
Holiday rentals with a pool in Portmore
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Portmore

Total holiday rentals
Explore 200 holiday rentals in Portmore

Nightly prices starting at
Portmore holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 4,320 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
200 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
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

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!

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.

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 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.

Oak's Elegant Gated Family Escape |3bed|3 bath|
Relax with the whole family at this peaceful and luxurious retreat in the heart of Portmore. This spacious 3-bedroom, 3-bathroom home perfectly balances comfort, style, and tranquility. Enjoy meals in the modern kitchen, unwind in the airy living space, or relax on the patio. Guests also have access to the clubhouse and leisure amenities, including a pool, gym, tennis court, and children’s play area, making it the ideal place for families and groups to create lasting memories.

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.

Bayfront Villas Luxury Beachfront Apartment
Enjoy a stylish experience at this centrally-located place. We have carefully designed this unit to be your escape from reality. This condo sits on a Sea view property with large windows that showcase breathtaking views of the Kingston Harbor and Port Royal. Guests have access to a large pool deck facing the sea. This complex is gated community and provides 24hrs security. The unit is equipped with everything you need for a memorable stay.

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! Nb. The wine on the picture is not included with your stay

The Kingston Luxe Escape | 3BR Balcony Suite
Make yourself at home in our 3-bedroom, 3.5-bath property in a gated Cherry Garden community, just minutes from Hi-Lo and Fontana. The space sleeps six and offers a rooftop pool, scenic views, and modern design. Guests enjoy high-speed Wi-Fi, AC, a equipped kitchen, work area, laundry facilities, backup utilities, parking, and round-the-clock security. Perfect for a comfortable, worry-free stay in Kingston, reserve now!

StayEntity in Gated Oak Estate w/Pool, Wifi +AC
What truly sets our home apart is the balance of city energy and private serenity, with our two-bedroom suite in a secured gated community, you never have to compromise privacy and safety, after a long day exploring the nearby sites, retreat to your en-suite rain shower or have a quiet bubble bath in the spacious bathroom tub, and end the evening with a glass of wine on the private porch.

Luxury 3BR Penthouse w/Pool • Kingston View
Stunningly beautiful, one of a kind luxury penthouse that spans the 7th and 8th floor of the building, with breathtaking views. Centrally located with expansive living space, modern appliances and 2 patios, you will have all you need while overlooking the city. We aim for guests to enjoy and respect our home, so please read all the house rules carefully before booking.
Popular amenities for Portmore rentals with a pool
House rentals with a pool

Sleep Easy, Relax in Comfort

The Oasis - Caymanas | Mins to Kingston & Portmore

The Caymanas Villa

Comfort Cottage: Private Oasis w/Pool & Security

Akwaaba Penthouse Luxury Suite

Tropical Solitude

Chillax Island Stay – Private Pool & Gazebo

3D's Comfort Villa w/ Pool
Apartment rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Elegant Echelon 1 Bedroom Apartment W/Pool & Gym

A Pool, Beach, PS5 Games, Stunning Views!

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Airy Modern 2BR Condo Rooftop Pool

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

Modern 1 BRM Condo w/ King Bed & Rooftop Pool
Other holiday rentals with a pool

Oceanview Apt, Steps to the Beach, All Amenities

Pon Di Sea Front *Pool*AC*Gated*

Modern 1BR Oasis: Pool & Gym

Shore To Please (Beachfront Apt Gated Community)

Kingston Luxury Condo with Skyline Views

Renaissance At The View

Ava-Reign Penthouse ocean and pool access

5-Min Beach Walk Studio w/Pool & 24/7 Security
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €83 | €82 | €84 | €86 | €85 | €83 | €80 | €82 | €77 | €77 | €79 | €84 |
| 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
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- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Emancipation Park
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- University of the West Indies
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- Reggae Beach
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