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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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, 226 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 favorite
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.
Condo in Kingston
4.94 out of 5 average rating, 203 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 favorite
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.
Apartment 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 favorite
The living room features a colorful three-piece suite arranged around a glass coffee table, with a natural sheepskin rug beneath. Large windows are adorned with roman blinds, allowing natural light to fill the space. A ceiling fan enhances the comfort of the area.
Bungalow in Portmore
4.88 out of 5 average rating, 154 reviews

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

Guest favorite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 141 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Guest favorite
A modern six-story condo building is framed by lush palm trees, showcasing sleek lines and large windows. The exterior features a mix of neutral tones, while the upper levels are accentuated by a rooftop terrace surrounded by greenery.
Apartment in Kingston
4.9 out of 5 average rating, 115 reviews

Luxury Condo w/pool in Kingston - G28

Genesis 28 Luxury Condos :- Enjoy a stylish experience at this centrally-located place in the heart of up town Kingston close to all major amenities. This complex is brand new and completed with pool, gym, sauna and cinema. Your sixth floor apartment give direct access to all these amenities on property in close proximity. Your SUPER STUDIO condo accommodates 2 with special arrangements to fix a 3rd person on request. Enjoy Kingston in style. We can’t wait to host you!

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
4.86 out of 5 average rating, 194 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, 86 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.

Top 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
4.89 out of 5 average rating, 332 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
4.89 out of 5 average rating, 151 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
A bright living area is furnished with a large sectional sofa and accent chairs, complemented by a contemporary rug. Natural light filters through expansive windows, showcasing a view of the outdoors. A TV console is located beneath a wall-mounted television, enhancing the space's functionality.
Condo in Kingston
4.86 out of 5 average rating, 153 reviews

Airy Modern 2BR Condo Rooftop Pool

Escape to a modern 2-bedroom apartment in a secure, gated Kingston complex. Perfect for up to 4 guests, this 4th-floor retreat offers spectacular city and mountain views from a private balcony. The highlight is the stunning rooftop infinity pool. Enjoy a quiet workspace with high-speed Wi-Fi, a fully equipped kitchen and a prime location near New Kingston and Devon House. Your ideal Jamaican vacation or business home base awaits!

Guest favorite
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).

Popular amenities for Old Harbour rentals with a pool

When is the best time to visit Old Harbour?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,689 GYDG$14,852 GYDG$15,898 GYDG$15,689 GYDG$15,480 GYDG$15,689 GYDG$16,526 GYDG$16,735 GYDG$16,735 GYDG$16,316 GYDG$16,316 GYDG$16,735 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$8,367 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!