Boston Bay Vacation Rentals

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Vacation Rentals in Boston Bay

Beach
Ahh! (Ocean View Studio with Private Bath)
10.0 out of 10, Exceptional, (2)
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."
Ahh! (Ocean View Studio with Private Bath)
Property grounds
Heaven Villa - We are not on the water, we are above!
10.0 out of 10, Exceptional, (7)
"Heaven Villa lived up to its name, with one of the best ocean views on the island from the infinity pool and the entire back of the place. We enjoyed ourselves to the fullest at Heaven, including spectacular authentic Jamaican meals prepared by the chef for breakfast and dinner, which we enjoyed as a group. The entire staff were topnotch, especially Marjorie who managed the operation and accommodated our every request. We all love her and will forever appreciate her lovely personality and...
Heaven Villa - We are not on the water, we are above!
Property grounds
A place in paradise - family villa on a peninsula directly by the sea
10.0 out of 10, Exceptional, (48)
"We stayed at the Villa for our wedding in Port Antonio. Centrally located to the town centre. Very secluded and quiet with plenty of space so unlike a hotel you do not feel enclosed."
A place in paradise - family villa on a peninsula directly by the sea
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Beach
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
7.6 out of 10, Good, (5)
"This was my 2 nd stay and it was very comfortable. Location is great."
The price is CA $160
CA $197 total
includes taxes & fees
May 29 - May 30
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Property grounds
Huge villa on two acres of grounds; close to beaches
10.0 out of 10, Exceptional, (1)
"Cute cottage with comfortable rooms - Just what we needed."
The price is CA $341
CA $386 total
includes taxes & fees
May 29 - May 30
Huge villa on two acres of grounds; close to beaches
View from property
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
9.2 out of 10, Wonderful, (10)
"We enjoyed our stay at Donnaa house very much. The view as well as the house is incredible. The kitchen offers all you need and the rooms are spacous and airy. My friend was ill but Donna helped us quick and was always here when we needed something. The only hard thing was the last bit of the road which is very steep. We had a little 4x2 car and made it up bit next time we would defenitely follow Donnas advice and rent a 4x4. However, we where very happy and if you want to stay in one of the...
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
Pool
Beautiful House, Sea and mountain View property less than 1 mile from shopping
9.6 out of 10, Exceptional, (5)
"First I must say this house is even more beautiful than the pictures. My Family and I loved , did I say loved this place. It deserves more than a 5 star ratings, it has everything I needed felt like I was at my own house. The property was CLEAN and exactly as described. The neighborhood was quiet and I felt safe. Everything I needed was in close proximity our host Mr. Anthony is amazing very understanding, readily available and accommodating. I am really looking forward to staying at this...
Beautiful House, Sea and mountain View property less than 1 mile from shopping
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."
The price is CA $164
CA $192 total
includes taxes & fees
May 29 - May 30
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
Property grounds
Port Antonio East Side Villa
The price is CA $136
CA $198 total
includes taxes & fees
May 29 - May 30
Port Antonio East Side Villa
Property grounds
"Little Paradise" on a peninsula right by the sea!
10.0 out of 10, Exceptional, (23)
"We stayed with our 19 year old adult kid and 10 year old. We snorkeled off the private beach and the dock. Saw plenty of sea life. The accommodations were perfect and the food prepared by Donna was some of the best we’d had here. Definitely wish we stayed here longer."
"Little Paradise" on a peninsula right by the sea!
Beach nearby, sun loungers, beach towels
San San Portland private 5 acre estate 4 bedrooms staffed villa
8.6 out of 10, Excellent, (7)
"This is a property built in the 70s that have not been upgraded since the 90s other than the clim units in the bedrooms. The main living area of the house is open do not have clim. During dinner, we were sweating a lot and we ended up with multiple bugs bites. The house has no real windows, it’s only ventilation shutters that separate you from outside. On the positive side, we ate extremely well and the staff was great. So pictures of the house on the website are deceiving and were probably...
San San Portland private 5 acre estate 4 bedrooms staffed villa
Beach
A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views
A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views
Beach nearby
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching
10.0 out of 10, Exceptional, (7)
"This was our second stay here. The main road from Port Antonio to the turn off is still under construction and the driveway up to the cottages is needing repair. Other than that this place is great value. Includes a well-equipped kitchen for preparing your own meals. We enjoy using the pool and the gym facility with the amazing views. And relaxing in the hammock on the porch surrounded by birds and lush greenery. Local music in the valley can be disturbing at times but not much control over...
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching
Property grounds
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching
10.0 out of 10, Exceptional, (2)
"Look no further, this is it. We had a great time and the hosts David and Olga were super nice and helpful. It was very easy to access local attractions, this jungle cottage is so cozy and relaxing you hardly want to leave. We will come back and stay longer next time. Thank you again for making our stay so great. Greetings J."
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching
Beach
Cozy Studio by the Beach
The price is CA $67
CA $206 total
includes taxes & fees
May 29 - May 30
Cozy Studio by the Beach
Property grounds
Serenity 2-Bed Apartment in Port Antonio
Serenity 2-Bed Apartment in Port Antonio
Pool
Blissful Tides
Blissful Tides
Property grounds
The villa with ocean view
7.0 out of 10, Good, (2)
"My expectations were met and I had a quiet and peaceful experience."
The price is CA $70
CA $97 total
includes taxes & fees
May 29 - May 30
The villa with ocean view
Beach nearby
Secluded self contained cabin close to Blue lagoon
10.0 out of 10, Exceptional, (1)
"I had a wonderful time at Janet and Cleveland's place. They were amazing and caring hosts to me. They were always available to show me the best places around Port Antonio and its beautiful surroundings... The localization of the cabin is simply perfect. Part of the Zion Hill community, you can walk in the morning to some of the best beaches you can dream of (Blue Lagoon, Winnifred Beach). Local communities manage some of these Beaches in a very sustainable way (socially and ecologically). The...
Secluded self contained cabin close to Blue lagoon
Beach/ocean view
Views from every angle - 2nd floor cozy villa
The price is CA $116
CA $170 total
includes taxes & fees
May 31 - Jun 1
Views from every angle - 2nd floor cozy villa
Don't see what you're looking for?
See all available properties in Boston Bay
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.

Boston Bay Vacation Rental Travel Info

Number of vacation rentals
29
Popular accommodation
Boston Bay guest houses
Known landmarks
Frenchman's Cove Beach, Trident Castle and Boston Bay Beach
International airport
Kingston (KIN-Norman Manley Intl.)

Other types of properties in Boston Bay you may be interested in

Property grounds
Mountainside Guesthouse with stunning coastline views
9.0 out of 10, Wonderful, (46)
"The property is very nice and taken care of. They view from our balcony is absolutely breathtaking. Amazing food and beach within walking distance. John was super helpful and gave us advice as of where to go. He really cares. I will be back."
Mountainside Guesthouse with stunning coastline views
Beach
Ahh! (Ocean View Studio with Private Bath)
10.0 out of 10, Exceptional, (2)
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."
Ahh! (Ocean View Studio with Private Bath)
Aerial view
Jamaica Palace Hotel
3.5 star property
8.0 out of 10, Very good, (170)
"I loved the private stay. The room was spacious and comfortable. The food was delicious!!! The staff was amazing!"
The price is CA $250
CA $278 total
includes taxes & fees
Jun 11 - Jun 12
Jamaica Palace Hotel
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.

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston Bay vacation rentals we have selected for you start as low as CA $67 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 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?

Hope Bay-Peaceful getaway w/ pool and steps to natural beach: This vacation home rental near Boston Bay offers an outdoor pool, a spa tub, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.

Recent reviews of Boston Bay properties
Expedia verified reviews

Jamaica Palace Hotel

Jamaica Palace Hotel

5/5 Excellent
"I loved the private stay. The room was spacious and comfortable. The food was delicious!!! The staff was amazing!"
A verified traveller stayed at Jamaica Palace Hotel
Posted 2 days ago
Jamaica Palace Hotel