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

Total vacation rentals
Explore 40 vacation rentals in Old Harbour

Nightly prices starting at
Old Harbour vacation rentals start at G$8,354 GYD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Wi-Fi availability
40 of Old Harbour vacation rentals include wi-fi 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

Exquisite Manor
Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

Luxe Oasis. Relaxing. Pool. Gym. WiFi. Chef. A/C
Wake up slowly. No alarms. Just soft morning light spilling through the windows. Enjoy freshly brewed coffee & prepare breakfast in our fully equipped kitchen. Gather around the dining table, plan your day, or open your laptop if work calls. Enjoy a day out, then sink into the cozy living room for a movie night or step out to the porch with a glass of wine & let the day wind down. Desire a little more? Visit our Clubhouse’ take a refreshing dip in the pool or fit in a workout at the gym.

MJ’s Manor
Welcome to our distinguished residence in Old Harbour. We trust your stay will be enjoyable. Our property has been meticulously curated to offer all the comforts of home. The locale presents numerous attractions, ensuring a unique holiday experience. As a self-catering establishment, all necessities for a seamless stay are provided. Complimentary parking is available on-site, and 24/7 security surveillance is in place to prioritize your safety. Car rental services provided upon request.

Spence Serene Space
Welcome to Spence Serene Space, a peaceful oasis within Colbeck Manor, Old Harbour, St. Catherine. Enjoy 24-hour security in a charming 2-br, 1-bath home with AC and an open-plan layout that includes a lovely kitchen, enclosed laundry, and cozy patio, all within a fully fenced property for privacy. Colbeck Manor offers a clubhouse with a sparkling swimming pool and gym, lush parks for outdoor activities. Located 3 minutes from the lively town center and 5 minutes from the Highway.

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.

Stunning smart apt with pool & amazing sunset view
Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

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.”
Popular amenities for Old Harbour rentals with a pool
House rentals with a pool

Chillax Island Stay – Private Pool & Gazebo

Old Harbour Relaxation with pool

Charming Oasis Getaway

Sleep Easy, Relax in Comfort

Comfort Cottage: Private Oasis w/Pool & Security

Poolhouse@Countryclub | Private Pool | Gated

Akwaaba Penthouse Luxury Suite

Colbeck Villa
Condo 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

The Ultimate 1BR Condo w/Rooftop Pool

Skai’s Executive 1 bedroom Suite with Pool

City/Ocean View, Pool, Beach: Resort Like Vacation
Other vacation rentals with a pool

Beautiful 7-min city escape with view & pool

The Shoreline Suite | Pool • Beachfront • Relax

Beachfront|Luxury Condo|2 Pools|Centrally Located

Skyline Serenity | Modern Kingston 2BR Stay

The cozy snug •Adults only•

PAARJ Peaceful Escape with Pool, Garden&Parking #1

Gated Retreat with Resort Pool, Caymanas Estate

Cozy Manor
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,334 GYD | G$16,916 GYD | G$17,543 GYD | G$15,663 GYD | G$15,454 GYD | G$15,663 GYD | G$16,499 GYD | G$16,707 GYD | G$16,707 GYD | G$16,290 GYD | G$16,290 GYD | G$16,707 GYD |
| 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 Vacation rentals
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- House rentals Old Harbour
- Pet-friendly rentals Old Harbour
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- Rentals with a patio Old Harbour
- Rentals with outdoor seating Old Harbour
- Villa rentals Old Harbour
- Rentals with a washer and dryer Old Harbour
- Family-friendly rentals Old Harbour
- Fitness-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
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Devon House
- Bob Marley's Mausoleum
- Somerset Falls
- Strawberry Hill
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





