
Holiday rentals with a pool in Saint Ann's Bay
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Top-rated rentals with a pool in Saint Ann's Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

The Orchid Botans w/private chef & beach
My family and I, enjoyed our stay at Sueann's place. It was comfortable, felt at home, had the space and amenities we needed. Her recommendation of Mr. Hutchinson as a driver was greatly appreciated. Would recommend and visit again.

Tropical Paradise Draxhall (Jacuzzi/Outdoor Space)
I had a very last minute emergency which left me and my family without accommodation. Shaneika was able to help me straight away at 11pm! Im ever so grateful as it was such a stressful situation and her home was clean, smelled great and very comfortable. I can't thank you again. Now I know her villa i definitely will be back again. much love

Courtyard by the Bay*pvt pool*Puerto Seco bc*Solar
Bestest hosts around!! ⭐️⭐️⭐️⭐️⭐️ Both Janet & Radcliffe are so nice! We had the best time during our stay and we can’t wait to go back! The property was beautiful.. peaceful and quiet, we honestly couldn’t have asked for a better place to spend our vacation! 🏝️☀️🫶🏽

Villa BiancaJel, a/c pool gym
I had a great stay, Place was clean and organized. Heather was very resourceful and caring about our stay. She went above and beyond in helping us navigate the area, 10/10

Deluxe Richmond Retreat w/ Spectacular Amenities
Great stay at Nordia's place, safe secure, clean and would recommend.

Magnolia Villa Retreat
The guest house was way beyond our expectations, very clean surroundings and the location is near to Dunns River and Dolphin Cove. The hosts were friendly with quick response time. Will recommend to stay there and will visit again.

Singhdom Retreat No Parties or events allowed
This stay exceeded my expectations in the best way. The home was spotless, beautifully maintained, and even stocked with thoughtful goodies I didn’t expect—which was such a nice touch! The backyard scenery was absolutely stunning and added so much to the relaxing atmosphere. On top of that, the host was incredibly helpful and responsive throughout our stay. It felt easy and comfortable to reach out for anything we needed, which made the whole experience even better. I would 100% recommend this place and would love to return!

The Quiet Escape
Shakera’s place at Pyramid Point was everything I needed and more. It was so peaceful, super clean, and you could feel the care she put into the space. The energy there was calming and grounding—just a whole vibe. Shakera herself was amazing—very responsive and made sure everything was smooth from start to finish. I left feeling refreshed and centered. I’ll definitely be booking again!
Condo rentals with a pool

clean, comfy & quiet w/views * No Fees*
Great place to stay!!! The view from our first floor balcony was amazing the host was great along with Patricia. Would definitely recommend this place !!!

Parion876 Beautifully Appointed Beachside Condo!
The host is very understanding and transparent. Any issues or any miscommunications arises. She will always respond really quickly to work out any possible solutions. Also her place she listed was very pristine and comfortable. I highly recommend anyone to book her if you’re looking to stay within Ocho Rios. Lastly, she is quick at providing all of the instructions in order to make everything stress free and easy to manage.

Lively, Gorgeous 1 br in town, Ocho Rios Beach
We had a great time in Ocho Rios and this property had a big role in it. The location was amazing - location (beachfront with easy access, close to restaurants/ grocery stores) and the apartment is pristine (AC works well, well lit, looks new and has all the appliances needed). The beach is amazing and isn’t open to the public. So it’s great that this property granted us access to it and there wasn’t a lit of people in it. Definitely recommend it!

2 nights free-Million $ View "Best location in JA"
Regna’s place was continently located right on the beginning edge of town. Shopping center across the street and easy walking to additional food and shopping. The facilities were amazing and very accommodating.

Dream Getaway - Kingbed, Pool, Tennis, Gym & Beach
Very nice place I would stay again and again!!! Love it there amazing

Seaside Escape at Water Mills Villa St. Ann, JA
This was perfect for our family to stay a week - a clean and comfortable space to ourselves, fairly well-appointed, in a quiet development with a lovely pool and well-kept grounds. It’s a four-minute walk from a truly stunning beach. Hosts were super responsive and accommodating when we had minor issues. Beach towels were provided, and there were chairs set up on the beach for guests. We look forward to returning!

Bayview Ocho-Rios Beach
Michelle and Kerone were exceptional in their commitment and communication with me.The space is amazingly beautiful and it was so much better than I expected! I felt comfortable and connected with the people. The beach is right there, walkable beaches and activities. There is an excellent vibe going on down by pool side , food , fun , drinks, games etc. I highly recommend this place for those who want to come and visit!

Beautiful Beachfront 1 Bedroom Apartment
My husband and I stayed here for his birthday and our anniversary! The location is perfect and walking distance to so much. Our family stays close by and we were able to visit with them as well and spend time with them. Suzanne has an amazing spot. It was super clean. Stocked with everything we needed. And made us feel relaxed and at home. We will be returning to Jamaica very soon and we will always choose to stay with Suzanne! Thanks again! Ps. John crows fried chicken across the street is TO. DIE. FOR.
Quick stats about holiday rentals with a pool in Saint Ann's Bay
Total rentals
50 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
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- Ocho Rios Bay Beach
- Hellshire Beach
- Rose Hall Great House
- Reggae Beach
- Dunns River Falls and Beach
- Bob Marley Museum
- Hope Botanical Gardens
- Doctor's Cave Beach
- YS Falls
- Emancipation Park
- Burwood Public Beach
- Harmony Beach
- Sugarman Beach
- Fort Clarence Beach
- Green Grotto Caves
- Members Beach
- Mountain Spring Bay
- Gunboat Beach
- Old Fort Bay Beach
- Half Moon