Guesthouse vacation rentals in St. Ann Parish

Guesthouse in Saint Ann's Bay

A well-maintained entrance to a property is framed by vibrant greenery and colorful flowers. The gated entrance features an orange gate that opens to a spacious driveway. Palm trees and lush foliage surround the exterior, with a clear blue sky above completing the serene setting.

4.67 out of 5 average rating, 45 reviews

Modern Ambience close to attractions in Ocho Rios

KimberleyRating, 5 stars3 months ago

My stay at Andrew's home was great! If you're thinking of booking here just do it. The home is right across the road from Plantation Cove so if you plan on going to any events in and around the area, it's perfect! Very cool spot, very secure, ample parking and Andrew was really a very kind and helpful host. Would definitely stay here again!

4.77 out of 5 average rating, 31 reviews

Guesthouse in Tower Isle

Rio Nuevo View Guest House - For Work or Family

WytishiaRating, 5 stars3 days ago

beautiful place and talk about a relaxing environment. I needed the peace even though I was out during the day celebrating my birthday I was able to come back to a calm and relaxing environment. The host were friendly and very responsive they had everything laid out to a T. I am very happy with my choice .. thank ya for everything

An expansive infinity pool is visible, extending into a scenic view of lush landscape and distant mountains. Several charming villas are positioned along the perimeter, surrounded by green vegetation and colorful plants, contributing to a serene ambiance.

Guesthouse in Richmond

4.76 out of 5 average rating, 17 reviews

Oriental Villa at Coolshade Richmond

ChrisRating, 5 stars24 months ago

My experience with this property was amazing, security measures and privacy was un presented , very spacious, watcher came in handy, the hosts was very direct and straight forward but understanding and reasonable. I would recommend this property for myself again and others .

The exterior of a spacious two-story building features a combination of white walls and stone accents. A tiled roof with a gentle slope complements the design. A gated entrance leads to a paved driveway, where a vehicle is parked in front of two-car garages.

Guesthouse in Plantation Village

5 out of 5 average rating, 3 reviews

Plantation Village Twin Oasis A

VanessaRating, 5 stars3 months ago

Nicks place was exactly as the photo shown, very convenient to Plantation Cove. Whenever I go to Priory for a concert I’d stay at Richmond Estate however, this time I had to change since I forgot to book so where I usually stay was not available. I did not regret the change at all. 1. The location is across the street from the venue, so there was no need to drive to the concert. 2. There are multiple restaurants and bar within walking distance. There was an issue that was swiftly taken care of by Nick. I’d recommend this place any day you wouldn’t regret it.

4.67 out of 5 average rating, 6 reviews

A wooden deck surrounds an above-ground pool, providing a sunbathing area with lounge chairs. Lush greenery in the background adds a natural element, while sunlight brightly illuminates the space. The inviting pool features blue water, reflecting the serene surroundings.

Guesthouse in Tower Isle

Shanty Shack

CaseyRating, 5 stars11 months ago

Was an overall excellent experience that was warm and welcoming by both the owner and host. Was a great location that wasn't far from plenty of things to see and do along with short travels to other towns and attractions. Definitely will be recommending to others. Thanks again Headley and Shaleema!!

A modern galley kitchen features dark wooden cabinetry and a contrasting light countertop. Stainless steel appliances, including a gas stove and refrigerator, are present. Dishware is neatly arranged on shelves above the sink, and decorative accents are placed on the countertop, adding functionality and style.

Guesthouse in JM

4.89 out of 5 average rating, 9 reviews

1 Bedroom unit at MBS Guest House

jackieRating, 5 stars4 months ago

a very exceptional hostess.very clean .neat and quiet. peaceful. I wish I could stay longer love this place.would recommend any guess .if the opportunity arise again .this is the place I want to stay at. response was very quick all my needs was met.great place to be I was happy here . I wish I could write more.and rate this place 20 .so 10/10 is my ratings. Great job place immaculate .

5 out of 5 average rating, 7 reviews

Zion’s Den at Hidden Springs, Discovery Bay

LetheRating, 5 stars41 months ago

Really great location easy access to food and anything else you would need. The hosts are really great and very helpful. The pool was great and the private beach was beautiful. They made us food and really made us feel at home. If you don’t stay here you are missing out!!

An aerial view of a vibrant beach area, showcasing a sandy shoreline lined with palm trees. Beach umbrellas and lounge chairs are placed strategically near the clear blue water. A swimming pool is visible near the center, surrounded by lush greenery and buildings typical of a coastal resort.

4.5 out of 5 average rating, 4 reviews

Jamdung Hills 1 BR/1BA, FREE Parking

ZoeRating, 5 stars8 months ago

The stay was amazing,and there was great hospitality. Me and my husband had so much fun at the beach and all the other stuff’s recommended in the area. The house smelled amazing and looked amazing everything that was listed on the airbnb Page was what was at the house. The back yard had a great view of the ocean and the sky 🌌 thanks u so much Samantha. 💕

A serene underground pool is visible, featuring clear turquoise water reflecting the cave's intricate rock formations. Natural light filters in from a distant source, illuminating the textured walls adorned with stalactites. A wooden staircase leads down to the water's edge, enhancing the scene's accessibility.

4.89 out of 5 average rating, 9 reviews

2 Bedroom/2 Bath Oasis

GwendolynRating, 5 stars8 months ago

Coleath's place was wonderful and just as described on Airbnb. It was very relaxing and certainly secure, no worries and when you contact her she responds immediately. The view of the ocean from the back yard is amazing, there is a tv and AC in every room. This place is so comfy you don't want to leave, I will definitely be returning!

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Bungalows

Intimate homes. inviting architecture

Popular amenities for St. Ann Parish guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top guest favorite

A serene outdoor space showcases a swimming pool surrounded by tropical plants and trees. Sunlight filters through the greenery, illuminating the pool area. Potted plants add vibrant touches, while a shaded seating area provides a comfortable retreat nearby.

Guesthouse in Kingston

4.95 out of 5 average rating, 142 reviews

Orchid Cottage

JoanneRating, 5 stars1 month ago

A beautiful and classy setting. Betty is enjoyable to talk to. A gorgeous way to wake up in the morning with the clean pool, orchids, birds singing, cute little dogs, and Betty’s company. Great value for the price! I felt honoured to be there. Joanne and Alexander, Vancouver, Canada

A tranquil outdoor area is highlighted by a spacious pool surrounded by vibrant greenery. The two-story house features several balconies, while lounge chairs are positioned around the pool for relaxation. Bright blue skies complement the inviting atmosphere.

Private room in Discovery Bay

3.2 out of 5 average rating, 5 reviews

Clocktower Guest House One bedroom No-kitchen.

SherrieRating, 5 stars64 months ago

Please dont be hesitant to stay at this Villa. Great staff, safe neighborhood and close to many attractions. Enjoyed my 2 weeks stay at this clean and beautiful Villa.

The exterior of a two-story house is presented, featuring a light-coloured façade with wooden accents on the balconies. A well-maintained garden surrounds the property, with manicured hedges and a paved pathway leading to the entrance. A parked car is visible in the driveway.

Guesthouse in Windsor Castle

4.79 out of 5 average rating, 14 reviews

The Windsor Retreat

SebastianRating, 5 stars27 months ago

welcoming wonderful host, great venue, nice garden and an exciting plantage in the backyard with loads of different fruit and plants, Rey showed us around and explained everything to us, that was really great sometimes a bit loud in the evening as local bars are around and you can hear some traffic, but that would never stop us from coming back to Rey's wonderful home

Private room in Ocho Rios

4.59 out of 5 average rating, 29 reviews

Fantastic Jamaican Studio Apartment

PaulaRating, 5 stars3 months ago

Groundskeeper was very responsive and allowed us an early check in. He was very friendly and helpful with directions. We only spent one night but would love to go back the property. It is secure, well maintained and beautiful.

A spacious living area features a comfortable orange sofa and a dark wood dining table, seating six. A computer desk with an ergonomic chair is positioned beside a large window, surrounded by lush green plants. Soft lighting and ceiling fans contribute to a relaxed atmosphere.

Guesthouse in Kingston

5 out of 5 average rating, 6 reviews

KINGSTON COTTAGE Tropical Serenity.

FrankRating, 5 stars33 months ago

Fleur's place is an excellent and calming retreat highly recommended for the future to anyone wishing to explore Kingston. She welcomed us with some selected local treats and gave us a tour of her wonderful gardens. Any questions needed answers she has a folder with a lot of information, touristic places to visit, take aways, COVID regulations,... my answer to this is just sit back and enjoy.

4.62 out of 5 average rating, 45 reviews

The studio features a plush king-sized bed with decorative pillows. Rich red curtains adorn the windows, allowing natural light to enhance the warm tones of the walls. A modern bathroom is highlighted by tiled walls and a walk-in shower with a clear glass door.

Private room in Kingston

Lovable 1 bedroom in Manor Park area

AgnesRating, 5 stars1 month ago

Great as always! Have stayed many times and it’s always nice

Guesthouse in Summerfield

The exterior of the apartment is adorned with lush green vines, showcasing a welcoming front porch. A wooden door is framed by two windows, and a small dining set is placed on the tiled surface. Tropical plants and colorful flowers enhance the inviting entrance.

4.79 out of 5 average rating, 24 reviews

HershyB's Farm & Guest House

Plevence Rating, 5 stars2 months ago

Me and my 16 year old daughter stayed and we had a great time very safe and private clean and comfortable hot and cold water great ac on point all times great place to stay

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Guest house rentals with a patio

A balcony is adorned with lush green potted plants, offering a vibrant view of the surrounding tropical landscape. Tall palm trees and other foliage are visible in the background, under a sky filled with dynamic clouds.

Guesthouse in Runaway Bay

4.56 out of 5 average rating, 9 reviews

Entire Flat Stunning Runaway Bay

StedfieldRating, 5 stars3 months ago

Danny's place was very affordable and was the perfect location to the venue where I attended a concert. Would definitely stay there again for any future stays in Runaway Bay.

A curved pool is framed by natural stone tiles, offering views of the ocean and sky. A handrail provides access to the pool, complemented by a seating area nearby. The vibrant colors of the house enhance the outdoor space against the backdrop of the scenic horizon.

Guesthouse in St. Mary Parish

4.75 out of 5 average rating, 4 reviews

Cozy Comfort Ridge

MarietteRating, 5 stars19 months ago

I don't even know wherre to begin. I stayed at Ocean Ridge and it was a great and amazing stay, everthing was on spot. I have a beautiful time, the accommodations was really excellent, Ashley was very easy to make contact with, they checked so often to make sure my stay was well comfortable. The other person u must thank is junior, he was always there to make sure everything was ok, I must say i honestly enjoy every moment of it, and would definitely recommend to anyone to stay, the view of the ocean was stunning and the fresh mountain breeze. Thank you. Ashley

4.67 out of 5 average rating, 3 reviews

3 Bedroom at Luxe Beach Resort with Private Beach

TheresaRating, 5 stars8 months ago

We booked our family vacation and this was the ideal place. We had a pool and a beautiful private beach just across the street. The receptionist was polite and friendly, the men on the property helped us with anything we needed and it was just great. The breakfast was awesome and the place was just so comfy and looked exactly like what we saw in the pics. I will definitely book again!

Guesthouse in Rio Nuevo

New place to stay

Rockaway Suites Unit #8

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Guest house rentals with a washer and dryer

4.23 out of 5 average rating, 35 reviews

A courtyard is depicted, featuring several fruit trees and large leafy plants. A small pathway of stepping stones leads toward a glass door, providing a view into the studio. A barbecue grill stands nearby on the gravel-covered ground.

Private room in Kingston

Charming 1 bedroom in Manor Park

RayanRating, 5 stars27 months ago

The perfect place to stay if you need some rest or need to relax.

A rustic wooden pier extends over calm turquoise waters, leading to a thatched-roof structure. Nearby, two bottles are placed on a weathered surface inscribed with messages. The scene captures the tranquil ambiance of a seaside retreat, with distant boats dotting the horizon.

Guesthouse in Spur Tree

4.86 out of 5 average rating, 7 reviews

Spur Tree Home Away Villa's 2 Bedroom Suite

AdrienneRating, 5 stars14 months ago

Natoya was a very great host! Throughout many inconveniences she was very responsive and proactive. I would definitely stay here again. Her home was big and beautiful!

Guesthouse in Spring Garden

The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.

New place to stay

Exclusive Mountain & Farm Villa Escape

MarshaRating, 5 stars2 days ago

This was above and beyond my expectations. This place is exceptional and feels like a retreat and hideaway that has beautiful views of the mountains. I felt at home and loved the farm tour. We also did the cave and river expiencence. Already planning my next visit. Would highly recommend.