Vacation rentals with outdoor seating in Reading

4.81 out of 5 average rating, 209 reviews

Seawind On The Bay Studio

Seawind On The Bay is a safe gated community. A semi-private beach is across the street a short distance beside Secrets Hotel. The property has a pool and shared bar and grill with a covered community centre or cabana. A spectacular view of Montego Bay Harbor with cruise ships in the back yard view. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

Condo in St. James Parish

A spacious bedroom features a plush bed dressed in white bedding, complemented by colorful wall art above. Mirrored side tables are positioned on either side of the bed. Natural light enters through sheer curtains, enhancing the modern atmosphere.

4.9 out of 5 average rating, 137 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, lounge, pool, and rooftop views. Book now 😁

4.98 out of 5 average rating, 183 reviews

A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.

Townhouse in Montego Bay

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

An expansive view of the Caribbean Sea is captured from the rooftop patio, highlighting the serene blue water and sandy beach. Lush greenery borders the shoreline, while distant hills provide a picturesque backdrop under an overcast sky.

4.82 out of 5 average rating, 152 reviews

Panoramic Studio with Ocean & Mountain Views

Wah Gwan, a.k.a "What's going on? " Come and stay at my newly updated condo!! It is in a great spot, close to all the action and Harmony Beach! It has a great view on the private 3rd floor, it is a good size & can accommodate 4 people with a mini separate bedroom area, blocked off by curtains. I love the full size fridge, the night views, (especially down by the pool area). I love that you can get a beer or a meal anytime. We also have a Mini Mart on the property!! You will enjoy your stay:)

4.9 out of 5 average rating, 115 reviews

A tranquil pool area is surrounded by lush palm trees, offering a serene environment. The clear blue water reflects the sky, while a modern water feature adds an elegant touch. The nearby building is characterized by multiple windows, blending harmoniously with the tropical setting.

Condo in Reading

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

Reading’s Rose is a new apartment located in the heart of Montego Bay. It is a 1 min walk from your nearest Restaurant and a 5 min drive from all major grocery stores, pharmacies, restaurants, shopping centres and medical facilities. A small and peaceful community, it is perfect for couples, families, business travelers and friend groups. This gated complex features a pool on the property and jogging trail. The nearest beach is 5 mins away and the famous Doctor’s Cave beach is 13 mins away.

An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.

4.92 out of 5 average rating, 417 reviews

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.

4.94 out of 5 average rating, 144 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

The pool area showcases a serene saltwater pool surrounded by lounge chairs and umbrellas. Lush palm trees and vibrant greenery frame the space, creating a tropical atmosphere ideal for relaxation.

4.84 out of 5 average rating, 117 reviews

LionHideVilla GD: salt water pool&ocean view roof

The Green Door apartment is a modern space with lots of amenities: A/C, hot water, Wi-Fi, ceiling fans, flat screen smart TV/cable, blue tooth speaker, linens/towels, full kitchen with granite countertops. It has its own patio with seating & is fully grilled with screened windows. The property is fully gated. The lot is well fruited with mango, ackee, june plum, orange, lime, cherry, breadfruit & avocado trees. There is currently construction next door during week day, daytime hours.

Guest suite in Montego Bay

A modern sleeping area features a spacious bed with a minimalist design. A flat-screen TV is mounted above a wooden dresser, while a bathroom door is visible in the background. Natural light enters through a nearby window, illuminating the neutral-toned walls.

4.88 out of 5 average rating, 116 reviews

Quiet, safe & modern apartment with great views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. The windows are equipped with insect screens so can leave ajar and awake to the sounds of local birds or the smell of the fresh Jamaican air. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation. Average journey from the airport to the apartment is 20 to 25 minutes depending on traffic conditions and time of day.

Guesthouse in Montego Bay

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.

4.97 out of 5 average rating, 104 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.

4.95 out of 5 average rating, 107 reviews

The entrance features a charming pathway of manicured grass leading to a wooden door, surrounded by vibrant flowers and lush greenery in decorative pots. The exterior is characterized by light-colored walls and a spacious balcony above, providing a welcoming ambiance.

Apartment in Sandy Bay

Oleander Staycation

Just 30 minutes from Sangster International Airport and the lively resort town of Montego Bay, Oleander Staycation is your perfect island escape any time of the year. In only five minutes on foot, you can be at the beach, and when you return, you’ll enjoy the comfort of a safe, welcoming neighborhood. For everyone’s comfort, we kindly ask that only registered guests stay overnight. Need a ride? A vehicle is available for rent at an additional cost.

4.94 out of 5 average rating, 140 reviews

A bright and airy studio space features a spacious bed with patterned pillows, complemented by a cozy seating area adorned with decorative cushions. Natural light filters through a large window, showcasing lush greenery outside. A stylish light fixture adds a modern touch to the ambiance.

Apartment in Montego

SERENITY ON THE BAY

Serenity On The Bay is located on the exclusive Freeport Peninsula, nestled between The Secrets and Sunscape Resorts. This is a safe community. The Montego Bay Yacht Club offers fine dining and an excellent bar, property borders the club. Along the Peninsula, there is a jogging trail, for your early morning or sunset run. At Serenity On The Bay one can take opportunity to visit the attractions/adventures as well as relaxation at every turn.

House rentals with outdoor seating

An outdoor dining area features a round table surrounded by rattan chairs, under a transparent roof that allows natural light. A barbecue grill is positioned nearby, while the space is bordered by greenery in the background, providing a relaxed setting for gatherings.

5 out of 5 average rating, 4 reviews

Tropical Bliss 2bd/2bth TH, wlk Beach & Eateries

A serene bedroom features a spacious bed adorned with premium linens and a neatly folded towel. Large windows are dressed with light curtains, allowing natural light to flow in. A blue accent wall complements the bright decor, while a small desk and plants add to the relaxed ambiance.

4.96 out of 5 average rating, 52 reviews

Fully air-conditioned home w/ pool & garden patio

A well-appointed kitchen featuring rich wooden cabinetry and modern appliances. The mosaic-tiled backsplash adds texture, while the countertop provides ample workspace. Bright lighting illuminates the kitchen, creating a functional and inviting cooking environment.

4.86 out of 5 average rating, 42 reviews

Luxury Cozy Home-Gated Community | Wi-Fi |Central

A spacious living area features large glass doors opening to a private pool, providing views of the vibrant greenery and shimmering waters. Comfortable seating arrangements include a beige couch and colorful accent chairs, complemented by a coffee table. Natural light floods the space, creating an inviting atmosphere.

4.99 out of 5 average rating, 85 reviews

ShimmeringWaters Floating Breakfast Inc Big Views

An open-concept kitchen and living area features high, wooden ceilings and warm lighting. The kitchen showcases modern appliances including a dishwasher and a spacious countertop. Large windows allow natural light to fill the space, while soft curtains add a touch of privacy.

5 out of 5 average rating, 15 reviews

Millie's Home Away From Home

4.86 out of 5 average rating, 22 reviews

A modern living space features a large wall-mounted television opposite a comfortable seating arrangement, including a brown leather sofa and armchairs. A round dining table is positioned nearby. Natural light fills the room through expansive windows, highlighting a contemporary art piece on the wall.

Home in Reading

N/H Paradise 2

The living area features comfortable seating arrangements with a dark brown sectional sofa and a patterned armchair. Bright turquoise curtains frame the windows, allowing natural light to enhance the space. A stylish area rug lies below a dining-like set-up with barstools, harmonizing with the modern decor.

4.92 out of 5 average rating, 25 reviews

Greyview Escape

A spacious living area features an oversize sectional sofa adorned with colorful cushions. Complementary orange armchairs provide additional seating. A large ottoman rests in front of the seating arrangement, with a modest coffee table placed nearby. Soft lighting from a decorative pendant illuminates the room.

4.98 out of 5 average rating, 145 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Apartment rentals with outdoor seating

4.75 out of 5 average rating, 28 reviews

A modern living area is shown featuring a large, comfortable sectional sofa with decorative pillows. A round coffee table sits in the center, topped with an item. A flat-screen TV is mounted on the wall, and natural light filters through sheer curtains over a door.

Apartment in Rose Hall

Berry on the Hill~2

Apartment in Cornwall Court

A well-appointed bedroom features a large black upholstered bed with yellow and white bedding. A modern ceiling fan is positioned above, while two bedside tables are adorned with stylish lamps. A plush bench sits at the foot of the bed, completing the inviting atmosphere.

5 out of 5 average rating, 4 reviews

Serenity Vibes 1-Bedroom 1Bathroom Retreat

A tranquil pool area is presented, featuring a rectangular swimming pool surrounded by sun loungers. Lush greenery lines the edge, while a stone wall adds texture to the landscape. The clear blue sky complements the serene atmosphere of the setting.

4.96 out of 5 average rating, 24 reviews

Bordeaux Suites #13 Deluxe, Pool/Ocean View

A well-lit living area features a blue sofa facing a round dining table surrounded by wooden chairs. A stylish glass coffee table sits atop a patterned rug. The kitchen, visible in the background, showcases modern appliances and light-colored cabinetry.

5 out of 5 average rating, 8 reviews

Tropical Serenity 1 Bedroom - Beach Access/AC/Wifi

4.91 out of 5 average rating, 87 reviews

A panoramic view of lush greenery leading to a serene body of water under a partly cloudy sky. The landscape features a mix of trees and distant hills, creating a calming natural scene that encapsulates the beauty of the surroundings.

Apartment in Reading

Spacious Ocean View 2 BR Condo

A spacious living area features a modern design with a large flat-screen television mounted on the wall. A mirrored console table adds elegance, while natural light floods the room through glass doors. A cozy yellow throw is laid over a soft couch, enhancing the inviting atmosphere.

5 out of 5 average rating, 11 reviews

Opulent @Freeport 2BR21/2bth/beach access/gym/pool

A cozy sitting area features a blue, modern sofa positioned against a wall. Light-colored flooring complements the neutral walls, while a small doorway with a wooden frame adds depth. An abstract artwork hangs above the sofa, providing a splash of color to the serene space.

4.94 out of 5 average rating, 32 reviews

Apartment 5 @ Top Bay Apartments

A spacious bedroom is highlighted by large windows that allow natural light to flow in. The room features a king-sized bed with a neutral-toned quilt and decorative pillows. A fan is mounted on the wall, while a pair of bedside lamps and a colorful chest add character to the space.

4.93 out of 5 average rating, 85 reviews

Pollyanna Tropical Retreat Ocean front property.

Condo rentals with outdoor seating

Lush palm trees line the well-maintained grounds, leading towards the beach. A winding pathway is bordered by colorful flowers and manicured shrubs, guiding visitors to sandy shores and ocean views. Lounge chairs are positioned by the shore, creating a serene and inviting atmosphere.

4.82 out of 5 average rating, 159 reviews

Sabal at One Palmyra your own personal retreat

4.77 out of 5 average rating, 13 reviews

A bright bedroom features a spacious bed with a decorative throw and fresh linens. Two armchairs are positioned near the window, allowing for relaxation. Natural light filters through the sheer curtains, while vibrant yellow drapes add a touch of color. An inviting door leads to a balcony.

Condo in Reading

Bells Place, Free airport transport / 2 bed, bath

A spacious bedroom is furnished with a king-size bed, layered with soft linens and decorative pillows. A wall-mounted TV is positioned opposite the bed. Large windows allow natural light to filter in, offering a view of palm trees outside. A light rug adds warmth to the floor.

4.94 out of 5 average rating, 90 reviews

Oceanfront Apt w/ Beach Access, Pool, & Gym

The exterior of a two-story apartment building is shown, featuring a mix of warm brown and soft green colors. Multiple windows allow natural light to enter, and a white railing runs along a balcony. Well-maintained plants adorn the entrance area.

4.95 out of 5 average rating, 56 reviews

La Vue - King Bed Suite w/ Airport View

A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.

4.92 out of 5 average rating, 49 reviews

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

A screened-in patio area features an outdoor dining table with black metal chairs. Potted plants add greenery, and a gentle view of the Caribbean Sea is visible through the large windows, allowing natural light to fill the space.

4.94 out of 5 average rating, 115 reviews

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay

A serene beachfront view showcases palm trees swaying in the breeze, with a pathway leading to the sandy beach. The calm ocean reflects the clear blue sky, while shaded seating areas and a gazebo are visible along the coast.

4.85 out of 5 average rating, 99 reviews

Caribbean Diamond Ocean front 1 Bedrm Condo.

The poolside area is surrounded by tropical greenery, featuring lounge chairs arranged on a sunlit terrace. A sparkling pool reflects the bright blue sky, while lush palm trees provide shade. Nearby, a dining table with colorful cushions invites relaxation by the waterfront.