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Guesthouse vacation rentals in Kingston

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Top-rated guesthouse rentals in Kingston

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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.

This charming, executive styled, 2bd/2bath bed and breakfast, short term rental solution is 15 minutes from New Kingston and is set in a boutique garden. Suitable for guests attending events, conducting business, visiting family or seeking medical care. The cottage is a separate dwelling on a property that is shared with the owners. The rate quoted is for two guests occupying the same room. Contact us for the rate for additional guests in the same party. We look forward to welcoming you HOME!!

Guest favorite
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
4.91 out of 5 average rating, 23 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 favorite
A charming guesthouse is set within a lush green landscape, featuring vibrant yellow exterior walls and a red roof. A gated entrance leads to the property, surrounded by well-maintained gardens and mature trees. The driveway is spacious, providing easy access to the house.
Guesthouse in Havendale
4.93 out of 5 average rating, 30 reviews

HOUSE-OF-ELEGANCE Parking on site /AC all rooms

Kick back and relax in this calm, quiet and stylish space. House of elegance guesthouse was designed for people looking for a peaceful getaway. Nested in a residential and very quiet neighborhood. Safety enforcement throughout property which includes , security cameras on premises, electric gate, fire extinguisher inside house, onsite parking and much more. For those guests that are not use to the tropical lifestyle our bedrooms include an air conditioner and running hot water in bathroom.

A modern living area features a light-colored sofa with blue accent pillows, positioned next to a compact table. Two windows, dressed in dark shades, allow natural light to filter in. A sleek television is mounted on the wall above a stylish media console, complemented by a decorative rug.
Guesthouse in Kingston
5 out of 5 average rating, 4 reviews

1 Bedroom Casita - modern and private

Escape to our modern, private casita, tucked away in a secure and peaceful setting only 5 minutes up from the foot of Jacks Hill. Close to all the necessary conveniences like a gas station, supermarket and a wide variety of restaurants on Barbican Road. Perfect for relaxation, this stylish retreat offers all the comforts of home with a sleek design and thoughtful amenities. Enjoy ultimate privacy and tranquility while being just moments away from local attractions.

Guest favorite
A single-story garden studio is presented with a gray exterior and a welcoming porch. Two white-framed windows allow natural light in, while greenery surrounds the structure. A paved path leads to the entrance, enhancing accessibility and connecting the studio to its outdoor environment.
Guesthouse in Kingston
5 out of 5 average rating, 5 reviews

Cozy Kingston Garden Studio

Thank you for your interest in Cozy Kingston Garden Studio. Please read the house rules carefully before booking to ensure that we are a right fit for your stay. Quiet, self contained, air conditioned studio. Located on a secure premises in safe suburban area. Perfect for backpackers, business trips and stay overs in Kingston. People travelling with children are also welcome. You will have your own entrance key, free parking and gate remote.

Guest favorite
A cozy bedroom features a spacious bed covered with a subtly patterned beige bedspread. Two blue pillows rest against a wooden headboard, creating a warm and inviting look. An air conditioning unit is mounted above, ensuring comfort during warmer days.
Guesthouse in Richmond Park
4.93 out of 5 average rating, 40 reviews

The Cottage

Our charming and tastefully decorated Airbnb unit offers a cozy living area, fully equipped kitchen, serene bedroom with a comfortable bed, clean bathroom, and a private balcony with stunning views. Enjoy the convenience of air conditioning and amenities like high-speed internet and parking. Perfectly located in a vibrant neighborhood with easy access to dining, shopping, and entertainment options.

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 Norbrook
4.96 out of 5 average rating, 157 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.

The entrance area features a welcoming path leading to the front door of the guesthouse, bordered by a small garden with greenery. Two windows allow natural light to enter, framed by a combination of earthy tones and textures.
Guesthouse in Patrick City

1bdr/1.5ba House Near Red Hills, 20 min to Stadium

Retreat to this cozy guesthouse in Pembroke Hall near Red Hills and Washington Blvd. This is centrally located and is near Boulevard super centre shopping mall, banks, restaurants, the highway and 20 mins away from New Kingston. Come and be our guest.

Guest favorite
A shelf with a modern design divides the space, featuring open compartments. In the background, a colorful bedspread covers a spacious bed, complementing the blue walls. A dining table with wooden chairs is visible in the foreground, while natural light enters through curtains.
Guesthouse in Hope Pastures
4.94 out of 5 average rating, 79 reviews

Home @ 32

Beautiful studio apartment in a quiet neighborhood. The apartment is centrally located close to, universities, hospitals, shopping, restaurants, etc. Two minutes drive to Sovereign Centre (with food court) and seven minutes to Bob Marley Museum

A bamboo 4-poster queen bed is positioned in a bright studio suite, complemented by a colorful patterned throw. A decorative mirror hangs above the bed, reflecting the room's light. A textured black rug enhances the floor, while an open doorway leads to an adjacent space.
Guesthouse in Kingston

Mikuzi Kingston Suite 2

Suite 2 at Mikuzi Kingston is a beautiful studio suite with a bamboo 4-poster queen bed, equipped with a private kitchen and bathroom. By the front doors of the room is a gorgeous terrace overlooking luscious greenery.

Guest favorite
An open concept living area is displayed, featuring a spacious bed with light blue floral bedding. A round dining table is surrounded by six chairs, and a full kitchen is visible with wooden cabinetry and modern appliances. Natural light filters through a window, enhancing the room's brightness.
Guesthouse in Constant Spring
5 out of 5 average rating, 9 reviews

Bella Vista Studio

Forget your worries in this spacious and serene space , open concept with full kitchen and enclosed bathroom. patio space overlooking the city and views of the hills.

A comfortable recliner is positioned in a well-lit living area, facing a wall-mounted television. A neutral color palette enhances the spacious feel, while a closed door suggests access to another room. The tiled floor reflects light, contributing to an airy ambiance.
Guesthouse in Spanish Town

Clean Space & Quiet Community

Whether you are on a business trip, visiting family or taking a quick vacation, this attached family home is spacious, serene and awaits you.

Popular amenities for Kingston guesthouse rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly guest house rentals

A crystal-clear swimming pool displays shimmering turquoise water, with gentle ripples reflecting the sunlight. The pool's tiled edge features a smooth transition to a stone patio area, enhancing the serene atmosphere of the outdoor space.
Guesthouse in Kingston
4.74 out of 5 average rating, 19 reviews

Adorable one bed room with pool

Guest favorite
A cozy bedroom features a spacious bed covered with a subtly patterned beige bedspread. Two blue pillows rest against a wooden headboard, creating a warm and inviting look. An air conditioning unit is mounted above, ensuring comfort during warmer days.
Guesthouse in Richmond Park
4.93 out of 5 average rating, 40 reviews

The Cottage

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 Norbrook
4.96 out of 5 average rating, 157 reviews

Orchid Cottage

Guest favorite
A single-story garden studio is presented with a gray exterior and a welcoming porch. Two white-framed windows allow natural light in, while greenery surrounds the structure. A paved path leads to the entrance, enhancing accessibility and connecting the studio to its outdoor environment.
Guesthouse in Kingston
5 out of 5 average rating, 5 reviews

Cozy Kingston Garden Studio

Guest favorite
A shelf with a modern design divides the space, featuring open compartments. In the background, a colorful bedspread covers a spacious bed, complementing the blue walls. A dining table with wooden chairs is visible in the foreground, while natural light enters through curtains.
Guesthouse in Hope Pastures
4.94 out of 5 average rating, 79 reviews

Home @ 32

Guest favorite
A charming guesthouse is set within a lush green landscape, featuring vibrant yellow exterior walls and a red roof. A gated entrance leads to the property, surrounded by well-maintained gardens and mature trees. The driveway is spacious, providing easy access to the house.
Guesthouse in Havendale
4.93 out of 5 average rating, 30 reviews

HOUSE-OF-ELEGANCE Parking on site /AC all rooms

Superhost
A well-lit swimming pool is surrounded by lush greenery and festive string lights. Several colorful pool inflatables float on the water, which emits a calming blue glow. A white fence creates a sense of privacy, enhancing the outdoor entertainment area.
Guesthouse in Kingston
4.5 out of 5 average rating, 4 reviews

The Cress Villa

Private room in Horizon Park

The White Room Sparks

Guest house rentals with a patio

The bedroom features a dark wood bedframe with a spacious bed dressed in rich red and brown linens. Flanking the bed are two bedside tables with matching lamps. A mirror is positioned on the wall opposite the bed, and the ceiling fan provides a cooling element.
Guesthouse in Constant Spring

The Alora

Guest favorite
A cozy bedroom features a spacious bed adorned with a striped blanket. Natural light filters through the open wooden doors, which reveal a lush green view outside. A nightstand is positioned beside the bed, contributing to the serene atmosphere.
Private room in Gordon Town
4.95 out of 5 average rating, 22 reviews

Queen Private-Gordon Town Kotch

Superhost
A vibrant, multi-colored house is nestled among lush greenery at the foot of a mountainous backdrop. Distinctive features include a round roof adorned with colorful flags, while pathways lined with plants lead to the entrance, creating a harmonious connection with the natural surroundings.
Private room in Kingston

School of vision Ital is Vital

A two-story house is featured, characterized by a grey exterior and a prominent gabled roof. The entrance is accentuated by a decorative staircase, and a fenced yard with a gravel driveway leads up to the property. Lush greenery surrounds the home.
Private room in Hellshire

Universall villa

Private room in Golden Spring

Golden Spring Guest Rooms by Sebastian

A cozy living area features a brown sofa with colorful cushions and a small round table atop a striped rug. A kitchenette is visible in the background, complemented by a window allowing natural light. Green walls enhance the space, which includes framed photographs.
Guesthouse in Portmore

U B Chill Spot

An inviting entrance path is lined with vibrant greenery and blooming flowers. The neatly paved driveway stretches towards an electric gate, creating a sense of privacy and tranquility. Lush plants in decorative pots add a lively touch to the serene atmosphere.
Private room in Kingston

Cozy Quiet City Studio

The exterior of the building presents a two-tone color scheme with yellow upper walls and wooden paneling below. Large windows with decorative wrought-iron grilles allow natural light to enter. A neatly maintained lawn with ornamental plants and small trees surrounds the front entrance.
Guesthouse in Kingston

Skyline Levels Main Suite

Guest house rentals with a washer and dryer

Superhost
A spacious bedroom features a plush pillow-top King-sized bed with two accent pillows. Soft light enters through the single glass door, which opens to a courtyard. The warm, earthy walls and ceiling fan contribute to a welcoming atmosphere.
Private room in Constant Spring
4.22 out of 5 average rating, 36 reviews

Charming 1 bedroom in Manor Park

Superhost
A spacious sleeping area features a plush king-sized bed with crisp white linens and ornate headboard against a warm yellow wall. Natural light enters through a window framed by drapes, illuminating the room's inviting ambiance.
Private room in Constant Spring
4.25 out of 5 average rating, 4 reviews

Adorable 1 Bedroom Suite near Manor Park area

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 Constant Spring
4.61 out of 5 average rating, 46 reviews

Lovable 1 bedroom in Manor Park area

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 Constant Spring

Escape Place

A charming exterior of a modest house features a gated entrance and a well-maintained front yard. Lush greenery is visible, complemented by neatly trimmed shrubs. Bright blue skies and scattered clouds provide a serene backdrop.
Guesthouse in Kingston
4.38 out of 5 average rating, 8 reviews

Home Away From Home : Peace & tranquility

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

When is the best time to visit Kingston?

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Quick stats about guesthouse rentals in Kingston

  • Total vacation rentals

    Explore 40 vacation rentals in Kingston

  • Nightly prices starting at

    Kingston vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Kingston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kingston rentals

  • Nearby attractions

    Kingston's top spots, include Emancipation Park, Bob Marley Museum, and Hope Botanical Gardens

Destinations to explore

  1. Airbnb
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  3. Saint Andrew
  4. Kingston
  5. Guesthouse rentals