
Vacation rentals with a pool in Trelawny Parish
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Top-rated rentals with a pool in Trelawny Parish
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Trelawny Parish rentals with a pool
House rentals with a pool

Cozy, luxurious two bedroom house.
Yanique is a great host. The place look exactly like the pictures. It was clean and well put together. The community pool is nice as well. The location is the best, far enough from the city, but not too far. The grocery store was about ten minutes away. Also, minutes away from the beach where I got the best couple beach massage from Vanessa and her husband. The house is also minutes away from one of my favorite restaurants Father Bull. I felt safe at the property. Security is very tight if your name is not on the list you will not have access to the community, which made me feel safe. I will be book this property again in the near future. Thanks again Yanique for everything.

Fully airconditioned with ocean view tennis court
Kareen's place was just as described. Very clean , stunning views , very secure. Kareen is a wonderful host very accommodating and helpful. We needed to extend our stay by a few days and Kareen made the whole process effortless. The community pool and gym area is pleasant and I would highly recommend taking a dip in the pool or having a lazy day by the pool while over looking the sea views. The local eateries are just down the hill, and local attractions are all very close by. Kareen's place allows you to exhale and relax. I will miss having my coffee on the veranda while watching the sun rise over the sea. I will definitely be returning to stay at Kareen's and I highly recommend her place. My family and I rated a top ten. Thanks Kareen.

Seven Serene Pleasure,Tranquillity at your leisure
Nice place and great host

Island Charm Villa
This is a great place to stay with loved ones and feel safe. We enjoyed the pool in the backyard and felt right at home. Ricky was very easy to communicate with and was very nice. We will be back again!!

Infinity luxury
Our stay was enjoyable, we love the home , it was very comfortable. Will surely be staying again

Shertan's Hideaway, Only 15 min from Rafting Tour
Great holiday home, Andrea was very swift with responses and attentive. Would definitely stay again and recommend to family and friends.

Jamin Villa (Home w/ prvt pool)
My family and I loved the neighbourhood, it was quiet and safe. Backyard is big! The pool was perfect for the hot days, lots of room to relax and play Dominos whilst enjoying the view. Tons of room for our daughter to run and play as well! Andrew was always a phone call or message away when and if we needed him. We loved this spot and will definitely be booking again in the future! 10/10 would highly recommend!

Luxury villa with Ocean view for vacationing
Well kept property that was comfortable and spacious. Reasonably priced (we did shop around) and Andrea is a responsive host. Would definitely consider returning if coming to the area again!
Condo rentals with a pool

Fabulous 1 Bedroom Condo with Ocean and Pool View.
The stay at Dacia’s was everything and more! From the time I booked with her and Romero, they both were responsive and informative! Her Airbnb was beautiful and clean. She provided my husband and me with a driver from and to the airport. Thank you Dacia and Romero! My first time in Montego Bay, Jamaica and I thank you for the hospitality!

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr
I thoroughly enjoyed my stay! Check in was simple. The location was perfect…close to restaurants but also quiet and privately tucked away. The apartment was beautiful and we enjoyed a rooftop sunset.

Luxury Garden 2 BDR, 2 BTH Condo w/ pool
stayed first two weeks, great place i even got a late check out due to my flight back home. would definitely stay again

Panoramic Studio with Ocean & Mountain Views
Thank you for allowing me to stay at your apartment. It was clean, well-equipped, and had everything I needed. The bed was especially cozy, and I felt very safe throughout my visit. I ended up extending my trip for two days, so having access to the washer & dryer was PLUS. I liked that Nadia was available via phone and offered a sightseeing tour and airport drop off! I loved the balcony and enjoyed the fresh air. It was 10 min walk to the beach. I would definitely stay here again!

SalemSuites1 Walk to beach &Sharkies Restaurant
Everything you see in the photos is exactly how it is in real life. It’s really home away from home. Only problem I had was finding the place, otherwise the place was awesome and definitely will be visiting again soon.

Modern apartment with a pool & amazing views!
Very beautiful and quite and easy check in did not have to worry about anything

1br Lux Oceanfront Apt Pool Beach Gym Pickleball
We had a fabulous stay at Soleil! Julie and Sareika were incredibly responsive and helpful with local recommendations and assistance in booking dinner reservations or finding a taxi. The apartment is beautiful with views of the water, nice grounds and pool. The neighborhood is very safe, a bit outside of the buzz of Montego Bay, which was ideal for us. We will absolutely be back!

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay
Many thanks to Hank and Wendy Jo. They were super responsive and helpful. They graciously allowed us to check in early for our anniversary. And even sent their housekeeper to check on us mid visit. The location is great, the best hot water on the island, and what a beautiful patio to take in the sunrise and the sunset. We will definitely be back. Thank you both!
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