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 ﺩ.ﺇ 110 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
4.81 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 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, 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 favorite
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 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, 73 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 ($)

Guest favorite
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, 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 favorite
Condo in Montego Bay
4.94 out of 5 average rating, 158 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

Guest favorite
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.
Condo in Montego Bay
4.91 out of 5 average rating, 443 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 favorite
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, 108 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.
Apartment 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.

Guest favorite
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.
Apartment in Montego Bay
4.92 out of 5 average rating, 145 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 favorite
Townhouse in Montego Bay
4.96 out of 5 average rating, 47 reviews

Stylish 2BR Escape | Pool + Beach Access

Welcome to our recently renovated tropical retreat in Freeport Montego Bay. This home is a 2 minute walk to the pool and an 10 minute walk to a quiet rustic beach. A plush patio set is nestled in the back yard, creating the perfect space to unwind and relax. Guests also enjoy access to 24 hour security, a gym and a gazebo. Conveniently located just 10-15 minutes driving distance to the airport, restaurants, shopping and entertainment. You'll be close to the center of it all.

Superhost
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
4.94 out of 5 average rating, 236 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.

Popular amenities for Montego Bay rentals with a pool

When is the best time to visit Montego Bay?

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