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Holiday rentals with a pool in Montego Bay

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Montego Bay

  • Total holiday rentals

    Explore 670 holiday rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 24,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    360 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    670 of Montego Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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

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
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Apartment in Montego Bay
4.81 out of 5 average rating, 431 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.

Top guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 211 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.

Guest favourite
A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.
Villa in Montego Bay
4.92 out of 5 average rating, 199 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 while 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

Guest favourite
A bright living area features modern furnishings in neutral tones, accented by a vibrant yellow sofa. Large windows offer views of the ocean, while indoor plants add a touch of greenery. A sleek television sits on a low console, enhancing the open atmosphere.
Flat in Reading
4.82 out of 5 average rating, 142 reviews

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.

Guest favourite
A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.
Apartment in Montego Bay
4.85 out of 5 average rating, 109 reviews

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

Guest favourite
An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.
Apartment in Montego Bay
4.92 out of 5 average rating, 442 reviews

Jus' Beachy A 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.

Top guest favourite
A well-lit living area features a comfortable brown sofa and a wooden coffee table atop a striped rug. Large windows allow natural light to flow in, with greenery visible outside. A small plant on the table adds a touch of nature to the space.
Cabin in Saint James
4.98 out of 5 average rating, 107 reviews

Ripe Plantain Cabin

Ripe Plantain offers 180 degrees view of lush mountainsides. The cool breeze, whistling wind, fresh crisp air provide the perfect condition to rest, relax and recharge. Off the main, a short ride up the bumpy hill leads to the perfect escape. This oasis is ideally located off the beaten track giving a break from the hustle and bustle of everyday living yet it is in close proximity to some of Jamaica’s finest attractions. Be sure to relax by the pool and make memories by the firepit.

Superhost
The spacious bedroom features a large bed with decorative pillows set against a vibrant blue wall. A seating area with a sofa is included, and a desk is positioned next to a window offering views of the outside. Light fills the space through large glass doors.
Flat in Montego Bay
4.9 out of 5 average rating, 120 reviews

Ocean Caribe Upper Deck: 1BR Apt

Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

Top guest favourite
Apartment in Montego Bay
4.95 out of 5 average rating, 111 reviews

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Guest favourite
A spacious living area features elegant bamboo furniture, including a two-seat sofa and comfortable chairs. Natural light floods in through large windows, highlighting decorative elements like a starburst mirror and potted greenery. A textured rug anchors the space, with a coffee table positioned centrally.
Flat in Montego Bay
4.92 out of 5 average rating, 144 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
The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.
Villa in Montego Bay
4.95 out of 5 average rating, 235 reviews

Villa Maria Montego Bay, Beach front with Pool

Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully A/C Chef service available airport pick-up from MBJ. available 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
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home
4.98 out of 5 average rating, 135 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Popular amenities for Montego Bay rentals with a pool

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