Holiday houses 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

Top Guest favourite
Home in Portmore
5 out of 5 average rating, 8 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.

Guest favourite
Home in Portmore
5 out of 5 average rating, 8 reviews

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.

Guest favourite
Home in Portmore
5 out of 5 average rating, 35 reviews

Zen Abode -Phoenix Park Village II Gated Community

Whether you are visiting to spend time with your loved ones or just vacationing, this peaceful and stylish abode is the perfect place to relax & unwind. This 2 bedroom, 1 bathroom, air conditioned home is centrally located in the beautiful gated community of Phoenix Park Village 2 with 24 hr security. The home is fully equipped with all the necessary amenities to make yourself right at home 🏠. Close proximity to: - Movie Theater - Beaches - Restaurants - Supermarkets - Shopping Mall etc.

Guest favourite
An open living and dining area is featured, showcasing a modern chandelier and a TV positioned across from two comfortable sofas. A wooden dining table is visible, surrounded by sturdy chairs. Natural light enters through large windows, enhancing the spacious ambiance.
Home in Portmore
4.89 out of 5 average rating, 65 reviews

Caribbean Comfort Gated: Cozy Elegance, 3 bedrooms

Welcome to Estate Comfort, nestled in a secure gated community. This luxurious 3-bedroom Airbnb has spaciousness and style with 4 cozy beds; each room offers comfort and elegance. Perfect getaway for family, friends or business travelers. Revel in peace of a private neighborhood and enjoy the convenience of nearby attractions. Vacation is more than just a stay; it's an experience of relaxation and convenience. Book now. FYI: The inside Stairs does not access upstairs, access is from outside.

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

Oak Estate 2BR/2BA Private|24hr Sec +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
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.

Top 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
4.89 out of 5 average rating, 329 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 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!

Guest favourite
Home in Portmore
5 out of 5 average rating, 7 reviews

The Royal Villa - Portmore

Your family will be close to everything when you stay at this centrally-located gated-community property. This brand new unit offers a quality, safe and secure space with major shopping areas and entertainment options less than 5 minutes away. If you are more the adventurous traveler, you have ease of access to Helshire or the major Toll roads for ease of access to the north, west or even east of the island.

Popular amenities for Portmore Pines holiday rentals