
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.

🏝🏝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.

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!

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!

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.

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.

Ultimate 1Br Apt w/ Amazing Pool
Treat yourself to the elegance of this stylish ground floor condo, situated in one of Kingston's premier short-term accommodation options. Lose yourself in the captivating rooftop entertainment, heightened by the exceptional service of our dedicated team. We're excited to welcome you as our guest!

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

Akwaaba Riverview Apt

Caymanas lovely home away from home

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!
Apartment rentals with a pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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

Airy & modern 2br condo w/pool

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

Tcs Homes at The Vineyards

Cozy Room with Deck in Gated Complex

Boho Contemporary 1 b/r w/pool in Barbican

Sunset Haven

Peace of Mind- Condo in Kingston

Oasis at the Towers Classy 1 bdroom w/rooftop pool

Bayfront BlueDream Luxurious 1Bed, 1Ba Apt
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 | $118 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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