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

Caymanas Estates Villa!
The house was exactly as pictured. It was decorated nicel and very pretty. It was clean, spacious and exactly as promoted. Main living area doesn't have ac, but has fans. Bedroom ac units were fabulous. Great tv app selection and we felt right at home. Close walk to pool and playground. Will visit again. Thanks so much for a great stay!

Chillax Island Stay
My stay at Shaun and Dahlia’s Airbnb was absolutely amazing! From the moment I arrived, they made me feel so welcome and comfortable. Their hospitality was top-notch, and they went above and beyond to ensure I had everything I needed. The space was clean, cozy, and well-equipped, making it the perfect home away from home. Every detail was thoughtfully arranged, and their attention to guest comfort truly stood out. Shaun and Dahlia were incredibly responsive and accommodating, always available if I had any questions or needed recommendations. Their warm and friendly nature made my stay even more enjoyable. I would highly recommend staying here to anyone looking for a wonderful Airbnb experience. I can’t wait to return! Thank you, Shaun and Dahlia, for making my trip so special!

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.

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. :)
Apartment rentals with a pool

Airy & modern condo w/pool
Peaceful HOME away from home! Easy access to all locations in and around Kingston & St. Andrew. The space is very nice, comfortable, and has everything you would need. Host is quick with the response making it a big plus.

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
As someone who's familiar with the area, I had an idea what to expect with the surrounding environment. What I did not expect was how professional, prompt, detailed, and welcoming Michael would continue to be after arrival and during stay. I must have gotten locked out a thousand times (due to my husband) but each time I sent Michael a message he answered almost immediately. He gave clear instructions prior to arrival which made check-in that much easier; as well as check out. The security at the entrance were pleasant and always present. Which gave a sense of comfort and peace of mind. Though my stay only consist of sleeping there, I would definitely recommend and/or rebook when visiting again.

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 holiday rentals with a pool in Portmore
Total rentals
120 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
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