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Beachfront holiday rentals in Boston Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Boston Bay

Pet-friendly beachfront home rentals

Superhost
Treehouse in Port Antonio
4.88 out of 5 average rating, 8 reviews

Bamboo Treehouse on Boston Bay Beach w Pool

HasaniRating, 5 stars4 months ago
We had an absolutely incredible stay at Bamboo Treehouse Great Huts Resort ! The treehouse was beyond amazing – perched in a beautiful, serene spot with breathtaking views that made every moment feel magical. The design and atmosphere were perfect, creating a cozy and immersive experience in nature. The staff and host went above and beyond, always friendly and incredibly hospitable, making sure we felt welcomed and cared for. Our Airbnb host was fantastic – responsive, kind, and truly dedicated to ensuring we had a memorable stay. I can’t recommend this place enough for anyone looking for a peaceful, unique and rustic getaway in Jamaica!
Private room in Fairy Hill
4.92 out of 5 average rating, 13 reviews

Honeycomb Utopia:Cozy room w/AC, 3min Boston Beach

JoeRating, 5 stars3 months ago
Above and beyond our expectations. Kenisha and her husband made us feel very comfortable in every way they could. Accommodations were peaceful and as advertised. I would definitely recommend and would want to come back in the future. Thank you for the love Kenisha and Keron!
Private room in Drapers
5 out of 5 average rating, 4 reviews

Tropical oasis Drapers

GüntherRating, 5 stars28 months ago
Very nice private accommodation. The apartment was very spacious for the price. We especially used the terrace. Nadine and Ryan are very helpful. They even took us food from the city.
Apartment in Long Road, Jamaica
4.71 out of 5 average rating, 34 reviews

Rooms in beautiful Portland

LisaRating, 5 stars14 months ago
Miss Beth‘s place is a real gem, she and her family made me feel right at home. The place is very clean and cosy in a very lush natural area. The reach falls, a beautiful swimming spot and a nice beach are nearby. Highly recommendable!

Beachfront home rentals with a pool

Guest favourite
Hotel room in Portland Parish
4.9 out of 5 average rating, 39 reviews

Modern Room JamaicaColors Hotel

SadekieRating, 5 stars1 month ago
From the moment we arrived, our experience at this beautiful seaside retreat was nothing short of exceptional. The property boasts a stunning view of the ocean, calming, expansive, and utterly mesmerizing. Each morning began with the soothing sound of waves and the gentle caress of ocean breezes, setting the tone for a truly relaxing stay.Each morning, you can visit the beach lookout to spot stingrays gliding through the water. In the evenings, the host shares the exact time of the moonrise, guiding guests to the perfect spot on the property to watch it rise beautifully over the ocean. What made our visit even more memorable was the warm hospitality extended by our host and his team. From check-in to departure, they were incredibly welcoming, attentive, and genuinely kind. The host, in particular, went above and beyond to ensure our comfort. Always available and on-call, he anticipated our needs and made us feel not just like guests, but like old friends returning home. The accommoda
Cabin in Portland Parish
4.83 out of 5 average rating, 6 reviews

Cabin for you at Jamaica Colors Hotel

TakaraRating, 5 stars1 month ago
EXCEPTIONAL:Two nights here , made us feel like we were on a one week vacation. The picture don't fo this property justice, from the multiple observation spots to the tree house seating, not to mention the hammock and swing nestled discreetly under a canopy of trees....this place is a couples dream. Portland people are niece...but the staff here aren't just nice, they are helpful, courteous and intentional. Imagine every guest getting a personal property tour. This place was heaven, definitely coming back!
Hotel room in Ross Craig
4.75 out of 5 average rating, 16 reviews

Charming Modern 1-Bedroom at Jamaica Colors Hotel

NicholasRating, 5 stars3 months ago
Great host. very responsive, place was beautiful. will be recommending to friends.
Home in Rural Hill

Front Page Villa. Oceanfront Oasis

JoanRating, 5 stars2 months ago
The place was peaceful, private and beautiful. The view was breathtaking.I would definitely re-booked.
Hotel room in Ross Craig
4.84 out of 5 average rating, 19 reviews

Charming 1-Bedroom Cabin at Jamaica Color Hotel

MicheleRating, 5 stars2 months ago
Marlon’s place is amazing! Honestly, the pictures do not do it justice! My mom and I had a magical time at this colorful cliff-side paradise. The views are truly Divine. We witnessed unmatched sunrises daily, and mom even sang Karaoke for the first time! ☺️ Jamaica Colors staff…TOP NOTCH! Eldon, Amor, Kaylia, Arlene, Tiara, Latoya, Dana, & Uncle Sebert went above and beyond daily to make us feel like family. Just ask, they are ready and willing to provide all you need for a memorable experience. I thoroughly enjoyed the fresh coffee every morning, and breakfast was always a treat. The tea selection was a bonus on the breezy nights. 🤗 The top deck in the treehouse was hands down my favorite place, beside the sunrise observation bench. We had the front cabin, so we could hear the sea lull us to sleep with the windows open! We loved it so much we stayed an extra night! Overall, we give Marlon’s place and Marlon a 10/5. Definitely coming back!

Private beachfront home rentals

Home in Boston Bay
4.59 out of 5 average rating, 17 reviews

Rest Ashore 2 bed room. Sleeps 6

AnnetteRating, 5 stars2 months ago
Roseanna and Wayne were great hosts. Quick and responsive The house was as the photos clean and nice. Everything is really close, the beach in the back of the property with places to eat just five minutes away. Great location, definitely will stay again.
Home in Port Antonio
4.6 out of 5 average rating, 5 reviews

Villa Antonio 1 Bedroom House Near The Town.

PeterRating, 5 stars4 months ago
My month-long stay at Jacqueline's place from January 11th to February 11th, 2025, was absolutely fantastic! From the moment I arrived, I felt welcomed and at home. Jacqueline is a truly exceptional host – warm, friendly, and incredibly helpful. She went above and beyond to ensure I had everything I needed, and even checked in periodically to see how my stay was going.Her kindness and hospitality was bar none. The property itself was exactly as described in the listing, and even better in person. It was clean, comfortable, and well-maintained. The kitchen was fully equipped, which was perfect. The location was ideal, close to public transport and within easy reach of the downtown markets and shopping centers. I highly recommend Jacqueline's place to anyone looking for a comfortable and enjoyable stay. Whether you're visiting for a short trip or a longer stay like mine, you won't be disappointed. Thank you, Jacqueline, for making my time so memorable!
Flat in Hope Bay
4.8 out of 5 average rating, 80 reviews

Breezy, Ocean view Two-bedroom Apartment

RalstonRating, 5 stars3 months ago
awesome couple of days, just what we needed.
Campsite in Ginger House
5 out of 5 average rating, 3 reviews

Katawud Village Studio Cabin, Portland, Jamaica

IsabelRating, 5 stars3 months ago
We had a wonderful stay at Katawud. The location is stunning, nestled among forest on the edge of a village, and a 30 second walk to a river where you can swim and clamber over rocks. The team were very welcoming and helpful. They linked us up with a local guide who led us on an informative walk in the forest, teaching us about bird and plant species. We also watched a documentary about the history of Maroons. There were lots of other tours and activities available. We were treated to tasty vegetarian meals each evening, and generally felt very well looked after. The room was spacious and comfy, and complete with things to keep you entertained (e.g. books, pool table, and children's playground). The team were also very helpful with communication e.g. about public transport to reach the accommodation. There was loud music (from the village) on Friday, which we didn't mind but some might. Overall, highly recommend, especially if you are a nature lover!
Flat in Hope Bay
4.69 out of 5 average rating, 61 reviews

Airy, Junior One-Bedroom Apartment

LytonRating, 5 stars4 months ago
Great place to stay when in Portland. It’s my third time here and the space has been extended and improved. For us it’s a home from home. The sounds of the waves crashing on the shore line is very calming.
Home in Fair Prospect
4.8 out of 5 average rating, 5 reviews

Alvin's Dream Hideaway - An Entire Private Home

AndreaRating, 5 stars15 months ago
It was a wonderful 3 nights in Long Bay and this place had the perfect location for us. Sandy Beach 1 minute walk away, Route taxi $200 jmd to get to Blue Lagoon which is free to get in and a beautiful spot to swim in fresh water. Plus we could walk to our favorite chef Lance at Heartfelt Foods on Long Bay Beach. I live in Jamaica 4 months of the year and have stayed at many airbnbs..this one I will definitely be back to. Chris the manager nice professional man, he also let us know about a party going on the Friday night which we would not have just found so we went and had a blast!. I also love the gas station across the street for quick drinks and morning coffee. Thank You One Love Andrea and Dameion.
Home in Manchioneal
4.5 out of 5 average rating, 20 reviews

Peaceful beachfront 4 bedroom house for rental

SueRating, 5 stars3 months ago
This property is located in a lovely fishing community, it is very homey and my family and I enjoyed being right by the sea (not the beach). We were able to pick breadfruits and roast it, coconuts and enjoy the water and meat and just chill by the sea side with our family. While we enjoyed our stay, we would be remiss if we didn't talk about the chickens and roosters on property. The roosters did affect our quality of sleep, they crowed between 12 and 5am and they made a lot of droppings on property (so with a 1 year old we had to be ensuring they didn't step in it) We would definitely stay again because the pros outweighed the cons. But I would say bare that in mind before booking. If the host is able to get rid of the chickens/roosters but if not, just condition your mind for disruptions (we have).
Superhost
Villa in Portland Parish
4.88 out of 5 average rating, 57 reviews

Serendipity Beachfront Villa with Mountain Views

VanessaRating, 5 stars10 months ago
The property was breath taking, perfect location for a getaway/hideaway. The staff were very friendly and accommodating in addition I kept in communication with Delroy, who was very charming and quick to respond to my queries. I would recommend the Serendipity to anyone who wants a hideaway. I would recommend that the owners invest in air condition throughout the house, not only in the bedroom units. Must recommend that visitors to the property take the owners suggestion on a chef since there is no eateries near the property and the nearest town is miles away. I would definitely revisit the Serendipity, great accommodation💕