Holiday rentals in Portmore Pines

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Top-rated holiday rentals in Portmore Pines

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Portmore
5 out of 5 average rating, 14 reviews

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!

Superhost
A private swimming pool is set within a tiled patio, framed by a light-colored stone border. Seating areas with outdoor furniture, including a couch and chairs, are positioned nearby. A shaded pavilion provides a relaxing space, with landscaped areas enhancing the surroundings.
Home in Portmore
4.86 out of 5 average rating, 229 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
Home in Portmore
5 out of 5 average rating, 11 reviews

Jems of the Estates

Escape to this cozy retreat in the secure gated community of Caribbean Estates, Portmore, located less than 5 minutes from major shopping and entertainment and 10 minutes from the beautiful Fort Clarence Beach. This peaceful haven blends elegant interior décor with beautifully landscaped outdoor living with a private patio and spacious wooden deck. Designed for comfort, safety, and serenity, come unwind and reconnect with nature. Ideal for couples, families, or solo travelers seeking a getaway.

Top guest favourite
The exterior wooden cabin features multiple windows with sheer white curtains, surrounded by lush greenery. The inviting interior showcases a small dining area with a round table and a hanging chair, both framed by large windows offering views of the garden.
Cabin in Liguanea
4.96 out of 5 average rating, 261 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Superhost
A light-filled living area is furnished with a soft sectional sofa adorned with decorative pillows. A textured area rug with geometric patterns lies beneath. A dining table with wooden chairs is seen in the background, complemented by large windows dressed with sheer curtains.
Home in Portmore
4.67 out of 5 average rating, 81 reviews

Shore to Please in Phoenix Park Portmore

SHORE TO PLEASE is a cozy one bedroom home located in Phoenix Park Phase 1 in Jamaica. A new gated community in Portmore equipped With 24 hours security on premises. Our home is furnished with central air conditioning in every room, cable, high speed Internet and smart TVs for your entertainment needs. If you are looking for a piece of paradise, our home is the place to be. Whether you are visiting for business or to relax in the Caribbean endless Summers, we welcome you to our home.

Top guest favourite
Home in Portmore
5 out of 5 average rating, 22 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
A modern bathroom is showcased, featuring a freestanding bathtub beside a large window that offers natural light and views of the outdoors. Wooden cabinetry complements the sleek design, while a potted plant adds a touch of greenery.
Apartment in Kingston
4.86 out of 5 average rating, 196 reviews

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.

Top guest favourite
The entrance to the gated estate is framed by tall palm trees and lush greenery. The winding driveway leads towards the gates, surrounded by vibrant foliage which enhances the serene ambiance of the property.
Home in Portmore
5 out of 5 average rating, 21 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
Flat in Kingston
4.94 out of 5 average rating, 148 reviews

Fresh Oasis City View

Welcome to your perfect getaway that is centrally-located in Kingston! This modern and stylish apartment offers breathtaking panoramic views of Kingston city, its vibrant surroundings, and the shimmering Caribbean Sea. Whether you’re visiting for business or leisure, this exclusive Airbnb rental promises comfort, convenience, and an unforgettable experience. The building has 24/7 security, gated entry, and controlled access, ensuring your safety and peace of mind.

Top guest favourite
Townhouse in Portmore
4.91 out of 5 average rating, 113 reviews

The Oasis @ Portmore Country Club

The Oasis vacation home, is a modern decorated home located in Portmore Country Club community, a quiet, peaceful and family orientated gated community with 24/7 security. The property is located 25 minutes from Kingston and 1 hr. from Ocho Rios travelling on the North South Highway. The house is within walking distance from the well known Sovereign Village and Hung Way shopping mall with restaurants, movie theater, pharmacies and other convenient stores.

Top guest favourite
Home in Portmore
4.94 out of 5 average rating, 31 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!

Superhost
A large swimming pool is highlighted, featuring clear blue water that reflects the sunlight. Surrounding trees provide shade, and a covered patio can be seen in the background. The beach and hills are visible in the distance, creating a serene outdoor setting.
Apartment in Portmore
4.8 out of 5 average rating, 124 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! Nb. The wine on the picture is not included with your stay

Popular amenities for Portmore Pines holiday rentals