
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.

🏝🏝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.

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.

Luxury Suite (Adults Only) Cozy 1bedroom apartment
Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

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!

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.

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

A Pool, Beach, PS5 & other Games, Stunning Views!
Beachfront 1-bedroom apartment with stunning sea & mountain views plus large outdoor kids and adult swimming pools 🌊⛰️🏊♂️ Relax or play with PlayStation 5, darts & mini pool table (all inside the apartment) 🎮🎱 Spaciously sleeps 5 with two queen beds and a sofa bed, plus full amenities. Your perfect Jamaica getaway awaits 🌴
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

Sleep Easy, Relax in Comfort

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

Comfort Cottage: Private Oasis w/Pool & Security

Poolhouse@Countryclub | Private Pool | Gated

Gated Retreat with Resort Pool, Caymanas Estate
Condo rentals with a 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

Modern 1 BD condo w/rooftop pool & majestic views
Other vacation rentals with a pool

Leachman's Vacation Connection

Eco Cabin in Portland Private Waterfall & Pool

Sea View Journeys

Royale Villa Escape- 2BD w/Ocean and Mountain View

Serene Vistas, Caymanas Country Club

Irie Luxury Home, Caymanas w/pool

Beach Front Penthouse Portmore

Oak Haven - Getaway in Portmore
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,085 GYD | G$19,876 GYD | G$20,503 GYD | G$19,457 GYD | G$19,248 GYD | G$19,039 GYD | G$19,457 GYD | G$19,876 GYD | G$18,830 GYD | G$18,830 GYD | G$19,248 GYD | G$20,503 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
- 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





