Vacation rentals with outdoor seating in Cherry Gardens, Kingston

4.82 out of 5 average rating, 260 reviews

A comfortable living area features a gray sofa adorned with decorative cushions, positioned beside a vibrant armchair with a geometric pattern. A round coffee table sits in front, topped with a magazine and a floral arrangement. Colorful artwork adorns the wall, depicting serene landscapes.

Apartment

Kingston City Centre Oasis (new 1 bed, 1 bath apt)

Welcome to Kingston City Centre Oasis! This modern one bedroom apartment with an exciting Caribbean ambiance will have you feeling right at home. Located in an exclusive cul-de-sac, the property offers a sense of serenity as it is laden with fruit trees and experiences the music of birds in the evening. With access to Kingston's best restaurants, business centers, tourist sites and entertaining night life, it is great for short or long term stays. Bookings over five nights receive a free gift!

4.95 out of 5 average rating, 222 reviews

The exterior wooden cabin features multiple windows with sheer white curtains, surrounded by lush greenery. The inviting interior showcases a small dining area with a round table and a hanging chair, both framed by large windows offering views of the garden.

Cabin in Kingston

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

4.92 out of 5 average rating, 179 reviews

A spacious living area features comfortable brown sofas adorned with colorful cushions. A glass coffee table sits at the center, complemented by a decorative orchid. The room is brightened by natural light from an adjacent area, set against soothing turquoise walls.

Apartment in Kingston

Book A Warm & Cozy Apt | Near Bob Marley Museum

SPECIAL OFFER Enjoy 15-30% discount at this highly-rated Guest Favourite property from June to September 2025. PROPERTY HIGHLIGHTS - Professionally managed property - Secure gated complex - Just moments from the: • Iconic Bob Marley Museum • Vibrant shopping centers & restaurants • Major business hubs • Pulsating Kingston nightlife Don't let this limited-time offer slip away. Book now and give yourself the getaway you deserve! Save this listing by clicking the ♥ in the upper-right corner.

Treehouse in St. Andrew Parish

A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.

4.84 out of 5 average rating, 119 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Top guest favorite

A contemporary living area features a plush gray sofa adorned with neutral and earthy-toned cushions. A small round table stands nearby, accompanied by decorative plants. Natural light fills the space through large windows with sheer curtains, and a mounted TV is positioned on the wall.

5 out of 5 average rating, 10 reviews

Summer Vibe 1BR Pool & View | SuperHost Kingston 6

Whether you’re here for work or rest, Solace III is a modern 1BR offering the perfect blend of comfort, convenience, and charm. ✨ What Guests Love Most: • Access to a beautiful infinity pool • Signature sunset views that paint the sky • Prime Kingston 6 location that’s walkable to top restaurants, cafes, and shops • Stylish, spotless space with warm, modern decor • Superhost support, earned in just 2 months! • A stay that’s consistently described as relaxing and effortless!

4.91 out of 5 average rating, 119 reviews

A contemporary living area features a black leather sofa accented with colorful cushions. Two vibrant red chairs complement a glass coffee table placed on a decorative rug. Lush green plants are positioned in stylish pots, enhancing the room's airy atmosphere.

Apartment in Kingston

CityFive Kgn 1 or 2 BDRMS Blue Mtn & City Views

***IMPORTANT*** READ ALL SECTIONS This contemporary listing is located right off the Liguanea Plain and affords you a view of the beautiful Blue Mountain. It offers you the absolute peacefulness of a residential neighborhood with quick access to the city. For the business traveller, wi-fi connection, a comfortable work area and easy accessibility to the CBD. For families, cozy living area. For the vacationer, 10 mins to Bob Marley Museum, Devon House or 35 mins to Port Royal

A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.

4.88 out of 5 average rating, 161 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

Top guest favorite

A well-lit living area features a light gray sofa paired with two matching accent stools. A floor lamp and a potted plant add a touch of greenery, while soft curtains frame the windows. A television is mounted on the wall, enhancing the cozy ambiance.

Cottage in Kingston

4.96 out of 5 average rating, 45 reviews

Cozy 2 Bedroom 2 Bathroom City Getaway

Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more

4.87 out of 5 average rating, 46 reviews

An aerial view of the newly built home shows a modern rooftop pool surrounded by lounge chairs and artificial grass. The expansive terrace offers 360-degree views of the greenery and urban landscape, highlighting the well-constructed, contemporary building below.

Apartment in Kingston

RH07 – Pool | 24/7 Security | Wi-Fi | City Views

Stay in our newly built 2-bedroom, 2.5-bath gated home, just 4 minutes from Hi-Lo Supermarket and Fontana Pharmacy in Barbican. Designed for up to 4 adults, the home offers a spacious, modern interior and a rooftop with a pool and panoramic 360° views. Enjoy full amenities including A/C, Wi-Fi, a fully stocked kitchen, workspace, washer/dryer, private parking, backup generator, and water storage. Your comfortable and secure Kingston stay starts here—book now!

A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.

4.87 out of 5 average rating, 270 reviews

Stunning smart apt with pool & amazing sunset view

Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

A modern living area features a wall-mounted television displaying a fireplace image. Two light-colored chairs are positioned near a glass dining table. Potted plants add greenery, while a coffee table rests on a patterned rug. Soft natural light is filtered through horizontal shades.

4.93 out of 5 average rating, 157 reviews

Modern 6th Floor 2-BDR apt w/ pool & Kingbed

This modern apartment is located on the sixth floor with a breathtaking view of the city and mountains. The unit is a 2 bedroom, 2 bathroom condo that is fully air conditioned with gated 24-hour security, cable, WiFi, hot water, free parking, a fully equipped kitchen with a 4 burner electric stove and oven, modern appliances and large smart TVs in every room, including a 65 inch QLED in the living room.