
Vacation 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.

🏝🏝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

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.

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.

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Cozy 1‑BR w/ Pool • Steps from US Embassy
Location, location, location! This comfortably furnished air-conditioned one bedroom ground floor apartment is in the heart of Liguanea, the golden triangle - 7 minutes walk to the US Embassy, supermarkets, shopping centres, restaurants, and Starbucks, and 5 minutes drive to New Kingston. The unit includes coded keypad entry to the building, 24-hour security, fully equipped kitchen, WiFi, smart TVs, cable, parking, swimming pool, hot water and in-unit laundry (for an additional fee).

One bedroom, one bathroom Apt Kingston
Simply but elegantly furnished one bedroom apartment in a gated complex on the 3rd floor. It is found within a gated complex with 24 hour security and located close to shopping and and entertainment hubs in Kingston. It features wooden accented furniture tastefully organized for style and comfort. The unit comes with Wifi And Cable television and a fully functional kitchen. Geographically located within walking distance from Devon House and Half Way Tree.

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.

New Kgn condo with gym, 24h security, free parking
Relish the grandeur of this centrally located 1 bedroom New Kingston getaway with serene views of the hills, beautiful decor and modern amenities tailored to your comfort. You will most definitely love the light & airy feel of this condo and its close proximity to all the popular attractions, entertainment spots, restaurants and supermarkets, in Kingston, Jamaica. Send us a message so that we can answer any questions you may have :)

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

Chillax Island Stay

Sleep Easy, Relax in Comfort

Comfort Cottage | private pool | 24hr security

Oak Bliss @ Oak Estate - Portmore Getaway!

3D's Comfort Villa w/ Pool

Akwaaba Penthouse Luxury Suite

Serene Vistas, Caymanas Country Club

Oak Haven - Getaway in Portmore
Condo rentals with a pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Airy & modern 2br condo w/pool

It's an Experience (IAE) Homes JM: Paddington Ter

Luxurious & modern in the heart of New Kingston

Skai’s Executive 1 bedroom Suite with Pool

Modern 1 BD condo w/rooftop pool & majestic views

Bayfront BlueDream Luxurious 1Bed, 1Ba Apt

Royal Views / Modern 1 Bedroom Kingston Condo
Other vacation rentals with a pool

Gabrielle’s Luxury Loft Apt

Sea Front Villa *Views*Pool*AC* Gated* 24 Hrs

Exquisite Studio Apt Rental Unit with Pool & Beach

A Place To Return.

Modern 1BR Apt | Walk to Sovereign |

2br Ocean View Apt at Bayfront

Seaside 2BR, Pool, Beach & Great Views - Book Now

The Kingston Luxe
Quick stats about vacation rentals with a pool in Portmore
Total vacation rentals
Explore 150 vacation rentals in Portmore
Nightly prices starting at
Portmore vacation rentals start at $56 CAD per night before taxes and fees
Verified guest reviews
Over 3,490 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
150 of Portmore vacation 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 Vacation rentals
- Montego Bay Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Santiago de Cuba Vacation rentals
- Mandeville Vacation rentals
- Treasure Beach Vacation rentals
- Discovery Bay Vacation rentals
- Holguín Vacation rentals
- Guardalavaca Vacation rentals
- Port Antonio Vacation rentals
- Old Harbour Vacation rentals
- Beachfront rentals Portmore
- Apartment rentals Portmore
- Rentals with beach access Portmore
- Rentals with a washer and dryer Portmore
- Rentals with a hot tub Portmore
- House rentals Portmore
- Condo rentals Portmore
- Pet-friendly rentals Portmore
- Smoking-friendly rentals Portmore
- Villa rentals Portmore
- Rentals with a patio Portmore
- Rentals with outdoor seating Portmore
- Townhouse rentals Portmore
- Rentals with breakfast Portmore
- Family-friendly rentals Portmore
- Fitness-friendly rentals Portmore
- Waterfront rentals Portmore
- Rentals with pools Saint Catherine
- Rentals with pools Jamaica