Holiday rentals in Portmore Pines

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Top-rated holiday rentals in Portmore Pines

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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
4.85 out of 5 average rating, 225 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

Guest favourite
An open-concept living area features a dining table set for four with white plates and orange accents. A comfortable gray sofa is positioned nearby, accompanied by decorative pillows. A ceiling fan hangs above, complementing the natural light from large windows.
Home in Portmore
4.92 out of 5 average rating, 63 reviews

Cozy Home Caribbean Estates

Forget your worries in this spacious and serene space, one bedroom with king size bed, with AC and ceiling fan. Open concept design with spacious sitting room, dining and kitchen with ceiling fans . The kitchen is fully equipt with modern appliance and all the appurtenances that will make for a lovely vacation. The home is located. near Sovereign shopping mall, Pricesmart, supermarkets, restaurants, kentucky, Burger King, cinema, and We are only 10 minutes drive from the famous Hellshire Beach

Top guest favourite
Home in Portmore
4.83 out of 5 average rating, 18 reviews

Guest Favorite 5 Mins to Beach|Pool + Car4Rent

Perfectly located, this modern home offers quick access to Kingston and nearby attractions. Ideal for business travelers, couples, or guests seeking comfort and style. Step into a beautifully designed, high-end space with elegant décor and modern finishes for a true luxury experience. Nestled in a desirable gated community with 24-hour security and patrols for peace of mind. Guests enjoy access to a pool, gym, badminton court and clubhouse, with beaches, shopping and dining just minutes away.

Top guest favourite
Flat in Bridgeport
5 out of 5 average rating, 32 reviews

Renaissance At The View

You will be close to everything when you stay at this centrally-located place. This modern apt is your home away from home. It houses up to 3 persons as it comes with a sofa bed. It’s very cozy & relaxing. If you are a morning person, watching the sun rise is amazing! Sit at the poolside and enjoy the sea view and sea breeze. Apt. has beach chairs. At Renaissance, you can relax…refresh….renew. Ask about our Car Rental& Juta / Taxi Services for Airport pickups & out of town excursions.

Top guest favourite
The cottage exterior is framed by greenery, featuring a well-lit entrance. Large windows provide an inviting glow, with a small patio containing a table and chairs. A modern BBQ area and a subtle light enhance the charm of the outdoor space.
Cottage in Content Gap
5 out of 5 average rating, 77 reviews

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

Top guest favourite
Home in Portmore
5 out of 5 average rating, 17 reviews

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.

Guest favourite
Home in Portmore
4.89 out of 5 average rating, 161 reviews

★ Suite Comfort ★ Classic and Modern City Haven ☀

Welcome to Phoenix Park Village.This house is located in the beautiful city of Portmore. Whether you are here on business or pleasure, you will find that this home will suit all your needs. This flat is tastefully decorated and equipped with modern furniture and appliances, Free Wifi, Smart TVs with fire stick for home entertainment streaming, Internal Washer, hot water pipes, AC Units and Ceiling Fans. Nothing but elegance and comfort for the ultimate JAMAICAN VACATION!

Top guest favourite
A comfortable living area features two light-colored sofas accented with yellow cushions, set against a backdrop of pale blue walls. A colorful area rug covers the polished tile floor, and large windows are dressed with flowing blue curtains that allow natural light to fill the space.
Home in Portmore
5 out of 5 average rating, 20 reviews

D'Anna's Place

Welcome to our exclusive Caribbean Estate gated property. Prepare to be enchanted by the perfect blend of privacy, luxury, and tropical beauty that awaits you. As you enter the gates of our estate, you'll be greeted by a world of elegance and tranquility. The lush gardens, swaying palm trees, and vibrant flowers create a breathtaking backdrop for your Jamaican getaway. With security and privacy at the forefront, you can fully unwind and indulge in a worry-free vacation.

Guest favourite
A cozy living area features a circular coffee table surrounded by two gray sofas and an armchair, all adorned with decorative cushions. The room showcases vibrant orange curtains complementing earthy brown ones, with light reflecting off the glossy tiled floor.
Home in Portmore
4.93 out of 5 average rating, 28 reviews

Oak Haven - Getaway in Portmore

Cozy Stay in Oak Estate, Portmore! Enjoy a modern, comfortable home in a safe and peaceful community, located Oak Estate, a gated community. Approximately 15 minutes from Kingston and close to malls, restaurants, supermarkets, beaches, etc. With Wi-Fi, air conditioning, and all essentials, it’s perfect for work or leisure. Nearby attractions include Sovereign Village,Hungway Mall, PriceSmart, Hellshire Beach, etc. Book now for a relaxing stay!

Top guest favourite
The entrance to The Nest Cottage is framed by tropical greenery, featuring wooden stairs leading to a porch with brown railings. The cottage showcases red accents and traditional wooden shutters, creating a harmonious blend with the surrounding nature.
Place to stay in Kingston
4.97 out of 5 average rating, 64 reviews

The Nest Cottage Blue Mountains, Jamaica

Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.

Guest favourite
A modern exterior of a small nook is shown, featuring a white stucco facade and a welcoming entrance. Two large windows flank the door, providing natural light. The driveway is paved with bricks, leading to a neatly landscaped area.
Tiny home in Portmore
4.98 out of 5 average rating, 43 reviews

Every Nook and Cranny

As the name suggests this is a small nook nestled in the newly built quiet remote controlled gated community of Royal Pines. Perfect for a solo person or couple who needs a place to lay their head and be on the go. Please note the price reflects the size of the nook as guests will only have access to the front of the house. The back of the house is for another Airbnb.

Guest favourite
The living room features a cozy seating arrangement with teal sofas adorned with colorful cushions. Bright artwork is displayed on the wall, and large windows are dressed with dark curtains, allowing natural light to fill the space. A fan provides additional airflow.
Home in Portmore
4.9 out of 5 average rating, 86 reviews

Bella of the Phoenix

Bella of the Phoenix is a beautiful NEWLY BUILT single-unit House that is located in the beautiful (Sunshine City of Portmore). It is a fully-gated community suitable for the perfect getaway, whether it’s business or pleasure. It is located 45 minutes away from Ocho Rios, and 20 minutes away from Kingston. Come stay with us we would love to have you here.

Popular amenities for Portmore Pines holiday rentals