Vacation rentals with a pool in St. James Parish

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. James Parish

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

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Guest favorite

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, 337 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 favorite

Townhouse in Montego Bay

4.98 out of 5 average rating, 140 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, 117 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:)

Guest favorite

Cottage in Montego Bay

4.93 out of 5 average rating, 191 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.

Superhost

Rental unit in Montego Bay

4.82 out of 5 average rating, 139 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 .

Guest favorite

Rental unit in Montego Bay

4.94 out of 5 average rating, 108 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.

Superhost

Condo in Montego Bay

4.79 out of 5 average rating, 123 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.

Guest favorite

Rental unit in Montego Bay

4.9 out of 5 average rating, 104 reviews

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.

Guest favorite

Condo in Montego Bay

4.94 out of 5 average rating, 113 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 favorite

Condo in Montego Bay City

4.87 out of 5 average rating, 116 reviews

Stella's Condo

You deserve the tranquility of a gorgeous Caribbean view located in an exclusive Montego Bay neighborhood. Enjoy our luxurious private pool and upscale gated community. Rest easy with a 24-hour security detail. Stella’s Condo is the perfect retreat—both intimate and spacious. Whether you’re planning that next Girls Trip, seeking a romantic getaway, or craving the rest and relaxation of creative quietude, we got you covered at Stella’s. Come… Whoosah with us!