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

Hidden Gem @ Sunrise!
It’s a very beautiful home would recommend to anyone looking for a nice cozy quiet place. The Host was very nice and also very helpful and was always right there if you needed her.

PAARJ Spacious & Clean Airbnb in Clarendon. Apt #1
Loved it and will definitely be staying there again.

City Scape Serenity
I stayed at Michael’s place for 1 month and it was everything I hoped for and more. The apt is clean and comfortable and has all the necessities/ amenities one would need. At the beginning of my stay I needed assistance with the washing machine, when I called Michael, he was there promptly to walk me through how to use the washing machine. Michael is very attentive, he checks in to make sure things are going well. THE VIEW IS INCREDIBLE . I will most definitely book Michael’s place again.

3D's Comfort Villa w/ Pool
Great place to stay Jamar was very helpful and responsive to any questions I asked Lovely place for families security on the site was excellent felt right at home would definitely recommend and stay here again …

Akwaaba Penthouse Luxury Suite
a wonderful place and the location is perfect. I will definitely be staying there whenever I get the chance.

Serene Vistas, Caymanas Country Club
my family and I absolutely loved the place and will definitely book again! Marcel is an amazing host he gave very clear instructions and was incredibly helpful and responsive, even when I needed assistance with late checkout. Check-in was EXTREMELY easy! The place was spotless, and I especially loved how clean the floors felt under my feet! One of the unexpected highlights was the beautiful fruit trees on the property they were such a lovely touch and made the stay feel even more special. The biggest highlight for me was the SECURITY. I felt safer at this Airbnb than I typically do at regular hotels. No one was allowed in without proper clearance, and that made me feel super safe and comfortable. Everything was exactly as described, and the space had every little thing needed for the perfect home-away-from-home experience. I highly recommend this airbnb.

Caymanas Sea Breeze
comfortable, clean and beautiful. Great host and relaxing environment

The Vistas Caymanas
PLEASE DONT THINK ABOUT IT JUST BOOK..THIS PLACE WAS FLAWLESS..VERY CLEAN..I LOVE IT EVERYTHING WAS PERFECT. THE HOST WAS OUT OF THIS WORLD VERY ACCURATE TO THE TEE..SHE CHECK IN TO MAKE SURE I WAS OK.I HAD DOUBLE FUNERAL AND SHE CHECK IN ON ME..I WOULDN'T HESITATE TO BOOK AGAIN WITH HER..AS LONG AS THEVPLACE IS AVAILABLE IM BOOKING THANK YOU SO MUCH FOR EVERYTHING. I APPRECIATE THE LOVE.
Apartment rentals with a pool

Light &Bright 1-bedroom Apartment w pool
Sheena's place was modern, clean and well kept. Sheena was very responsive and the surroundings felt like home. This was my second stay and I would definitely stay there again.

Modern Hideaway
The property was immaculate, very comfy, and reasonably priced. It's the greatest and most affordable airbnb I've ever been in Jamaica. The host checked in with me, and he communicates effectively. The place is quite safe, and private.

Airy & modern 2br condo w/pool
We felt incredibly safe and secure throughout our stay, thanks to the multiple layers of security—gated entrance, lobby desk, access card entry to both the building and our floor. The location couldn’t have been more ideal, just around the corner from Devon House Bakery. Ubers were super convenient and budget-friendly. The apartment itself was cozy, well-stocked with everything we needed, and perfect for either a short visit or a long-term stay. We especially enjoyed the balcony view and made use of the rooftop pool, which even had a mini infinity pool—such a relaxing bonus. We need liquid detergent for our clothes and John and Celia were on it right away. We appreciated their responsiveness to everything. Can't wait to be back!

B&R Cozy Stay
I enjoyed my stay!!! Rochelle was very attentive and helpful whenever I had a question.The place looks exactly like the pics & was very clean & comfortable. It was close to everything I needed & wanted & I would definitely stay there again.

Ultimate Comfort at The Bromptons, New Kingston.
Love the area, love the views, definitely will be back!

Boho Contemporary 1 b/r w/pool- The Shallai
This Airbnb is exactly as pictured and even better was squeaky clean. I loved the decor and the homey feel of the space. Definitely a gem!

Roper's Place
This is my second time staying here. Will definitely be coming back!! My go to spot when I'm in Jamaica. You won't be disappointed.

Modern 1 BD condo w/rooftop pool & majestic views
I enjoyed my stay at Project Zenith. It was everything I needed. I felt so comfortable. It was clean. I was close to everything I wanted to go to. The view from the roof was amazing. Security was amazing. Definitely would stay here again. Thanks again for having me. 🙏🏾
Quick stats about holiday rentals with a pool in Old Harbour
Total rentals
30 properties
Nightly prices starting at
₹2,597 before taxes and fees
Total number of reviews
240 reviews
Family-friendly rentals
20 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Ocho Rios Bay Beach
- Hellshire Beach
- Frenchman's Cove Beach
- Reggae Beach
- Dunns River Falls and Beach
- Bob Marley Museum
- Hope Botanical Gardens
- YS Falls
- Emancipation Park
- Burwood Public Beach
- Harmony Beach
- Floyd's Pelican Bar
- Sugarman Beach
- Fort Clarence Beach
- Green Grotto Caves
- Mountain Spring Bay
- Members Beach
- Old Fort Bay Beach
- Gunboat Beach