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Guesthouse vacation rentals in St. Ann Parish

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for St. Ann Parish guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Vibrant purple orchids are prominently displayed in the foreground, with a lush garden environment surrounding a clear swimming pool in the background. Tropical plants and trees are seen throughout the scene, contributing to a serene outdoor atmosphere.
Guesthouse in Kingston
4.95 out of 5 average rating, 146 reviews

Orchid Cottage

AkeemRating, 5 stars1 week ago
Would definitely stay again. This is a hidden gem. With its greenery and beautiful potting of plants, you'd think you're nestled somewhere in the countryside. Orchid cottage was peaceful, quiet, and felt right at home. If you're looking to get away for a few days, I'd definitely recommend it. My partner absolutely loved this place. Betty was so welcoming and warm. She was easy to talk to, and any questions asked, she was happy to answer. We enjoyed the fruits she gave. The upkeep of the place was well done. Especially in the oncoming heat of summer, the pool will come in handy. Great place to spend time and relax.
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 stars29 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
The outdoor area showcases a large swimming pool surrounded by lounge chairs. Tropical plants and palm trees enhance the atmosphere. The two-story building features a mix of balconies and large windows, allowing for plenty of natural light in this inviting space.
Private room in Discovery Bay
4.65 out of 5 average rating, 17 reviews

Clock Tower Guest House 2 bedroom apartment

LashanteRating, 5 stars3 weeks ago
For me visiting from the Bahamas it felt like I was back home. cleanliness , peaceful, private most of I felt welcome.
A white dresser with three spacious drawers is positioned beside a modern black lamp. A decorative mirror reflects light in the cozy studio space, while a gray chair adorned with a patterned pillow adds a touch of style to the room.
Private room in Kingston

Luxury Casita

PeterRating, 5 stars21 months ago
Great experience staying with Vanceta. It was a secure and peaceful experience yet one was well connected within Kingston which made navigation easy. The room was lovely, clean, and very secure. I felt right at home!
An outdoor seating area is set in a well-manicured garden. A sunshade provides coverage over a pink table, surrounded by black wrought iron chairs. Lush greenery and a stone pedestal enhance the tranquil ambiance, with a white picket fence visible in the background.
Guesthouse in Kingston
5 out of 5 average rating, 6 reviews

KINGSTON COTTAGE Tropical Serenity.

FrankRating, 5 stars34 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.
Superhost
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
4.62 out of 5 average rating, 45 reviews

Lovable 1 bedroom in Manor Park area

AgnesRating, 5 stars2 months ago
Great as always! Have stayed many times and it’s always nice
Guest favorite
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.
Guesthouse in Summerfield
4.79 out of 5 average rating, 24 reviews

HershyB's Farm & Guest House

Plevence Rating, 5 stars4 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
A simple black plaque is mounted on a light-colored wall, displaying the words 'LOVELY SPOT' in gold lettering. Green foliage is visible in the foreground, creating a natural framing for the sign.
Guesthouse in Oracabessa

Lovely Spot

SandraRating, 5 stars97 months ago
This was my first time doing an accommodation like this and I was pleasantly surprised that I really like this location. It felt like home and the host Claudia was very attentive to every detail. Thank you so much for the wonderful care. I recommend this place it's truly a home away from home.

Guest house rentals with a patio

A bedroom is presented with a spacious bed dressed in white linens and a light blue throw pillow. Soft gray curtains frame a window, allowing gentle light to filter in. An air conditioning unit is mounted above the bed, and a wall-mounted television is positioned nearby.
Private room in Ocho Rios

Ocean View B suite

LoriRating, 5 stars5 months ago
I am so happy I found this place. The beds are real mattresses and very comfortable. The towels and linens were white and spotless. This room was a heaven sent to be honest. Bridgidia's place is adorable and the toilet seat (floral designs 3D) was just beautiful. I appreciated everything this humble and kind lady did for us to accommodate us. This is the hostess with the mostess very helpful and HONEST she made this trip EXTRA specia because we were able to go to the INTIMATE concert. We saved time and stress with barely any traffic issues. Getting to the venue at Plantation Cove was easy. We spent 20 mins tops in traffic from this suite to parking on the street. Then 10 mins walking in the parking lot is busy and sometimes people get boxed in. If you want something affordable that is very clean, cozy, safe with an amazing 👏 host that is very accommodating this is the spot.
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 stars21 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
A tranquil swimming pool is surrounded by a spacious brick patio, with several lounge chairs arranged nearby. Lush greenery and a white picket fence create a serene backdrop. Bright flowers are placed in pots, adding a touch of nature to the inviting space.
Guesthouse in Runaway Bay

Harmony La Vista

TrinaRating, 5 stars29 months ago
The place was very clean and Harmony was always available and ready to help. The listing was beautiful and I did feel at home. I loved that the pool was close to the listing and security was very kind and helpful. I would definitely book with Harmony again.
A charming exterior view of the property is framed by lush green leaves. The light-colored building features an archway entrance and windows adorned with white shutters, while potted plants add natural touches to the entrance.
Guesthouse in Rio Nuevo
New place to stay

Rockaway Suites Unit #8

A serene beach view is captured, showcasing the turquoise waters meeting the sandy shore. Lush green vegetation frames the scene, emphasizing the tropical landscape. The image incorporates text promoting Healing Retreat, along with contact details and an invitation to visit, enhancing the sense of accessibility.
Private room in Browns Town

Healing Retreat Bedroom3

A spacious outdoor area features a large heated swimming pool and a gazebo surrounded by lush greenery. The farmhouse-style building with a tiled roof provides a welcoming backdrop under a bright blue sky, inviting relaxation and enjoyment.
Guesthouse in St. Ann Parish

Château La DeBusschere

A modern living area features a sleek sectional sofa adorned with orange and grey cushions. A dining space with a contemporary table and grey chairs is visible, alongside a stylish breakfast bar with two stools. A large TV mounted on the wall adds to the ambiance.
Guesthouse in Ocho Rios

Raw’s Paradise

A spacious building exterior features white walls with decorative accents. Lush greenery surrounds the entrance, highlighted by large planters. Arched windows and elegant columns contribute to the distinctive architectural style, while a set of stairs leads to the front door.
Private room in Runaway Bay

Charismatic Guest House

Guest house rentals with a washer and dryer

A welcoming entrance sign for YS Falls is shown, surrounded by lush greenery and palm trees. Scenic views of cascading waterfalls and clear blue pools can be seen in additional images, highlighting the tranquil natural environment. Visitors are visible enjoying the serene water areas.
Guesthouse in Spur Tree
4.86 out of 5 average rating, 7 reviews

Spur Tree Home Away Villa's 2 Bedroom Suite

AdrienneRating, 5 stars16 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!
A tranquil pool area features a curved pool surrounded by lush greenery and palm trees. Comfortable lounge chairs are positioned on the stone patio, inviting relaxation. A charming cottage with arched windows is seen in the background, complementing the serene outdoor setting.
Guesthouse in Kingston

Escape Place

StephenRating, 5 stars25 months ago
Place was very clean and looked even better in person. Very peaceful neighborhood.
Superhost
Guesthouse in Spring Garden

Exclusive Mountain & Farm Villa Escape

JosephRating, 5 stars3 weeks ago
This place is in the beautiful countryside on the edge of the Cockpit Country. It is remote and that is exactly the attraction. Quiet. Safe. Birds everywhere singing in the morning and evening. Great views of the hills and jungle from every corner of the property. It is colorful, artistic and very comfortable. One of most comfortable beds I've had at ANY Airbnb! Looking for a super nature chill vibes hang out with friends? This spot will not disappoint. Great hosting from Kimone, Ainsworth and Craig. Thanks y'all! Will be back for sure!!!
Guest favorite
A vibrant entrance gate to the gated community features a two-story security booth in yellow and green, with a barrier arm raised for access. The paved road leads into the community, bordered by well-maintained grass and palm trees.
Guesthouse in Falmouth
4.83 out of 5 average rating, 18 reviews

Teraz Home Sweet Home

AllayahRating, 5 stars3 weeks ago
Lovely place, exactly as described and also Jerome is a lovely host he communicated very well.. I will definitely stay here again.
A wooden sign reading 'Zion's Den' is displayed prominently, featuring hand-painted letters in yellow against a rustic brown background. A green plant leaf is partially visible in the foreground, adding a natural element to the image.
Guesthouse in Discovery Bay
5 out of 5 average rating, 7 reviews

Zion’s Den at Hidden Springs, Discovery Bay

LetheRating, 5 stars42 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!!
A modern kitchen features a dark cabinetry set against white walls. The countertop is equipped with a microwave, kettle, blender, and coffee maker. Cookware and utensils are neatly arranged, with an electric cooktop and oven visible. Soft natural light enters through a window.
Private room in Ocho Rios
4 out of 5 average rating, 4 reviews

Bonham Manor

QuintonRating, 5 stars2 weeks ago
Highly RECOMMENDED... WHY HAVEN'T YOU BOOKED YET?? I cannot say enough good things about Carla and her place. I'll start with Carla, she is a dream. she is extremely pleasant, helpful, she had the best communication, she gave us good directions and recommendations. Carlas place is very special, close to tons of food and grocery stores, cleaner than a hospital, she cooked for me one night, picked up a drink from the store... I mean she went above and beyond to make sure my stay was perfect and to be honest staying at Carlas place added to my happiness and security. I will be coming back...
Gentle waves lap against a sandy shore, while a figure stands in shallow water, enjoying the subtropical climate. A large cruise ship is visible in the distance, gliding across a clear blue sky that meets the vibrant sea.
Guesthouse in Kingston
4.38 out of 5 average rating, 8 reviews

Home Away From Home : Peace & tranquility

J. RenaRating, 5 stars22 months ago
Veronica and Shawn are good people! They are friendly and caring. They took me in after missing my flight at the the last minute late night. The beds are comfortable the ac worked and the wifi was strong. We felt safe and at home. The dogs are adorable and friendly. Ask Shawn to take you for late night food....you will thank me later. This was an authentic Jamaican experience. I would recommend and I would stay again. Blessings, Rena
Superhost
Guesthouse in Falmouth

Luxury*All Inclusive*Fits8-Shuttle*Beach*Pool*Gym

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