Vacation rentals with a pool in Montego Bay

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Montego Bay

  • Total vacation rentals

    Explore 670 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 24,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    360 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wi-Fi availability

    670 of Montego Bay vacation rentals include wi-fi 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.
Condo in Montego Bay
4.82 out of 5 average rating, 425 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 favorite
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, 206 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 favorite
A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.
Home in Montego Bay
4.93 out of 5 average rating, 67 reviews

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

Superhost
A bright outdoor area features an aboveground pool with clear blue water, surrounded by a wooden deck. Expansive views of the sea and Montego Bay are visible in the background, under a clear blue sky with a few scattered clouds.
Guest suite in Montego Bay
4.85 out of 5 average rating, 110 reviews

View 99 Spring Gardens; 3 bed rms & amazing views

A spacious three bedroom apartment which features: kitchen, living, dining, three ensuite bathrooms, amazing pool (aboveground), gym, and a patio to dine from while enjoying breathtaking scenery. The outdoor area showcases amazing views of the sea and spectacular vistas of Montego Bay and Jamaica’s exotic flora and fauna. The apartment also has a private entrance and patio. It's attached to a home in a gated community close to beaches, shopping and town centre for a secure and relaxed stay. 

Guest favorite
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.
Apartment in Reading
4.82 out of 5 average rating, 137 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.

Superhost
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.
Condo in Montego Bay
4.85 out of 5 average rating, 99 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 favorite
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Condo in Montego Bay
4.93 out of 5 average rating, 153 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

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. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Superhost
An outdoor infinity pool is set against a backdrop of lush mountains and clear skies. The deck features wooden flooring and a pergola structure above, providing shade and visual interest. The tranquil water reflects the surrounding scenery, creating a serene escape.
Condo in St. James Parish
4.87 out of 5 average rating, 111 reviews

Luxury Condo in Montego Bay, Rooftop Pool access

Located in Montego Bay, DREAM36 is a centrally-located, private luxury condo quietly nested in the heart of the city. Placed between ocean views to the north & lush mountains to the south, this modern high-rise sits only 15 mins to major shopping, restaurants, nightlife & world-class beaches. Stylishly decorated to feel like a vacation home away from home, you'll experience luxury a sense of tranquility and comfort, combined with hotel-style features and fully secured with 24/7 security.

Guest favorite
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, 231 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 favorite
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 in St. James Parish
4.99 out of 5 average rating, 130 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.

Guest favorite
The exterior of the villa is showcased, featuring a vibrant yellow facade with a tiled roof. A covered parking area is visible, along with a well-maintained pathway. Lush greenery is present alongside the entrance, creating a welcoming approach to the property.
Villa in Montego Bay
4.97 out of 5 average rating, 118 reviews

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

Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - 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
The bedroom features a spacious bed dressed in white linens, accented with a vibrant yellow throw. Large windows provide natural light and views of the greenery outside. A small sitting area is visible, with contemporary artwork adorning the walls, and modern lighting complements the stylish decor.
Apartment in Montego Bay
4.93 out of 5 average rating, 119 reviews

The Jewel at Dream 36

What you'll love about The Jewel at Dream 36: Less than 10 minutes drive from MBJ airport is this breathtaking Jewel; a luxurious two storey penthouse suite in a gated community with 24/7 security. Enjoy sea views from every room. Smart TV in every bedroom and living room. Relax in the rooftop infinity edge pool, indoor and outdoor lounge areas. Perfect for families, friends or groups seeking exclusivity and luxury!

Popular amenities for Montego Bay rentals with a pool

When is the best time to visit Montego Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,370 GYDG$31,370 GYDG$31,788 GYDG$33,043 GYDG$32,206 GYDG$33,043 GYDG$33,461 GYDG$32,625 GYDG$31,161 GYDG$31,370 GYDG$30,324 GYDG$32,834 GYD
Avg. temp26°C26°C27°C27°C28°C29°C29°C29°C29°C28°C28°C27°C

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay
  5. Rentals with pools