
Holiday 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.

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.

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 😁

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.

Hospitality Expert EL1: Private Pool, Beach, Chef
This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

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.

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❤️🇯🇲

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

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.

Paradise by the Sea
Fully furnished studio apartment, located directly on a white sand beach at Sea Castles Condo along Montego Bay’s elegant corridor. Located on the North Coast highway the complex is 10 minutes from MBJ Airport, 15 minutes from the town center, with access to everywhere on the island. The complex has 24 hours security, swimming pool, beach, bar & local restaurant with a relaxed atmosphere catering to both working professionals & vacationers wanting to enjoy themselves after a long day.

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.

Comfortable 1bedroom, 1 bath, rooftop pool
Listing description PLEASE READ LISTING DESCRIPTION BEFORE BOOKING! Wake up and pull away your curtains to a breathtaking view of the Caribbean Sea whilst you relax and unwind in your spacious and modern home away from home. The apartment is palatial, cool and central to all major locations. The property is 5mins by car from the airport and 20mins walk or 5mins by car to the Hip Strip. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.

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.
Popular amenities for Montego Bay rentals with a pool
House rentals with a pool

PleasantView

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Royale Dream Vacation Entire 2 Bedroom Apartment

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Condo rentals with a pool

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Palmyra Resort - Blue Sky Hideaway

Irresistible view (Mobay Club-1408)

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City View Luxury Home
Other holiday rentals with a pool

Island Style Apt in Gated Cmnty

Ripe Plantain Cabin

2BR Townhouse near Beach & Hip Strip • Pool Access

Modern Sunset Condo | 10 mins from MBJ airport.

Sunshine Suite 2 -Air C King Suite & kitchenette

3 Bd Home w/ Pool, Starlink - 10 Min from Airport

Luxe 1 Bdrm Apt in Montego Bay!

Bay Haven: Modern, Pool, Close to excursions
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 AUD | $227 AUD | $239 AUD | $236 AUD | $230 AUD | $236 AUD | $239 AUD | $233 AUD | $222 AUD | $225 AUD | $224 AUD | $246 AUD |
| Avg. temp | 26°C | 26°C | 27°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 28°C | 27°C |
Quick stats about holiday rentals with a pool in Montego Bay

Total holiday rentals
Explore 740 holiday rentals in Montego Bay

Nightly prices starting at
Montego Bay holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 23,720 verified reviews to help you choose

Family-friendly holiday rentals
390 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wi-Fi availability
730 of Montego Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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