Southfield holiday lettings

We found 123 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Southfield that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, which might include parking and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Why visit Southfield

  • Stunning natural beauty: Enjoy breathtaking sea views and picturesque landscapes perfect for outdoor exploration.
  • Charming coastal town: Experience the laid-back atmosphere and local culture in the delightful town of Southfield.
  • Romantic getaway: Ideal for couples seeking a serene escape amidst Jamaica's vibrant surroundings.
  • Variety of accommodations: Choose from charming villas, private holiday homes, and modern apartments for a comfortable stay.
  • Nearby attractions: Explore the additional experiences in nearby St. James to enrich your vacation.

Popular types of accommodation in Southfield

Planning a getaway to Southfield? You're in for a treat! Discover an array of accommodation options, from charming villas and private holiday homes to modern apartments. Whether you're searching for Southfield holiday rentals or apartment rentals, we offer transparency and savings to help you find the perfect place to stay. Embrace the comfort of Southfield houses and make your trip unforgettable!

  • Villas: The most sought-after accommodation in Southfield, offering luxurious spaces with stunning views and private amenities for an unforgettable getaway.
  • Houses: A popular choice for families and groups, providing a homely atmosphere with all the comforts you need for a relaxing stay.
  • Flats: Ideal for couples or solo travellers, these convenient spaces offer essential amenities and a taste of local life.
  • Cottages: Charming and cosy, perfect for those looking to immerse themselves in the serene Jamaican countryside.**

Top attractions in and around Southfield

Southfield, nestled in Saint Elizabeth, Jamaica, offers a romantic and adventurous escape with its stunning beaches, picturesque bays, and scenic lookouts. Ideal for outdoor enthusiasts, this charming area invites exploration of its natural beauty and local attractions. Don't miss the nearby St. James for additional experiences to enrich your stay. Whether travelling solo or with a partner, Southfield is perfect for creating unforgettable memories amidst Jamaica's vibrant landscapes.

  • Lovers Leap: Perched high above Southfield, this lookout offers breathtaking views and a romantic atmosphere. It’s perfect for adventure seekers and couples looking to create unforgettable memories amidst stunning scenery.
  • Calabash Bay: A picturesque bay located 3.7km from Southfield, Calabash Bay boasts beautiful beaches and serene landscapes. It’s an ideal spot for sunbathing, swimming, and enjoying the vibrant local culture.
  • Great Pedro Bluff: Just 3.1km from Southfield, this dramatic cliff provides a thrilling experience for adventurers. Enjoy panoramic views of the surrounding area while embracing the great outdoors.

Things to do recommended for couples

Seeking a romantic getaway in Southfield? Explore the lush landscapes with a scenic hike to Lovers Leap, or indulge in a candlelit dinner featuring local cuisine. Don't forget to unwind on the pristine beaches of Treasure Beach, just a short drive away, for a perfect sunset experience.

Things to do recommended for families

Families visiting Southfield, Saint Elizabeth, Jamaica can explore the lush landscapes at YS Falls, where kids can enjoy swimming and zip-lining. Additionally, the nearby Appleton Estate offers a fascinating tour that engages youngsters with the rum-making process, providing a taste of local culture.

Things to do recommended for groups

Indulge in lively evenings at Floyd's Pelican Bar, only 7.5km from Southfield, perfect for enjoying drinks with a romantic atmosphere. Explore the bustling Mandeville Market, 9.3km away, for a taste of local commerce and culture, or stock up at Mega Mart, also 9.3km from Southfield.

What do I need to keep in mind when booking a vacation in 'Southfield

When travelling with a group, family, or pets, or if you're seeking longer stays, it’s essential to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Southfield with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Southfield with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Southfield: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that are pet-friendly. The majority of these accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southfield: If you're in search of holiday rentals offering special rates for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Southfield

Southfield, nestled in the picturesque Saint Elizabeth parish of Jamaica, offers a delightful blend of adventure and romance for holidaymakers. Explore the charming coastal town, bask in stunning sea views, and enjoy the laid-back atmosphere. Nearby attractions and serene landscapes make Southfield the ideal getaway for those seeking a relaxing tropical escape. Whether you're planning your next vacation or a romantic retreat, Southfield promises an unforgettable experience.

  • Treasure Beach: Treasure Beach, located approximately 3.7km from Southfield, is a hidden gem on Jamaica’s southern coast. This tranquil destination is renowned for its stunning beaches and scenic views, attracting travellers seeking outdoor adventures. Enjoy activities such as golfing at nearby courses or relaxing at charming resorts. The area boasts beautiful local landmarks, including historic sites and picturesque bays, making it perfect for leisurely strolls and exploration. Whether you’re sunbathing on the sandy shores or indulging in water sports, Treasure Beach offers a serene escape.
  • Berlin: Situated about 1.9km from Southfield, Berlin is a city rich in culture and history. This vibrant community is ideal for those interested in cultural experiences and historical exploration. Visitors can admire impressive modern civic buildings and delve into the area’s storied past at various historic sites. The blend of contemporary and traditional architecture creates a unique atmosphere, making Berlin a fascinating stop for those wishing to immerse themselves in Jamaica's heritage and modern developments.
  • Malvern: Just 3.7km away from Southfield, Malvern is a city that embodies a mix of culture and romance. Known for its charming streets and inviting atmosphere, it is perfect for couples seeking a romantic getaway or cultural enthusiasts wanting to explore local monuments and historic sites. Malvern features modern civic buildings alongside attractions that tell the story of the community. Take a leisurely walk through its scenic areas, and enjoy the quaint ambiance this city has to offer.

Best time to go to Southfield

If you're planning a trip to Southfield, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January to February and April, while off-peak times, like March and June tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January72.0°F (22.2°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.0°F (22.2°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
March72.3°F (22.4°C)Light RainMostly SunnySlightly LowSlightly High
April73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
May74.5°F (23.6°C)Moderate RainMostly SunnyAverageAverage
June75.4°F (24.1°C)Light RainMostly SunnySlightly LowAverage
July76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
August76.8°F (24.9°C)Moderate RainMostly SunnyAverageAverage
September76.5°F (24.7°C)Moderate RainMostly SunnyAverageSlightly Low
October75.7°F (24.3°C)Moderate RainMostly CloudyAverageSlightly Low
November74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
December73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to make your next escape more affordable? Consider being flexible with your travel dates, as prices can fluctuate significantly. Furthermore, opting for a longer stay can often yield fantastic savings. To discover the ideal Vrbo property that fits your budget, make use of our handy filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area where you can plan new journeys, continue from where you last stopped, or manage your travel arrangements. Here, you'll discover your saved or booked properties neatly organised into categories: Potential, Upcoming, and Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Southfield getaway

Learn about the unique charm of Southfield with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Southfield

Are you hoping to discover things to do in the city? Venture out of your holiday home and check out everything that makes Southfield a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Milk River Bath (21 mi / 33.8 km)
  • Great Pedro Bluff (4.5 mi / 7.2 km)

Exploring the natural features in Southfield

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Southfield. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Calabash Bay (5.8 mi / 9.4 km)
  • Parrotee Pond Mangroves (12.6 mi / 20.2 km)
  • Cecil Charlton Park (15.5 mi / 24.9 km)
  • Callabash Bay Beach (5.8 mi / 9.4 km)
  • Billy Bay Beach (7.1 mi / 11.5 km)

Frequently asked questions

What is the best area to stay in Southfield when booking a holiday rental?
When considering a holiday rental in Southfield, Saint Elizabeth, Jamaica, the best area to stay in is the vicinity of the picturesque countryside, where you can truly immerse yourself in the local culture and natural beauty. This region is known for its lush landscapes and friendly atmosphere, making it a delightful choice for visitors seeking a tranquil retreat.

In this area, you will find a range of properties that cater to various preferences, from charming cottages to spacious villas. The neighbourhood is relatively small, allowing for a more intimate experience with the local environment.

While staying in Southfield, you can explore nearby attractions such as the stunning YS Falls, where you can enjoy breathtaking views and refreshing natural pools. Additionally, the historic Appleton Estate offers a fascinating insight into the rum-making process, complete with tours and tastings that highlight the rich heritage of the region.
How much does it cost to rent a holiday home in Southfield?
Prices for holiday rentals in Southfield 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 Southfield 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 Southfield holiday house rentals?
You can find great discounts on house rentals in Southfield 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 Southfield?
For renting a beach house in Southfield, Saint Elizabeth, Jamaica, the coastal areas near Treasure Beach are excellent choices. This picturesque region offers a laid-back atmosphere with a variety of beachfront properties that cater to both couples and families. Many of these holiday rentals feature amenities such as private patios, outdoor dining areas, and fully equipped kitchens, allowing guests to enjoy home-cooked meals while soaking in the stunning ocean views.

Additionally, you can find charming villas and cottages that provide direct access to the beach, often equipped with facilities like swimming pools and landscaped gardens, great for relaxation and outdoor activities. The area is known for its tranquil beaches, such as Frenchman's Cove and Parottee Bay, where visitors can unwind and enjoy the sun.

Furthermore, the local community has a vibrant selection of eateries and shops, adding to the convenience for travellers. For those looking to explore further, the nearby Black River offers opportunities for river tours, while the scenic landscapes surrounding Southfield provide excellent hiking and nature experiences.
What is the most popular type of holiday rental accomodation in Southfield?
In Southfield, apartments are the most popular type of holiday rental, with several available throughout the area. These apartments are typically situated in tranquil neighbourhoods, offering guests a peaceful retreat surrounded by the lush landscapes of Saint Elizabeth. Most units come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and often private balconies to enjoy the serene views. This makes them ideal for couples or solo travellers seeking a relaxing getaway.
Are there any family house rentals in Southfield?
In Southfield, Saint Elizabeth, there are several family-friendly holiday rentals available, making it an excellent choice for those travelling with children. Visitors can find properties that offer spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where families can relax and enjoy the beautiful Jamaican climate. Many homes also come with amenities like Wi-Fi and air conditioning to ensure a comfortable stay.

The locale is close to attractions such as the stunning Treasure Beach, renowned for its picturesque views and opportunities for water activities. Additionally, the nearby Appleton Estate offers tours that educate visitors about rum production, providing a unique cultural experience.
Can I rent a holiday home with a pool or hot tub in Southfield?
In Southfield, Saint Elizabeth, Jamaica, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque area is known for its lush landscapes and tranquil surroundings, making it an ideal destination for relaxation. Many of these properties come equipped with private pools and hot tubs, providing guests with the superb spot to unwind after a day of exploring the beautiful Jamaican countryside.

Travellers can also expect amenities such as spacious living areas, fully equipped kitchens, and outdoor terraces where they can enjoy the stunning views.
Can I find long-stay holiday rentals in Southfield?
A long-stay holiday rental in Southfield 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 any remote work holiday rentals in Southfield?
In Southfield, Saint Elizabeth, Jamaica, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, ensuring a reliable internet connection for productivity. Additionally, some rentals offer access to third-party internet services, providing extra connectivity options.

Travellers can expect comfortable living spaces ideal for working, along with amenities like dedicated work areas and relaxing lounges for downtime. The serene surroundings of Southfield, with its lush landscapes and tranquil environment, also provide a refreshing backdrop for breaks between work sessions. Moreover, the availability of transportation options like limo or town car services enhances convenience for exploring the beautiful Saint Elizabeth region during off hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southfield 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 Southfield?
In Southfield, Jamaica, popular holiday rental amenities include private pools, balconies, and spacious decks or patios, allowing guests to enjoy the stunning views of the surrounding landscape. Most rentals also come equipped with kitchens, providing the convenience of self-catering, and many offer porches or lanais for relaxing in the warm Jamaican climate.
When is the best time to visit Southfield for a holiday rental?
The best time to visit Southfield, Jamaica, is during the peak season from December to February, with January being particularly popular among holidaymakers. This period draws visitors seeking to escape colder climates, offering warm temperatures averaging between 24 to 30 degrees Celsius, ideal for outdoor activities and beach relaxation.

During these months, you can indulge in the vibrant local culture, explore lush landscapes, and enjoy the stunning beaches that Southfield has to offer. The lively option makes it a fantastic time for those looking to connect with fellow travellers and partake in community events, all while soaking in the beautiful Caribbean sun.

For those who prefer a quieter experience, March is a great time to visit, as it marks the low season. While some tourists may be winding down their holidays, you can still enjoy pleasant weather and the same stunning scenery without the hustle and bustle. This month also provides opportunities for more affordable holiday rentals, allowing you to experience the charm of Southfield without breaking the bank.
How early should I book a Southfield holiday rental?
Book your Southfield 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 Southfield?
In Southfield, Saint Elizabeth, Jamaica, visitors can enjoy a range of attractions that showcase the natural beauty and culture of the area. The breathtaking Treasure Beach, located nearby, is a popular destination known for its stunning coastline and tranquil atmosphere, superb for relaxation and water activities.

The famous Appleton Estate, a short drive from Southfield, offers tours where visitors can learn about the rum-making process and enjoy tastings of their renowned products. Additionally, the YS Falls, with its cascading waterfalls and lush surroundings, is an ideal spot for swimming and exploring nature.

For those interested in local culture, the nearby town of Black River features historical architecture and the opportunity to take a guided boat tour on the Black River, where you can spot crocodiles and various bird species.
Can I change or cancel my Southfield home rental booking on Vrbo?
To find Southfield 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 Southfield 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.