Holiday rentals with a pool in Trelawny Parish

Find and book unique homes with a pool on Airbnb

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Popular amenities for Trelawny Parish rentals with a pool

House rentals with a pool

Home in Florence Hall Village
5 out of 5 average rating, 3 reviews

Peaceful Getaway at Stonebrook Manor

StephaneyRating, 5 stars7 months ago
I have become a returning guest at this beautiful location and I am absolutely confident writing a sincere and honest review. Sarah is a superb host and went above and beyond to meet all of my needs, I felt very comfortable and safe being hosted by Sarah. I often travel to Jamaica solo, so security is a high priority for me. The community is quiet and safe and I have never had any issues. Everything you need is at your fingertips, perfect for families or solo travellers. The house is very well kept and I was pleased with having laundry, pool and gym as amenities as well. I would suggest renting a vehicle or hiring a driver. I wish I could gate keep this gem of a location and keep it all to myself, I could go on and on about this lovely property. You will have to experience this jewel for yourself., you can thank me later 😂. Thank you, Sarah for always making Jamaica feel like home! With love and gratitude, Steph!
Home in Falmouth
5 out of 5 average rating, 4 reviews

Royal Vacation Retreat

DwierRating, 5 stars3 weeks ago
This reservation was made possible by Gwen’s exceptional service, which ensured a memorable experience for my family and me. We highly recommend this establishment. The host was very responsive, check-in was easy, and there was a safe security presence at the front desk. The location is also very quiet and beautiful. .
Home in Falmouth
4.8 out of 5 average rating, 61 reviews

Seven Serene Pleasure,Tranquillity at your leisure

JevaughnRating, 5 stars1 month ago
Nice place and great host
Home in Falmouth
4.78 out of 5 average rating, 51 reviews

Island Charm Villa

KaylaRating, 5 stars5 months ago
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!!
Home in Florence Hall Village
4.77 out of 5 average rating, 13 reviews

PrimeView Villa 2 (w/prvt pool)

NadineRating, 5 stars1 week ago
Wonderful Stay! I had an incredible experience staying at this Airbnb! The home was exactly as described—clean, comfortable, and beautifully maintained. Every detail was thoughtfully taken care of, making my stay feel effortless and relaxing. The hosts were very welcoming and genuinely kind people Their hospitality truly made a difference and added a personal touch to the entire experience. I wouldn’t hesitate to book again and highly recommend this place to anyone looking for a peaceful, well-run stay. Thank you for making my time here so memorable!
Home in Florence Hall Village
4.83 out of 5 average rating, 64 reviews

Luxurious 3 bed 3 bath Villa in Stonebrook Manor

BreiannRating, 5 stars3 weeks ago
I recently stayed at this Airbnb, and it was an absolute delight! From the start, the host was incredibly responsive, helpful, and genuinely friendly. Communication was a breeze, which made planning my stay so much easier. The accommodations were pristine —everything was exactly as shown in the pictures, if not better. It was spotless and thoughtfully set up, making it feel like a home away from home. What really stood out were the host’s recommendations for local attractions—there were plenty to choose from, and they were all spot-on. Highly recommend this place for anyone looking for a comfortable, welcoming, and well-located stay!
Home in Falmouth
4.62 out of 5 average rating, 13 reviews

Infinity luxury

ShaunnaRating, 5 stars5 months ago
Our stay was enjoyable, we love the home , it was very comfortable. Will surely be staying again
Home in Florence Hall Village
4.71 out of 5 average rating, 7 reviews

Shertan's Hideaway, Only 15 min from Rafting Tour

NeekaRating, 5 stars2 months ago
Great holiday home, Andrea was very swift with responses and attentive. Would definitely stay again and recommend to family and friends.

Condo rentals with a pool

Guest favourite
Condo in St. James Parish
4.89 out of 5 average rating, 127 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

LanceRating, 5 stars1 week ago
Host provided accurate/proactive instructions. Nice secure entrance to the facility. Clean building. Everyone seemed friendly. We had a rental and found it easy to get to and from the area. Inside the place was just as photos described! Immaculate, well furnished and home warming. Significant other found the adjustable, massaging bed a great plus. We will definitely rebook.
Top Guest favourite
Condo in Montego Bay
4.96 out of 5 average rating, 135 reviews

Idle Time On The Bay Relaxing beautiful serene

RachelRating, 5 stars4 months ago
Absolutely loved Patricia's Air B N B. Spotless, clean, warm interior space. Great amenities, kitchen had what we needed to make a few meals. Great water pressure and hot water. My husband, son and I stayed nearly a week and we would have liked to stay an entire month. Patricia was very quick to respond, helpful in every way. Freeport is always one of my favorite neighborhoods to stay in MoBay, 24 hour security, quiet and always feel safe. The condo unit overlooks the pool, short walk across the property to view the beautiful bay with sitting areas to watch boats coming in and out. Beach is across the street. Patricia can support you with taxi drivers and bus tours etc. but I like to have a car to get around. There is a yacht club next door serving meals and drinks with a beautiful view. The Boat House Grill is a unique experience about a mile away. If you are confident driving I would recommend renting a car. Overall I would 100% book again at this beautiful property with Patricia!
Guest favourite
Condo in Reading
4.89 out of 5 average rating, 109 reviews

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

TysonRating, 5 stars1 month ago
stayed first two weeks, great place i even got a late check out due to my flight back home. would definitely stay again
Guest favourite
Condo in Montego Bay
4.82 out of 5 average rating, 139 reviews

Panoramic Studio with Ocean & Mountain Views

DawnRating, 5 stars1 week ago
I really enjoyed my stay, great location, quiet. The hosts communicated great and answered my questions in a quick time. I will definitely look at booking again on my next visit back to Montego Bay.
Superhost
Condo in Montego Bay
4.83 out of 5 average rating, 370 reviews

Modern apartment with a pool & amazing views!

ElizabethRating, 5 stars1 month ago
Very beautiful and quite and easy check in did not have to worry about anything
Superhost
Condo in Salem
4.82 out of 5 average rating, 146 reviews

SalemSuites1 Walk to beach &Sharkies Restaurant

TaheimRating, 5 stars1 month ago
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.
Guest favourite
Condo in Montego Bay
4.92 out of 5 average rating, 410 reviews

Jus' Beachy Luxury Apt in a B/front Gated Cmnty.

DanielRating, 5 stars1 month ago
From our arrival to departure we throughly enjoyed our stay at Serene's beautiful and most suitable apartment. The gated complex is located 10 minutes from the airport by car and well maintained and quiet. The area includes high end hotels and gated complexes. No Police in sight just nice, peaceful and safe. The facilities are excellent including the infinity pool overlooking the marina. Now the beach is a short stroll away and as residents you're allowed to enjoy the quiet, private, secluded, crystal clear, warm water, white sandy beach. No sellers, a friendly security guard a few meters away. The beach gently slopes into the amazing sea and it's quite frankly a piece of paradise. The apartment, well where do I start. You never quite know what to expect, but the photos don't do it justice. It's lovely, a home from home. Comfortable with every listing in excellent condition and working order. Its special, we loved it, you will too. Book it if it's available you will not regret it.
Guest favourite
Condo in Montego Bay
4.95 out of 5 average rating, 132 reviews

1br Lux Oceanfront Apt Pool Beach Gym Pickleball

LauraRating, 5 stars2 weeks ago
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!

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