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Boston Bay Vacation Rentals

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Our top choices for Boston Bay vacation rentals

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 ¥7,297
¥14,931 total
includes taxes & fees
Aug 31 - Sep 1
Private Oasis - Portland’s Coastal Gated Hideaway

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is ¥12,986
¥29,513 total
includes taxes & fees
Sep 1 - Sep 2
Ahh! (Pool/Ocean View Room w/ Private Bath)

3. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is ¥7,083
¥11,175 total
includes taxes & fees
Aug 2 - Aug 3
Downstairs Bedroom at Robin Hood guesthouse

4. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is ¥15,110
¥18,258 total
includes taxes & fees
Aug 2 - Aug 3
Bright Country Apartment at Robin Hood guesthouse

5. 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 ¥15,738
¥20,775 total
includes taxes & fees
Aug 2 - Aug 3
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

6. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is ¥15,740
¥22,823 total
includes taxes & fees
Aug 2 - Aug 3
Port Antonio East Side Villa

7. 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 ¥46,433
¥52,886 total
includes taxes & fees
Aug 2 - Aug 3
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

8. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is ¥86,885
¥104,523 total
includes taxes & fees
Aug 2 - Aug 3
The Grand Sinopia Inn Portland

9. 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 ¥12,749
¥22,193 total
includes taxes & fees
Aug 2 - Aug 3
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

10. 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 ¥7,428
¥18,251 total
includes taxes & fees
Aug 12 - Aug 13
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

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

Views from every angle - 2nd floor cozy villa
Port Antonio
The price is ¥18,132
¥24,428 total
includes taxes & fees
Aug 6 - Aug 7
Views from every angle - 2nd floor cozy villa

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

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
Port Antonio
The price is ¥15,740
¥21,249 total
includes taxes & fees
Aug 2 - Aug 3
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

13. 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, (13 reviews)
"The staff made the visit memorable. "
United States
Eric
The price is ¥141,660
¥161,807 total
includes taxes & fees
Aug 5 - Aug 6
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

14. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is ¥51,369
¥72,404 total
includes taxes & fees
Aug 2 - Aug 3
Ridge Bay Chateau

15. Horse Shoe Villas A family friendly 2 bedroom villa near to it all

Horse Shoe Villas A family friendly 2 bedroom villa near to it all
Port Antonio
The price is ¥15,740
¥22,980 total
includes taxes & fees
Aug 2 - Aug 3
Horse Shoe Villas A family friendly 2 bedroom villa near to it all

16. 2 Bedroom Sea View Villa, Frenchman's Cove Resort

2 Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is ¥70,830
¥91,528 total
includes taxes & fees
Aug 14 - Aug 15
2 Bedroom Sea View Villa, Frenchman's Cove Resort

17. Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort

Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is ¥102,310
¥132,295 total
includes taxes & fees
Aug 14 - Aug 15
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort

18. Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Snow District
10.0 out of 10, Exceptional, (1 review)
"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 ¥35,415
¥45,764 total
includes taxes & fees
Aug 4 - Aug 5
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

19. Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi

Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi
Amity Hal
The price is ¥23,610
¥32,188 total
includes taxes & fees
Aug 2 - Aug 3
Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi

20. Teejay's rustic retreat

Teejay's rustic retreat
Port Antonio
9.0 out of 10, Wonderful, (2 reviews)
"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.
The price is ¥18,101
¥38,563 total
includes taxes & fees
Aug 2 - Aug 3
Teejay's rustic retreat
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

Search for holiday rentals in Boston Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Boston Bay using one of the methods below:

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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: Located near Boston Bay, this vacation home rental 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. Another good choice for your trip to Boston Bay is Welcoming 2-bedroom house with AC in Long Bay.

What can I see and do in Boston Bay?

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

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.