessible water features and family-friendly beach areas, making it a delightful destination for those seeking both relaxation and excitement amidst natural beauty.
  • Long Bay: Located 5km from Boston Bay, Long Bay offers a serene escape with its expansive beach and striking natural vistas. The city invites travellers to indulge in outdoor experiences, with scenic landscapes forming the perfect backdrop for beach outings and leisurely strolls. The family-oriented beach areas and nearby water features add to its appeal, providing an ideal setting for a tranquil holiday exploration.
  • Fairy Hill: Fairy Hill is a charming village positioned 5km from Boston Bay, celebrated for its alluring beach and outdoor scenery. The village exudes a relaxed atmosphere, inviting visitors to enjoy the natural beauty of its coastal environment. With family-friendly beach areas and picturesque water features at hand, Fairy Hill presents a peaceful retreat for those in search of a blend of leisure and adventure in a quaint setting.

Best time to go to Boston Bay

If you're planning a trip to Boston Bay, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January to February and July, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January76.6°F (24.8°C)Light RainMostly SunnySlightly HighAverage
February76.6°F (24.8°C)Light RainMostly SunnySlightly HighAverage
March76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
April78.1°F (25.6°C)Light RainMostly SunnyAverageSlightly High
May79.5°F (26.4°C)Light RainMostly CloudySlightly LowSlightly Low
June80.8°F (27.1°C)Light RainMostly SunnyAverageSlightly Low
July81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly High
August81.9°F (27.7°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
October80.8°F (27.1°C)Moderate RainMostly CloudySlightly LowSlightly Low
November79.3°F (26.3°C)Light RainMostly CloudySlightly LowAverage
December77.9°F (25.5°C)Light RainMostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the ideal Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental. We’re here to help you find the best options for your needs.

Stayz Trips: Effortless planning

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up from where you last left off, or manage your travel arrangements. You can easily access the properties you've saved or booked, now neatly organised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Boston Bay getaway

Learn about the unique charm of Boston Bay with a stay in a holiday home rental. This city has something for everyone. A holiday 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. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Boston Bay Beach (2.1 mi / 3.4 km)
  • Winnifred Beach (3.5 mi / 5.6 km)
  • Blue Lagoon (4 mi / 6.4 km)
  • Frenchman's Cove Beach (4.9 mi / 7.9 km)
  • Blue and John Crow Mountains National Park (22.6 mi / 36.4 km)
  • San San Beach (4.6 mi / 7.4 km)

Transport to and around Boston Bay

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

Frequently asked questions

What is the best area to stay in Boston Bay when booking a holiday rental?
When looking for a holiday rental in Boston Bay, Portland, Jamaica, the area itself is an excellent choice due to its stunning natural beauty and vibrant local culture. Boston Bay is renowned for its picturesque coastline, making it a favourite spot for beach lovers and adventure seekers alike. The area is home to a variety of charming properties, ranging from beachfront villas to cosy cottages, providing ample options for visitors.One of the highlights of Boston Bay is its famous jerk cuisine, with several local eateries offering delicious authentic dishes. The nearby Boston Beach is a top attraction, known for its crystal-clear waters and superb waves, making it a popular spot for surfing and relaxation. Additionally, the lush scenery surrounding the beach offers opportunities for hiking and exploring the beautiful landscape.For those interested in cultural experiences, you can easily access local markets and artisan shops that showcase the vibrant crafts and traditions of the area.
Where are the best areas for renting a beach house in Boston Bay?
For renting a beach house in Boston Bay, Portland, Jamaica, travellers should focus on the vibrant coastline near the famous Boston Bay Beach, renowned for its stunning turquoise waters and picturesque scenery. This area is ideal for those seeking a laid-back beach atmosphere, with properties often featuring amenities such as spacious outdoor terraces, private pools, and easy access to the beach, superb for enjoying the sun and sea.Along the coast, visitors can find charming cottages and villas that provide a blend of comfort and local character. Many of these rentals are designed for families or groups, offering features like fully equipped kitchens, barbecue facilities, and comfortable living areas for relaxation after a day of exploring. The proximity to local attractions, such as the nearby surfing spots and the delicious jerk cuisine stalls, enhances the overall experience.Additionally, the surrounding area is dotted with lush vegetation and scenic views, making it a great spot for nature lovers. Rentals often come with outdoor spaces that allow for al fresco dining or quiet evenings under the stars. The vibrant local culture and hospitality further enrich the experience, ensuring that guests have plenty to see and do beyond the beach.
What is the most popular type of holiday rental accomodation in Boston Bay?
In Boston Bay, holiday houses are the most common type of holiday rental, with several available throughout the area. These properties typically offer spacious living areas, fully equipped kitchens, and outdoor spaces where guests can enjoy the beautiful Jamaican weather. Many of these homes are situated near the coastline, providing easy access to the stunning beaches and local attractions.Apartments are also quite popular, offering a more compact and convenient option for travellers. These usually come with essential amenities such as kitchen facilities and comfortable living spaces, making them suitable for couples or solo travellers. Additionally, there are several cabins available, which can provide a unique and rustic experience, often featuring natural wood interiors and scenic views.
Are there any family house rentals in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several family-friendly house rentals available, making it a wonderful spot for families seeking adventure and relaxation. This area is renowned for its stunning beaches and vibrant local culture. Many properties feature spacious living areas, well-equipped kitchens for convenient meal preparation, and outdoor spaces superb for children to play and enjoy the warm climate.Visitors can easily access nearby attractions, such as the famous Boston Bay Beach, known for its picturesque views and excellent surfing conditions. Additionally, the locale offers opportunities to explore local markets and savour authentic Jamaican cuisine.
Can I rent a holiday home with a pool or hot tub in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque area is renowned for its stunning beaches and vibrant culture, making it a desirable destination for travellers. Many of the properties in Boston Bay offer amenities such as private swimming pools, outdoor lounges, and hot tubs, superb for relaxation after a day of exploring the local attractions.Additionally, you can expect fully equipped kitchens for self-catering, spacious living areas, and outdoor spaces ideal for enjoying the beautiful Jamaican weather. The proximity to local restaurants and attractions adds convenience, allowing visitors to immerse themselves in the rich culinary scene and natural beauty of the region.
Are there pet-friendly house rentals in Boston Bay?
In Boston Bay, travellers will find several pet-friendly house rentals that cater to both comfort and convenience. Many of these properties come with amenities such as fully equipped kitchens, outdoor patios, and air conditioning, ensuring a pleasant stay. The area is known for its beautiful beaches and vibrant setting, making it an attractive choice for those looking to enjoy a seaside getaway with their pets.Nearby, the stunning beaches provide ample opportunities for relaxation and exploration, with the warm waters of the Caribbean inviting visitors to enjoy swimming and sunbathing. The local community is also known for its laid-back vibe and delicious food options, particularly the famous jerk cuisine.Moreover, Boston Bay is close to various scenic spots and nature trails, superb for walking your pets and enjoying the natural beauty of the surroundings.
Are there any remote work holiday rentals in Boston Bay?
In Boston Bay, Portland, Jamaica, there are several remote work holiday rentals available, with around 15 options to choose from. This picturesque area is well-known for its stunning beaches and vibrant local culture, making it an appealing destination for those looking to blend work and leisure. Many of the properties come equipped with essential amenities such as free Wi-Fi, ensuring that guests can stay connected while enjoying their surroundings.Additionally, some rentals offer facilities that cater to remote workers, allowing for a comfortable working environment. Visitors can expect access to peaceful outdoor spaces where they can take breaks or hold informal meetings, and some properties even permit events, providing flexibility for gatherings. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Boston Bay?
In Boston Bay, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals with local ingredients. Many properties also feature decks or patios, providing an inviting outdoor space to relax and enjoy the tropical surroundings. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, several rentals offer balconies where visitors can take in the stunning views of the coastline and lush greenery.
When is the best time to visit Boston Bay for a holiday rental?
The best time to visit Boston Bay for a holiday rental is during the peak season from January to March. This period attracts travellers seeking sun-soaked beaches and vibrant cultural experiences in beautiful Jamaica. With temperatures typically ranging from 24 to 30 degrees Celsius, visitors can enjoy warm weather great for outdoor activities, including swimming, surfing, and exploring the stunning coastline.January, in particular, is a popular month to visit Boston Bay, as it offers a lively option filled with local festivals and events. It's an excellent time for those looking to immerse themselves in the rich culture and lively spirit of the area while enjoying the breathtaking scenery.If you're seeking a more budget-friendly option, consider planning your trip in October. While this month is outside the peak season, it allows for a more tranquil experience at the beach, where you can appreciate the natural beauty without the crowds. Plus, the weather remains pleasantly warm, making it ideal for relaxation and exploration.Ultimately, the choice of when to visit Boston Bay depends on your preferences for vibrant social scenes or peaceful getaways.
What are the top attractions in Boston Bay?
In Boston Bay, Portland, Jamaica, visitors can take part in a range of captivating attractions. The area is renowned for its stunning beaches, particularly Boston Beach, which is famous for its beautiful white sand and clear turquoise waters, making it a great spot for sunbathing and swimming. Nearby, the Boston Bay Surfing Area is a hotspot for surfers, offering ideal waves for both beginners and experienced surfers alike.For those interested in local culture, the vibrant Boston Jerk Centre is a must-visit, where guests can savour authentic Jamaican jerk cuisine, a true highlight of the region. The nearby Blue Lagoon, known for its breathtaking scenery and crystal-clear waters, is a popular spot for swimming and relaxing, as well as for boat tours that explore the surrounding beauty.Additionally, the lush landscapes of the nearby Blue Mountains offer hiking opportunities for adventure seekers, providing stunning views and a chance to experience the island's natural beauty.
Are all fees included in the Boston Bay holiday homes prices shown on Stayz?
Stayz 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.
Are there any Boston Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Boston 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 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.
Are there any discounts for Boston Bay holiday homes?
You can find great discounts on holiday homes in Boston Bay on Stayz, 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 change or cancel my Boston Bay holiday home booking on Stayz?
To find Boston Bay holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Boston Bay?
A long-stay holiday home in Boston 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Boston Bay holiday home?
Book your Boston Bay holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Boston Bay?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Boston Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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