
Holiday rentals with a pool in Portmore
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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

Smart super studio with pool & city views
The unit is centrally located close to all of Kingston's important 'must-see' spots, without much of the traffic of the central business district. It's a unique, curated studio decorated with refined sensibilities of the mid-century modern era. It comes fully kitted with all of the amenities needed to have a home-like experience. Located in a quiet , working class community walking distant to the hospital, post office, church, rum-bar, supermarket, farmers market, police station, pharmacy & ATM

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.

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!

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

Penthouse 1 King Bed 2 Bath Bromptons New Kingston
Luxury Penthouse in Prime Kingston Location Stay in modern luxury at this 1BR/2BA penthouse in a secure 24/7 gated complex near New Kingston, Half Way Tree, and Downtown. Enjoy a king-size bed, queen pullout sofa (sleeps 4), high-speed WiFi, Smart TVs, a fully equipped kitchen, and in-unit laundry. Ideal for business and leisure, with free parking and 24-hour self-check-in. Close to restaurants, embassies, and top attractions. Adults and kids 13+ welcome. Book now!

5-Min Beach Walk Studio w/Pool & 24/7 Security
Welcome to your Jamaican Beachfront Escape in Portmore! This cozy studio offers the perfect mix of comfort and convenience with 24-hour security. Relax by the outdoor pool or explore nearby restaurants, shops, and entertainment just minutes away. For added ease, we provide car rentals with drop-off service perfect for exploring Portmore, Kingston, and beyond. Contact for more information and rate. Your unforgettable Jamaican stay starts here!

Pure Elegance I Kingston City (Resort Style Pool)
Enjoy a stylish experience at this centrally-located place. This 1 bedroom apt is all you need which boost 24 hrs security with a resort style pool also you may take the elevator and have a breath taking view of the city of Kingston!!!! Centrally located to restaurants, night clubs, spas, shopping centers and supermarkets.

The wonderlust
This Quiet and peaceful unit has 2 bedrooms & 2 bathrooms (upstairs & downstairs) is located in the center of kingston, close to entertainment, restaurants and convenience stores that would make your stay easy and as comfortable as possible.

Modern flat with a view
A unique modern flat in secure, gated community, with private outdoor patio, private parking and access to country club pool and entertainment spaces. Quick access to Kingston hot spots!
Popular amenities for Portmore rentals with a pool
House rentals with a pool

Modern 2BR, Pool & Beach Access Included Nearby

Chillax Island Stay – Private Pool & Gazebo

Oak's Elegant Family Escape

Oaks Luxury 2-bed 2 bath•Pool•Gym•24 hr Security

Comfort Cottage | private pool | 24hr security

Oak Bliss @ Oak Estate - Portmore Getaway!

Akwaaba Penthouse Luxury Suite

The Caymanas Villa
Apartment 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

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

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Luxurious & modern in the heart of New Kingston

Skai’s Executive 1 bedroom Suite with Pool

Modern 6th Floor 2-BR apt w/ pool & King bed
Other holiday rentals with a pool

Sea View Journeys

Holiday Haven| Pool • 1BR • WiFi • Tranquility

Tcs Homes at The Vineyards

Serene Vistas, Caymanas Country Club

Compact Studio Apt in New Kingston

Cozy Room with Deck in Gated Complex

Sunset Haven

Peace of Mind- Condo in Kingston
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $116 SGD | $120 SGD | $120 SGD | $119 SGD | $117 SGD | $120 SGD | $122 SGD | $116 SGD | $117 SGD | $120 SGD | $124 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 160 holiday rentals in Portmore

Nightly prices starting at
Portmore holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 3,800 verified reviews to help you choose

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

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
160 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
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