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Boston Bay Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Boston Bay holiday rentals

A beach scene with clear turquoise water, a person on a swing, and lush greenery in the background.

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 HK$370
HK$855 total
includes taxes & fees
29 Oct - 30 Oct
Private Oasis - Portland’s Coastal Gated Hideaway
A beach with clear turquoise water, a rocky cliff with vegetation, and a person standing in the water.

2. Ahh! (Ocean View Studio with Private Bath)

Ahh! (Ocean View Studio with Private Bath)
Boston Bay
10.0 out of 10, Exceptional, (2 reviews)
"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."
United States
Jerry B.
The price is HK$581
HK$1,389 total
includes taxes & fees
19 Oct - 20 Oct
Ahh! (Ocean View Studio with Private Bath)
A wooden deck with a swimming pool, a covered seating area, and a view of the ocean.

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is HK$647
HK$1,471 total
includes taxes & fees
19 Oct - 20 Oct
Ahh! (Pool/Ocean View Room w/ Private Bath)
A bedroom with two beds, a chair, a staircase, and a large painting on the wall.

4. Norse Hill Estate & Botanic Gardens

Norse Hill Estate & Botanic Gardens
3.5 star property
Port Antonio
The price is HK$10,830
HK$16,386 total
includes taxes & fees
22 Oct - 23 Oct
Norse Hill Estate & Botanic Gardens
A bedroom with a bed, white curtains, a wooden wardrobe, and an air conditioning unit.

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 HK$785
HK$1,036 total
includes taxes & fees
16 Oct - 17 Oct
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
A two-story house with a balcony, surrounded by lush greenery.

6. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is HK$353
HK$557 total
includes taxes & fees
16 Oct - 17 Oct
Downstairs Bedroom at Robin Hood guesthouse
A two-story house with a balcony, surrounded by lush greenery.

7. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is HK$753
HK$910 total
includes taxes & fees
16 Oct - 17 Oct
Bright Country Apartment at Robin Hood guesthouse
A cozy living room with wicker furniture, a coffee table, and a patterned rug.

8. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is HK$4,332
HK$5,211 total
includes taxes & fees
15 Nov - 16 Nov
The Grand Sinopia Inn Portland
A group of people standing near a small structure by the beach, surrounded by palm trees and ocean views.

9. 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 HK$1,099
HK$1,946 total
includes taxes & fees
26 Oct - 27 Oct
Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Beach

10. 3-bedroom ocean front bungalow in delightful Long Bay, Portland w AC ,Ocean View

3-bedroom ocean front bungalow in delightful Long Bay, Portland w AC ,Ocean View
Long Bay
The price is HK$1,640
HK$2,770 total
includes taxes & fees
19 Oct - 20 Oct
3-bedroom ocean front bungalow in delightful Long Bay, Portland w AC ,Ocean View
A white porch with columns and a railing, overlooking a lush green landscape and hills.

11. The Retreat

The Retreat
Lyssons
The price is HK$513
HK$679 total
includes taxes & fees
22 Oct - 23 Oct
The Retreat
A covered outdoor area with white columns, potted plants, and a tiled floor.

12. 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 HK$2,472
HK$2,825 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
A bright, sunlit room with a glass door leading outside, a small round table, and a chair.

13. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is HK$785
HK$1,138 total
includes taxes & fees
16 Oct - 17 Oct
Port Antonio East Side Villa
A dining area with a table and chairs, a decorative partition, and a view through a window with a metal grill.

14. Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.

Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
Port Antonio
The price is HK$280
HK$808 total
includes taxes & fees
13 Nov - 14 Nov
Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
A wooden staircase leading to an outdoor patio area with white railings, surrounded by lush greenery and a sign that reads "Spicy Portland."

15. 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 HK$7,063
HK$8,005 total
includes taxes & fees
27 Oct - 28 Oct
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
A deck with outdoor seating and a view of the ocean at dusk.

16. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is HK$2,561
HK$3,610 total
includes taxes & fees
16 Oct - 17 Oct
Ridge Bay Chateau
A garden with various plants and a metal fence.

17. 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
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
A bedroom with a view of the ocean, a bed with white bedding, a nightstand with a lamp, and a window with a view of trees and the sea.

18. 2 Bedroom Sea View Villa, Frenchman's Cove Resort

2 Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is HK$3,532
HK$4,540 total
includes taxes & fees
15 Nov - 16 Nov
2 Bedroom Sea View Villa, Frenchman's Cove Resort
A sunlit room with wicker furniture, large windows, and a view of the sea.

19. 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 HK$2,354
HK$3,029 total
includes taxes & fees
22 Oct - 23 Oct
One Bedroom Sea View Villa, Frenchman's Cove Resort
A tropical beach scene with palm trees, a stone structure, and the ocean.

20. Oceanfront 5BDR on beautiful Long Bay Beach in Portland,JA

Oceanfront 5BDR on beautiful Long Bay Beach in Portland,JA
Long Bay
Oceanfront 5BDR on beautiful Long Bay Beach in Portland,JA
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

Great Huts

Great Huts

10/10 Excellent
"Great Huts is an amazing African cultural experience with great art in a natural setting. We stayed in a two-story tree house with a view of Boston Bay. The staff is friendly and very helpful. The food and entertainment are amazing. I highly recommend staying at the Great Huts at least once."
Chelesa Presley 2-night trip
Posted 3 hours ago
Great Huts

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 holiday rentals in Boston Bay?

Yes, there are holiday rentals close to the most popular sights in Boston Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston Bay has to offer?

Perfect View - Entire House: This holiday home rental outside of Boston Bay has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday 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 wider area, you’ll find Frenchman's Cove Beach and Trident Castle.

What are holiday rentals like in Boston Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston Bay. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.