Holiday rentals in Hellshire Bay

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Top-rated holiday rentals in Hellshire Bay

Guests agree: these stays 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, 231 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 charming exterior of a single-story home is highlighted by soft outdoor lighting. A small seating area with two chairs is positioned by the entrance, framed by well-maintained landscaping. Lush greenery and gravel paths lead up to the welcoming front door.
Home in Portmore
4.95 out of 5 average rating, 83 reviews

Gated Cozy Urban Luxe Retreat

Phoenix V is your city oasis. Find serenity in our secure haven, blending luxury & tranquility. setting the stage for a peaceful escape from the bustling urban landscape. Our home invites you to unwind while enjoying a cozy ambiance. Enjoy a luxurious bedroom as the living area opens to a contemporary, fully-equipped kitchen. Central location, minutes from cultural gems & vibrant life. Relax on the private verandah with lush views. Perfect for business or leisure, book your home away from home!

Top guest favourite
Cabin in Kingston
4.96 out of 5 average rating, 265 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!

Top guest favourite
A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.
Home in Portmore
4.95 out of 5 average rating, 88 reviews

Chillax Island Stay – Private Pool & Gazebo

🌴 Welcome to Chillax Island Stay, your fully solar-powered, comfortable getaway. Experience our modern solar and battery backup system, which ensures uninterrupted essential amenities even during power outages. Whether you’re visiting family, working remotely, or seeking a relaxing escape, you’ll appreciate a clean, secure environment where everything functions smoothly. Unwind in our spacious backyard, complete with a private pool, beautiful gazebo, and plenty of space to relax and chill.

Superhost
Home in Hellshire
4.56 out of 5 average rating, 27 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, 157 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.

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

Vista Oasis | 2BR | Shared Pool & Gym | Hellshire

Escape the city and unwind in your ideal Jamaican getaway. This comfortable 2-bedroom, 1-bath section sleeps up to 4 guests and is perfect for couples, small families, or returning residents. Enjoy access to a shared, bespoke plunge pool & gazebo oasis, an air-conditioned gym with a Smart TV and a shower, a games room, a BBQ area, and outdoor seating. We have everything you need for a relaxing and memorable stay. Includes 1 designated garage parking space.

Top guest favourite
Home in Hellshire
4.97 out of 5 average rating, 33 reviews

Destiny Haven

Experience the vibrant culture and warmth of Jamaica from the comfort of our fully air-conditioned, modern and stylish 3 bedroom home located in the heart of Hellshire, Portmore. Whether you're here for a relaxing vacation or a business trip, our newly renovated home offers the perfect blend of luxury and convenience. Our home is just minutes away from local tourist attractions, restaurants, shopping centers ,movie theater and beaches.

Guest favourite
Flat in Portmore
4.87 out of 5 average rating, 99 reviews

Gated, Central 1BR Apt Near the BEACH in Portmore

Enjoy your stay in this secure, comfortable, modern 1 bedroom apartment. This Tranquil hide away has all the amenities that you would need for a comfortable and relaxing vacation. This is a renovated unit in a gated community, centrally located in Bayside Portmore, minutes away from restaurants, movie theater, shopping centers, supermarkets and the beach. This is a no smoking listing. If you smoke please do not book this apartment.

Guest favourite
Home in Old Harbour
4.9 out of 5 average rating, 50 reviews

Evertonbnb 22 - With Private Pool and Spa

An Airbnb with a difference in Old Harbour St. Catherine, Jamaica. Private Pool and Spa. Enjoy Pool side Movie Nights on a 150 inch home theater projector screen. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping. Book your romatic weekend getaway or time out with friends or family.

Top guest favourite
Townhouse in Portmore
5 out of 5 average rating, 8 reviews

Casa 28 | Luxury 2BR 2.5BA | 24HR Gated Security

Welcome to Casa 28 – Your Private Jamaican Escape! Wake up to warm Caribbean sunshine in a peaceful, secure gated community in Portmore Country Club II, designed for comfort, relaxation, and convenience. Whether you’re visiting Jamaica for a getaway, business, or to reconnect with family, Casa 28 offers the perfect blend of modern living and island charm.

Superhost
Flat in Portmore
4.69 out of 5 average rating, 45 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