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Boston Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Boston Bay vacation rentals

Beach

1. Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway
Fair Prospect
10.0 out of 10, Exceptional, (1 review)
"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...
Canada
Janet
The price is ￥6,118
￥14,811 total
includes taxes & fees
Sep 17 - Sep 18
Private Oasis - Portland’s Coastal Gated Hideaway
Pool

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is ￥12,798
￥29,087 total
includes taxes & fees
Sep 18 - Sep 19
Ahh! (Pool/Ocean View Room w/ Private Bath)
Room

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

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is ￥15,511
￥20,475 total
includes taxes & fees
Sep 17 - Sep 18
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Beach

4. Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland

Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Long Bay
The price is ￥23,580
￥40,644 total
includes taxes & fees
Sep 17 - Sep 18
Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Exterior

5. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is ￥14,892
￥17,995 total
includes taxes & fees
Sep 17 - Sep 18
Bright Country Apartment at Robin Hood guesthouse
Villa, 1 King Bed, Non Smoking | Living area

6. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is ￥72,374
￥87,105 total
includes taxes & fees
Sep 29 - Sep 30
The Grand Sinopia Inn Portland
Exterior

7. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is ￥6,981
￥11,014 total
includes taxes & fees
Sep 17 - Sep 18
Downstairs Bedroom at Robin Hood guesthouse
Exterior detail

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

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill
10.0 out of 10, Exceptional, (2 reviews)
"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 !"
United States
Sheneker R.
The price is ￥48,866
￥55,537 total
includes taxes & fees
Sep 17 - Sep 18
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
View from property

9. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is ￥50,628
￥71,360 total
includes taxes & fees
Sep 30 - Oct 1
Ridge Bay Chateau
Living area

10. Da Villa Juanita

Da Villa Juanita
Hordley
The price is ￥20,943
￥40,916 total
includes taxes & fees
Sep 17 - Sep 18
Da Villa Juanita
Interior

11. One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
6.0 out of 10, (1 review)
"The property has a unique cove and the beach area was very clean and well maintained. The staff there were very polite and helpful. The Villa itself was tidy but showed signs of massive wear and tear. It was more a lack of maintenance rather than true heritage status."
Canada
David
The price is ￥46,539
￥59,880 total
includes taxes & fees
Sep 17 - Sep 18
One Bedroom Sea View Villa, Frenchman's Cove Resort
Property grounds

12. Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
Snow District
10.0 out of 10, Exceptional, (2 reviews)
"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...
United States
Matthew N.
The price is ￥34,706
￥44,694 total
includes taxes & fees
Sep 27 - Sep 28
Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
Interior

13. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is ￥15,513
￥22,494 total
includes taxes & fees
Sep 17 - Sep 18
Port Antonio East Side Villa
Property grounds

14. Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Port Antonio
The price is ￥5,644
￥16,305 total
includes taxes & fees
Sep 17 - Sep 18
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Room

15. 2 Bedroom Sea View Villa, Frenchman's Cove Resort

2 Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is ￥69,809
￥89,743 total
includes taxes & fees
Sep 17 - Sep 18
2 Bedroom Sea View Villa, Frenchman's Cove Resort
Room

16. Views from every angle - 2nd floor cozy villa

Views from every angle - 2nd floor cozy villa
Port Antonio
The price is ￥17,770
￥23,940 total
includes taxes & fees
Sep 28 - Sep 29
Views from every angle - 2nd floor cozy villa
Terrace/patio

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

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.4 out of 10, Exceptional, (15 reviews)
"The staff made the visit memorable. "
United States
Eric
The price is ￥138,825
￥158,261 total
includes taxes & fees
Sep 19 - Sep 20
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Beach

18. Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Port Antonio
The price is ￥12,494
￥21,749 total
includes taxes & fees
Sep 27 - Sep 28
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Interior

19. 3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View

3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View
Amity Hal
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ￥38,783
￥51,581 total
includes taxes & fees
Sep 17 - Sep 18
3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View
Terrace/patio

20. RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"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
The price is ￥40,105
￥46,059 total
includes taxes & fees
Sep 27 - Sep 28
RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
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

Jamaica Palace Hotel

Jamaica Palace Hotel

10/10 Excellent
"Our stay was very nice. The food was delicious. Our servers Dominic and Travaughn were amazing. The entire staff was wonderful. The rooms could use a little upgrade. The property is huge and has a lot of space. It would be nice if some lounge chairs could be added on the property grounds. Overall it was a great experience and we will definitely return."
Deneisha 2-night trip
Posted 1 day ago
Jamaica Palace Hotel

Find out more about Boston Bay

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Look no further and take a look at our great range of rental properties in Boston Bay!

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?

Perfect View - Entire House: This vacation home rental near Boston Bay has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. 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, 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.