Holiday rentals in Hellshire Bay

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Top-rated holiday rentals in Hellshire Bay

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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
4.85 out of 5 average rating, 227 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
Cabin in Kingston
4.96 out of 5 average rating, 257 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 wooden interior features warm tones, highlighted by a spacious bed adorned with nature-inspired decor. Two closed wooden doors are positioned adjacent to a potted plant, with soft lighting provided by a bedside lamp on a small stool. Large windows allow natural light to illuminate the room.
Tiny home in Portland Parish
4.8 out of 5 average rating, 130 reviews

Our Escape, Tiny Home in Blue Mountains w/ River

Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Superhost
A private outdoor area features a rectangular plunge pool surrounded by lush green grass. Comfortable seating areas are arranged under a wooden pergola and gazebo, complemented by pool lounge chairs. The bright sky and light clouds create an inviting ambiance.
Home in Hellshire
5 out of 5 average rating, 19 reviews

Sandhill's Private Pool and Gym, Luxxe 2 Bed Villa

Escape to your private oasis! Enjoy a private plunge pool, a large gym, private backyard; entire ground floor, and easy access to Hellshire’s beautiful beaches. Our fully air-conditioned villa features high-speed WiFi, smart TVs, and all the comforts of a modern home—perfect for families or groups. Stock up on groceries or savor fresh seafood from Hellshire’s famous food stalls. Relax, unwind, and create unforgettable memories in this cozy retreat. Save now and book later.

Superhost
A modern dining area is showcased with a round white table surrounded by four sleek gray chairs. Fresh yellow flowers are placed in the center. Natural light floods the space through a decorative window, highlighting the adjacent kitchen and laundry appliances.
Home in Portmore
4.85 out of 5 average rating, 139 reviews

GATED COMMUNITY!! 2BR/1BA Home Portmore/Jamaica!

Relax with your family, This place can host up to 6 people, this house have air conditioning in "ALL" rooms. This house also includes a washer & dryer, high-speed internet WIFI, along with smart 4K TV’s. Rest assured with 24 hour security on premises in this gated community. Don’t want to cook? this house is 8 minutes away from popular restaurants and 20 to 35 minutes from Kingston and Norman Manley International Airport Depending on traffic. Why wait Book now!!!!

Superhost
Home in Hellshire
4.54 out of 5 average rating, 26 reviews

Hellshire D'Villa Quite Area

Escape to the tropical paradise of Hellshire, Jamaica With plenty of space for up to 12 guests (kids are welcome) After a day at the beach, come home and relax on the outdoor patio or roof to gazebo with a cold drink. For those who want to explore the area, the house is conveniently located approximately 50 miles from Ochi Rois by way of toll, 17 miles from Kingston Jamaica, and only 5 miles from Shopping Mall, grocery stores, movie theaters, and more in Portmore.

Guest favourite
A modern living area is highlighted by a large sectional sofa adorned with decorative pillows. Soft ambient lighting runs along the ceiling. A wooden coffee table sits in front of the sofa, and a television is mounted on the wall opposite the seating area.
Flat in Kingston
4.94 out of 5 average rating, 144 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
An inviting exterior of a modern house is featured, showcasing a well-maintained garden area. The façade is painted in warm tones, and large windows provide natural light. A paved driveway leads to a garage, flanked by decorative plants in pots.
Home in Kingston 6
4.94 out of 5 average rating, 148 reviews

3Bdrm, A/C, Wi-Fi, Washer & Dryer - Kingston 6

Enjoy this amazing Kingston retreat, minutes from Sovereign Plaza's 3-level shopping center with retailers, restaurants, pharmacy & movie theatre. This Apartment is ideal for vacation, remote work or family emergency, 5 minutes from the Famous Bob Marley Museum and 10 minutes from world renown Devon House. Beat the heat in Full Air-Condition Comfort and Stay connected with our Free Superfast Wi-Fi. Book or make an inquiry now!

Guest favourite
Home in Portmore
4.92 out of 5 average rating, 13 reviews

The Nest at Phoenix | Home in Portmore

Experience the comfort and convenience of the Nest at Phoenix in Portmore. Whether you're visiting family, exploring Kingston or enjoying a peaceful weekend getaway, our space offers everything you need. Air conditioned bedrooms, wi-Fi , a fully stocked kitchen and a cozy living space to unwind. Located in a safe and central community, just a few minutes from Hellshire beach, Sovereign village and Portmore Pines.

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.

Top guest favourite
Townhouse in Portmore
5 out of 5 average rating, 9 reviews

Casa 28 | Gated 1BR | Near Beaches & Kingston

Your Private Escape at Casa 28 Step into your own private retreat in the heart of Portmore, located in Portmore Country Club II. This thoughtfully designed 1-bedroom townhouse offers the perfect space for rest, relaxation, and convenience—ideal for solo travelers, couples, or business stays. Wake up to natural light, enjoy peaceful surroundings, and experience Jamaica at your own pace.

Guest favourite
Flat in Portmore
4.85 out of 5 average rating, 33 reviews

The Shoreline Suite | Pool • Beachfront • Relax

Peaceful ocean-view getaway with a pool and laid-back Ochi vibes. Ideal for couples seeking a romantic, relaxing escape. Enjoy calming sea views, cool breeze, and quiet surroundings. Centrally located and just minutes from Kingston, offering the perfect balance of tranquil island living and city convenience. Great for staycations and weekend getaways.

Popular amenities for Hellshire Bay holiday rentals

  1. Airbnb
  2. Jamaica
  3. Hellshire Bay