Boston Bay Vacation Rentals

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Vacation Rentals in Boston Bay

Our top choices for Boston Bay vacation rentals

Rasta Villa B&B
Property grounds

Rasta Villa B&B

6.0 out of 10, (1)
"The property is beautiful. You are on a hill top so you have a nice view to see the Ocean from a distance. bigga owner was great, very friendly and accommodating. There is area for cooking. The rooms are nice and big. The only thing i have to say that isnt good is that my room and a few of the other rooms where dusty and needed a good clean. I could feel sand on the floor. Owner explained that house keeper isnt available on the day we came so he did the cleaning. They advertised 8 rooms but we...
$202 nightly
The price is $202
Sep 9 - Sep 10
Total with taxes and fees
Rasta Villa B&B
Ahh! (Pool/Ocean View Room w/ Private Bath)
Pool

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

$180 nightly
The price is $180
Sep 9 - Sep 10
Total with taxes and fees
Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay, Portland Cozy Corner
Exterior detail

Boston Bay, Portland Cozy Corner

$389 nightly
The price is $389
Sep 9 - Sep 10
Total with taxes and fees
Boston Bay, Portland Cozy Corner
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
Terrace/patio

RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views

10.0 out of 10, Exceptional, (1)
"Everything from the check-in to the stay and check-out was superb. Will be back for sure! Lovely home, with comfortable rooms and beds."
$1,478 nightly
The price is $1,491
Sep 9 - Sep 10
Total with taxes and fees
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
Heaven Villa - We are not on the water, we are above!
Property grounds

Heaven Villa - We are not on the water, we are above!

9.4 out of 10, Exceptional, (12)
"the views of the surrounding area "
Heaven Villa - We are not on the water, we are above!
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Exterior detail

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

10.0 out of 10, Exceptional, (2)
"I spent the weekend with my family for my brothers birthday and it was a lovely experience , the ambiance was great and the rooms were spacious and beautiful! I would definitely come back ! Big up !"
$304 nightly
The price is $304
Sep 9 - Sep 10
Total with taxes and fees
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Private kitchen

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

8.0 out of 10, Very Good, (1)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
$110 nightly
The price is $116
Sep 9 - Sep 10
Total with taxes and fees
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.
Pool

Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.

Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.
Private gated San San 5 acre estate 4 bedrooms villa. Honeymoon discount.
Outdoor pool

Private gated San San 5 acre estate 4 bedrooms villa. Honeymoon discount.

8.4 out of 10, Very Good, (8)
Private gated San San 5 acre estate 4 bedrooms villa. Honeymoon discount.
A place in paradise - family villa on a peninsula directly by the sea
Outdoor pool

A place in paradise - family villa on a peninsula directly by the sea

10.0 out of 10, Exceptional, (53)
"This is a truly lovely place and couldn’t recommend it more. Hope I can come back some time soon. "
A place in paradise - family villa on a peninsula directly by the sea
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Outdoor pool

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

9.0 out of 10, Wonderful, (9)
"Well located in Port Antonio Denny,Keith and Karen went over and beyond to make our stay memorable. My grand kids loved them! Please consider putting a dishwasher in the kitchen as that will be of great help !"
$982 nightly
The price is $982
Sep 9 - Sep 10
Total with taxes and fees
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
The Anton Villas
Outdoor pool

The Anton Villas

The Anton Villas
Serenity 2-bed Apartment in Port Antonio, Portland
Apartment | Property grounds

Serenity 2-bed Apartment in Port Antonio, Portland

3.0 star property
Serenity 2-bed Apartment in Port Antonio, Portland
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
Living area

Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View

9.4 out of 10, Exceptional, (18)
"What an anazing view and such a great host. Couldnt ask for a better time :)"
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
Charming 1-bedroom House in St Thomas Jamaica
House | Beach

Charming 1-bedroom House in St Thomas Jamaica

3.5 star property
2.0 out of 10, (1)
"The room was not in the house as shown. It was not gated parking. The bathroom was dirty There was a frog in the toilet. The bed looked unmade and dusty. Decor was not welcoming and homey "
$50 nightly
The price is $50
Sep 9 - Sep 10
Total with taxes and fees
Charming 1-bedroom House in St Thomas Jamaica
Spacious Port Antonio villa w/360° Sea & Mountain Views
Property grounds

Spacious Port Antonio villa w/360° Sea & Mountain Views

9.0 out of 10, Wonderful, (7)
"We love everything, quick drive to the town, we definitely going back there."
Spacious Port Antonio villa w/360° Sea & Mountain Views
One Bedroom Sea View Villa, Frenchman's Cove Resort
1 bedroom, internet, bed sheets

One Bedroom Sea View Villa, Frenchman's Cove Resort

$248 nightly
The price is $280
Sep 9 - Sep 10
Total with taxes and fees
One Bedroom Sea View Villa, Frenchman's Cove Resort
Relax & recharge • Pool • Bird Sanctuary • Ocean, Mountain & Waterfall Views
1 bedroom, in-room safe, desk, iron/ironing board

Relax & recharge • Pool • Bird Sanctuary • Ocean, Mountain & Waterfall Views

10.0 out of 10, Exceptional, (8)
"The view is phenomenal and peaceful."
Relax & recharge • Pool • Bird Sanctuary • Ocean, Mountain & Waterfall Views
Blissful Tides
Pool

Blissful Tides

10.0 out of 10, Exceptional, (1)
Blissful Tides
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
Exterior detail

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

$130 nightly
The price is $135
Sep 14 - Sep 15
Total with taxes and fees
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boston Bay Hotel Reviews

Find out more about Boston Bay

Find out more about Boston Bay

Everything you need to know about Boston Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Boston Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $50 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston Bay rentals

At Expedia, we put the best Boston Bay vacation 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 vacation.

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Boston Bay?

Yes, we offer vacation rentals close to well known local attractions in Boston Bay, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Boston Bay?

Charming 1-bedroom House in St Thomas Jamaica: You might like this vacation home rental near Boston Bay. It offers a balcony, a private yard, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Boston Bay is Boston Bay, Portland Cozy Corner.

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 larger area, you’ll find Frenchman's Cove Beach and Trident Castle.

What are vacation rentals like in Boston Bay?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Boston Bay. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.