
Vacation 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.

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.

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.

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

The Shoreline Suite | Pool • Beachfront • Relax
Peaceful ocean-view getaway with a pool and laid-back Ochi vibes. Ideal for couples seeking a romantic, relaxing escape. Enjoy calming sea views, cool breeze, and quiet surroundings. Centrally located and just minutes from Kingston, offering the perfect balance of tranquil island living and city convenience. Great for staycations and weekend getaways.
Popular amenities for Portmore rentals with a pool
House rentals with a pool

Oak Château: Rest, Renew, Restore.

Pon Di Sea Front *Pool*AC*Gated*

Chillax Island Stay – Private Pool & Gazebo

Oak's Elegant Gated Family Escape |3bed|3 bath|

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
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

The Ultimate 1BR Condo w/Rooftop Pool

Luxurious & modern in the heart of New Kingston

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

Oak Haven - Getaway in Portmore

2BR*Beachfront Bliss; w/Shared*Pool*Sleeps*4Guests
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,055 GYD | G$19,846 GYD | G$20,473 GYD | G$19,428 GYD | G$19,219 GYD | G$19,011 GYD | G$19,428 GYD | G$19,846 GYD | G$18,802 GYD | G$18,802 GYD | G$19,219 GYD | G$20,473 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$4,178 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
- Turtle River Park
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Independence Park
- Whispering Seas
- Konoko Falls





