Boston Bay Vacation Rentals from ￥14,931: Search Short-Term Rentals

Q: 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 .

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Our top choices for Boston Bay vacation rentals

1. Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect

"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...

Janet

￥14,931 total

includes taxes & fees

Aug 31 - Sep 1

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

Boston Bay

￥29,513 total

includes taxes & fees

Sep 1 - Sep 2

3. Downstairs Bedroom at Robin Hood guesthouse

Port Antonio

￥11,175 total

includes taxes & fees

Aug 2 - Aug 3

4. Bright Country Apartment at Robin Hood guesthouse

Port Antonio

￥18,258 total

includes taxes & fees

Aug 2 - Aug 3

2 bedrooms, iron/ironing board, WiFi (free)

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

Fairy Hill

Suzette

￥20,775 total

includes taxes & fees

Aug 2 - Aug 3

6. Port Antonio East Side Villa

Port Antonio

￥22,823 total

includes taxes & fees

Aug 2 - Aug 3

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

Fairy Hill

Sheneker R.

￥52,886 total

includes taxes & fees

Aug 2 - Aug 3

Villa, 1 King Bed, Non Smoking | Living area | Flat-screen TV

8. The Grand Sinopia Inn Portland

Port Antonio

￥104,523 total

includes taxes & fees

Aug 2 - Aug 3

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Top Boston Bay Hotel Reviews

Jamaica Palace Hotel

8/10 Good

"This was our second time staying at Jamaica Palace. We love the hotel's location, style, the local breakfast was very good and the staff extremely helpful."

Great Huts

10/10 Excellent

"More Than a Hotel—A True Jamaican Experience Great Huts is not just a hotel—it is an experience. The property stretches from the cliffs down to the beach, with winding paths through sea grape trees, coral rock, African-inspired art, treehouses, hidden sitting areas, and incredible views of the Caribbean. Everywhere you look feels like a postcard. We stayed in a treehouse and absolutely loved it. The room was unique, peaceful, and surrounded by nature. At night, the property became even more magical with warm lighting, ocean sounds, and a relaxed atmosphere. The staff was one of the best parts of our stay. Everyone was kind, attentive, welcoming, and genuinely cared about making sure we were comfortable. The food was also delicious, especially breakfast, and the dining area has so much character. Great Huts also helped arrange transportation and local experiences, including our Rio Grande rafting trip. They connected us with trusted people who took excellent care of us from beginning to end. This is not a typical polished resort with identical rooms and concrete hallways. It is rustic, artistic, cultural, and built into the natural landscape. That is exactly what makes it special. We had a tremendous stay and would absolutely return. Great Huts became one of the highlights of our entire Jamaica trip."

Moon San Villa at the Blue Lagoon

8/10 Good

"The property is perfectly located next to blue lagoon and the resort is beautiful. It could use some maintenance was a bit dusty, needed some refurbishing. There wasn’t any toiletries as the bookings saiid or the free boat ride so that should be updated. It is hard to get in contact with someone on site when needed. There is someone that pops in from time to time but no number to call. That would be nice to have. TVs don’t connect to wifi or have channels either. All in all it was a nice spot a/c works great, bed is comfy, the view is great, very welcoming and private. I would definitely go back"

Private Oasis - Portland’s Coastal Gated Hideaway

10/10 Excellent

"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 space is adequate to share two beds, a cute kitchen, and washroom is super cute. Loved it. Great choice and price."

Find out more about Boston Bay

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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.

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Check prices for these dates

Our top choices for Boston Bay vacation rentals

1. Private Oasis - Portland’s Coastal Gated Hideaway

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

3. Downstairs Bedroom at Robin Hood guesthouse

4. Bright Country Apartment at Robin Hood guesthouse

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

6. Port Antonio East Side Villa

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

8. The Grand Sinopia Inn Portland

9. 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.

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

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

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

14. Ridge Bay Chateau

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

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

17. 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

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

20. Teejay's rustic retreat

Find vacation rentals that suit your style

Top Boston Bay Hotel Reviews

Jamaica Palace Hotel

Great Huts

Moon San Villa at the Blue Lagoon

All Nations Guesthouse

Match Resort Hotel

Goblin Hill Villas at San San

LF Jungle Retreat

Private Oasis - Portland’s Coastal Gated Hideaway

Bay View Eco Resort & Spa

Find out more about Boston Bay

Frequently asked questions

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