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.

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 231 reviews

🏝🏝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

Superhost
A cozy living area features a dark brown sectional sofa and a matching chair adorned with yellow and brown cushions. A glass coffee table is centered on a patterned rug, while a lamp and art piece add a touch of elegance near a window dressed with cream curtains.
Home in Old Harbour
4.92 out of 5 average rating, 49 reviews

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.

Top guest favorite
Home in Old Harbour
4.94 out of 5 average rating, 36 reviews

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.

Guest favorite
A comfortable living area features a large sectional sofa adorned with various decorative pillows, complemented by a cozy armchair. A round glass coffee table sits in front, showcasing a decorative display. Natural light filters through sheer curtains, enhancing the inviting atmosphere.
Home in Old Harbour
5 out of 5 average rating, 15 reviews

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.

Guest favorite
A spacious living area features a gray sectional sofa adorned with vibrant blue and white decorative pillows. Light streams through sheer white curtains on two windows, while a wall clock and artwork add charm. A standing fan quietly complements the room's decor.
Home in Old Harbour
5 out of 5 average rating, 11 reviews

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.

Guest favorite
A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.
Condo in Kingston
4.85 out of 5 average rating, 200 reviews

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.

Top guest favorite
Home in Old Harbour
4.97 out of 5 average rating, 94 reviews

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.

Guest favorite
A modern living area features a bold red accent wall, complemented by white accents and natural light. A large television is mounted on a sleek black media unit, which holds decorative plants and books. Comfortable seating includes a red armchair and a dining area visible in the background.
Home in Saint Catherine Parish
4.92 out of 5 average rating, 106 reviews

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.

Superhost
A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.
Home in Old Harbour
4.81 out of 5 average rating, 57 reviews

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.

Guest favorite
A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.
Condo in Kingston
4.88 out of 5 average rating, 347 reviews

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.

Guest favorite
A modern living area features a cozy fireplace displayed on a sleek wall-mounted TV. A soft, light-colored sofa with contrasting dark cushions is paired with a stylish black chair. A large potted plant adds a touch of nature, while large windows invite natural light into the space.
Apartment in Kingston
4.9 out of 5 average rating, 158 reviews

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.

Guest favorite
An open-plan living space is displayed, featuring a stylish dining area with a large table set for meals. Natural light pours in through large windows, while a modern kitchen with granite countertops provides a seamless connection to the living area. Soft furnishings enhance the cozy atmosphere.
Home in Old Harbour
4.78 out of 5 average rating, 27 reviews

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

When is the best time to visit Old Harbour?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,334 GYDG$16,916 GYDG$17,543 GYDG$15,663 GYDG$15,454 GYDG$15,663 GYDG$16,499 GYDG$16,707 GYDG$16,707 GYDG$16,290 GYDG$16,290 GYDG$16,707 GYD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

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!