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Guesthouse holiday rentals in Jamaica

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Jamaica

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Superhost
A vibrant green cottage is framed by lush greenery, set against a bright sky. The entrance features a covered porch with a railing and a path leading to the door. Surrounding plants add to the cottage's charming ambiance.
Guesthouse in Treasure Beach
4.53 out of 5 average rating, 15 reviews

The Seaside Cottage @ The Calabash Guest House

Nestled in Treasure Beach on the South Coast of Jamaica, Calabash House is an intimate vacation destination featuring lots of extras. The House & Cottages are located directly on the Caribbean Sea. Our guests enjoy the best swimming beach in the area. Older locals refer to our location as "the sweetest little corner in Treasure Beach" and we think you will agree! Calabash House is 5 to 7 minute walk to local restaurants and bars. Treasure Beach is local community based tourism destination.

Guest favourite
A modern entrance gate is featured, designed with horizontal wooden slats and a circular cut-out. Behind the gate, a driveway leads to a parked car. Lush greenery surrounds the property, while a tiled area provides a welcoming view of the exterior.
Guesthouse in Portmore
4.92 out of 5 average rating, 25 reviews

Tropical Retreat - Unwind in our 2 Bedroom Stay

Welcome to your perfect getaway! This centrally located 2-bedroom house comfortably sleeps 4 and offers you all the modern amenities you need for a relaxing stay. Located just minutes from highways, beaches, countless dining options and malls. it’s the ideal retreat from the hustle and bustle of the outside world. Whatever brings you to Portmore, come kick back, relax and enjoy our home. ✨ We Also Offer: - Car rental for your convenience - Airport service to make your visit hassle free

Guest favourite
A stunning coastal view features a vibrant array of turquoise waters, with lush greenery outlining the shoreline. An island is prominently situated in the distance, framed by gentle waves and a diverse landscape, creating a serene and inviting atmosphere.
Guesthouse in Tower Isle
4.78 out of 5 average rating, 37 reviews

Rio Nuevo View Guest House - For Work or Family

The Rio Nuevo View Guest House is a modern elegant sea-view property with accommodations for 6 guests located 15 minutes east of Ocho Rios. The property provides modern amenities with all the privacy our guests require. The grounds are secured with an electronic gate and closed-circuit cameras monitoring the outside property. Enjoy a 100 Mbps TP-Link mesh Wi-Fi network for seamless connections. Air-conditioned bedrooms, living room, and dining room. Ideal for busy workers and large families.

Guest favourite
Lounge chairs with blue cushions are arranged around a clear swimming pool, surrounded by potted plants and flowering bushes. A dining area can be seen in the background, with white furniture set against a serene garden landscape.
Guesthouse in Boscobel
4.84 out of 5 average rating, 90 reviews

Endless Summer

Endless Summer is a beautiful, quiet seafront property, located immediately across from Ian Fleming International Airport. We are located 15 minutes east of Ocho Rios, so we are close to several major attractions, beaches, family-friendly activities and dining. You’ll love my place because of the ambiance, and the location. Public or private transportation is readily available. Endless Summer is ideal for individuals seeking a quiet, place to relax, definitely not for the party crowd.

Top Guest favourite
Guesthouse in Port Maria
4.89 out of 5 average rating, 83 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Top Guest favourite
An outdoor area is illuminated by string lights at dusk, showcasing a wooden structure with a spacious deck. A lap pool glimmers in the distance, framed by lush greenery and gently sloping hills, creating a serene atmosphere for outdoor relaxation.
Guesthouse in Port Antonio
4.93 out of 5 average rating, 161 reviews

Stingray Cottage

Nestled in nature and perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Enjoy frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer. Searenity offers six cottages: - Starfish - Stingray - Lionfish - Jellyfish - Turtle - Octopus Your sanctuary in nature.

Guest favourite
A rustic terracotta house features a spacious porch with wooden support beams. Two white adirondack chairs and a blue chair are positioned on the patio. Staircases lead up to an upper deck, framed by greenery in the background.
Guesthouse in Treasure Beach
5 out of 5 average rating, 6 reviews

Bebe's place

Bebe's Charming Retreat Escape to our cozy retreat, perfect for a relaxing getaway. Enjoy a fully equipped kitchen, a comfortable bedroom with a plush queen-sized bed, and a clean, inviting bathroom. Relax on the spacious veranda or the upper deck with stunning views. The rustic charm of our terracotta-colored house and its serene surroundings offer a peaceful escape. Amenities include free parking, high-speed Wi-Fi, and fresh linens. Book now to experience bebe's

Top Guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guesthouse in Montego Bay
4.97 out of 5 average rating, 109 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

Guest favourite
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
4.8 out of 5 average rating, 25 reviews

HershyB's Farm & Guest House

My place is close to family-friendly activities and public transport. You’ll love my place because of the cosiness, the location, and the views. You can go hiking through the farm and enjoy the organic beauty of Jamaica. My place is good for couples, solo adventurers, business travellers and families. The apartment is not wheelchair accessible, you will need to climb steps to access the apartment.

Guest favourite
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.
Guesthouse in Spring Garden
5 out of 5 average rating, 6 reviews

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican

Superhost
An exterior view showcases a vibrant yellow guesthouse. Two black chairs and a small round table are placed on the tiled path, offering a quaint outdoor seating area. A clear blue sky is visible, enhancing the cheerful ambiance of the setting.
Guesthouse in Negril
4.86 out of 5 average rating, 7 reviews

Tropical Charm Negril II

A lovely one bedroom guest house which can host 3 people comfortably. Bright, airy and recently renovated to an excellent standard. Consists of 1 Queen sized bed and 1 single bed. A private bathroom. Hot water, air conditioning, mini fridge and tea making facilities. Pricing is for 2 people. Any additional guest will be $15 USD depending on the season.

Top Guest favourite
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
4.96 out of 5 average rating, 159 reviews

Orchid Cottage

in a cool calm secured area in up scale Kingston neighborhood ..Orchid Cottage is a one bedroom flat with an extra bed in living area, kitchenette, small dining area, solar water shower, wifi, cable , air -con bedroom , fan, mosquito screen windows , auto switch over Generator.

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