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

4.84 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.

Superhost

Rental unit in St.Bran's Burg

4.8 out of 5 average rating, 5 reviews

Compact Studio (B), Beach n Pool 204B

Take it easy at this unique and tranquil getaway. Super clean, aa.c, hot water, wifi, and in the middle of a shared courtyard in a gated community with a pool on property and access to a natural beach. Enjoy having a "base camp" that offers excellent t value and a great vibe. Eat at the Jamaican Diner (Queen Gs), and excellent customer service on site. Note, the general property (Seacastles condos) is an older property, but despite the weathering of time it still boast natural beauty & charm.

Guest favorite

Condo in St. James Parish

4.91 out of 5 average rating, 102 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 😁

Superhost

Condo in Montego Bay

4.75 out of 5 average rating, 40 reviews

Dream fantasy One Bedroom Suite with Pool Access.

Get away to comfort and style and be surrounded by elegance and panoramic views. Come and enjoy our Dream fantasy one bedroom suite at Dream 36, Ironshore, Montego Bay. Our home offers all you need for comfort and more. Accessible to our guests are : *Rooftop pool with amazing view *Rooftop Jaccuzzi *Fitness centre *Jogging trail *Secure parking *24hrs security *WIFI *AC *Hot water *Cable We are 10 mins away from the Sangster's international airport and 5 mins away from the Sandals and Riu.

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

Home in Montego Bay

4.98 out of 5 average rating, 132 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Superhost

Home in Montego Bay

4.85 out of 5 average rating, 188 reviews

Bayview, City and Ocean View with rooftop pool

One of a kind spacious open studio, with patio offering stunning view of Montego Bay City and the fabulous beaches. Features a Queen-Size bed, Sofa sleeper, 42" TV with Netflix and wifi connection. Secured building Centrally located close to all Beaches, Restaurant, Clubs and Shopping. Less than 10 min away from Airport, Margaritaville, and the Island famous Doctor's Cave beach. Gated Community, with a mini-mart store Located in the back parking lot. Privately owned.

Guest favorite

Villa in Montego Bay

4.99 out of 5 average rating, 75 reviews

Luxury Villa - King Bed /Pool/Near Airport & Beach

Everything Irie@ Les Chateaux Villa - located in coveted Iron Shore Community! - Located within 10 minutes of the airport, beaches, and the Hip Strip nightlife - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

Superhost

Rental unit in Montego Bay

4.88 out of 5 average rating, 226 reviews

OceanView 2bedrooms,rooftop pool,AirCon throughout

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.

Superhost

Rental unit in Montego Bay

5 out of 5 average rating, 4 reviews

Very Beautiful House

The Westport complex provides an unparalleled level of safety, with a robust security system including an array of security cameras, 24/7 manned security posts, perimeter alarm systems, and armed response teams on call. Residents and guests can enjoy a wide range of amenities, including a fully-equipped gym, a unique kid-friendly pool with an overwater gazebo, a barbecue grill overlooking the tranquil marina, and boardwalks for romantic evening strolls.

Superhost

Townhouse in Montego Bay

4.81 out of 5 average rating, 113 reviews

SeeSea Waterfront Villa

SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing atmosphere. Large public swimming pool is right outside of the house. In addition, guests have access to kids playground, 3 more pools, tennis courts, 24 hour security.

Guest favorite

Home in Montego Bay

4.99 out of 5 average rating, 67 reviews

Shimmering Waters Floating Breakfasts "Included"

“SHIMMERING WATERS” BIG VIEWS Chef Option is also available. "PERFECTLY LOCATED"! "PRIVATE HOUSE & PRIVATE POOL" with powerful WIFI 160Mbs, in the exclusive guard-gated waterfront community, "The Lagoons" 10-minute drive to the Montego Bay "Sangster International Airport" (MBJ). The guardhouse secures 24/7. The Master Bedroom Suite has own balcony, a King Bed, walk-in closet, and additional lounging area. Each of the 3 bedrooms has own bathroom!