
Holiday 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
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Popular amenities for Montego Bay rentals with a pool
House rentals with a pool

Welcome to Villa Soleil Levant “ Rising Sun”
Such a peaceful and beautiful spot with amazing views of Montego Bay. The scenery is even more impressive in person than in the photos. The view from the entry will get you everytime! It was super quiet and felt really private, which made it easy to unwind. Ms. Dee was great, easy to reach and super helpful during the stay. Her staff was also on top of things. Definitely a place I’d come back to and would recommend to anyone heading to the area.

PleasantView
I'm usually an all-inclusive person but decided for my 60th I would go with an Airbnb & found Raheem's place & it was the best decision I could have made. Pleasant View (perfect name) was EVERYTHING!!!! The photos do it no justice. From the moment we arrived we felt very welcomed by the staff (Paula, Murine & Hector). We spent most or our days on the patio or in the pool/hot tub soaking in the exhilarating view of the Caribbean Sea. The rooms are sizable each with it's own bathroom which was great for my party. The land is vast and well kept with lots of fruit trees which you should partake in some. Murine prepared a few meals for us which were delicious and she didn't mind us cooking our breakfast some days. Paula was always available for our transportation needs and even had a few suggestions. Although staff was around, we were not bothered unless we requested. You will have no regrets booking Pleasant View!!!!

Fully air-conditioned home w/ pool & garden patio
The house is beautiful inside and out. Just like the pictures. Comfortable beds, cold tiles(something i love) peaceful community, beautiful night skies, close to the town, next to a lovely restaurant. Efficient security. Our stay was great, would recommend and would book again. Thank you for everything. 🌹

Shimmering Waters Floating Breakfasts "Included"
When I say we did not want to leave!!! It’s an understatement. Not only is Ralph and his team extremely communicative, he set us up with the best driving team on the island! Thank you Mr. Blake!!! The photos are no comparison to how beautiful the property is. The backyard alone is enough for me to book time and time again. Not only the house , but the kitchen and general house staff are amazing! The food was so good, going back home to mediocre food is so depressing lol Mr. Ralph was so accommodating with check out and allowed us to stay hours later until we were able to meet with the rest of our family at another property. This is a dream team and super extraordinary property! Our favorite part outside of the food and backyard is the balcony overlooking the pool and water. It’s so beautiful and peaceful. I cannot wait to come back and stay! Thank you again!!

Cozy 2 Bedroom with Pool - 10 minutes from Airport
I’ll book with Stephanie anytime I’m in Montego Bay Jamaica. Communication was a 10/10. Responsiveness 10/10 .

Bamboo Villa
Beautiful place as listed quick ride to everything Ezekiel is a wonderful host easy to communicate with and his place is amazing everything you need is there the pool and hot tub are amazing I enjoyed my stay and definitely be booking again very soon

Royale Dream Vacation Entire 2 Bedroom Apartment
My stay at Royal's place was brief but comfy. The decor and necessities throughout the condo were well prepared for any guest. I will be making this my preferred location when visiting the island.

N/H Paradise 2
Vinroy was very nice. We flew in early and he allowed us to drop off our at the property while cleaners were preparing for us& which allowed us to explore Montego Bay until check in. 24 hr security. Will definitely book again
Apartment rentals with a pool

Palmyra Resort - Blue Sky Hideaway
This has been my second time staying with her. Very good host. She makes you feel at home the minute you get there, the place has everything you need as if you were at home. 100% recommended if you want a home from home!

Deja Blue - 1 Bedroom at Miramar
Dawn was an excellent and responsive host. The space was beautiful and the area very peaceful with a beautiful view. The kitchen was fully equipped and the pool on the property was perfect for just cooling down. The Hip Strip, Montego bay and restaurants are a quick 20 minutes drive away. We highly recommend Dawn's place and look forward to visiting again!

Irresistible view (Mobay Club-1408)
The apartment is a quaint studio apartment with a small kitchenette, perfect for two people with an amazing view. Great location, directly across from Doctor’s Cave beach on the hip strip. You are able to walk every where without any issues. I would definitely return.

Sabal at One Palmyra your own personal retreat
Beautiful and spacious property! I would definitely stay here again! I would recommend purchasing the all inclusive plan as everything from meals to club events are a separate charge if you aren’t on the all inclusive plan. We weren’t sure what we could or could not participate in. Overall, this stay was a 10/10! Furniture was super comfortable and the views were amazing! I hope to return soon!

Refurbished Ocean View One Bed Apt
The individual units are maintained properly but the exterior common areas need maintenance, especially the courtyard and walkway tiles. The pool area is dilapidated, and the property managers need to upgrade and remodel the bar and shaded areas. However, the property is a beautiful location.

Stella's Condo
Very nice place

City View Luxury Home
Honestly I prejudged when I first arrive but that was simply judging a book by its cover before reading it. The property was 10/10 with amazing views very clean maintained to a very high standard, its also very close to town and the popular Hip Strip . Glenrick was a top host providing me with things to do she really gave me a vip service. When I'm next back in Jamaica and if staying in Montego Bay I don't need to go anywhere else. The only way I wouldn't go back there is if this property is unavailable. Thank you very much for the pleasant stay and making things happen to ensure I was fully comfortable.

Luxury Condo in Montego Bay, Rooftop Pool access
Thanks for hosting us Jason & Whitney! We had an amazing stay.
Quick stats about holiday rentals with a pool in Montego Bay
Total rentals
740 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
380 properties have a dedicated workspace
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