
Holiday rentals with a pool in Portmore
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Portmore
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oak Château: Rest, Renew, Restore.
Welcome to Oak Château! Rooted in peace and restoration, the chateau is a serene retreat tucked away in Oak Estate. It is more than a stay, it’s a sanctuary. Every detail is designed to refresh the spirit, offer comfort, and remind you of God’s covering presence. Oak Château blends comfort, style & tranquility. Here you relax, have fun and recharge. This Airbnb is designed for memorable stays: quiet getaways, refreshing vacations or a nights of fun or inspiring times of renewal. See you soon!

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

Poolhouse@Countryclub | Private Pool | Gated
Enjoy a peaceful stay within a secure, gated community. This centrally located oasis places you close to Portmore’s entertainment and shopping areas. Just a 3-minute walk brings you to the community’s private convenience store, restaurant, and deli, while Starbucks and other dining options are only a 7-minute walk away. The famous Hellshire Beach is a 15-minute drive, perfect for enjoying fresh seafood . The Norman Manley Intl Airport is just 45 minutes away, making travel easy and stress-free.

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*
Phil's Hideaway is a fully furnished apartment with air conditioned rooms. Located in the recently constructed Cedar Manor Palms community, this is a quiet, gated complex that has a very spacious courtyard with swimming pool, ample green spaces and parking amenities. Situated just 20 minutes from Kingston the apartment has easy access to restaurants, shops and public transportation. The hideaway provides a relaxed environment that is well suited for couples, families and business travelers

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.

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.

Bayfront Villas and Apartment - Portmore
Modern 2 Bedroom Condo Beach, Airport & Malls near-by Steps from the beach and minutes from the airport and top shopping malls, this sleek modern condo features a 2 queen size bedroom, living room with a pull out sofa bed, a full kitchen and in-unit laundry. Enjoy the shared pool, 65 inch TV and high-speed Wi-Fi. Perfect for couples, families, or remote work. The sound of the waves is a welcome addition to the stay. Pool Access 24 hours security Ample parking

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.
Popular amenities for Portmore rentals with a pool
House rentals with a pool

Pon Di Sea Front *Pool*AC*Gated*

Chillax Island Stay – Private Pool & Gazebo

GuestsFavorite• Clubhouse•Pool•Gym • 24/7 Security

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

Comfort Cottage: Private Oasis w/Pool & Security

Quiet Abode-Escape to Serenity

3D's Comfort Villa w/ Pool

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

Sea View Journeys

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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

Airy Modern 2BR Condo Rooftop Pool

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

Modern 1 BD condo w/rooftop pool & majestic views

Modern New Kingston Condo, pool, 24h security, gym

Bayfront BlueDream Luxurious 1Bed, 1Ba Apt
Other holiday rentals with a pool

Beautiful 7-min city escape with view & pool

Leachman's Vacation Connection

Irie Luxury Home, Caymanas w/pool

Sunset Haven

2BR*Beachfront Bliss; w/Shared*Pool*Sleeps*4Guests

Luxurious Kingston Penthouse

Classy Airbnb near the airport

3 Bedrooms | Pool | Balcony | Sleeps 6 guests
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 SGD | $115 SGD | $119 SGD | $119 SGD | $117 SGD | $116 SGD | $119 SGD | $121 SGD | $115 SGD | $115 SGD | $117 SGD | $125 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 Portmore

Total holiday rentals
Explore 180 holiday rentals in Portmore

Nightly prices starting at
Portmore holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 3,960 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
180 of Portmore holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portmore rentals

4.6 Average rating
Portmore stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Mandeville Holiday rentals
- Treasure Beach Holiday rentals
- Guardalavaca Holiday rentals
- Old Harbour Holiday rentals
- Holguín Holiday rentals
- Port Antonio Holiday rentals
- Discovery Bay Holiday rentals
- Runaway Bay Holiday rentals
- Fitness-friendly rentals Portmore
- Family-friendly rentals Portmore
- Townhouse rentals Portmore
- Beachfront rentals Portmore
- Rentals with breakfast Portmore
- Smoking-friendly rentals Portmore
- Rentals with a patio Portmore
- Rentals with beach access Portmore
- House rentals Portmore
- Flat rentals Portmore
- Waterfront rentals Portmore
- Rentals with a washing machine and dryer Portmore
- Villa rentals Portmore
- Rentals with a hot tub Portmore
- Pet-friendly rentals Portmore
- Rentals with outdoor seating Portmore
- Apartment rentals Portmore
- 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
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- 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




