
Vacation 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.

🏝🏝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

MJ’s Manor
Welcome to our beautiful house in Old Harbour. We hope you enjoy your stay! We have personally thought through all of the amenities and hope to provide you with all the comforts of home. The surrounding area has a lot to offer and is sure to make your holiday one of a kind. As a self-catering house, you'll find everything you need for a perfect stay. There are free parking on premises and 24/7 security surveillance because your safety is our priority. Car rental services provided upon request.

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. King Suite. Gated. Chef. Pool. WIFI
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.

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.

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.

Colbeck364 Comfort Stay
Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!
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

Sleep Easy, Relax in Comfort

Comfort Cottage: Private Oasis w/Pool & Security

Gated Retreat with Resort Pool, Caymanas Estate

3D's Comfort Villa w/ Pool

Akwaaba Penthouse Luxury Suite

Serene Vistas, Caymanas Country Club
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

Skai’s Executive 1 bedroom Suite with Pool

City/Ocean View, Pool, Beach: Resort Like Vacation

Modern 1 BD condo w/rooftop pool & majestic views
Other vacation rentals with a pool

Modern 2BR Apt w/ Pool | Prime Kingston Location

Eco Cabin in Portland Private Waterfall & Pool

Solace III Getaway | 1BR • Pool • Balcony • Kin 6

PAARJ Peaceful Escape with Pool, Garden&Parking #1

The cozy snug •Adults only•

3Little Birds Retreat Safe and Secure Community

Wong’s Ocean View

Oceanview Apt, Steps to the Beach, All Amenities
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83 | $81 | $84 | $75 | $74 | $75 | $79 | $80 | $80 | $78 | $78 | $80 |
| Avg. temp | 80°F | 80°F | 81°F | 82°F | 83°F | 85°F | 85°F | 85°F | 85°F | 84°F | 83°F | 81°F |
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 $40 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!
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- 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
- Reggae Beach
- University of the West Indies
- 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
- Frenchman's Cove Beach
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