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Boston Bay Holiday Rentals

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Our top choices for Boston Bay holiday rentals

Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway
Fair Prospect
The price is HK$447
HK$826 total
includes taxes & fees
30 Jul - 31 Jul
Private Oasis - Portland’s Coastal Gated Hideaway

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is HK$724
HK$1,547 total
includes taxes & fees
23 Jul - 24 Jul
Ahh! (Pool/Ocean View Room w/ Private Bath)

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
25 Jul - 26 Jul
Downstairs Bedroom at Robin Hood guesthouse

Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica
Port Morant
8.0 out of 10, Very good, (2 reviews)
"The house was perfect and thanks to lulu "
United States
Virginia
The price is HK$294
HK$462 total
includes taxes & fees
24 Jul - 25 Jul
Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

holiday stay, 2 bed 1 bathroom

holiday stay, 2 bed 1 bathroom
Port Morant
The price is HK$531
HK$807 total
includes taxes & fees
18 Jul - 19 Jul
holiday stay, 2 bed 1 bathroom

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$784
HK$1,035 total
includes taxes & fees
23 Jul - 24 Jul
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is HK$753
HK$909 total
includes taxes & fees
17 Jul - 18 Jul
Bright Country Apartment at Robin Hood guesthouse

Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.5 star property
Aeolus Valley
The price is HK$642
HK$1,107 total
includes taxes & fees
24 Jul - 25 Jul
Can sleep 7 people with private parking

The Retreat

The Retreat
Lyssons
The price is HK$765
HK$933 total
includes taxes & fees
24 Jul - 25 Jul
The Retreat

Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is HK$919
HK$1,803 total
includes taxes & fees
19 Jul - 20 Jul
Ridge Bay Chateau

1 double bed in St Thomas, Jamaica

1 double bed in St Thomas, Jamaica
Port Morant
The price is HK$318
HK$488 total
includes taxes & fees
18 Jul - 19 Jul
1 double bed in St Thomas, Jamaica

Pearl Ocean Villa

Pearl Ocean Villa
3.5 star property
Saint Margarets Bay
10.0 out of 10, Exceptional, (1 review)
"Cleanest the hoast was superb"
United States
Michael
The price is HK$1,959
HK$2,320 total
includes taxes & fees
6 Aug - 7 Aug
Pearl Ocean Villa

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 HK$1,764
HK$2,279 total
includes taxes & fees
17 Jul - 18 Jul
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

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 HK$901
HK$1,912 total
includes taxes & fees
14 Aug - 15 Aug
Teejay's rustic retreat

Mack's holiday room. 1 bedroom

Mack's holiday room. 1 bedroom
Port Morant
2.0 out of 10, (1 review)
"This listing has been changed since I booked it, but it's still inaccurate. It was originally listed as a 2brm 2ba entire home with fully loaded kitchen, linens, etc. It was all a lie! AND as if that wasn't enough, the host tried to make us feel guilty because he messed up the listing & wasn't making much money. He told us the 2nd ba wouldn't be available til 3wks into our 4wk stay. THEN, we found out the house was shared with other ppl. The kitchen isn't fully stocked, no dryer, no linens & the...
United States
Ronika C.
The price is HK$273
HK$441 total
includes taxes & fees
24 Jul - 25 Jul
Mack's holiday room. 1 bedroom

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$2,351
HK$3,041 total
includes taxes & fees
17 Jul - 18 Jul
One Bedroom Sea View Villa, Frenchman's Cove Resort

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 HK$635
HK$1,105 total
includes taxes & fees
17 Jul - 18 Jul
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica

Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica
Port Morant
8.0 out of 10, Very good, (1 review)
"It was a Wonderful week at this facility, my family was comfortable, its freedom, it’s a quiet place/area. It’s close to a lot of places, the stores, beaches etc, the care taker for the house comes by everyday to check on the family ohh, what a blessing. Yes I would recommend others to stay. Fr:The ANDERSON’S ❤️."
United States
Brenda
The price is HK$1,029
HK$1,197 total
includes taxes & fees
21 Jul - 22 Jul
Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica

Views from every angle - 2nd floor cozy villa

Views from every angle - 2nd floor cozy villa
Port Antonio
The price is HK$903
HK$1,216 total
includes taxes & fees
17 Jul - 18 Jul
Views from every angle - 2nd floor cozy villa

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 HK$1,176
HK$1,603 total
includes taxes & fees
17 Jul - 18 Jul
Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi
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 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. 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 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.