
Holiday rentals with a pool in Old Harbour
Find and book unique homes with a pool on Airbnb
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 $69 NZD 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 and kid-friendly amenities

Wi-Fi availability
40 of Old Harbour holiday 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!
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

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.

Chillax Manor Your Private Oasis for Relaxation
Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

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 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).

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.”

Evertonbnb 592 - With Private Heated Jacuzzi Pool
Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping.
Popular amenities for Old Harbour rentals with a pool
House rentals with a pool

Oak Château: Rest, Renew, Restore.

Pon Di Sea Front *Pool*AC*Gated*

PAARJ Peaceful Escape with Pool, Garden&Parking #1

3Little Birds Retreat Gated Community/Pool

Gated Retreat with Resort Pool, Caymanas Estate

Akwaaba Penthouse Luxury Suite

Serene Vistas, Caymanas Country Club

Irie Luxury Home, Caymanas w/pool
Condo rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Airy Modern 2BR Condo Rooftop Pool

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

Skai’s Executive 1 bedroom Suite with Pool

Sixxx (No Cleaning Fee/Across from Barbican Field)

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

The Shoreline Suite | Pool • Beachfront • Relax

Beachfront|Luxury Condo|2 Pools|Centrally Located

Eco Cabin in Portland Private Waterfall & Pool

Wong’s Ocean View

Oceanview Apt, Steps to the Beach, All Amenities

Luxurious Kingston Penthouse

Oceanfront Two-Bedroom Apartment

2BR with Rooftop Pool-Kingston (102)
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 NZD | $139 NZD | $144 NZD | $129 NZD | $127 NZD | $129 NZD | $135 NZD | $137 NZD | $137 NZD | $134 NZD | $134 NZD | $137 NZD |
| 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 |
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Treasure Beach Holiday rentals
- Guardalavaca Holiday rentals
- Port Antonio Holiday rentals
- Holguín Holiday rentals
- Discovery Bay Holiday rentals
- House rentals Old Harbour
- Villa rentals Old Harbour
- Rentals with a patio Old Harbour
- Pet-friendly rentals Old Harbour
- Rentals with a washing machine and dryer Old Harbour
- Rentals with outdoor seating Old Harbour
- Family-friendly rentals Old Harbour
- Fitness-friendly rentals Old Harbour
- Smoking-friendly rentals Old Harbour
- 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
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Turtle River Park
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Strawberry Hill
- Konoko Falls
- Whispering Seas
- Independence Park
- Burwood Public Beach





