Boston Bay Vacation Rentals

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Vacation Rentals in Boston Bay

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect
$90 nightly
The price is $90
Nov 18 - Nov 19
Total with taxes and fees
Private Oasis - Portland’s Coastal Gated Hideaway

Boston Bay, Portland Cozy Corner

Boston Bay
$389 nightly
The price is $389
Nov 18 - Nov 19
Total with taxes and fees
Boston Bay, Portland Cozy Corner

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

Boston Bay
$153 nightly
The price is $153
Nov 28 - Nov 29
Total with taxes and fees
Ahh! (Pool/Ocean View Room w/ Private Bath)

Cocosan Villa

4.0 star property
Port Antonio
Cocosan Villa

Kingvilla

2.0 star property
Port Morant
$81 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Kingvilla

Lovely 2 Bedroom House in St Thomas Jamaica

2.0 star property
Port Morant
$79 nightly
The price is $92
Nov 20 - Nov 21
Total with taxes and fees
Lovely 2 Bedroom House in St Thomas Jamaica

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

Fairy Hill
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 "
United States
Suzette
$125 nightly
The price is $132
Nov 18 - Nov 19
Total with taxes and fees
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

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

Port Antonio
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."
United States
tifevers@msn.com
$1,455 nightly
The price is $1,468
Nov 18 - Nov 19
Total with taxes and fees
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views

Kai's Place @ Tim Pappies 3rd Floor luxury villa

Port Antonio
10.0 out of 10, Exceptional, (1)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
United Kingdom
Shanice M.
$124 nightly
The price is $124
Nov 18 - Nov 19
Total with taxes and fees
Kai's Place @ Tim Pappies 3rd Floor luxury villa

Eco-Rustic Museum House & Art Stage between two beaches

Port Antonio
7.0 out of 10, Good, (2)
"Host was extremely Helpful and Kind. If you need a ride somewhere just ask. Walking distance to Beach and great places to eat. Its I nice Town with Friendly People. "
United States
Andrew
$70 nightly
The price is $78
Nov 18 - Nov 19
Total with taxes and fees
Eco-Rustic Museum House & Art Stage between two beaches

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

Port Antonio
8.0 out of 10, Very Good, (1)
"Stay was wonderful! Love the privacy! "
Canada
Vinola C.
$229 nightly
The price is $229
Dec 3 - Dec 4
Total with taxes and fees
Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.

House - Sleeps 4 - Patio - Parking

Port Morant
$95 nightly
The price is $95
Nov 20 - Nov 21
Total with taxes and fees
House - Sleeps 4 - Patio - Parking

Teejay's rustic retreat

Port Antonio
9.0 out of 10, Wonderful, (2)
"Best ever home the host Brenon was amazing. Brennon made sure me and my family was comfortable and felt at home. Beautiful home, parking was safe and good. Hot water, air conditioner comfort all around"
United States
Andrea W.
$246 nightly
The price is $246
Nov 18 - Nov 19
Total with taxes and fees
Teejay's rustic retreat

Charming 1-bedroom in wonderful Amity Hal with AC, WiFi

Amity Hal
$115 nightly
The price is $117
Nov 18 - Nov 19
Total with taxes and fees
Charming 1-bedroom in wonderful Amity Hal with AC, WiFi

Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica

Port Morant
$99 nightly
The price is $99
Nov 18 - Nov 19
Total with taxes and fees
Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica

3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View

Amity Hal
10.0 out of 10, Exceptional, (1)
"Thank you Michelle for a beautiful stay at YAP. The views were amazing and the cleanliness. Top notch! Michelle was an amazing host and made my mother and I feel like one of the family! Will be returning!"
United States
Karen G.
$292 nightly
The price is $303
Nov 18 - Nov 19
Total with taxes and fees
3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View

Bright Country Apartment at Robin Hood guesthouse

Port Antonio
$116 nightly
The price is $116
Nov 18 - Nov 19
Total with taxes and fees
Bright Country Apartment at Robin Hood guesthouse

Port Antonio East Side Villa

Port Antonio
$145 nightly
The price is $145
Nov 18 - Nov 19
Total with taxes and fees
Port Antonio East Side Villa

House - Sleeps 6 - Patio - Parking

2.0 star property
Port Morant
$107 nightly
The price is $125
Nov 20 - Nov 21
Total with taxes and fees
House - Sleeps 6 - Patio - Parking

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

Port Antonio
9.0 out of 10, Wonderful, (10)
"The home is so beautiful and well kept. There were 10 of us that stayed in Spicy Hill and it still felt like plenty of space. The pool and garden is beautiful and there’s a great games room. The property is also perfectly located as you can walk to Frenchman’s Cove and the Blue Lagoon. We rented a car from Kingston which i’d recommend so we could drive the 10minutes from the house into town. What made the stay so special was the 3 wonderful caretakers who were incredibly helpful, welcoming and...
United States
Nathan A.
$987 nightly
The price is $987
Nov 24 - Nov 25
Total with taxes and fees
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
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

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 $90 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.

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?

Kingvilla: This vacation home near Boston Bay is equipped with a garden, laundry facilities, and free WiFi to help you feel comfortable during your stay. This vacation 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, Blue Lagoon and San San Beach 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.