
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.

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.

🏝🏝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

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

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.

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.

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!

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.

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.

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.

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).

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
House rentals with a pool

Leachman's Vacation Connection

Caymanas lovely home away from home

James Manor 1BR

Sleep Easy, Relax in Comfort

Oak Bliss @ Oak Estate - Portmore Getaway!

City Scape Serenity

Charming 2-Bedroom in Caymanas

3D's Comfort Villa w/ Pool
Condo rentals with a pool

Sea View Journeys

Bayfront Villas and Apartment - Portmore

Airy & modern 2br condo w/pool

Shore To Please (Beachfront Apt Gated Community)

A Place To Return.

Skai’s Executive 1 bedroom Suite with Pool

Roper's Place

City/Ocean View, Pool, Beach: Resort Like Vacation
Other vacation rentals with a pool

Renaissance At The View

Gabrielle’s Luxury Loft Apt

Regal Escape Kingston (Formerly De Luxe Retreat)

Exquisite Apartment at Waterloo

Manor Park 1BD/1BA apartment,secure, swimming pool

Oceanview Studio Apartment in Portmore, Jamaica

The wonderlust

Spacious two bedrooms with sea and city view
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 27 °C | 27 °C | 27 °C | 28 °C | 29 °C | 29 °C | 30 °C | 30 °C | 29 °C | 29 °C | 28 °C | 27 °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 $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!
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