
Holiday rentals with a pool in Old Harbour
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Old Harbour

Total holiday rentals
Explore 40 holiday rentals in Old Harbour

Nightly prices starting at
Old Harbour holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Wifi availability
40 of Old Harbour holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Harbour rentals

4.8 Average rating
Old Harbour stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Old Harbour
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Smart super studio with pool & city views
The unit is centrally located close to all of Kingston's important 'must-see' spots, without much of the traffic of the central business district. It's a unique, curated studio decorated with refined sensibilities of the mid-century modern era. It comes fully kitted with all of the amenities needed to have a home-like experience. Located in a quiet , working class community walking distant to the hospital, post office, church, rum-bar, supermarket, farmers market, police station, pharmacy & ATM

The Alexandria
Newly built apartment centrally located in Kingston. The Alexandria is luxurious, clean, calm and has 24hr security. The apartment is close to a supermarket, gas station, Burger King, KFC, Popeyes, and a newly built plaza. The apartment is light and good for taking photos. Our balcony is fitted with greenery specifically designed for a photo moment. You can enjoy our rooftop infinity pool. The laundry room is equipped with washer and dryer and everything you need for laundry purposes.

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Luxury Suite (Adults Only) Cozy 1bedroom apartment
Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

Entire Luxury Uptown Penthouse 3Bedroom/3baths
Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

Elegant 2BR, Pool, Gym & Games Room - Book Now
Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

The Oasis, Caymanas Country Club btw Portmore/Kgn
The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Chillax Manor Your Private Oasis for Relaxation
Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Modern Escape with Rooftop Pool & Sunset Views
Enjoy a stylish experience at this centrally-located place. Parkhurst 103 is situated in a modern newly built apartment complex in the heart of Kingston Jamaica. Easily one of the most central units available. Walking distance from Krispy Kreme , Starbucks, Devon House, and Canadian Embassy. It is a modern contemporary design curated for both comfort and style. Whether business or pleasure Parkhurst 103 isperfect for your stay in Kingston.

The Geenie Gates - Fully Air Conditioned
Welcome to The Geenie Gate! Step into a world where comfort and luxury feel like pure magic. Here, high-tech convenience meets high-end style in an oasis designed just for you. Imagine jewel-toned lighting, smart features that respond to your touch and voice, and spaces crafted for ultimate relaxation. Let the outside world fade away—your hidden retreat awaits. Ready to experience the magic? Just make a wish.”

Evertonbnb 592 - With Private Heated Jacuzzi Pool
Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping.
Popular amenities for Old Harbour rentals with a pool
House rentals with a pool

Oak Château: Rest, Renew, Restore.

Beautiful 7-min city escape with view & pool

Pon Di Sea Front *Pool*AC*Gated*

Sleep Easy, Relax in Comfort

PAARJ Peaceful Escape with Pool, Garden&Parking #1

3D's Comfort Villa w/ Pool

Gated Retreat with Resort Pool, Caymanas Estate

Akwaaba Penthouse Luxury Suite
Apartment rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Airy Modern 2BR Condo Rooftop Pool

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

Lovely one-bedroom condo with pool

Skai’s Executive 1 bedroom Suite with Pool

Sixxx (No Cleaning Fee/Across from Barbican Field)
Other holiday rentals with a pool

The cozy snug •Adults only•

3Little Birds Retreat Gated Community/Pool

Manor Park 1BD/1BA | swimming pool | security

Upscale 1BR w/ Balcony Views • Pool+Gym + Security

Oceanview Apt, Steps to the Beach, All Amenities

Kgap Ranch,3 bedrooms with private pool and gym

Luxurious Kingston Penthouse

Oceanfront Two-Bedroom Apartment
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $107 SGD | $104 SGD | $108 SGD | $96 SGD | $95 SGD | $96 SGD | $101 SGD | $103 SGD | $103 SGD | $100 SGD | $100 SGD | $103 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Treasure Beach Holiday rentals
- Guardalavaca Holiday rentals
- Port Antonio Holiday rentals
- Holguín Holiday rentals
- Discovery Bay Holiday rentals
- Family-friendly rentals Old Harbour
- Fitness-friendly rentals Old Harbour
- Rentals with a washing machine and dryer Old Harbour
- Rentals with outdoor seating Old Harbour
- Villa rentals Old Harbour
- House rentals Old Harbour
- Rentals with a patio Old Harbour
- Smoking-friendly rentals Old Harbour
- Pet-friendly rentals Old Harbour
- Rentals with pools Saint Catherine
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Turtle River Park
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Strawberry Hill
- Konoko Falls
- Whispering Seas
- Independence Park
- Burwood Public Beach





