
Vacation rentals with a pool in Portmore
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Portmore
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Portmore rentals with a pool
House rentals with a pool

Hidden Gem @ Sunrise!
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

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
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.

Carter's Nest Villa - New Kingston
The hosts were amazing and very friendly. Located in a safe area. Plenty of space throughout the unit.

3D's Comfort Villa w/ Pool
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 😊

Akwaaba Penthouse Luxury Suite
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.

Serene Vistas, Caymanas Country Club
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.

The Caymanas Villa
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. :)

The Vistas Caymanas
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

Airy & modern condo w/pool
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.

Modern Condo/Gated/ Pool/ Gym/WIFI/AC/ Hot Water
Loved my stay in the heart of Kingston surround by many restaurants and a local grocery store !!!

Entire Luxury Uptown Penthouse 3Bedroom/3baths
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.

Sea view: 24-hr Security | Pool | Free Wi-Fi | AC
Kimberly was very responsive and answered all questions and queries quickly. The condo was very clean.

Modern and Serene: 1 Bedroom Condo in the City
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.

1 bedroom condo 1 Queen bed
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

Ultimate Comfort at The Bromptons, New Kingston.
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!

Tranquility at the Harloe / 1 BR Kingston Condo!
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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