
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.

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!

🏝🏝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.

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

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.

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.

Entire Luxury Uptown Penthouse 3Bedroom/3baths
Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

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

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.

Luxury Gated Condo w/Steps to the Beach & 2 Pools.
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 beachfront property with large windows that showcase breathtaking views of the Kingston Harbor and Port Royal. Guests have access to a private beach and 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.

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.

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

Pon Di Sea Front *Pool*AC*Gated*

Chillax Island Stay – Private Pool & Gazebo

Sleep Easy, Relax in Comfort

Comfort Cottage: Private Oasis w/Pool & Security

Gated Retreat with Resort Pool, Caymanas Estate

3D's Comfort Villa w/ Pool

Akwaaba Penthouse Luxury Suite

Serene Vistas, Caymanas Country Club
Condo rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

It's an Experience: Paddington Terrace Apt w/Pool

Airy Modern 2BR Condo Rooftop Pool

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

Skai’s Executive 1 bedroom Suite with Pool

Sixxx (No Cleaning Fee/Across from Barbican Field)

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

Beautiful 7-min city escape with view & pool

Leachman's Vacation Connection

Sea View Journeys

The cozy snug •Adults only•

Irie Luxury Home, Caymanas w/pool

Sunset Haven

2BR*Beachfront Bliss; w/Shared*Pool*Sleeps*4Guests

2BR with Rooftop Pool-Kingston (102)
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,083 GYD | G$19,874 GYD | G$20,502 GYD | G$19,456 GYD | G$19,246 GYD | G$19,037 GYD | G$19,456 GYD | G$19,874 GYD | G$18,828 GYD | G$18,828 GYD | G$19,246 GYD | G$20,502 GYD |
| 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 vacation rentals with a pool in Portmore

Total vacation rentals
Explore 180 vacation rentals in Portmore

Nightly prices starting at
Portmore vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 3,960 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
180 of Portmore vacation rentals include wi-fi 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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- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- University of the West Indies
- Strawberry Hill
- Green Grotto Caves
- Turtle River Park
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Independence Park
- Whispering Seas
- Konoko Falls





