
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 €35 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 & 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!
Top-rated rentals with a pool in Old Harbour
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

🏝🏝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
4.84 out of 5 average rating, 244 reviews
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!
4.99 out of 5 average rating, 109 reviews
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.
4.95 out of 5 average rating, 119 reviews
Charming Oasis Getaway
Escape to our tranquil two- bedroom, one bathroom home in the heart of Old Harbour, Jamaica .This inviting space features a cozy living area , a fully equipped kitchen, and a convenient washroom. Situated in a secure , gated community, you will enjoy 24-hour security and access to fantastic amenities, including a refreshing pool and recreation area perfect for relaxing and unwinding . The Airbnb is centrally located near restaurants , 30 mins to Kingston, close to Spanish Town & Portmore.
4.91 out of 5 average rating, 22 reviews
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.
4.94 out of 5 average rating, 109 reviews
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.
4.96 out of 5 average rating, 113 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.
4.89 out of 5 average rating, 357 reviews
City/Ocean View, Pool, Beach: Resort Like Vacation
Step into your dream getaway! This luxurious studio apartment blends coastal charm with city vibes, offering killer views of both skyline, beach and mountains. Splash in the pool, hit the beach, or chill in the lobby—whatever floats your boat! Elevator? Check. Meeting room? Got it. Plus, an epic mix of city buzz and mountain zen. Ready for an unforgettable escape? Let's do this! Nb. The wine on the picture is not included with your stay
4.8 out of 5 average rating, 145 reviews
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).
4.73 out of 5 average rating, 129 reviews
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.”
4.76 out of 5 average rating, 33 reviews
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 😉
4.78 out of 5 average rating, 23 reviews
Luxury 3BR Penthouse w/Pool • Kingston View
Stunningly beautiful, one of a kind luxury penthouse that spans the 7th and 8th floor of the building, with breathtaking views. Centrally located with expansive living space, modern appliances and 2 patios, you will have all you need while overlooking the city. We aim for guests to enjoy and respect our home, so please read all the house rules carefully before booking.
4.98 out of 5 average rating, 120 reviewsPopular amenities for Old Harbour rentals with a pool
House rentals with a pool

The Oasis - Caymanas | Mins to Kingston & Portmore
4.93 out of 5 average rating, 111 reviews
The Caymanas Villa
4.9 out of 5 average rating, 146 reviews
Chillax Manor Your Private Oasis for Relaxation
4.79 out of 5 average rating, 61 reviews
Luxe Oasis| Stylish & Spacious Retreat A/C WIFI
4.95 out of 5 average rating, 40 reviews
Charming refuge 1bed 1 bath at colbeck manor +pool
4.74 out of 5 average rating, 23 reviews
Luxurious 6 bed villa w/own pool
4.95 out of 5 average rating, 20 reviews
MJ’s Manor
4.94 out of 5 average rating, 17 reviews
Tropical Solitude
4.92 out of 5 average rating, 12 reviewsApartment rentals with a pool

Elegant Echelon 1 Bedroom Apartment W/Pool & Gym
4.88 out of 5 average rating, 106 reviews
Light &Bright 1-bedroom Apartment w pool
4.92 out of 5 average rating, 217 reviews
Skai’s Executive 1 bedroom Suite with Pool
4.84 out of 5 average rating, 172 reviews
Modern 1 BD condo w/rooftop pool & majestic views
4.98 out of 5 average rating, 123 reviews
Airy Modern 2BR Condo Rooftop Pool
4.87 out of 5 average rating, 171 reviews
Ultra 2BR Central, Rooftop, Pool, Gym, Smart, Kgn
4.98 out of 5 average rating, 102 reviews
Paradise Haven at Genesis 28 (rooftop pool, gym)
4.9 out of 5 average rating, 107 reviews
Luxury Suite (Adults Only) Cozy 1bedroom apartment
4.9 out of 5 average rating, 126 reviewsOther holiday rentals with a pool

Kingston Luxury Condo with Skyline Views
5.0 out of 5 average rating, 11 reviews
Oak Château: Rest, Renew, Restore.
4.96 out of 5 average rating, 23 reviews
StayEntity in Gated Oak Estate w/Pool, Wifi +AC
5.0 out of 5 average rating, 19 reviews
Serene Vistas, Caymanas Country Club
4.89 out of 5 average rating, 65 reviews
Entire Oceanfront Villa in Gated Community
4.76 out of 5 average rating, 17 reviews
Hidden Gem by Shekinah Homes 2Bd 1Bath, Pool
4.87 out of 5 average rating, 99 reviews
Oak Haven - Getaway in Portmore
4.94 out of 5 average rating, 35 reviews
Redhills Escape
4.88 out of 5 average rating, 42 reviewsWhen is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €72 | €71 | €73 | €66 | €65 | €70 | €69 | €70 | €70 | €68 | €68 | €70 |
| 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
- Negril Holiday rentals
- Ocho Rios 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
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- YS Falls
- Floyd's Pelican Bar
- Devon House
- Fort Clarence Beach
- Reggae Beach
- Rafjam Bed & Breakfast
- Strawberry Hill
- Somerset Falls
- Green Grotto Caves
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Independence Park
- Konoko Falls
- Burwood Public Beach





