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.

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 205 reviews

🏝🏝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

Top guest favourite
A dining area is seen with a glass table set for four, featuring colorful bowls and glassware. The living space is furnished with a dark sofa, highlighted by vibrant cushions. Light filters in through sheer curtains, adding warmth to the inviting atmosphere.
Apartment in West Cumberland
4.95 out of 5 average rating, 116 reviews

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

Top guest favourite
A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.
Condo in Kingston
4.94 out of 5 average rating, 184 reviews

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.

Guest favourite
The living room features a colorful three-piece suite arranged around a glass coffee table, with a natural sheepskin rug beneath. Large windows are adorned with roman blinds, allowing natural light to fill the space. A ceiling fan enhances the comfort of the area.
Bungalow in Portmore
4.89 out of 5 average rating, 149 reviews

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.

Guest favourite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 134 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Superhost
A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.
Treehouse in St. Andrew Parish
4.84 out of 5 average rating, 121 reviews

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.

Guest favourite
The living room features a cozy seating area with a blue sofa and two accent chairs. A glass coffee table is positioned in front of the sofa, with a small dining table for two in the corner. Light-colored curtains frame the windows, and a smart TV is mounted on a white console.
Condo in Liguanea
4.92 out of 5 average rating, 159 reviews

Cozy 1‑BR w/ Pool • Steps from US Embassy

Location, location, location! This comfortably furnished air-conditioned one bedroom ground floor apartment is in the heart of Liguanea, the golden triangle - 7 minutes walk to the US Embassy, supermarkets, shopping centres, restaurants, and Starbucks, and 5 minutes drive to New Kingston. The unit includes coded keypad entry to the building, 24-hour security, fully equipped kitchen, WiFi, smart TVs, cable, parking, swimming pool, hot water and in-unit laundry (for an additional fee).

Guest favourite
The modern exterior of the gated complex is displayed, featuring a blend of light and dark blue facades. The entrance sign indicates 'Harloe's Place,' while multiple balconies are visible on the upper floors, enhancing the structure's contemporary design.
Apartment in Kingston
4.83 out of 5 average rating, 286 reviews

One bedroom, one bathroom Apt Kingston

Simply but elegantly furnished one bedroom apartment in a gated complex on the 3rd floor. It is found within a gated complex with 24 hour security and located close to shopping and and entertainment hubs in Kingston. It features wooden accented furniture tastefully organized for style and comfort. The unit comes with Wifi And Cable television and a fully functional kitchen. Geographically located within walking distance from Devon House and Half Way Tree.

Guest favourite
A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.
Condo in Kingston
4.88 out of 5 average rating, 297 reviews

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.

Guest favourite
A modern living area features a cozy fireplace displayed on a sleek wall-mounted TV. A soft, light-colored sofa with contrasting dark cushions is paired with a stylish black chair. A large potted plant adds a touch of nature, while large windows invite natural light into the space.
Apartment in Kingston
4.9 out of 5 average rating, 134 reviews

Modern Escape with Rooftop Pool & Sunset Views

Enjoy a stylish experience at this centrally-located place. Parkhurst 103 is situated in a modern newly built apartment complex in the heart of Kingston Jamaica. Easily one of the most central units available. Walking distance from Krispy Kreme , Starbucks, Devon House, and Canadian Embassy. It is a modern contemporary design curated for both comfort and style. Whether business or pleasure Parkhurst 103 isperfect for your stay in Kingston.

Guest favourite
A spacious living area features a modern sofa with bright accent pillows, paired with a decorative rug. Natural light enters through the balcony doors, which are flanked by sheer curtains. A dining table and wall-mounted TV are visible, enhancing the inviting layout.
Condo in New Kingston
4.9 out of 5 average rating, 131 reviews

New Kgn condo with gym, 24h security, free parking

Relish the grandeur of this centrally located 1 bedroom New Kingston getaway with serene views of the hills, beautiful decor and modern amenities tailored to your comfort. You will most definitely love the light & airy feel of this condo and its close proximity to all the popular attractions, entertainment spots, restaurants and supermarkets, in Kingston, Jamaica. Send us a message so that we can answer any questions you may have :)

Superhost
A spacious bed is adorned with a textured white quilt, complemented by two pillows. A bedside lamp casts a soft glow, while a small potted plant adds a touch of greenery to the nightstand. Neutral walls create a serene backdrop.
Condo in Portmore
4.8 out of 5 average rating, 92 reviews

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!

Popular amenities for Portmore rentals with a pool

Quick stats about vacation rentals with a pool in Portmore

  • Total vacation rentals

    Explore 150 vacation rentals in Portmore

  • Nightly prices starting at

    Portmore vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    150 of Portmore vacation 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

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