Southside vacation rentals

We found 221 vacation rentals — enter your dates for availability

Select from 100 houses, 42 apartments, and other vacation rentals to find the perfect place for your stay in Southside. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include a garden and hot tub. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Southside

Why visit Southside

  • Beautiful Beaches: Southside is close to stunning beaches like South Beach, perfect for sunbathing and relaxation.
  • Family-Friendly Activities: The area offers a variety of attractions suitable for all ages, ensuring fun for families.
  • Urban Parks: Enjoy outdoor adventures in the numerous parks that provide a serene escape from the city hustle.
  • Vibrant Local Community: Experience the welcoming vibe and hospitality of the friendly residents.
  • Diverse Accommodation Options: Choose from cozy cabins to spacious condos, catering to all vacation needs.

Popular types of accommodation around Southside

Planning a getaway to Southside? Discover the perfect place to stay with our top-notch vacation rentals. From cozy cabins to spacious condos and private homes, we have a range of options tailored to your needs. Whether you’re searching for a house for rent with multiple bedrooms or the best cabins for a relaxing retreat, we’ve got you covered. Enjoy your vacation with transparency, savings, and reassurance as you explore all that Southside has to offer.

  • Condos: The top choice for vacation rentals in Southside, offering a blend of comfort and amenities, ideal for both short and extended stays.
  • Houses: A popular option for larger groups or families seeking spacious accommodations with home-like features.
  • Apartments: A convenient choice for travelers looking for a cozy space with essential amenities in a vibrant neighborhood.
  • Cottages: Charming and often quaint, these rentals provide a unique, homey experience for those wanting a peaceful retreat.
  • Villas: Luxurious and spacious, villas offer upscale amenities and privacy, perfect for a lavish getaway.**

Top attractions in and around Southside

Southside, Jacksonville, offers a perfect blend of business, family, and city-themed vacations. Visitors can enjoy a variety of attractions, including urban parks, beautiful beaches, and modern colleges and universities. Whether you're seeking outdoor adventures or family-friendly experiences, Southside has something to cater to every traveler's needs, making it an ideal destination for your next getaway.

  • University of North Florida: A vibrant institution with modern architecture and lush landscapes, offering a lively campus atmosphere perfect for exploring art and culture.
  • Jacksonville Beach Pier: A picturesque jetty ideal for fishing and scenic walks, with breathtaking ocean views and a relaxed beach vibe just 10 miles from Southside.
  • UNF Arena: A bustling entertainment venue hosting family-friendly events, concerts, and sporting activities, making it a hub of excitement in the community.

Things to do recommended for couples

Ready for a romantic getaway in Southside, Jacksonville? Indulge in luxury at the San Jose Country Club or take a short drive to the Sawgrass Country Club. Both spots offer an elegant atmosphere for couples to relax and enjoy each other's company.

Things to do recommended for families

Your family will have a blast at Adventure Landing, a thrilling waterpark just 9 miles from Southside. For arcade fun, visit Latitude 30, located nearby. Also, enjoy some relaxation and wellness at Crabtree Park, perfect for unwinding together in the great outdoors.

Things to do recommended for groups

Explore the vibrant St. Johns Town Center for shopping and entertainment, tee off at TPC Sawgrass for a day of golf, or catch a film at the San Marco Theatre to enjoy culture and family fun. These experiences will surely make your group vacation memorable.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Southside

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Southside with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Southside with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southside: For many families, a vacation isn’t truly complete without their furry companions. If that resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southside: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Southside

Southside, Jacksonville is an ideal destination for a blend of family-friendly fun and business-oriented activities. Visitors can enjoy the vibrant atmosphere, explore nearby South Beach for sun-soaked relaxation, and experience the welcoming vibe of the local community. Whether you're looking for urban adventures or a peaceful retreat, Southside has something for everyone, making it a perfect spot for your vacation getaway.

  • Jacksonville: As a vibrant metropolis, Jacksonville is a fantastic destination for tourists looking for a mix of family-friendly activities and urban exploration. Located in close proximity to Southside, visitors can enjoy a variety of attractions, including beautiful beaches perfect for family outings and a bustling shopping scene featuring popular malls and centers. Don't miss the iconic stadium, which hosts various sporting events and concerts, making it a hub for entertainment and excitement.
  • Southeast Jacksonville: Just a short 0.2-mile jaunt from Southside, Southeast Jacksonville offers a charming blend of family, business, and city-themed experiences. Here, you will find an array of shopping centers and educational institutions, providing plenty of options for both leisure and learning. Local attractions include a historic college university and a modern college university, which showcase the area's rich educational landscape. Sports fans will appreciate the nearby stadium, a focal point for community events and games.
  • Deercreek: Situated 2 miles from Southside, Deercreek is a welcoming neighborhood known for its family-friendly atmosphere and business-friendly environment. Visitors can indulge in shopping at local centers and enjoy recreational activities such as golf at the nearby courses. Deercreek also boasts beautiful urban parks, perfect for a leisurely stroll or a picnic. Sports enthusiasts will find a sports museum and stadium nearby, offering a glimpse into the local athletic culture and history.

Best time to go to Southside

If you're planning a trip to Southside, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in March and June to July, while off-peak times, like January, September and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January55.9°F (13.3°C)Light RainMostly SunnyModerately LowSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnyAverageSlightly Low
March64.4°F (18.0°C)Light RainMostly SunnyModerately HighAverage
April70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
May75.7°F (24.3°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Light RainMostly SunnyModerately HighSlightly High
July82.4°F (28.0°C)Light RainMostly SunnyModerately HighSlightly High
August82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly High
September79.3°F (26.3°C)Light RainMostly SunnyModerately LowAverage
October72.9°F (22.7°C)Light RainMostly SunnyAverageSlightly Low
November64.6°F (18.1°C)Light RainMostly SunnyModerately LowAverage
December60.1°F (15.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, opting for a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new getaways, pick up right where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Southside?
In Southside, vacation houses are the most popular type of rental accommodation, with about 71 properties available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor spaces like patios or gardens, superb for enjoying the warm Florida weather. Additionally, there are around 35 apartments, along with several condos and cottages, providing a variety of options for travelers looking for different experiences.
Are there any beach house rentals in Southside?
In Southside, Florida, there are about 54 beach house rentals available, providing a variety of options for travelers. These beach houses typically feature spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many properties also include outdoor amenities such as private patios or decks, great for enjoying the warm Florida sunshine.
How much does it cost to rent a vacation home in Southside?
Prices for vacation rentals in Southside 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 Southside 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 Southside vacation house rentals?
You can find great discounts on house rentals in Southside 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.
What are popular rental amenities in Southside?
In Southside, Florida, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also offer onsite parking for convenience, making it easy to come and go as needed. Travelers can find coffee and tea makers in most units, ensuring a fresh brew is always available. Additionally, several properties are pet-friendly, welcoming furry companions during your stay. For those needing to catch up on work or simply wanting a dedicated space for planning activities, many rentals provide desks as well.
Can I find family house rentals in Southside?
In Southside, Florida, there are around 47 family-friendly house rentals available, making it an excellent choice for families looking to enjoy a vacation. This vibrant area features spacious homes that typically come with amenities such as full kitchens, ample living spaces, and outdoor areas for barbecues or playtime. Many properties are conveniently located near parks and recreational facilities, offering plenty of opportunities for outdoor activities.

Visitors can explore local attractions, including nearby shopping districts and dining options that cater to a variety of tastes. The family-friendly atmosphere of Southside ensures that everyone, from kids to adults, will find something enjoyable to do.
Can I rent a vacation home with a pool or hot tub in Southside?
In Southside, Florida, travelers can find a variety of vacation homes available for rent that come equipped with pools and hot tubs, with around 28 options to choose from. This vibrant neighborhood offers a mix of properties, including modern single-family homes and charming cottages, suiting different preferences and group sizes.

Many of these rentals feature private pools, ideal for enjoying the warm Florida weather, as well as hot tubs for a relaxing soak after a day of exploring. Travelers can expect additional amenities like outdoor patios for lounging, fully equipped kitchens for home cooking, and spacious living areas that enhance the overall comfort of their stay.
Are there any Southside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southside with parking available—perfect for families or travelers 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.
Can I book pet-friendly vacation rentals in Southside?
In Southside, Florida, travelers will find a variety of pet-friendly vacation rentals available, with 49 options to choose from. This vibrant neighborhood offers accommodations that cater to both relaxation and convenience, featuring amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces great for enjoying the Florida sunshine. Many rentals come with fenced yards or patios, ensuring a comfortable stay for your pets.

Additionally, the area is well-situated for outdoor activities, with several parks nearby that welcome pets. The scenic parks in Southside provide ample opportunities for walks, picnics, and enjoying nature with your furry companions.
Can I find long-stay vacation rentals in Southside?
A long-stay vacation rental in Southside is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Southside for a vacation rental?
April is the most popular time to visit Southside, Florida, as it marks the peak season for vacation rentals. During this vibrant month, travelers flock to the area to enjoy the pleasant weather, characterized by comfortable temperatures ranging from the mid-60s to mid-80s Fahrenheit. This is an ideal time for outdoor activities like beach outings, exploring local parks, and taking advantage of the scenic waterfront.

From February to April, Southside is bustling with tourists, drawn by the sunny skies and a range of events. This period is great for those looking to indulge in local festivals, engage in water sports, or simply relax on the sandy shores. With so many activities available, you'll find plenty of opportunities to create lasting memories.

If you're seeking a more budget-friendly experience, consider visiting in October. While this month is less busy, it offers a different charm, with beautiful autumn sunsets and mild weather, making it great for peaceful strolls and outdoor dining. You'll still have access to many local attractions without the crowds, allowing you to fully appreciate the area's natural beauty.
Are there any remote work vacation rentals in Southside?
In Southside, Florida, there are numerous vacation rentals that cater to remote work needs, with around 100 options available. Travelers can expect amenities designed for productivity, including high-speed internet, Wi-Fi in rooms, and dedicated laptop workspaces, making it easy to stay connected while enjoying their time away. Many of these rentals also permit events, allowing for flexibility if you want to host meetings or gatherings.

The Southside area is known for its convenient access to local parks, restaurants, and shopping centers, providing a nice balance between work and leisure. Whether you choose an apartment or a larger home, the accommodations often include comfortable living spaces and the necessary amenities to ensure a pleasant remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Southside vacation rental?
Book your Southside vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Southside, Florida, United States of America?
In Southside, Florida, visitors can enjoy a variety of attractions and activities. The area is home to the vibrant St. Johns Town Center, a premier shopping destination featuring a mix of high-end retailers, restaurants, and entertainment options. This open-air shopping complex is great for those looking to spend a day shopping or dining.

Nearby, the area boasts the scenic parks of Southside, including the lush parks at nearby Jacksonville, where visitors can explore walking trails, picnic areas, and playgrounds for families. The famous Jacksonville Beach is also a short drive away, offering beautiful sandy shores and opportunities for water sports and relaxation by the Atlantic Ocean.

For those interested in the arts and culture, the Museum of Science and History (MOSH) in downtown Jacksonville provides interactive exhibits and displays about the region's history and natural environment.
Can I change or cancel my Southside home rental booking on Vrbo?
To find Southside vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Southside vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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