Photo by Aisha Sylvester

Hellshire holiday lettings

We found 811 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Hellshire that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Explore the beachside setting in Hellshire

The beaches and other outdoor surroundings create an inviting atmosphere in Hellshire. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Hellshire

Are you searching for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Hellshire a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Caymanas Golf and Country Club (8.9 mi / 14.3 km)
  • Constant Spring Golf Club (14.3 mi / 23.1 km)
  • Hope Zoo (16 mi / 25.8 km)
  • Wynter's Park & Farm (10.4 mi / 16.8 km)
  • Hardwar Gap (19 mi / 30.5 km)

Exploring the natural landscape of Hellshire

Whether you're looking for adventure or just want to appreciate the scenery, Hellshire is a great place to spend some time outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Hellshire Beach (3.9 mi / 6.2 km)
  • Fort Clarence Beach (4.4 mi / 7.1 km)
  • Lime Cay Beach (8.8 mi / 14.2 km)
  • National Heroes Park (12.1 mi / 19.5 km)
  • Emancipation Park (12.8 mi / 20.6 km)
  • Holywell Park (19.7 mi / 31.7 km)

Travelling to and around Hellshire

Fly into Kingston (KIN-Norman Manley Intl.), the closest airport, located 11.7 mi (18.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Hellshire when booking a holiday rental?
When considering a holiday rental in Hellshire, Saint Catherine, Jamaica, the best area to stay is along the picturesque coastline, where you'll find a variety of charming properties. This area is particularly popular due to its stunning beaches and vibrant local culture. Hellshire Beach, known for its inviting waters and lively option, is a top attraction that draws both locals and visitors alike. Here, you can indulge in delicious seafood from the nearby vendors while enjoying the sun and sea.

Another popular point of interest is the nearby Portmore, which offers additional entertainment options and shopping facilities. The combination of these attractions makes the coastal area of Hellshire not just a beautiful place to stay, but also a convenient base for exploring the surrounding attractions.
How much does it cost to rent a holiday home in Hellshire?
Prices for holiday rentals in Hellshire vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hellshire to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hellshire holiday house rentals?
You can find great discounts on house rentals in Hellshire on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Hellshire?
For renting a beach house in Hellshire, Saint Catherine, Jamaica, consider the picturesque stretch along the Hellshire Beach. This area is known for its beautiful sandy shores and vibrant setting, making it a popular destination for both locals and tourists. Properties in this vicinity often come with amenities such as outdoor patios with sea views, private balconies, and easy access to the beach, allowing guests to enjoy the sun and surf at their leisure.

Additionally, the nearby community offers a variety of dining options, including local seafood shacks where visitors can savour freshly caught fish and other Caribbean delicacies. Many beach houses also provide facilities like fully equipped kitchens, enabling families or groups to prepare their own meals, along with spacious living areas where guests can unwind after a day at the beach.

For those seeking a bit more adventure, the area around Hellshire is great for water sports, including jet skiing and snorkelling, and there are often rentals available with amenities that cater to these activities, such as outdoor showers and storage for water sports equipment.
What is the most popular type of holiday rental accomodation in Hellshire?
In Hellshire, holiday houses are the most popular type of holiday rental, with several options available in the area. These properties often feature spacious interiors, multiple bedrooms, and private outdoor spaces, great for families or groups looking to enjoy the nearby beach and local attractions. Additionally, villas and apartments are also available in sufficient numbers, providing varied choices for travellers. Many of these rentals come equipped with modern amenities such as fully equipped kitchens, air conditioning, and outdoor seating areas for enjoying the tropical climate.
Are there any family house rentals in Hellshire?
In Hellshire, Saint Catherine, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its beautiful beaches, such as Hellshire Beach, where families can enjoy sun-soaked days and local cuisine from nearby eateries. Many homes in this locale offer spacious living areas superb for family gatherings, along with well-equipped kitchens that allow for convenient meal preparation.

Visitors can also expect amenities like outdoor patios for alfresco dining and private gardens where children can play safely. The proximity to attractions like the Portmore Mall and local markets adds to the appeal, ensuring that families have plenty of options for entertainment and dining.
Can I rent a holiday home with a pool or hot tub in Hellshire?
In Hellshire, Saint Catherine, Jamaica, several holiday homes are available for rent that feature pools and hot tubs. This coastal area is renowned for its beautiful beaches and vibrant local culture, making it a desirable destination for travellers seeking relaxation and leisure. Many of the properties come equipped with private pools, spacious outdoor patios, and some even have hot tubs, providing a ideal setting for unwinding after a day of exploring the nearby beaches.

Expect amenities such as fully equipped kitchens for self-catering, air conditioning for comfort, and Wi-Fi to stay connected.
Can I find long-stay holiday rentals in Hellshire?
A long-stay holiday rental in Hellshire is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Hellshire?
In Hellshire, Saint Catherine, Jamaica, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these holiday homes feature amenities such as spacious gardens, private patios, and fully equipped kitchens, making them ideal for both relaxation and self-catering during your stay.

The area is renowned for its beautiful beaches, with Hellshire Beach being a popular spot where pets can accompany their owners for a day of sun and sand. Additionally, the surrounding neighbourhoods provide a laid-back atmosphere, great for leisurely strolls with your furry friends.
Are there any remote work holiday rentals in Hellshire?
In Hellshire, Saint Catherine, there are some holiday rentals available that cater to remote work needs, with around 14 options to choose from. These properties typically offer amenities such as free Wi-Fi in both public areas and rooms, ensuring that guests can stay connected while working. Many accommodations also provide dedicated workspaces or desks within the units, allowing for a comfortable and productive environment.

Hellshire is known for its stunning beaches and vibrant local culture, making it a great location to balance work and leisure. Visitors can enjoy the nearby shores while also having the convenience of amenities that support remote working. The area is also home to local eateries and markets, adding an authentic Jamaican touch to the experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hellshire holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Hellshire with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Hellshire?
In Hellshire, popular rental amenities include well-equipped kitchens, which often feature blenders for preparing meals and refreshments. Many properties also provide onsite parking, ensuring convenience for travellers with vehicles. Being close to the beach is a key highlight, with rentals typically located within a short distance of the shoreline, allowing guests easy access to the sun and sea. Additionally, many accommodations boast porches or lanais, great for relaxing outdoors and enjoying the tropical atmosphere.
When is the best time to visit Hellshire for a holiday rental?
The best time to book a holiday rental in Hellshire is during the peak season from February to April, with March being particularly popular among travellers. This vibrant period attracts visitors seeking to enjoy the stunning beaches and delicious local cuisine, making it an ideal time for sun-seekers and food enthusiasts alike.

During these months, temperatures in Hellshire typically hover around 25 to 30 degrees Celsius, providing the great climate for outdoor activities such as swimming, sunbathing, and exploring the scenic coastline. The lively option is complemented by various local festivals and events, which offer a taste of the rich culture and hospitality of Jamaica.

For those looking for a more budget-friendly option, consider visiting in May. While this is the beginning of the low season, it still offers pleasant weather and fewer crowds, allowing for a more relaxed experience while enjoying the beautiful surroundings. You can take leisurely strolls along the beach and savour local dishes at less crowded eateries.
How early should I book a Hellshire holiday rental?
Book your Hellshire holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hellshire?
In Hellshire, Saint Catherine, visitors can enjoy the beautiful Hellshire Beach, known for its stunning scenery and vibrant setting. The beach is a popular spot for both locals and tourists, offering a range of food vendors serving delicious seafood, particularly the famous fried fish.

Nearby, the picturesque coastline and clear waters provide opportunities for swimming and water sports, making it an ideal destination for those looking to relax or engage in outdoor activities. For a cultural experience, visitors can explore the local community and its rich history, which is reflected in the vibrant art and crafts available from local artisans.
Can I change or cancel my Hellshire home rental booking on Vrbo?
To find Hellshire holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hellshire holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.