
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.

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!

🏝🏝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

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 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.

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.

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.

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.

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.

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).

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!

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.”

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
House rentals with a pool

Beautiful 7-min city escape with view & pool

Akwaaba Riverview Apt

Leachman's Vacation Connection

Pon Di Sea Front *Pool*AC*Gated*

PAARJ Peaceful Escape with Pool, Garden&Parking #1

3Little Birds Retreat Safe and Secure Community

3D's Comfort Villa w/ Pool

Gated Retreat with Resort Pool, Caymanas Estate
Apartment rentals with a pool

It's an Experience: Paddington Terrace Apt w/Pool

Airy Modern 2BR Condo Rooftop Pool

Modern Condo/Gated/ Pool/ Gym/WIFI/AC/ Hot Water

Luxurious & modern in the heart of New Kingston

Skai’s Executive 1 bedroom Suite with Pool

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

City/Ocean View, Pool, Beach: Resort Like Vacation

Modern 1 BD condo w/rooftop pool & majestic views
Other holiday rentals with a pool

Cozy Unit in Kingston with Pool & Free Parking

Upscale 2-Bedroom|Pool • Security • Prime Location

Luxury Gated Condo w/Steps to the Beach & 2 Pools.

The Shoreline Suite | Pool • Beachfront • Relax

Manor Park 1BD/1BA | swimming pool | security

Genesis @ SMT | Modern 1BR Apt | Walk to Sovereign

Upscale 1BR w/ Balcony Views • Pool+Gym + Security

Licia's Stylish Retreat
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $96 SGD | $91 SGD | $97 SGD | $96 SGD | $94 SGD | $96 SGD | $101 SGD | $102 SGD | $102 SGD | $100 SGD | $100 SGD | $102 SGD |
| 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 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!
Destinations to explore
- Kingston Holiday rentals
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- Ocho Rios Holiday rentals
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- Port Antonio Holiday rentals
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- Rentals with a washing machine and dryer Old Harbour
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- House rentals Old Harbour
- Rentals with a patio Old Harbour
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- Rentals with pools Saint Catherine
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Sabina Park
- YS Falls
- Reggae Beach
- Fort Clarence Beach
- Floyd's Pelican Bar
- Green Grotto Caves
- Lovers Leap
- University of the West Indies
- Strawberry Hill
- Turtle River Park
- Devon House
- Rafjam Bed & Breakfast
- Somerset Falls
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Independence Park
- Whispering Seas
- Konoko Falls




