Vacation rentals with a pool in Montego Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Montego Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Condo in Montego Bay
4.82 out of 5 average rating, 398 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Superhost
Apartment in Montego Bay
4.8 out of 5 average rating, 217 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.

Top guest favorite
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
4.98 out of 5 average rating, 192 reviews

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.

Guest favorite
A bright living area features modern furnishings in neutral tones, accented by a vibrant yellow sofa. Large windows offer views of the ocean, while indoor plants add a touch of greenery. A sleek television sits on a low console, enhancing the open atmosphere.
Apartment in Reading
4.81 out of 5 average rating, 118 reviews

Sunset Serenity - Stunning Ocean View 2 Bedroom

This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Guest favorite
Condo in Montego Bay
4.83 out of 5 average rating, 157 reviews

Panoramic Studio with Ocean & Mountain Views

WE ARE READY FOR YOU!!! Wah Gwan! (“What’s going on?”) Come stay at my cozy condo in the heart of MoBay — location, location, location! This quiet 3rd-floor ocean-view studio sleeps up to 4 guests, with a mini separated sleeping area. Fully equipped with a full-size fridge, blender, microwave, gas stove, washer & dryer. Relax by the pool with panoramic ocean and mountain views, enjoy a drink or meal at the pool bar, and grab essentials at the on-site mini mart. You'll love your stay❤️🇯🇲

Top guest favorite
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.
Condo in Montego Bay
4.95 out of 5 average rating, 147 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

Guest favorite
A two-story cottage is surrounded by lush greenery, featuring a blue-tiled roof and large balconies. Below, a pool area is highlighted with sun loungers, inviting relaxation. The property is set within a vibrant landscape, showcasing palm trees and well-maintained gardens.
Cottage in Mango Walk
4.92 out of 5 average rating, 229 reviews

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Guest favorite
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.
Condo in St. James Parish
4.9 out of 5 average rating, 142 reviews

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck

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, pool, and rooftop views. Book now 😁

Guest favorite
The spacious bedroom features a large bed with decorative pillows set against a vibrant blue wall. A seating area with a sofa is included, and a desk is positioned next to a window offering views of the outside. Light fills the space through large glass doors.
Apartment in Montego Bay
4.91 out of 5 average rating, 101 reviews

Ocean Caribe Upper Deck: 1BR Apt

Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

Guest favorite
A spacious living area features elegant bamboo furniture, including a two-seat sofa and comfortable chairs. Natural light floods in through large windows, highlighting decorative elements like a starburst mirror and potted greenery. A textured rug anchors the space, with a coffee table positioned centrally.
Apartment in Montego Bay
4.92 out of 5 average rating, 132 reviews

2BR Getaway w/Pool, Near Beach in Montego Bay

This gorgeous apartment has been furnished to feel like a true getaway. It’s the ideal retreat for an adventurous & up-scale stay, located in a gated community that is close to the absolute heart of Montego Bay. We believe it’s the ultimate location to experience this part of the island. At only 10 minutes walking distance from Doctor's Cave Beach and the main Hip Strip, you will be very close to all the action. Settle in by zoning out with family or friends and enjoy your getaway.

Guest favorite
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
4.95 out of 5 average rating, 148 reviews

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.

Guest favorite
A colorful fishing boat is anchored in clear turquoise waters, surrounded by gentle waves. The bright blue sky features wispy clouds, creating a serene coastal atmosphere. The horizon is visible in the distance, enhancing the tranquil setting of the scene.
Apartment in St. James Parish
4.96 out of 5 average rating, 127 reviews

HideAway By the Sea - Your HOME away from Home

Welcome to HideAway by the Sea, where you will be able to relax and enjoy the island. This studio apartment offers all the comforts of home with AC, room fan, hot water on demand, a washer, Smart TV, WIFI, comfy Queen bed and a fully equipped cooking space to make meals. This space is great for working professionals, travelers, singles, or a couple. It is very safe with 24-hour security. Smoking is permitted on patios only.

Popular amenities for Montego Bay rentals with a pool

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Quick stats about vacation rentals with a pool in Montego Bay

  • Total vacation rentals

    Explore 730 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 23,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wi-Fi availability

    720 of Montego Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Montego Bay rentals

  • 4.7 Average rating

    Montego Bay stays receive an average rating of 4.7 out of 5 from guests

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