Holiday 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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Top guest favourite
A comfortable living area is presented, featuring two gray sofas with decorative cushions in shades of green and blue. A large flat-screen television sits atop a sleek glass stand. Bright curtains in alternating colors frame the windows, enhancing the room's cheerful ambiance.
Home in Saint Catherine Parish
4.99 out of 5 average rating, 104 reviews

Sleep Easy, Relax in Comfort

Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

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
4.85 out of 5 average rating, 227 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

Top guest favourite
A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.
Apartment in Kingston
4.94 out of 5 average rating, 206 reviews

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Guest favourite
A modern living area is showcased with a spacious sectional sofa adorned with decorative pillows. A glass coffee table stands at the center, complemented by a potted plant in the corner. Light filters through sheer curtains, illuminating the sleek design elements and neutral color palette.
Flat in Kingston
4.95 out of 5 average rating, 111 reviews

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.

Guest favourite
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.
Apartment in Kingston
4.86 out of 5 average rating, 196 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 favourite
Home in Old Harbour
4.97 out of 5 average rating, 87 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 favourite
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, 104 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.

Top guest favourite
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.
Apartment in Kingston
4.89 out of 5 average rating, 337 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 favourite
Home in Spanish Town
4.73 out of 5 average rating, 129 reviews

Comfort Cottage: Private Oasis w/Pool & Security

Our place is close to major thoroughfares, town centre, hospital and transportation. Restaurants, supermarkets and shopping are just minutes away. The community has a kids park, adults park with jogging trail, club house, playfield, tennis court, and basketball court. The home is fully furnished and air-conditioned for your comfort. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Top guest favourite
A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.
Home in Old Harbour
5 out of 5 average rating, 31 reviews

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!

Guest favourite
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
4.75 out of 5 average rating, 24 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.”

Guest favourite
The open-concept living area showcases a modern and sleek design, featuring a spacious gray sofa with accent pillows. A flat-screen television is mounted on the wall, adjacent to a well-equipped kitchen with bar seating. Soft lighting highlights the contemporary decor and finishes.
Flat in Kingston
4.9 out of 5 average rating, 160 reviews

The Ultimate Chic Condo w/ Rooftop Pool

Indulge in the elegance of this stylish and sophisticated condo, nestled in one of Kingston's finest short-term accommodation options. Immerse yourself in the rooftop entertainment with a view that's truly captivating, all complemented by the exceptional hospitality provided by our dedicated team. We eagerly anticipate the opportunity to welcome you as our guest!

Popular amenities for Old Harbour rentals with a pool

When is the best time to visit Old Harbour?

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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!