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, 184 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.

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.

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

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Guest suite in Montego Bay

A cozy bedroom features a spacious bed with crisp white linens and an orange patterned throw. A matching accent pillow rests at the headboard. A dark wooden dresser complements the decor, alongside a decorative circular mirror reflecting natural light from the window.

4.92 out of 5 average rating, 177 reviews

Irie Style Suite

This attractive space is in Anchovy town, nestled in the hills 5km above Montego Bay. You can enjoy the Real Jamaica among the locals, where everything is IRIE ;) Your PRIVATE space has all the amenities and free Wifi. Steps away you’ll find: Restaurants/Bars, Grocery, ATM, Pharmacy, Post Office, etc. ADVENTURE seekers will love the Ziplining, River Rafting/Tubing, Animal Farm, Bird Sanctuary & Hiking tours nearby. CHEAP Taxi/Buses are available 24/7 just outside my gate.

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.

4.99 out of 5 average rating, 118 reviews

An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.

Home in St. James Parish

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

The spacious sleeping area features a large bed with decorative pillows and a stylish headboard. Dark curtains frame the windows, and a matching bedside table with a lamp is positioned next to the bed. A small indoor plant adds a touch of greenery to the room.

4.91 out of 5 average rating, 99 reviews

Cole’s Vacationing

This beautiful spacious house is located in a gated community of Montego Bay that is truly perfect for your vacation, a tranquil establishment that is just couple minutes away from (MBJ) Sangster's INTL Airport as well as our famous beaches. This modern fully furnished design brings the blend of clean minimalist vibes. Parking spot assigned on property. Enjoy this spacious setting with a kitchen fully equipped to prepare your favorite meal.

House rentals with outdoor seating

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

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

The exterior of a single-story house is shown, framed by two tall palm trees on a neatly maintained lawn. Paved walkways lead to the entrance, with a serene landscape of greenery visible in the background, complementing the peaceful environment of the cul-de-sac.

4.8 out of 5 average rating, 50 reviews

Jah Casa Tu Casa

The exterior view of the villa features a well-maintained driveway leading to the entrance. Lush greenery is noted along the stone pathway, complemented by decorative stones and a decorative pot with pink flowers. The house's yellow walls brighten the setting under a partly cloudy sky.

4.93 out of 5 average rating, 41 reviews

Palmetto Villa

A two-story building with a reddish-tiled roof and white walls is framed by lush green foliage. A garden area with small flowering plants and palm trees leads to a pathway, enhancing the natural surroundings.

4.83 out of 5 average rating, 24 reviews

Hanover Gem ,Green Nature Surrounding Peaceful.

4.91 out of 5 average rating, 56 reviews

A cozy bedroom is presented, featuring a spacious bed adorned with a patterned blanket and pillows in deep reds and purples. Colorful artwork hangs above, and light filters through windows dressed with vibrant curtains, enhancing the inviting ambiance.

Home in Martha Brae

JUST Like HOME!

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

A bright living area features a plush white sofa facing a flat-screen TV mounted on the wall. Natural light floods in through sliding glass doors that open to a patio. A bar counter is visible in the background, alongside a decorative green vase and wooden shelves.

4.82 out of 5 average rating, 17 reviews

Hospitality Expert Seawind - Pool, Beach, Chef

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

An aerial view captures a modern apartment building surrounded by landscaped grounds and a spacious parking area. The structure features a blend of natural materials and contemporary design, while the scenic backdrop includes mountains and the coastline in the distance.

5 out of 5 average rating, 19 reviews

Apartment in Montego bay(Westgate Hills)with gym

A private balcony is visible, featuring a glass table and two cushioned chairs, all facing panoramic views of the beach and ocean. Palm trees frame the scene, and gentle waves can be seen lapping at the shore under a bright blue sky.

4.83 out of 5 average rating, 30 reviews

Beautiful Ocean Beach View Apt / Resort Access

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 well-lit bedroom features a spacious bed with crisp white linens. A modern wooden dresser is positioned beside the bed. Natural light flows through the window, flanked by light gray curtains, revealing views of the surrounding landscape.

4.78 out of 5 average rating, 59 reviews

Quiet, safe & modern apt with great views! Apt#2

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

A spacious studio features a large queen bed with a minimalist headboard, complemented by a comfortable couch. Large glass doors open to a balcony, offering views of the city and mountains. Natural light enhances the warm wooden ceiling and polished tile flooring.

4.84 out of 5 average rating, 205 reviews

Udacha

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

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

An infinity pool is seen with a tiled edge, complemented by plush white towels stacked beside it. Two glasses of sparkling wine rest on the tiled surface, overlooking a serene ocean view framed by palm trees and vibrant greenery.

4.85 out of 5 average rating, 60 reviews

Kusha Penthouse - Ultimate Luxury Experience

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 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, 100 reviews

Caribbean Diamond Ocean front 1 Bedrm Condo.

A bright studio apartment is shown, featuring a spacious bed with green and white linens. Natural light filters through two green-curtained windows. A small dining area with a table and chairs is visible, along with a kitchenette in the background and a ceiling fan overhead.

4.94 out of 5 average rating, 80 reviews

The Palms - 12 min drive to airport, town, beach

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.