Southside vacation rentals

We found 217 vacation rentals — enter your dates for availability

Select from 91 houses, 44 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.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. By becoming a member of our travel rewards program, One Key, you can quickly access exclusive savings and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

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 around 234 available in the area. These spacious homes are often situated in family-friendly neighborhoods, providing ample room for gatherings with multiple bedrooms and outdoor spaces such as patios or gardens. Travelers can expect amenities like fully equipped kitchens, comfortable living areas, and sometimes private pools or BBQ facilities, making them ideal for both families and groups looking for a home-like experience. In addition, there are about 128 apartments available, which typically offer a cozy atmosphere with essential amenities for shorter stays. For those seeking a more great experience, several cottages and mobile homes are also available, suiting a variety of preferences and budgets.
Are there any beach house rentals in Southside?
In Southside, Florida, there are approximately 361 beach house rentals available, providing a variety of options for travelers. These beach houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many rentals also offer outdoor amenities such as private decks or patios, swimming pools, and grills, great for enjoying the warm Florida weather.
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, which allow travelers to prepare their own meals, and coffee or tea makers for a refreshing start to the day. Onsite parking is commonly available, making it convenient for guests with vehicles. Many rentals also feature patios, providing outdoor space to relax and enjoy the warm Florida weather. Additionally, access to a pool is a sought-after amenity, offering a great spot for cooling off and socializing.
Are there any family house rentals in Southside?
In Southside, Florida, there are numerous family-friendly house rentals available, with around 193 options for visitors to choose from. This area features a variety of neighborhoods that cater to families, offering spacious homes equipped with essential amenities such as full kitchens, multiple bedrooms, and inviting living spaces. Many properties also include outdoor areas where children can play and families can gather for meals or relaxation.

The Southside locale is conveniently situated near several parks and recreational spots, great for outdoor activities. Families may enjoy easy access to local attractions, including shopping centers, dining options, and cultural sites.
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 with pools and hot tubs, with around 138 properties featuring pools and 24 offering hot tubs. This area is known for its warm weather and outdoor lifestyle, making it an ideal destination for those looking to relax by the water.

Many of these rentals provide excellent amenities, including private pools, outdoor lounging areas, and kitchens great for hosting barbecues or family meals. Some properties may also include features such as landscaped gardens, spacious decks, and easy access to local attractions, enhancing the overall vacation experience.
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.
Are there pet-friendly vacation rentals in Southside?
In Southside, Florida, travelers will find a wide selection of pet-friendly vacation rentals available, with over 200 options to choose from. These rentals typically offer a variety of amenities such as spacious layouts, fully equipped kitchens, and outdoor areas where pets can enjoy the fresh air. Many properties also include private yards or balconies, making them ideal for pet owners looking to enjoy their stay without leaving their furry companions behind.

The area has convenient access to local parks and green spaces, allowing for enjoyable walks and outdoor activities with pets. Nearby parks often feature walking trails, picnic areas, and dog-friendly zones, making it easy to explore the scenic surroundings. See all pet-friendly rentals in Southside.
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, making it a prime choice for travelers seeking a vibrant vacation experience. This month falls within the peak season, which spans from February to April, attracting visitors eager to enjoy sunny weather and a number of outdoor activities. With average temperatures ranging from the low 60s to mid-80s Fahrenheit, Southside offers a comfortable climate great for sightseeing, relaxing on the beach, or exploring local parks.

During these peak months, you'll find a bustling atmosphere filled with festivals, events, and a rich array of recreational opportunities. Whether you're interested in water sports, hiking, or simply basking in the sun, the region has something for everyone.

For those looking for a more budget-friendly option, consider visiting in October. While this month is less crowded, it still presents a favorable climate for enjoying outdoor activities. The mild temperatures and fewer tourists mean you can savor the natural beauty of Southside at a more relaxed pace, making it an excellent time for leisurely strolls or picnics by the water.

Ultimately, your choice of when to visit Southside will depend on whether you seek the lively energy of peak season or the tranquil charm of the shoulder months.
Are there any remote work vacation rentals in Southside?
In Southside, Florida, there are numerous options for remote work vacation rentals, with around 313 properties available to suit various needs. Many of these rentals are equipped with essential amenities for a productive work environment, including high-speed WiFi, dedicated desk spaces, comfortable office chairs, and sometimes even additional features like computer monitors and safes for securing belongings.

Travelers can expect a variety of settings, from modern apartments in vibrant neighborhoods to cozy homes that provide a peaceful atmosphere conducive to working remotely. The area offers convenient access to local cafes and parks, which can serve as alternative workspaces or places to unwind after a day of meetings. 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?
In Southside, Florida, visitors can enjoy a variety of attractions that highlight the area's charm and recreational opportunities. The Southside neighborhood features the popular St. Johns Town Center, a large shopping and dining complex with a range of stores and restaurants, making it a great place for shopping enthusiasts. Nearby, the vibrant area of San Marco offers a mix of boutique shops, art galleries, and diverse dining options, along with picturesque views along the river.

For outdoor activities, residents and visitors can explore the beautiful landscapes at the nearby Jacksonville Arboretum & Gardens, which provides walking trails and serene natural settings. Additionally, the area's proximity to the Intracoastal Waterway allows for various water sports and activities, appealing to those who enjoy boating and fishing.
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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