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

Condo in Montego Bay

4.85 out of 5 average rating, 312 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

Condo in Montego Bay

4.8 out of 5 average rating, 128 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.

Guest favorite

Townhouse in Montego Bay

4.98 out of 5 average rating, 126 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

4.85 out of 5 average rating, 178 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 favorite

Cottage in Montego Bay

4.94 out of 5 average rating, 174 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

Condo in Montego Bay

4.92 out of 5 average rating, 368 reviews

Jus' Beachy! 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.

Superhost

Apartment in Montego Bay

4.82 out of 5 average rating, 129 reviews

2 BD 2 Bth apt(Resort area Close to beach)

This secure private gated gem is located within the most vibrant city on the Island.It is nestled in one of the safest neighborhoods in the country and is just a 15 minute drive from the airport . There are two private pools on property as well as a 5 minute walk to a private beach . Also within walking distance are restaurants, grocery shopping , medical facilities and pretty much anything else you may need throughout your stay. Great for individuals couples or business travelers .

Superhost

Condo in Montego Bay

4.82 out of 5 average rating, 108 reviews

'Moscow' in MoBay, Artsy Apt in Beach Resort Area

This eclectic, Big City themed apartment will tantalize your senses and take you far away from your comfort zone. Creatively integrating images from cities around the world, prepare to be transported across seas and time zones. This 1 bedroom apartment is called “Moscow” and it is located in 22 Freeport, Montego Bay, on the most sought after upscale Freeport peninsula. This gated complex features beach front views, exercise classes, 24-hour security, infinity pool and playground.

Superhost

Apartment in Montego Bay

4.78 out of 5 average rating, 152 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, and Sunscape Montego Bay Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

Guest favorite

Villa in Montego Bay

4.93 out of 5 average rating, 149 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 apart of the property ) only those listed on the Airbnb is allowed at the property.

Guest favorite

Apartment in Montego Freeport

4.94 out of 5 average rating, 108 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

Apartment in Montego Bay

4.88 out of 5 average rating, 261 reviews

OceanView 2bedrooms,rooftop pool,AirCon throughout

PLEASE READ DESCRIPTION BEFORE BOOKING! With only 5 mins from the Montego Bay airport & 20mins walk /5 mins by car to the Hip Strip the property is nestled in a quiet and secure neighborhood. Get ready to wake up to a breathtaking ocean view from your apartment. The apartment is palatial, cool and central to all major attractions. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.