Boston Bay holiday rentals

We found 153 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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  • All the privacy of home

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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)
  • 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)

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 most popular type of holiday home accommodation in Boston Bay?
Cabins are the most popular kind of holiday home in Boston Bay, according to our data. Even if you've got something bigger or smaller in mind, Stayz has properties in all shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday home in Boston Bay?
Season, length of stay and property type are some things that can influence the price of a holiday home. Simply add your dates of travel to find your perfect fit. From homey country cottages to sprawling villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Boston Bay?
Prices for beach houses in Boston Bay vary depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Stayz and how many guests to view holiday home options and prices. From there you can use our filters to narrow your search by ratings, nearby activities and more.
Are there pet-friendly holiday homes in Boston Bay?
With two holiday homes that welcome four-legged guests, your happy hound can join in the fun on your Boston Bay break. Use the filter tool to search our pet-friendly holiday homes and find the pawfect pad on Stayz.
What are popular home amenities in Boston Bay?
When it comes to home amenities that guests look for in Boston Bay, a garden, a chef and a swimming pool are the most popular. With Stayz holiday homes, there are choices to fit your taste and style, whether you're travelling with your partner, family members or even pets.
What are the top attractions for families in Boston Bay?
Keeping the kiddos entertained during your stay in Boston Bay is simple with these fabulous family-friendly attractions:

  • Trident Castle
  • Frenchmans Cove Beach
  • Boston Bay Beach

Are there one-bedroom holiday homes in Boston Bay?
Boston Bay has two one-bedroom homes on offer. Often located in prime areas because of their smaller size, a one-bedroom property is ideal if you're travelling with your partner or a buddy. And with comforts like full kitchens and more privacy than a standard hotel, you'll be able to chill out while discovering this awesome destination.
How old do you have to be to rent a holiday home in Boston Bay?
The minimum age can vary across properties on Stayz, so be sure to check the rules of the holiday home in Boston Bay you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Boston Bay for?
The amount of time you can book a Boston Bay holiday home for differs depending on the property. Simply put in your travel dates to find available options that offer long-term stays. They include all the things you need to make your extended holiday more comfortable and enjoyable, like kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stay even longer for less.