
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 180 holiday rentals in Portmore

Nightly prices starting at
Portmore holiday rentals start at £15 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
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.

Chillax Island Stay – Private Pool & Gazebo
🌴 Welcome to Chillax Island Stay, your fully solar-powered, comfortable getaway. Experience our modern solar and battery backup system, which ensures uninterrupted essential amenities even during power outages. Whether you’re visiting family, working remotely, or seeking a relaxing escape, you’ll appreciate a clean, secure environment where everything functions smoothly. Unwind in our spacious backyard, complete with a private pool, beautiful gazebo, and plenty of space to relax and chill.

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

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.

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.

Kingston's Most Stunning High Rise Condo Suite #1
Elevate your Kingston experience with a stay in this exceptional 1-bedroom apartment at the distinguished 20 South Ave. Featuring awe-inspiring views, this luxurious sanctuary accommodates up to 3 guests, offering the perfect setting for a romantic retreat, family vacation, or small group getaway. Plus, with dining and entertainment options just 10 minutes away, you’ll have the best of Kingston right at your fingertips. Book now and enjoy the finest in comfort and style.

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*

Comfort Cottage: Private Oasis w/Pool & Security

Quiet Abode-Escape to Serenity

Gated Retreat with Resort Pool, Caymanas Estate

3D's Comfort Villa w/ Pool

Akwaaba Penthouse Luxury Suite

The Caymanas Villa

Oak Haven - Getaway in Portmore
Apartment rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Beachfront|Luxury Condo|2 Pools|Centrally Located

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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

Skai’s Executive 1 bedroom Suite with Pool

Beachfront | Modern Amenities | Centrally Located

Sixxx (No Cleaning Fee/Across from Barbican Field)

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

5-Min Beach Walk Studio w/Pool & 24/7 Security

Kingston Luxury Condo with Skyline Views

Bayfront Villas and Apartment - Portmore

OakEstate Escape to Elegance• Pools •Gym•24/7 Sec

The cozy snug •Adults only•

Luxury High-Rise | City, Pool & Beach Views

The Mahoe | 2BR · Rooftop Pool · Gym · City Views

Bayside Shores at Bay Front Apartments
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £72 | £71 | £73 | £69 | £69 | £68 | £69 | £71 | £67 | £67 | £69 | £73 |
| 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
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Santiago de Cuba Holiday rentals
- Saint Ann's Bay Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Holguín Holiday rentals
- Old Harbour Holiday rentals
- Villa rentals Portmore
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- Family-friendly rentals Portmore
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- House rentals Portmore
- Rentals with a washing machine and dryer Portmore
- Rentals with beach access Portmore
- Beachfront rentals Portmore
- Rentals with pools Saint Catherine
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Hope Botanical Gardens
- Phoenix Park Village
- Emancipation Park
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Green Grotto Caves
- Devon House
- Rafjam Bed & Breakfast
- Strawberry Hill
- Somerset Falls
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Turtle River Park
- Whispering Seas
- Konoko Falls
- Independence Park





