Book Holiday Homes in Boston Bay

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Featured Holiday Homes in Boston Bay

RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

Port Antonio Portland
The price is AU$271 per night from 2 Apr to 3 Apr
AU$271
2 Apr - 3 Apr
includes taxes & fees
When you stay at this vacation home in Port Antonio, you'll be in the mountains, within a 5-minute drive of Sharshy Beach and Musgrave Market.
Opens in a new windowRVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.

St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.

St. Thomas Parish St. Thomas Parish
Located in Prospect, this vacation home is within a 10-minute drive of Lyssons Park and White Sand.
Opens in a new windowSt. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

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

Fairy Hill Portland Parish
The price is AU$494 per night from 2 Apr to 3 Apr
AU$494
2 Apr - 3 Apr
includes taxes & fees
With a stay at this vacation home in Port Antonio, you'll be within a 5-minute drive of Blue Lagoon and Winnifred Beach.
Opens in a new windowCharming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
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Enjoy your vacation/holiday in this beautifully one-bedroom unit

Enjoy your vacation/holiday in this beautifully one-bedroom unit

Port Antonio Portland Parish
Located in Port Antonio, this vacation home is within a 5-minute drive of Rio Grande and Anglican Church.
Opens in a new windowEnjoy your vacation/holiday in this beautifully one-bedroom unit
Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.

Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.

San San Port Antonio
Located in Port Antonio, this vacation home is by the sea, within a 5-minute drive of Blue Lagoon and San San Beach.
Opens in a new windowRelax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.
Blissful Tides

Blissful Tides

Hope Bay
Located in Hope Bay, this vacation home is by the sea, a 5-minute drive from Somerset Falls and 5 minutes from Blue and John Crow Mountains National Park.
Opens in a new windowBlissful Tides
Port Antonio East Side Villa

Port Antonio East Side Villa

Port Antonio Portland
The price is AU$213 per night from 2 Apr to 3 Apr
AU$213
2 Apr - 3 Apr
includes taxes & fees
With a stay at this vacation home in Port Antonio, you'll be within a 5-minute drive of Rio Grande and Anglican Church.
Opens in a new windowPort Antonio East Side Villa
Hope Bay-Peaceful getaway w/ pool and steps to natural beach

Hope Bay-Peaceful getaway w/ pool and steps to natural beach

Hope Bay Portland Parish
Located in Hope Bay, this vacation home is by the sea, within a 5-minute drive of Blue and John Crow Mountains National Park and Somerset Falls.
Opens in a new windowHope Bay-Peaceful getaway w/ pool and steps to natural beach
Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

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

Port Morant St. Thomas Parish
The price is AU$87 per night from 2 Apr to 3 Apr
AU$87
2 Apr - 3 Apr
includes taxes & fees
Located in Port Morant, this vacation home is within a 15-minute drive of White Sand and Lyssons Park.
Opens in a new windowLovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica
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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.

Boston Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Boston Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Boston Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Boston Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Boston Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Boston Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Boston Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Boston Bay Holiday Homes essential information

Accommodation
84 Holiday Homes
Lowest Price
AU$87
Highest Price
AU$494
Popular accommodation
RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views., St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas., Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC, Enjoy your vacation/holiday in this beautifully one-bedroom unit, Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12., Blissful Tides, Port Antonio East Side Villa, Hope Bay-Peaceful getaway w/ pool and steps to natural beach, Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

Top trending hotels in Boston Bay

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

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

Boston Bay Portland Parish
Located in Boston Bay, this apartment is within a 15-minute drive of Long Bay Beach and Boston Bay Beach.
Opens in a new windowAhh! (Pool/Ocean View Room w/ Private Bath)
Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect Portland Parish
When you stay at this apartment in Boston Bay, you'll be 5 minutes by car from Long Bay Beach.
Opens in a new windowPrivate Oasis - Portland’s Coastal Gated Hideaway
Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Fully refundable
The price is AU$216 per night from 12 Apr to 13 Apr
AU$216
12 Apr - 13 Apr
includes taxes & fees
With a stay at Sea Cliff Resort in Long Bay, you'll be 2.1 mi (3.3 km) from Long Bay Beach and 7.3 mi (11.7 km) from Boston Bay Beach.
Opens in a new windowSea Cliff Resort
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Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 30 Apr to 1 May
AU$259
30 Apr - 1 May
includes taxes & fees
Located in Port Antonio, Jamaica Palace Hotel is by the ocean, a 1-minute drive from Trident Castle and 7 minutes from Rio Grande.
Opens in a new windowJamaica Palace Hotel
Don't see what you're looking for?
See all available properties in Boston Bay
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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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^Subject to availability and chosen travel dates.