
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 $42 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wi-Fi availability
670 of Montego Bay holiday 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.

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.
4.81 out of 5 average rating, 432 reviews
The Modern Villa
Luxury 6-Bedroom Villa with Stunning Amenities and Prime Location in Ironshore, Montego Bay. Welcome to your private oasis in the heart of St. James! A perfect escape for families, friends, or events, sleeping 12 guests with daily breakfast ingredients nclusion(chef service $75 daily per group) Each bedroom offers en suite bathrooms, smart TV, air conditioning, walk-in closets. The villa also has spacious entertainment areas with a private pool & bar, outdoor spaces with gazebos and fireplace
4.89 out of 5 average rating, 36 reviews
2BR Townhouse with staff, gym, pool & beach access
Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.
4.98 out of 5 average rating, 212 reviews
VIBES COVE enjoy your stay while getting pampered
FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property
4.92 out of 5 average rating, 199 reviews
"Smallah" 4-br seaside villa own pool, resort area
Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)
4.92 out of 5 average rating, 74 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.
4.85 out of 5 average rating, 110 reviews
Summerfields Villa - The Hydrangea Suite
Summerfields is an ultra-private, individually styled apartment villa nestled in the upscale Ironshore community of Montego Bay. With 7 fully self-contained apartments - two 2 bedrooms (each w/ ensuite bathrooms, kitchen, living room and balcony access) and five 1 bedrooms (each w/ ensuite bathroom and kitchen), ideal for individual stay or consolidated as a fully functional villa. The Hydrangea Suite The Hibiscus Suite The Tulip The Water Lily The Bougainvillea The Sunflower The Orchid
4.82 out of 5 average rating, 176 reviews
Shallhome Masterful Luxe City Ocean Views
Prepare for an earthy, spacious, comfortable, experiential and central location stay via our natural yet modern aesthetic and considerate, our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.
4.88 out of 5 average rating, 24 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.
4.95 out of 5 average rating, 112 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.
4.92 out of 5 average rating, 145 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.
4.94 out of 5 average rating, 236 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.
4.98 out of 5 average rating, 135 reviewsPopular amenities for Montego Bay rentals with a pool
House rentals with a pool

PleasantView
4.84 out of 5 average rating, 181 reviews
5BD Gated, Pool, incl Full Staff & Private Driver
4.92 out of 5 average rating, 24 reviews
Bamboo Villa
4.91 out of 5 average rating, 76 reviews
Whiterock Pink Bougainvillea Villa
4.82 out of 5 average rating, 51 reviews
NEW! Hilltop Escape with Ocean Views
4.7 out of 5 average rating, 10 reviews
Luxury Montego Bay 2BR Villa | Ocean Views & Pool
4.81 out of 5 average rating, 36 reviews
Sophisticated Spacious Home: Pool, Gym& Near Beach
4.59 out of 5 average rating, 17 reviews
Villa Paradise - 4 bed x 4 bath
4.91 out of 5 average rating, 11 reviewsCondo rentals with a pool

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.
4.91 out of 5 average rating, 444 reviews
A Yah Suh Nice 2 bed rooms Mango Walk country club
4.86 out of 5 average rating, 106 reviews
Luxury Garden 2 BDR, 2 BTH Condo w/ pool
4.88 out of 5 average rating, 135 reviews
Panoramic Studio with Ocean & Mountain Views
4.81 out of 5 average rating, 166 reviews
Idle Time On The Bay Relaxing beautiful serene
4.96 out of 5 average rating, 155 reviews
Luxury Condo in Montego Bay, Gated Community
4.86 out of 5 average rating, 114 reviews
BettyBeach Retreat
4.88 out of 5 average rating, 40 reviews
Premium Luxury Oceanfront Apartment
4.96 out of 5 average rating, 56 reviewsOther holiday rentals with a pool

Montego Bay Townhouse•Pool w/Ocean View|Near Beach
4.98 out of 5 average rating, 41 reviews
Stylish 2BR Escape | Pool + Beach Access
4.96 out of 5 average rating, 48 reviews
Foxtail Villa - Pool, Chef included
5.0 out of 5 average rating, 60 reviews
Luxury Montego Bay Villa | Pool, Gym & Jacuzzi
4.94 out of 5 average rating, 69 reviews
High View Villa Overlooking Montego Bay
4.87 out of 5 average rating, 63 reviews
Oceanview Villa - Private Pool in Gated Community
4.76 out of 5 average rating, 82 reviews
Jasmine Palms at Miramar, gated 2bd/3bth with pool
4.84 out of 5 average rating, 87 reviews
Island Style Apt in Gated Cmnty
5.0 out of 5 average rating, 23 reviewsWhen is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 AUD | $210 AUD | $213 AUD | $210 AUD | $210 AUD | $217 AUD | $224 AUD | $218 AUD | $208 AUD | $210 AUD | $203 AUD | $220 AUD |
| Avg. temp | 26°C | 26°C | 27°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 28°C | 27°C |
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