
Vacation 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
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montego Bay rentals with a pool
House rentals with a pool

Welcome to Villa Soleil Levant “ Rising Sun”
Our stay at Villa Soleil was absolutely amazing. The views were stunning, and there was plenty of space for our large group. Chef San is an artist, and made the most delicious meals, and even a beautiful birthday cake for my husband. 10/10 highly recommend!

PleasantView
The property has stunning views that were truly exceptional. It provided a tranquil home away from, which was exactly what we were for. During our stay in Jamaica, we chose to rent a car; however, for people who may not feel comfortable navigating a foreign country, taxi fares can be high. Murine, the house manager, was outstanding and treated us like family. Hector, the groundskeeper, was also very kind. Although we arrived late at 7 PM, Murine was there to welcome us at the gate, give us a tour, and clarify how everything worked. The kitchen is equipped with nearly everything one might need for cooking, and there is a coal grill situated by the fire pit. The pool is large, and the hot tub nice at night. We are looking forward to returning next year! As For supermarkets, HiLo supermarket offers the best prices, while Progressive Foods has a better selection, both have parking and easy access to other nearby shops. Raheem, thanks again you for making us feel at home.

N/H Paradise 2
First I must say thanks to Mr Vinroy and his co-host Miss Kam! They both went above and beyond our expectations! Everything about this place was top tier, from the communation, to meeting our needs with any little thing, we wanted or asked for, they were there and made it happen for us. I loved this place we felt totally safe due to 24/7 security! the location is really calm and peaceful, and so beautiful day and night! the pools were top tier, we actually did a floating basket 🧺 there it was so beautiful! The place was exactly like the picture no false hope I'm telling you the 100% truth!!!! very well kept and clean, best Airbnb in (Reading MoBay) right now. Don't hesitate book! you won't regret it. the location isn't too far away, plus they provide everything you need whether it's transportation or just a spa day, etc. Thank you again Mr Vinroy for making my birthday one memorable one ! We had a Blast 🍾☀️🇯🇲 We are definitely coming back! to your place!

Spacious Garden Suite with King Bed
sunshine villa was just right for my stay away from home felt like home, comfortable , peaceful , picture ess if u like photo the wild life , in a lovely area with ur own swimming pool , fresh fruites to pick as doris garden full of goodness ...;0) x i love animals and there a few to be seen here .. yoir not far from mobay , & there a big shopping complex 10 min walk just down the rd . Totally enjoyed my stay and will deffo come bck very soon hopefully , .Heart of Love One Stop J A ...;0)x

Tropical Bliss 3bd TH, wlk Doctors Cave & Hipstrip
Great stay! Everything about this place was perfect. Located 5 minutes from the airport, walking distance to many nightly attractions, food, the beach, etc. The place itself was beautiful and modernized, every room had A/C, the water was hot, and everything we needed was provided. The host was also very accommodating and checked on us to make sure things were well. I would 100% stay here again

Westport Oasis -Private beach/pool/chef service
This place was very clean compared to most places I’ve rented. The Oneil was very helpful without making an itinerary for excursions and set up our rides. He basically planned the whole trip and I’m not disappointed. Our driver Delyon was amazing. He helped us find local authentic places to eat and catered to my potty brakes during king car rides. Theresa was also amazing and very patient with us. Definitely a place we will return to!

5 Bed, Pool, Golf, Fully Staffed- Rose Hall, Mobay
During March 2025 my family of 8 gathered for a birthday celebration at the Paradise Plum situated on the historic Rose Hall grounds. The property was well maintained with beautiful flowers, the house was spacious, clean and decorated in good taste. The 4 bedrooms all had their own bathrooms, AC and television. The common areas were very relaxing including the pool and lounge chairs. Everyone enjoyed delicious meals shopped and prepared by the chef at our request while seated at the large dining table. The butler also ensured that all our needs were met. We were especially thankful to our dedicated driver who accommodated all our travel excursions throughout the day and evening. Our family highly recommends the Paradise Plum and would definitely return.

"Smallah" 4-br seaside villa own pool, resort area
This is a very beautiful house and my family felt right at home. The rooms are spacious and well furnished. The space is clean and gives the feeling of home away from home. My absolute favorite was view from the balcony and patio into the lagoon as I found absolutely breathtaking and served as a relaxing escape from the noise of our daily busy lives. The house keeper (Ms Cheryl) was very friendly, helpful and is a wonderful cook. She made our meals according to my rather strange specifications which was much appreciated because my daughter has severe allergies. She pivoted and still made authentic Jamaican food. We loved everything about the house and the neighborhood. The nearby beach recommended by Anna-Kaye was also very beautiful and my kids had fun. I would recommend this house to anyone and if my family is back in Montego Bay, we would definitely stay here again.
Condo rentals with a pool

Palmyra Resort - Blue Sky Hideaway
This was our second stay at Deserene place which speaks to the fact that we thoroughly enjoyed our first stay. Her place was just like it was in her pictures, clean, neat and welcoming. This was a more relaxing vacation and at Deserene’s place , we accomplished our goal. The view from the balcony was awesome and peaceful in viewing the ocean. Love the food at the restaurants and the service. It was also very nice that we were able to enjoy the nightly entertainment at the facility. Should you need to enjoy local restaurants outside the property, there were a few which we took advantage of. Lastly, Deserene was always very responsive and accommodating to our needs. Many thanks again Deserene, we will be back soon

Spectacular 2BR 2.5BA (All Inclusive optional)
My stay was totally pleasant, the space is very comfortable and homely, functional, the view is beautiful, the service is always available to improve at any time; I would love to come back!

Modern Luxury Coastal Condo
I had the most incredible stay at this Airbnb! From the moment I walked in, I was blown away by the great lay out! The space itself was bright, airy, and thoughtfully designed. Every detail felt intentional, from the stylish decor to the comfortable furnishings. It was immaculately clean, making it easy to settle in and feel at home. The kitchen was well-appointed with all one would need to enjoy the facility, and the cozy living area was perfect for relaxing. The host was incredibly responsive and welcoming, ensuring everything was perfect from check-in to check-out. If you're looking for a peaceful retreat with top-notch amenities and stunning surroundings, this is the place to be. I can't wait to come back!

Oceanfront Luxury 3BRPool+Beach
The pictures does no justice. This place was Beautiful! The view was amazing and the staff was very polite and friendly! I would DEFINITELY book this place again if I ever come back to Montego Bay! Highly recommend!

1br Lux Oceanfront Pool Beach Tennis Gym
Sure! Here’s a polished and positive public review you can leave: ★★★★★ I had an amazing stay .The hospitality was top-notch, and everything was clean, comfortable, and exactly as described. The location was great, and the little thoughtful touches made the experience even better. Host team was also very responsive and made sure I had everything I needed. I would definitely stay here again and highly recommend it to anyone looking for a great place to stay.

Jus' Beachy Luxury Apt in a B/front Gated Cmnty.
Great place to stay with a family!!!

Lovely 2 bedroom Condo in Paradise
I was last minute in getting somewhere to book and had a hard time finding somewhere to accommodate the number of people in my party. I sent a message explaining that I had one over his maximum recommended, and he allowed me to do the booking. He was very responsive. My family and I had a great time and would definitely book again.

Stella's Condo
Glori’s place is amazing!!! We had to book last minute because a previous booked residence wasn’t safe. Thank you, Glori, for accommodating us. You are the best!
Quick stats about vacation rentals with a pool in Montego Bay
Total rentals
740 properties
Nightly prices starting at
$40 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
Destinations to explore
- Kingston Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Portmore Vacation rentals
- Mandeville Vacation rentals
- Discovery Bay Vacation rentals
- Treasure Beach Vacation rentals
- Old Harbour Vacation rentals
- Port Antonio Vacation rentals
- Runaway Bay Vacation rentals
- May Pen Vacation rentals
- Spanish Town Vacation rentals
- Rentals with beach access Montego Bay
- Fitness-friendly rentals Montego Bay
- Rentals with a fireplace Montego Bay
- Kid-friendly rentals Montego Bay
- Bed and breakfasts Montego Bay
- Private suite rentals Montego Bay
- Family-friendly rentals Montego Bay
- Rentals with a patio Montego Bay
- Townhouse rentals Montego Bay
- Rentals with a fire pit Montego Bay
- Apartment rentals Montego Bay
- Beachfront rentals Montego Bay
- Luxury rentals Montego Bay
- Beach house rentals Montego Bay
- Mansion rentals Montego Bay
- Rentals with a washer and dryer Montego Bay
- House rentals Montego Bay
- Waterfront rentals Montego Bay
- Guesthouse rentals Montego Bay
- Pet-friendly rentals Montego Bay
- Smoking-friendly rentals Montego Bay
- Rentals with a hot tub Montego Bay
- Hotel rentals Montego Bay
- Rentals with breakfast Montego Bay
- Serviced apartment rentals Montego Bay
- Rentals with outdoor seating Montego Bay
- Villa rentals Montego Bay
- Condo rentals Montego Bay
- Rentals with pools St. James Parish
- Rentals with pools Jamaica
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Montego Bay
- Nature and outdoors Montego Bay
- Art and culture Montego Bay
- Things to do St. James Parish
- Nature and outdoors St. James Parish
- Sightseeing St. James Parish
- Food and drink St. James Parish
- Art and culture St. James Parish
- Things to do Jamaica
- Sports activities Jamaica
- Sightseeing Jamaica
- Art and culture Jamaica
- Nature and outdoors Jamaica
- Food and drink Jamaica
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes