
Vacation rentals with a pool in Old Harbour
Find and book unique homes with a pool on Airbnb
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 G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Wi-Fi availability
40 of Old Harbour vacation 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.

🏝🏝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.

Luxury 2 bedroom beach villa in gated community
53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

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 Condo w/pool in Kingston - G28
Genesis 28 Luxury Condos :- Enjoy a stylish experience at this centrally-located place in the heart of up town Kingston close to all major amenities. This complex is brand new and completed with pool, gym, sauna and cinema. Your sixth floor apartment give direct access to all these amenities on property in close proximity. Your SUPER STUDIO condo accommodates 2 with special arrangements to fix a 3rd person on request. Enjoy Kingston in style. We can’t wait to host you!

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.

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.

Airy Modern 2BR Condo Rooftop Pool
Escape to a modern 2-bedroom apartment in a secure, gated Kingston complex. Perfect for up to 4 guests, this 4th-floor retreat offers spectacular city and mountain views from a private balcony. The highlight is the stunning rooftop infinity pool. Enjoy a quiet workspace with high-speed Wi-Fi, a fully equipped kitchen and a prime location near New Kingston and Devon House. Your ideal Jamaican vacation or business home base awaits!

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).
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.

Sleep Easy, Relax in Comfort

3Little Birds Retreat Safe and Secure Community

Gated Retreat with Resort Pool, Caymanas Estate

Serene Vistas, Caymanas Country Club

Irie Luxury Home, Caymanas w/pool

Cozy Manor
Condo rentals with a pool

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

Bayfront Villas and Apartment - Portmore

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

Skai’s Executive 1 bedroom Suite with Pool

Cozy hideaway with everything at your finger tip

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

Quiet , pool, gated,security

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

Renaissance At The View

Leachman's Vacation Connection

The Shoreline Suite | Pool • Beachfront • Relax

Pon Di Sea Front *Pool*AC*Gated*

The cozy snug •Adults only•

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

Kingston's Most Stunning High Rise Condo Suite #2

Truth Luxury Suite
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,689 GYD | G$14,852 GYD | G$15,898 GYD | G$15,689 GYD | G$15,480 GYD | G$15,689 GYD | G$16,526 GYD | G$16,735 GYD | G$16,735 GYD | G$16,316 GYD | G$16,316 GYD | G$16,735 GYD |
| 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 Vacation rentals
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- Pet-friendly rentals Old Harbour
- Rentals with outdoor seating Old Harbour
- Villa rentals Old Harbour
- Family-friendly rentals Old Harbour
- Fitness-friendly rentals Old Harbour
- Rentals with a patio Old Harbour
- House rentals Old Harbour
- Smoking-friendly rentals Old Harbour
- Rentals with a washer and dryer 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
- Sabina Park
- YS Falls
- Reggae Beach
- Fort Clarence Beach
- Floyd's Pelican Bar
- Turtle River Park
- Lovers Leap
- Green Grotto Caves
- University of the West Indies
- Strawberry Hill
- Rafjam Bed & Breakfast
- Devon House
- Independence Park
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Whispering Seas
- Somerset Falls
- Konoko Falls




