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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Guest favourite

Villa in Montego Bay

4.93 out of 5 average rating, 166 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

Superhost

Condo in Montego Bay

4.81 out of 5 average rating, 139 reviews

Sabal at One Palmyra your own personal retreat

Located on the Jewel Grande Spa & resort with all amenities on the 3rd floor of the owner building. Options for all-inclusive food and beverage offered by the hotel at check-in. IT IS NOT MANDATORY. All inclusive is $180 per person per day. Must book for entire stay or only for last day. Infants are free. Children 5-7 $75 per person. Day Pass (11:00am-5:00pm includes (Lunch) and Night pass (6:00pm to 11:00pm) and includes Room Service for $125 per person per day. Ask at time of Check-in.

Superhost

Condo in Montego Bay

4.84 out of 5 average rating, 339 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.

Guest favourite

Condo in St. James Parish

4.9 out of 5 average rating, 105 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 😁

Guest favourite

Townhouse in Montego Bay

4.98 out of 5 average rating, 142 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.

Superhost

Condo in Montego Bay

4.83 out of 5 average rating, 121 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:)

Superhost

Condo in Montego Bay

4.85 out of 5 average rating, 190 reviews

Fabulous 1 Bedroom Condo with Ocean and Pool View.

This privately owned luxury condo is located on the ocean front property of The Jewel Grande Montego Bay Resort Premises,it is right across from the Rose Hall Great House and 15 minutes away from the Sangsters International Airport. Our condo offers luxury finishes and furnishings , high-end appliances, air-conditioning and everything you may need for a perfect home away from home. There is free wifi throughout the property , 24 hrs gated and electronic security as well as free parking.

Guest favourite

Cottage in Montego Bay

4.93 out of 5 average rating, 194 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 favourite

Apartment in Montego Bay

4.94 out of 5 average rating, 109 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 favourite

Villa in Montego Bay

4.96 out of 5 average rating, 206 reviews

Villa Maria Montego Bay, Beach front with Pool

Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully staff Fully A/C Chef service available Up to 2 free airport pick-up from MBJ. Property : We are located in a seaside fishing village. Even though not needed, we are monitored by security and outside video 24-hour OPTIONAL FEE The following fee is paid in addition to and after the reservation is paid for $180 / per day for pool heater. This is only if you want the pool heated.

Guest favourite

Condo in Montego Bay

4.94 out of 5 average rating, 114 reviews

1br Lux Oceanfront 180 View Pool Beach Tennis Gym

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. Enjoy exclusive access to a private residence beach, infinity swimming pool, fitness center, tennis court, library, kiddies playground, concierge service, all within a secure and secluded waterfront oasis.

Guest favourite

Apartment in Montego Bay

4.8 out of 5 average rating, 176 reviews

Seawind On The Bay Freeport Montego Bay

Seawind On The Bay is a safe gated community. The property has a pool and shared bar and grill with a covered community centre. The beach is a short distance away beside Secrets Hotel. A spectacular view of Montego Bay Harbor with cruise ships awaits you. 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.