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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Guest favourite
A modern living area is showcased, featuring a plush gray sectional sofa adorned with yellow accent pillows. A sleek glass coffee table sits in front, and a wall-mounted television is placed above a decorative stone feature. The space boasts an open layout that connects to the kitchen.
Vacation home in Kingston
4.95 out of 5 average rating, 120 reviews

Elegant 2 bedroom / 2bathroom Apartment w/pool.

Located only 5 minutes away from Half Way Tree & Barbican Center, this newly built apartment offers a unique taste of style and elegance that is sure to cater to your "home away from home needs". This 2 bedroom / 2 bathroom gem, manned by 24-hr security, boasts a décor that is modern and comfortable. It is further complemented by its close proximity to business hubs, including Starbucks, Megamart, Wendy's and the Canadian Embassy. Amenities include gym, pool, free-wifi, cable and rooftop lounge.

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, 207 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

Guest favourite
A dining area is seen with a glass table set for four, featuring colorful bowls and glassware. The living space is furnished with a dark sofa, highlighted by vibrant cushions. Light filters in through sheer curtains, adding warmth to the inviting atmosphere.
Apartment in West Cumberland
4.94 out of 5 average rating, 118 reviews

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*

Phil's Hideaway is a fully furnished apartment with air conditioned rooms. Located in the recently constructed Cedar Manor Palms community, this is a quiet, gated complex that has a very spacious courtyard with swimming pool, ample green spaces and parking amenities. Situated just 20 minutes from Kingston the apartment has easy access to restaurants, shops and public transportation. The hideaway provides a relaxed environment that is well suited for couples, families and business travelers

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.
Condo in Kingston
4.94 out of 5 average rating, 184 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.

Top guest favourite
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, 135 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 favourite
A modern living area features a sleek wall-mounted television against a textured gray backdrop. A comfortable white seating arrangement is positioned in front, accompanied by a stylish floor lamp. The open space includes a high table with bar stools visible in the background.
Condo in Havendale
4.91 out of 5 average rating, 104 reviews

Luxury Suite (Adults Only) Cozy 1bedroom apartment

Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

Guest favourite
The modern exterior of the gated complex is displayed, featuring a blend of light and dark blue facades. The entrance sign indicates 'Harloe's Place,' while multiple balconies are visible on the upper floors, enhancing the structure's contemporary design.
Apartment in Kingston
4.83 out of 5 average rating, 287 reviews

One bedroom, one bathroom Apt Kingston

Simply but elegantly furnished one bedroom apartment in a gated complex on the 3rd floor. It is found within a gated complex with 24 hour security and located close to shopping and and entertainment hubs in Kingston. It features wooden accented furniture tastefully organized for style and comfort. The unit comes with Wifi And Cable television and a fully functional kitchen. Geographically located within walking distance from Devon House and Half Way Tree.

Top guest favourite
A dining area is visible with a wooden table set for four, featuring plates and napkins. A bowl of snacks and a water bottle are placed on the grey stone countertop. In the background, artwork adorns the wall alongside a Smart TV, and a green plant adds a touch of freshness.
Apartment in Kingston
4.94 out of 5 average rating, 215 reviews

A New Gem in Kingston, 1 BR Modern Luxury Apt

This new and fully furnished one-bedroom apartment has a spacious bedroom with an en-suite and private balcony. The bedroom has a King sized bed, two nightstands, built-in closet and host of other amenities. The open floor living and dining room are cozy and relaxing, along with a modern and equipped kitchen. The complex has an elevator, covered parking and security. Nightlife, restaurants, city center, and parks are all within walking distance.

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.
Condo in Kingston
4.88 out of 5 average rating, 297 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
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, 134 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 favourite
A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.
Home in Spanish Town
4.72 out of 5 average rating, 127 reviews

Comfort Cottage | private pool | 24hr 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).

Guest favourite
Condo in Kingston
4.94 out of 5 average rating, 178 reviews

Modern 6th Floor 2-BR apt w/ pool & King bed

This modern apartment is located on the sixth floor with a breathtaking view of the city and mountains. The unit is a 2 bedroom, 2 bathroom condo that is fully air conditioned with gated 24-hour security, cable, WiFi, hot water, free parking, a fully equipped kitchen with a 4 burner electric stove and oven, modern appliances and large smart TVs in every room, including a 65 inch QLED in the living room.

Popular amenities for Old Harbour rentals with a pool

When is the best time to visit Old Harbour?

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Avg. price$105 CAD$99 CAD$106 CAD$105 CAD$104 CAD$105 CAD$98 CAD$104 CAD$105 CAD$102 CAD$105 CAD$108 CAD
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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 $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Wifi availability

    40 of Old Harbour vacation 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!