Holiday Rentals Boston Bay from £55: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Boston Bay has to offer?

Perfect View - Entire House : This holiday home rental outside of Boston Bay has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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Our top choices for Boston Bay holiday rentals

A beach scene with clear turquoise water, a person on a swing, and lush greenery in the background.

1. Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect

"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist so didn’t need him, but he checked if I needed anything and was available if I did. And the view from the gazebo was my favourite. You will not be disappointed perfect for couples or just friends...

Janet

includes taxes & fees

1 Nov - 2 Nov

A beach with clear turquoise water, a rocky cliff with vegetation, and a person standing in the water.

2. Ahh! (Ocean View Studio with Private Bath)

Boston Bay

Jerry B.

includes taxes & fees

3 Nov - 4 Nov

A wooden deck with a swimming pool, a covered seating area, and a view of the ocean.

3. Ahh! (Pool/Ocean View Room w/ Private Bath)

Boston Bay

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a balcony, surrounded by lush greenery.

4. Downstairs Bedroom at Robin Hood guesthouse

Port Antonio

includes taxes & fees

3 Nov - 4 Nov

5. Bright Country Apartment at Robin Hood guesthouse

Port Antonio

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, white curtains, a wooden wardrobe, and an air conditioning unit.

6. DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

Fairy Hill

Suzette

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with wicker furniture, a coffee table, and a patterned rug.

7. The Grand Sinopia Inn Portland

Port Antonio

includes taxes & fees

1 Nov - 2 Nov

A large house with a swimming pool surrounded by lush greenery.

8. Norse Hill Estate & Botanic Gardens

Port Antonio

includes taxes & fees

3 Nov - 4 Nov

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Top Boston Bay Hotel Reviews

Match Resort Hotel

10/10 Excellent

"Very peaceful, staff was very polite and helpful. Very good place to relaxAAAAA+++++"

Goblin Hill Villas at San San

10/10 Excellent

"Goblin Hill Villas is a spectacular property, with a perfect balance between lush greenery and amazing ocean views. Our villa was spacious, clean, and comfortable with a great retro vibe. We loved watching the waves roll into San San beach, sunrise and sunset, and floating in the pool surrounded by palms and flowers. The bird life is active and varied: one evening we even had a visit from a Jamaican Owl. The staff are professional and friendly, exceptionally helpful, and the food is fantastic. We love Jamaican food in general and theirs is so fresh and flavourful. Blue Lagoon, San San Beach and Frenchman’s Cove are all an easy walk from the villas and wonderful places to enjoy swimming and nature."

Jamaica Colors Eco-Retreat Hotel and Spa

10/10 Excellent

"I loved the ambience. Very mellow. Extraordinary scenery. The staff and property manager were extremely helpful. Breakfast was great, offering us simple but tasty Jamaican cuisine. There's room for improvement as it relates to room decor, but I'd definitely revisit. It was lovely."

All Nations Guesthouse

8/10 Good

"The location was spot on. Wasn’t crowed wasn’t noisy. We had a rental car more than enough parking when we came back from exploring most of what beautiful Portland had to offer. I am an amateur photographer, so Frenchman Cove , Blue Lagoon, Winnifred Beach Reach Falls .. you get me !!!! They got explored. We didn’t have to worry about about driving back home late. 10 - 15min from most local spots."

Moon San Villa at the Blue Lagoon

8/10 Good

"The property is perfectly located next to blue lagoon and the resort is beautiful. It could use some maintenance was a bit dusty, needed some refurbishing. There wasn’t any toiletries as the bookings saiid or the free boat ride so that should be updated. It is hard to get in contact with someone on site when needed. There is someone that pops in from time to time but no number to call. That would be nice to have. TVs don’t connect to wifi or have channels either. All in all it was a nice spot a/c works great, bed is comfy, the view is great, very welcoming and private. I would definitely go back"

Find out more about Boston Bay

Everything you need to know about Boston Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston Bay. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston Bay holiday rentals we have selected for you start as low as £55 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston Bay rentals

At Expedia, we put the best Boston Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boston Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Boston Bay?

Yes, there are holiday rentals close to the most popular sights in Boston Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston Bay has to offer?

Perfect View - Entire House: This holiday home rental outside of Boston Bay has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Boston Bay?

While you're exploring the area, Boston Bay Beach and Blue Lagoon are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Frenchman's Cove Beach and Trident Castle.

What are holiday rentals like in Boston Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston Bay. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.

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Check prices for these dates

Our top choices for Boston Bay holiday rentals

1. Private Oasis - Portland’s Coastal Gated Hideaway

2. Ahh! (Ocean View Studio with Private Bath)

3. Ahh! (Pool/Ocean View Room w/ Private Bath)

4. Downstairs Bedroom at Robin Hood guesthouse

5. Bright Country Apartment at Robin Hood guesthouse