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Vacation rentals with a pool in Portmore

Find and book unique homes with a pool on Airbnb

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Popular amenities for Portmore rentals with a pool

House rentals with a pool

Guest favorite
An outdoor pool area is surrounded by lush greenery and features a wooden deck. A set of lounge chairs is placed nearby, offering a relaxed setting. The clear blue water of the pool contrasts with the vibrant foliage, creating a serene retreat.
Home in Kingston
4.88 out of 5 average rating, 16 reviews

Hidden Gem @ Sunrise!

TionaRating, 5 stars8 months ago
I have returned and it was yet another peaceful quick trip for me. I appreciate all the work I seen put into this listing, i feel at home here and I couldn’t wait to see me Charmaine and give her a big hug. Hospitality and place is always clean to perfection. I will be back soon
Guest favorite
A private swimming pool is set within a tiled patio, framed by a light-colored stone border. Seating areas with outdoor furniture, including a couch and chairs, are positioned nearby. A shaded pavilion provides a relaxing space, with landscaped areas enhancing the surroundings.
Home in Portmore
4.86 out of 5 average rating, 183 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

JasmineRating, 5 stars3 weeks ago
This is my husband’s and I second stay at Stephen’s place and as usual it was phenomenal! The detail of the house is beautiful and Stephen is a great host! We will definitely come back.
Top guest favorite
Home in Kingston
5 out of 5 average rating, 25 reviews

Carter's Nest Villa - New Kingston

TinaRating, 5 stars1 month ago
The hosts were amazing and very friendly. Located in a safe area. Plenty of space throughout the unit.
Guest favorite
A large pool is framed by a well-maintained lawn and colorful landscaping. An outdoor bar and seating area are situated under a sheltered space nearby. The pool area provides a serene atmosphere and ample room for relaxation and enjoyment.
Home in Portmore
5 out of 5 average rating, 6 reviews

3D's Comfort Villa w/ Pool

ChrishellRating, 5 stars3 months ago
One of the best places we have stayed at. My family and I felt at home. I would definitely recommend this Airbnb. Host was very friendly and responsive. We enjoyed our stay 😊
Top guest favorite
A modern, oval-shaped pool features clear blue water and is surrounded by a smooth white concrete deck. Partial views of the surrounding hillside and greenery are visible in the background, providing a serene outdoor space for relaxation.
Home in Kingston
4.88 out of 5 average rating, 107 reviews

Akwaaba Penthouse Luxury Suite

TamonRating, 5 stars1 month ago
The place was flawless. Breathtaking mountain views from the living room and once you step outside on the balcony those views are magnified. The night view and the morning view from the balcony is worth the stay alone.
Top guest favorite
A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.
Home in Caymanas Estates
4.94 out of 5 average rating, 33 reviews

Serene Vistas, Caymanas Country Club

SashaRating, 5 stars2 months ago
first I want to thank the host for having me and my family stay. it felt like a home away from home honestly my kids loved it especially the big open space at the back.the home was beautiful and well kept I really enjoyed my stay here the hosts where very reliable and replied very quickly to messages. advice for host: I would just like to maybe recommend maybe getting tvs for each bedroom and a cable wire for living room tv for watching normal television. and also a toaster. otherwise from those smalls things I mention. I really enjoyed my stay and it was beautiful and I surely will be back. thank you again.
Guest favorite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 127 reviews

The Caymanas Villa

OliviaRating, 5 stars3 weeks ago
This place is amazing! Karden is a really great host. He accommodated me has a last minute request. He’s Super interactive and very helpful. The house is EXTREMELY CLEAN and I had everything to my comfort. Adding a fan plus AC was a great touch, the self check in/out was smooth plus I must say I enjoyed the luxury of telling “Alexa” to turn on/off the AC from the comfort of the bed and sofa. :) Do not hesitate to book with him. I promise you won’t regret it!. I’ll definitely be back. :)
Guest favorite
The living room showcases comfortable seating with textured cushions on a pair of beige sofas. A unique wooden coffee table with a geometric design is centered on a patterned area rug. Natural light enters through the window, complemented by light curtains and indoor plants.
Home in Caymanas Estates
4.92 out of 5 average rating, 24 reviews

The Vistas Caymanas

TiandraRating, 5 stars5 days ago
Fabian is an amazing host! Communication was seamless, and they went above and beyond to ensure our stay was wonderful. The space was spotless, and they provided thoughtful touches throughout. We appreciated their flexibility and responsiveness. Can't wait to stay again!"

Condo rentals with a pool

Guest favorite
The rooftop pool is framed by bold red architectural elements, offering expansive views of the surrounding landscape. The clear water reflects the sky, while the backdrop features mountains and greenery, providing a serene atmosphere for relaxation.
Condo in Kingston
4.89 out of 5 average rating, 117 reviews

Airy & modern condo w/pool

JasonRating, 5 stars2 weeks ago
Haven't had a perfect airbnb in months and this was very much needed especially with the Kingston energy. This apartment essentially saved the trip lol. The unit was much better than pictured and has everything one needs from secured lobby with elevators, gym, pool to stainless appliances and washing machines. The only annoyance was the air conditioning turning off while present but other than this everything was top shelf. Host was very communicative. Would 100% definitely stay here again.
Guest favorite
An outdoor rooftop pool is framed by sleek red walls and a wooden trellis, providing a view of the surrounding city and mountains. The area is paved with light-colored tiles and features a glass railing for unobstructed sightlines.
Condo in Kingston
4.9 out of 5 average rating, 91 reviews

Modern Condo/Gated/ Pool/ Gym/WIFI/AC/ Hot Water

ShanRating, 5 stars1 month ago
Loved my stay in the heart of Kingston surround by many restaurants and a local grocery store !!!
Guest favorite
A well-lit pool area is surrounded by lush greenery, featuring several lounge chairs positioned nearby. The pool is illuminated with a soft blue light, reflecting off the water, creating a serene atmosphere. Decorative plants line the edge, enhancing the natural setting.
Condo in Kingston
4.88 out of 5 average rating, 152 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

HansdeepRating, 5 stars2 weeks ago
Michael has one of the nicest places we have stayed in Kingston and this is our third trip. We will prioritize staying here again on our next visit.
Guest favorite
A shaded outdoor area features a wooden pergola casting intricate shadows on the paved floor. Lush greenery surrounds the space, leading to a scenic view of the water and the sky, creating a peaceful atmosphere ideal for relaxation.
Condo in Portmore
4.92 out of 5 average rating, 13 reviews

Sea view: 24-hr Security | Pool | Free Wi-Fi | AC

CaveneRating, 5 stars1 month ago
Kimberly was very responsive and answered all questions and queries quickly. The condo was very clean.
Guest favorite
An inviting swimming pool is surrounded by a spacious patio, featuring a textured concrete finish. Colorful shrubs and greenery complement the pool area, while modern buildings create a contemporary backdrop against the clear sky.
Condo in Kingston
4.96 out of 5 average rating, 50 reviews

Modern and Serene: 1 Bedroom Condo in the City

StephenRating, 5 stars2 months ago
Check in was super easy, instructions were clear and it's all straight forward. Security are well aware of the AirBnB. Location is good, 5kns walk to super market and may 13 mins walk to lots of malls, Jamaican style.Can walk to Devon House in 10 mins and we even walked to Bob Marley Museum, took 25 mins or so. The apartment is actually bigger than it appears in the photos, really spacious and well set out. Balcony is great as well. Overall recommended.
Top guest favorite
A gated entrance to a residential complex is visible, featuring a welcoming archway beside a tall building. Lush greenery is present around the entrance, with a clear blue sky in the background, contributing to a calm and inviting atmosphere.
Condo in Portmore
4.97 out of 5 average rating, 30 reviews

1 bedroom condo 1 Queen bed

PetagayeRating, 5 stars3 weeks ago
The stay was really peaceful, friendly environment. The place looked way better in person than the actual photos place was clean and comfortable… Host is very responsive and always checking in with us ..looking forward to visiting again
Superhost
A well-maintained swimming pool is set on a spacious wooden deck. The pool features a clear blue surface, with steps leading into the water. Surrounding landscaping includes greenery, creating a peaceful outdoor atmosphere.
Condo in Kingston
4.86 out of 5 average rating, 117 reviews

Ultimate Comfort at The Bromptons, New Kingston.

NyokaRating, 5 stars3 months ago
Staying at this Airbnb was an absolute delight! From the moment I walked in, I felt a sense of warmth and comfort. The space was beautifully decorated, clean, and well-equipped with everything I needed. The host was fantastic—friendly, responsive, and thoughtful. Small touches like fresh linens, a stocked kitchen, and local recommendations made my stay even more special. The bed was incredibly comfortable, and the atmosphere was peaceful, making it easy to relax. The location was perfect, close to great restaurants and attractions while still being quiet and cozy. It truly felt like a home away from home, and I can’t wait to stay again!
Guest favorite
A balcony offers a view of the private pool and patio area. The pool is surrounded by paved surfaces and landscaped planters, creating a tranquil outdoor space. The surrounding area includes greenery and the structure of the apartment complex.
Condo in Kingston
4.75 out of 5 average rating, 155 reviews

Tranquility at the Harloe / 1 BR Kingston Condo!

AbigailRating, 5 stars1 month ago
This Airbnb was perfect! The space was impeccable clean and well maintained, and the amenities were great . I’ll sure book again 😍

Quick stats about vacation rentals with a pool in Portmore

  • Total rentals

    130 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 properties include access to wifi

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