
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 $68 NZD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
30 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

Genesis 28 Waterloo Ave Sophisticated Urban Bliss
Enjoy a stylish experience at this ultra modern centrally-located apartment complex at Genesis 28, which epitomises a lavish lifestyle. Here you will enjoy a contemporary living space with many free amenities such as a sauna, movie theater, gym, internet, smart appliances, infinity pool, elevator, 24 hour security, conference room, roof top entertainment bar & lounge etc. This complex is also suited with wheelchair access, fire extinguisher, alarm & sprinklers, fireproof door with smart access.

Luxe Oasis. King Suite. Pool. Gym. WiFi. A/C
Wake up slowly. No alarms. Just soft morning light spilling through the windows. Enjoy freshly brewed coffee & prepare breakfast in our fully equipped kitchen. Gather around the dining table, plan your day, or open your laptop if work calls. Enjoy a day out, then sink into the cozy living room for a movie night or step out to the porch with a glass of wine & let the day wind down. Desire a little more? Visit our Clubhouse’ take a refreshing dip in the pool or fit in a workout at the gym.

MJ’s Manor
Welcome to our distinguished residence in Old Harbour. We trust your stay will be enjoyable. Our property has been meticulously curated to offer all the comforts of home. The locale presents numerous attractions, ensuring a unique holiday experience. As a self-catering establishment, all necessities for a seamless stay are provided. Complimentary parking is available on-site, and 24/7 security surveillance is in place to prioritize your safety. Car rental services provided upon request.

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.

Kingston's Most Stunning High Rise Condo Suite #1
Elevate your Kingston experience with a stay in this exceptional 1-bedroom apartment at the distinguished 20 South Ave. Featuring awe-inspiring views, this luxurious sanctuary accommodates up to 3 guests, offering the perfect setting for a romantic retreat, family vacation, or small group getaway. Plus, with dining and entertainment options just 10 minutes away, you’ll have the best of Kingston right at your fingertips. Book now and enjoy the finest in comfort and style.

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.

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 Surada Bay
Welcome to The Surada Bay, here you'll enjoy our newly remodeled home in the gated community of Colbeck Manor(with 24hrs security) enjoy our beautifully decor listing with modern furnishings that will make you feel right at home. We're equipped with a Samsung smart TV, Netflix and WIFI to keep you connected with your love ones. "if you forgot it" no worries we have it 😉
Popular amenities for Old Harbour rentals with a pool
House rentals with a pool

Beautiful 7-min city escape with view & pool

Oak Château: Rest, Renew, Restore.

Chillax Island Stay – Private Pool & Gazebo

Charming Oasis Getaway

StayEntity in Gated Oak Estate w/Pool, Wifi +AC

PAARJ Peaceful Escape with Pool, Garden&Parking #1

Oak's Elegant Gated Family Escape |3bed|3 bath|

Comfort Cottage: Private Oasis w/Pool & Security
Condo rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Beachfront|Luxury Condo|2 Pools|Centrally Located

Kingston - Centrally located luxury apartment

Airy Modern 2BR Condo Rooftop Pool

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

Pon Di Sea Front *Pool*AC*Gated*

Kingston Luxury Condo with Skyline Views

The cozy snug •Adults only•

Nitram Haven View/Pool

Caribbean Dream II

Gated Retreat with Resort Pool, Caymanas Estate

Penthouse 1BR in Kingston • Rooftop & Pool

Serene Vistas, Caymanas Country Club
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 NZD | $137 NZD | $143 NZD | $129 NZD | $127 NZD | $136 NZD | $134 NZD | $136 NZD | $136 NZD | $132 NZD | $132 NZD | $136 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
- George Town Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Saint Ann's Bay Holiday rentals
- Santiago de Cuba Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Hope Botanical Gardens
- Emancipation Park
- University of the West Indies
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Strawberry Hill
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach
- Rafjam Bed & Breakfast
- Dolphin Cove Ocho Rios
- Green Grotto Caves





