Southside vacation rentals

We found 531 vacation rentals — enter your dates for availability

Select from 275 houses, 195 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.

Vacation rentals with weekly discounts - Southside

Showing deals for:Sept 5 - Sept 12
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Find out more about Southside

Find out more about Southside

Why visit Southside

  1. Urban Parks: Southside boasts beautiful parks perfect for relaxation and outdoor activities, ideal for families and individuals alike.
  2. Local Beaches: Enjoy nearby beaches that offer fun in the sun, water sports, and picturesque views.
  3. Diverse Accommodations: Choose from a range of vacation rentals, including condos and private homes, tailored to your needs.
  4. Family-Friendly Activities: Explore a variety of attractions and excursions designed for memorable family experiences.
  5. Vibrant Culinary Scene: Indulge in delicious local cuisine that reflects the friendly, welcoming atmosphere of Southside.

Popular types of accommodation around Southside

When exploring Southside, our vacation rental platform offers a variety of choices, including condos, houses, and apartments. Whether you're seeking a cozy holiday cottage or a spacious vacation home, you'll find the perfect fit for your stay. With our focus on transparency and savings, you can confidently choose from a range of vacation rentals in Southside that cater to your needs and preferences.

  • Condos: The top choice for vacation rentals in Southside, offering modern amenities and easy access to local attractions.
  • Houses: A popular option for families or groups, providing spacious accommodations and a home-like atmosphere.
  • Apartments: Convenient and often centrally located, perfect for solo travellers or couples seeking a cosy stay.
  • Cottages: Charming and quaint, ideal for those wanting a peaceful retreat in a picturesque setting.
  • Villas: Luxurious and spacious, these rentals provide a high-end experience with beautiful surroundings.**

Top attractions around Southside

Southside, Jacksonville offers a diverse range of activities perfect for business trips, family vacations, or city getaways. Visitors can explore urban parks, local beaches, and entertainment facilities that cater to both outdoor enthusiasts and families seeking memorable experiences. Whether you're travelling solo or with loved ones, Southside provides an ideal backdrop for an enjoyable stay filled with urban charm and recreational fun.

  1. University of North Florida: A vibrant modern university nestled in Southside, it offers a lively atmosphere with beautiful campus scenery, perfect for leisurely strolls and cultural events.
  2. Jacksonville Beach Pier: Located 16.1km from Southside, this picturesque pier provides stunning ocean views and opportunities for fishing and leisurely walks, ideal for those seeking seaside excursions.
  3. VyStar Veterans Memorial Arena: Situated 17.7km away, this entertainment venue hosts various family-friendly events, from concerts to sports, creating a lively atmosphere for all ages.

Things to do recommended for couples

For a romantic getaway in Southside, Jacksonville, indulge in the luxurious atmosphere of San Jose Country Club or venture 14.5km to the exquisite Sawgrass Country Club. Both offer a serene setting perfect for couples looking to relax and enjoy each other's company.

Things to do recommended for families

During your family vacation in Southside, Jacksonville, enjoy a fun-filled day at Adventure Landing waterpark or explore the excitement at Latitude 30 arcade. For a relaxing outing, visit South Beach Park and Sunshine Playground, perfect for wellness and family bonding.

Things to do recommended for groups

Explore the vibrant St. Johns Town Center for shopping and dining, hit the greens at TPC Sawgrass for an exciting golf experience, or enjoy a show at Theatre Jacksonville for a night of culture and entertainment. Perfect activities for your group getaway!

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

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Southside with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Southside with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, considering your location in relation to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Southside: For many families, a vacation isn’t truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southside: If you're searching for vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rental options. 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 around Southside

Southside, Jacksonville, offers a vibrant mix of family-friendly activities and business opportunities, making it an ideal vacation spot for everyone. Explore the nearby scenic parks, indulge in local cuisine, and enjoy excursions that showcase the friendly atmosphere. Whether you're seeking relaxation or adventure, Southside and its surrounding areas provide a delightful experience that captures the essence of a perfect getaway in sunny Florida.

  • Jacksonville Beach: Located 14.5km from Southside, Jacksonville Beach is a vibrant coastal city that beckons visitors with its sun-soaked shores and family-friendly atmosphere. Known for its stunning beaches and outdoor activities, it's an ideal spot for sunbathing, swimming, and beach sports. The area features a range of accommodations, from luxurious resorts to charming beachside inns. In addition to the beach experience, shopping enthusiasts will enjoy the local shopping centre, while golf lovers can tee off at nearby golf courses. With a lively boardwalk and numerous dining options, Jacksonville Beach offers a perfect blend of relaxation and entertainment for the whole family.
  • Deercreek: Just 3.2km away from Southside, Deercreek is a welcoming neighbourhood known for its suburban charm and family-oriented lifestyle. This area is ideal for those seeking a blend of city convenience and tranquil living. Visitors can explore urban parks, engage in sports at the local stadium, or visit the sports museum to learn about the region’s athletic heritage. With several shopping centres nearby, Deercreek caters to all your retail needs. Whether you’re enjoying a family outing or conducting business, Deercreek offers a friendly atmosphere and a wealth of amenities.
  • Deerwood: Also located 3.2km from Southside, Deerwood is an upscale neighbourhood that combines business, family, and city experiences. This area is home to modern educational institutions and a vibrant community atmosphere, making it a great place for families and professionals alike. Visitors can enjoy shopping at local centres and take in events at the nearby stadium. The proximity to Jacksonville Beach adds to Deerwood's appeal, allowing for quick trips to the coast. With its beautiful surroundings and ample amenities, Deerwood is a great destination for a well-rounded vacation experience.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January55.9°F (13.3°C)Light RainMostly SunnySlightly LowSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnyAverageSlightly Low
March64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
April70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
May75.7°F (24.3°C)Light RainMostly SunnyAverageSlightly High
June80.8°F (27.1°C)Light RainMostly SunnySlightly HighSlightly High
July82.4°F (28.0°C)Light RainMostly SunnySlightly HighSlightly High
August82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
September79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
October72.9°F (22.7°C)Light RainMostly SunnyAverageSlightly Low
November64.6°F (18.1°C)Light RainMostly SunnySlightly LowAverage
December60.1°F (15.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travel adventures. You can easily create new trips, continue from where you last paused, or review and manage your itinerary. Your saved or booked properties will be neatly organized under sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Southside?
The most popular types of vacation rentals in Southside are apartments. Looking for something different? Vrbo has a variety of options to match the diverse needs of our guests, so you’ll see properties in loads of shapes and sizes. The perfect home away from home is waiting for you — find yours today.
How much does it cost to rent a vacation rental in Southside?
Length of stay, property type and time of year are some factors that can affect the price of a vacation home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Southside?
Prices for beach houses in Southside may differ depending on the style and size of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and the number of guests to view your options and prices. From there you can use the filters to narrow your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Southside?
Yes. Pick from 375 vacation homes that roll out the welcome mat in Southside on Vrbo. Our cuddly best friends need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to find a pad where your doggie can join in the fun.
Can I rent a house with a pool in Southside?
Tick the “pool” box in our handy filter tool and pick from 161 houses with private pools in Southside on Vrbo. Lazy soak or ball games and races? How you spend your leisure time is up to you when your Vrbo vacation property comes with a swimming pool.
What are popular rental amenities in Southside?
A garden, a chef and a nearby waterfront are rated the most popular rental amenities in Southside. Whether you plan to travel as a party of one, with your better half or a group of family members, Vrbo will help you find a vacation home that suits your tastes with all the features you’ll enjoy.
Are there large group vacation rentals in Southside?
You can choose from 19 vacation properties in Southside that can sleep 10 or more people. Whether you’re planning time away with extended family or a celebration like a birthday, there’s plenty of room to get your loved ones together under one roof.
Are there vacation rentals in Southside that welcome kids?
Southside has 375 family-friendly vacation rentals to pick from. And booking a stay that welcomes kids is super easy with our “Properties good for families” filter. In addition to having the whole place to yourselves, you can also look forward to conveniences and perks like living rooms, kitchens and yards.
What are the top attractions for families in Southside?
Keep the kids busy at these fantastic family-friendly attractions in Southside:

  • Mandarin Museum
  • Latitude 30
  • Hands on Childrens Museum

Are there one-bedroom vacation rentals in Southside?
Yes, you can take your pick from 117 one-bedroom rentals in Southside. Whether you’d prefer a cozy chalet or a cabin, Vrbo’s one-bedroom properties are perfect if you don’t require tons of space. One of the main perks of having your own digs? You’ll never need to share your trip with strangers.
Can I find two-bedroom vacation rentals in Southside?
Southside has 109 two-bedroom vacation properties for you to select from. Go for a vacation home with all the comfort and space you need at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Southside?
You can pick from 178 vacation rentals with WiFi in Southside. If you’d like to disconnect from the world on your break, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Southside?
Southside has 369 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To find a stay on Vrbo offering this amenity, enter your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Southside?
The age limit can differ between properties on Vrbo, so double-check the rules of the vacation home in Southside you’re considering. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Southside for?
It really depends on the Southside property. To browse available options offering extended stays, just enter your dates and guest number into the Vrbo search page. You can look forward to having the whole place to yourself, along with comforts such as a fully-equipped kitchen and a backyard where the little ones can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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