
Vacation rentals with a pool in Reading
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Reading
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Popular amenities for Reading rentals with a pool
House rentals with a pool

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.

The Retreat at Martha Brae (5)
Glenn's place was more than expected. Even though the pictures are accurate, to see it in person is a whole other experience. The property was spacious, relaxing and beautiful beyond description. I would definitely there over and over.

SBS Modern Seaview 5BD Villa w/ Pool & Chef Incld
Very nice place , very peaceful and quiet neighborhood, house is amazing, very cleaned , very well put together, terrific hosts , felt at home . Highly recommend this place . 5 star all the way , I want to say thank you again and again .

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

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.

June's Meadows on the Ironshore
Photos on the site don't do this place justice! Fantastic villa brilliant location and great communication with the host & Gart. will be staying 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.
We love the house and Serene. Everything was perfect! Thanks and I hope come back soon

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.

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay
Hanks place was just as described and amazing. The view was fantastic and we loved how the home was equipped with everything. Waking up to the view and just relaxing on the porch in the evining was the best part of our stay. Our toddler loved hanging out on the porch and on the property. Hanks suggestion of the taxi driver, Dwayne was rhe best! He took care of us very well and was always punctual. Highly recommend him if anyone is looking for taxi. We would love to stay at Hanks when we return to Montego Bay.
Quick stats about vacation rentals with a pool in Reading
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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