Boston Bay Holiday Rentals, Portland: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Boston Bay

Apartment

Pool

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Boston Bay hotels

A large, white, colonial-style hotel with multiple buildings, surrounded by lush greenery and hills.

A spacious lobby with a high ceiling, a chandelier, and a large painting.

A corridor with a checkered floor, white walls, and a skylight. There are potted plants and artwork on the walls.

A table set for two with a white tablecloth, two black chairs, a bottle of wine, glasses, and a lobster on the table.

1. Jamaica Palace Hotel

Port Antonio

Priscilla

฿5,141

฿5,722 total

includes taxes & fees

23 Oct - 24 Oct

A wooden deck with a clear view of a tropical beach and lush greenery.

A swimming pool with red lounge chairs, a view of the ocean, and lush greenery.

A wooden cabin with a balcony, surrounded by lush tropical vegetation.

A bedroom with a large bed, a vanity with a mirror, and a view of the outdoors.

2. Geejam

Port Antonio

Nzigia

฿13,272

฿15,960 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with blue chairs overlooking a clear blue sea.

A room with a view of the ocean, white walls, and a ceiling with wooden beams.

A spacious room with a large window overlooking the ocean, a ceiling fan, and a seating area with blue cushions.

A row of modern, triangular-roofed cabins with a clear view of the ocean.

3. Sea Cliff Resort

Long Bay

Tudie

฿5,857

฿7,354 total

includes taxes & fees

23 Oct - 24 Oct

A pool area with a view of the ocean, surrounded by greenery and a white fence.

A lush garden with a swimming pool, palm trees, and a clear blue sky.

A modern two-story house with a swimming pool and a covered patio area.

A beach with clear turquoise water, a sandy shore, and lush green trees in the background.

4. All Nations Guesthouse

Port Antonio

Nadine

฿2,611

฿3,037 total

includes taxes & fees

25 Oct - 26 Oct

A person in a blue swimsuit sitting by a pool with a view of the ocean and a rocky cliff.

A rustic interior with stone steps leading to a bed with a patterned canopy.

A serene garden with a pond, a brick pathway, and a wooden bridge.

A wooden structure with a view of the ocean and a hilly landscape.

5. Great Huts

Port Antonio

"Loved my stay at great huts. Totally unique rooms, quiet property with detail to art and history throughout … beautiful cliffside views and chirping crickets at night made this stay feel relaxing . Don’t have to leave the property if you don’t want to , there’s a bar and staff will tend to your needs. The on-site restaurant is decent , but I wouldn’t suggest it if you’re hoping for authentic Jamaican food. I would stay again!"

Angie

฿4,405

฿5,099 total

includes taxes & fees

23 Oct - 24 Oct

A two-story building with a white exterior, multiple balconies, and a white picket fence.

A plate of sliced fruits including watermelon, oranges, and bananas, arranged on a wooden table.

A covered outdoor dining area with multiple tables and chairs, a television mounted on a wall, and a view of lush greenery outside.

A house with a red roof and white walls, surrounded by lush greenery and a clear blue sky.

6. Polish Princess Guest House

Port Antonio

hal

฿3,749

฿4,383 total

includes taxes & fees

23 Oct - 24 Oct

A garden pathway lined with various tropical plants and a palm tree.

A room with a bed, a door leading to a balcony, a window with curtains, and a view of the ocean.

A swimming pool with a person in the water, a covered area with chairs, and palm trees in the background.

A room with a large mirror on the wall, a power outlet below it, and a view of a tropical landscape through an open door.

7. Jamaica Colors Eco-Retreat Hotel and Spa

Rural Hill

Nadia

฿2,858

฿3,320 total

includes taxes & fees

4 Nov - 5 Nov

A wall with 'MATCH RESORT' written on it, surrounded by greenery and string lights.

A bar area with a neon sign for 'Ice Cream' and shelves stocked with various bottles.

A swimming pool with a stone wall and a small building with a red-lit window.

A modern lobby with a marble floor, a central water feature, a staircase, and a seating area with chairs and a table.

8. Match Resort Hotel

Port Antonio

Laurene

฿3,696

฿4,099 total

includes taxes & fees

25 Oct - 26 Oct

A sunlit room with wicker furniture, large windows, and a view of the sea.

A room with a stone wall, a wooden ceiling, a bench, a chair, a table, and a view of greenery outside.

A spacious room with a stone wall, a blue sofa, a small table with a lamp, and a view of the ocean through large windows.

A bed with a view of a blue body of water through a window with blinds.

9. Frenchman's Cove Resort

Port Antonio

Lisa

฿7,560

฿8,728 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a large sofa, a coffee table, and a chair. There is a view of the ocean through a glass door.

An aerial view of a property with a swimming pool, a tennis court, and a large garden area.

A two-story house with a swimming pool, a covered patio, and a garden with palm trees.

A large, white building with a red roof, surrounded by well-maintained gardens and trees.

10. Tropical Lagoon Resort

Port Antonio

Juliet

฿5,233

฿6,653 total

includes taxes & fees

28 Oct - 29 Oct

A group of people dining outdoors on a wooden deck with a solar panel in the background.

A wooden-paneled bedroom with a four-poster bed, a desk, and a chair.

A two-story building with a red and yellow exterior, surrounded by lush greenery and palm trees.

A swimming pool with solar panels, lounge chairs, and a view of a lake and hills.

11. Bay View Eco Resort & Spa

Port Antonio

Kimberly

฿4,462

฿5,388 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a pool, surrounded by palm trees and a mountainous backdrop.

A bedroom with a large bed, a chair, a small table, and a window with blinds.

A room with a chair near a window with white blinds, a small table, and a view of greenery outside.

A dining table set for six with plates, cutlery, and a vase of flowers, surrounded by chairs on a balcony with a view of greenery.

12. LF Jungle Retreat

Port Antonio

Shamar

฿2,969

฿3,626 total

includes taxes & fees

19 Nov - 20 Nov

A bedroom with a bed, a desk, a chair, a table, and a view of the sea.

A kitchen with dark wooden cabinets, stainless steel appliances, a tiled backsplash, and a patterned rug.

A balcony with a view of the sea and a road. There are chairs and a table on the balcony.

A dining area with a table, chairs, and a view of the water.

13. Inn The Town

Port Antonio

Winsome

฿4,899

฿5,423 total

includes taxes & fees

26 Oct - 27 Oct

A modern outdoor seating area with two black chairs and a potted plant.

A hotel room with a bed, bedside tables, a nightstand, a vase with flowers, a picture on the wall, and a window with curtains.

A rock waterfall feature surrounded by various potted plants.

14. Hotel Tim Bamboo

Port Antonio

Natesha

฿3,931

฿4,469 total

includes taxes & fees

23 Oct - 24 Oct

A hotel entrance with a sign reading "COMFY" above the doors, a "NO SMOKING" sign, and two potted plants on either side.

A covered outdoor area with a white balustrade, a white door, and two chairs with striped cushions.

A room with two wooden beds, a nightstand with a lamp, and two framed pictures on the wall.

A living room with two brown sofas, a glass coffee table with a floral rug, and a dining area with a table set for two.

15. Comfy Guest Rooms

Port Antonio

George

฿1,843

฿2,470 total

includes taxes & fees

30 Oct - 31 Oct

A beach with clear water, sandy shore, and a forested hill in the background.

A building with columns, balconies, and a person sitting on a balcony.

A building with ornate columns and a balcony with lights.

A room with a kitchenette, a dining area with chairs, a TV mounted on the wall, and a window with curtains.

16. West Breeze

Port Antonio

฿1,905

฿2,225 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with a wooden table, chairs, a refrigerator, and various kitchen appliances.

A room with bunk beds, a small table, a rug, and a Japanese art piece on the wall.

A room with a white curtain featuring a floral pattern, a wooden floor, and a fan on the right.

A room with a yellow sofa, a red and beige patterned rug, a wooden door, and a guitar on a side table.

17. Jamaica Dayz

Fairy Hill

฿756

฿1,869 total

includes taxes & fees

23 Oct - 24 Oct

A large house with a swimming pool surrounded by lush greenery.

A wooden staircase with a metal railing, leading to a stone wall.

A bedroom with a bed, a ceiling fan, and a view of the outdoors.

A bedroom with two beds, a chair, a staircase, and a large painting on the wall.

18. Norse Hill Estate & Botanic Gardens

Port Antonio

฿46,379

฿70,174 total

includes taxes & fees

26 Oct - 27 Oct

A cozy living room with wicker furniture, a coffee table, and a patterned rug.

A cozy living room with two plaid sofas, a wooden coffee table, and a patterned rug.

A corridor with potted plants, a fire extinguisher, and a door leading to another room.

A wooden deck with a glass table and chairs, surrounded by potted plants and a view of a white house and lush greenery.

19. The Grand Sinopia Inn Portland

Port Antonio

฿18,548

฿22,313 total

includes taxes & fees

23 Oct - 24 Oct

A white building with a balcony, a satellite dish, and a blue awning.

A balcony with a view of a lush green forest and mountains.

A swimming pool surrounded by lush greenery and a mountainous backdrop.

A kitchen with wooden cabinets, a dining table, chairs, a window with blinds, and a stove.

20. Tha Lagoon Spot

Port Antonio

฿3,024

฿4,015 total

includes taxes & fees

20 Nov - 21 Nov

View all properties

Compare top hotels in Boston Bay

Jamaica Palace Hotel Port Antonio View	Geejam Port Antonio View	Sea Cliff Resort Long Bay View	All Nations Guesthouse Port Antonio View	Great Huts Port Antonio View
8.2 Very good 365 reviews	9.4 Exceptional 102 reviews	8.0 Very good 246 reviews	8.8 Excellent 155 reviews	9.2 Wonderful 236 reviews
฿5,141 ฿5,722 total includes taxes & fees 23 Oct - 24 Oct	฿13,272 ฿15,960 total includes taxes & fees 25 Oct - 26 Oct	฿5,857 ฿7,354 total includes taxes & fees 23 Oct - 24 Oct	฿2,611 ฿3,037 total includes taxes & fees 25 Oct - 26 Oct	฿4,405 ฿5,099 total includes taxes & fees 23 Oct - 24 Oct

Save an average of 15% on thousands of hotels when you're signed in

Top Boston Bay Hotel Reviews

Sea Cliff Resort

10/10 Excellent

"Lovely property, breakfast was great."

Inn The Town

10/10 Excellent

"A well maintained guest house with very attentive hosts. Neville and his wife are gems! Definitely will be going back."

Jamaica Colors Eco-Retreat Hotel and Spa

8/10 Good

"Staff was excellent, very accommodating and personable. Stunning location and as real Jamaican without the fluff as one can get. Simple and genuinely Jamaican, escapism, ideal for this."

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."

Match Resort Hotel

10/10 Excellent

"Lovely staff would recommend"

Jamaica Palace Hotel

8/10 Good

"We had a nice stay. The property was very well maintained and clean. The beds were rounded so were a bit odd an"

Goblin Hill Villas at San San

8/10 Good

"Gorgeous views."

Hotel Tim Bamboo

10/10 Excellent

"The food was EXCELLENT!!!! The only problem I had was checking out and the person at the front desk was snoring so hard he didn't realize I was leaking until I walked out and left the door open. Guests were not safe, Anyone could have walked in"

All Nations Guesthouse

8/10 Good

"The location was spot on. Wasn’t crowed wasn’t noisy. We had a rental car more than enough parking when we came back from exploring most of what beautiful Portland had to offer. I am an amateur photographer, so Frenchman Cove , Blue Lagoon, Winnifred Beach Reach Falls .. you get me !!!! They got explored. We didn’t have to worry about about driving back home late. 10 - 15min from most local spots."

More cheap stays in Boston Bay

Golden Shore Resort

Lot 288B Windward Drive Morant Bay

฿2,298

฿2,562 total

20 Nov - 21 Nov

includes taxes & fees

7.4/10 Good! (117 reviews)

Jay's Guest House

Penline Castle to Epping Farm Rd Penlyne Castle Saint Thomas

฿2,340

฿3,061 total

19 Nov - 20 Nov

includes taxes & fees

9/10 Wonderful! (12 reviews)

Polish Princess Guest House

Pompie Lane Port Antonio Portland

฿3,749

฿4,383 total

23 Oct - 24 Oct

includes taxes & fees

9.6/10 Exceptional! (52 reviews)

Paradise Inn

Snow Hill Port Antonio Portland

Get rates

5.2/10 (18 reviews)

Areca Palms

Portland Port Antonio Portland

Get rates

Perfect View - Entire House

Drapers Drapers Portland Parish

Get rates

10/10 Exceptional! (1 review)

Frequently asked questions

What's the best place for a stay in Boston Bay?

Located 4.5 mi (7.2 km) from the heart of Boston Bay, Sea Cliff Resort is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Jamaica Palace Hotel and Geejam. See all available top hotels, or vacation rentals in Boston Bay.

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. See all vacation rentals in Boston Bay.

If I need to cancel my hotel reservation in Boston Bay, will I receive a refund?

Yes, the majority of hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Boston Bay.

What are some accommodation options with pools in Boston Bay?

Sea Cliff Resort: Provides complimentary high-speed (wired) Internet access, an outdoor pool and a restaurant. Jamaica Palace Hotel and Geejam are two additional hotels that feature an on-site pool. View all hotels with pools in Boston Bay.

What's it like to stay in Boston Bay?

Visitors to Boston Bay will definitely find plenty to explore and enjoy. In Boston Bay, there are 6 hotels and other accommodation options to choose from. Find out more about Boston Bay.

What should I see while I'm in Boston Bay?

Places to visit in the wider area include Boston Bay Beach, Blue Lagoon and Frenchman's Cove Beach. You'll also find Blue Mountain Peak and Winnifred Beach in the area. Take a look at what more there is to see and do in Expedia's Boston Bay guide.

What's the seasonal weather like in Boston Bay?

The hottest months are usually September and August, with an average temperature of 27°C, while the coldest months are February and March, with an average of 25°C. Average annual precipitation for Boston Bay is 1394 mm.

Find hotels in Boston Bay from ฿2,225

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Boston Bay

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Boston Bay hotels

1. Jamaica Palace Hotel

2. Geejam

3. Sea Cliff Resort

4. All Nations Guesthouse

5. Great Huts

6. Polish Princess Guest House

7. Jamaica Colors Eco-Retreat Hotel and Spa

8. Match Resort Hotel

9. Frenchman's Cove Resort

10. Tropical Lagoon Resort

11. Bay View Eco Resort & Spa

12. LF Jungle Retreat

13. Inn The Town

14. Hotel Tim Bamboo

15. Comfy Guest Rooms

16. West Breeze

17. Jamaica Dayz

18. Norse Hill Estate & Botanic Gardens

19. The Grand Sinopia Inn Portland

20. Tha Lagoon Spot

Compare top hotels in Boston Bay

Jamaica Palace Hotel