Southside vacation rentals

We found 255 vacation rentals — enter your dates for availability

Discover a selection of 88 homes and other vacation rentals in Southside that are perfect for your trip. Vacation homes offer the amenities you expect for you and your friends, family, or even pets, such as a hot tub and garden. At the end of the day, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about Southside

Why visit Southside

  • Family-friendly activities: Enjoy a variety of attractions and outdoor adventures suitable for all ages.
  • Beautiful beaches: Relax at stunning nearby beaches, perfect for sunbathing and water sports.
  • Vibrant local culture: Explore the lively streets filled with local businesses, art, and dining options.
  • Southside Park: Unwind in this lovely park, featuring recreational activities and scenic views.
  • Diverse accommodations: Choose from cozy vacation homes, stylish condos, and charming apartments for your stay.

Popular types of accommodation around Southside

Planning a getaway to Southside? You’re in for a treat. Explore a variety of popular vacation rental options, including cozy houses, stylish condos, and charming apartments. Whether you're searching for lakeside homes, delightful cottage rentals, or spacious house rentals, Southside has something for everyone. Start your adventure today and find the perfect spot to relax and unwind.

  • Houses: These spacious residences are the top choice for visitors in Southside, ideal for families or groups seeking comfort and privacy.
  • Condos: A popular option, condos offer modern amenities and often come with access to pools and fitness centers, perfect for a relaxed stay.
  • Apartments: Budget-friendly and conveniently located, apartments are a great choice for travelers looking for a home-like experience.
  • Cottages: These quaint, charming retreats provide a cozy atmosphere for a peaceful getaway.
  • Villas: Luxurious and spacious, villas are perfect for those seeking upscale living with beautiful surroundings.**

Top attractions near Southside

Southside in West Palm Beach, Florida, is perfect for family-friendly vacations, offering a mix of outdoor activities and city experiences. Visitors can explore vibrant streets, beautiful beaches, and event venues while enjoying cultural and family-oriented attractions. Ideal for weekend getaways, Southside Park and nearby South Shore provide additional options for relaxation and fun. Make the most of your trip with a variety of vacation ideas tailored to all types of travelers.

  • Palm Beach County Convention Center: This modern venue is perfect for conferences and events, featuring spacious meeting rooms and state-of-the-art facilities. Its business vibe attracts professionals from various industries, making it a hub of activity.
  • Lake Worth Beach: A picturesque beach known for its golden sands and vibrant atmosphere, perfect for swimming, sunbathing, and enjoying beachside dining. The laid-back vibe encourages relaxation and fun in the sun.
  • Clematis Street: This lively street is the heart of downtown West Palm Beach, filled with shops, restaurants, and nightlife. The energetic city vibe makes it an ideal spot for dining, entertainment, and people-watching.

Things to do recommended for couples

For a romantic getaway in Southside, indulge in the luxury of Mar-a-Lago, just 2 miles away. For adventure, try Paddle Away Sports, 5 miles from Southside, or enjoy a fun-filled day at Adventure Mini Golf, located 7 miles away. Perfect for couples seeking memorable experiences.

Things to do recommended for families

In Southside, families can unwind at South Olive Park, enjoy a game at the National Croquet Center just 2 miles away, or experience fun and adventure at AMF Boynton Beach Lanes located 9 miles from Southside. Perfect spots for creating lasting memories.

Things to do recommended for groups

Groups visiting Southside can enjoy shopping and entertainment at CityPlace, just 4 miles away. For outdoor enthusiasts, the West Palm Beach Municipal Golf Course offers a great sports experience only 0.8 miles away. Don't miss the cultural charm of Palm Beach Dramaworks, also 4 miles from Southside.

*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 planning a trip with a group, family, pets, or seeking extended stays, 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, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Southside with young kids: Traveling with little ones can be difficult. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southside: For many, a family vacation isn't truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Southside: If you're in search of vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Southside

Southside, West Palm Beach, offers a delightful mix of family-friendly activities and tropical excursions. Explore nearby neighborhoods for a taste of local business and romance, or unwind at beautiful beach locations. From vacation homes to vibrant city adventures, Southside serves as an ideal base for discovering the best destinations in the area, including the iconic South Beach. Enjoy the perfect blend of relaxation and exploration on your visit.

  • West Palm Beach: Nestled in the heart of South Florida, West Palm Beach boasts a vibrant atmosphere perfect for families and outdoor enthusiasts. As a gateway to stunning beaches, visitors can enjoy a day soaking up the sun along the coastline or exploring the beautiful family-friendly beach areas. The city offers a variety of shopping experiences, from bustling malls to charming boutique areas. For those seeking culture, the local theaters host a range of performances, making it a lively destination for entertainment. West Palm Beach’s tourist precinct is a must-visit, filled with attractions that cater to all ages.
  • Palm Beach: Just 3 miles from Southside, Palm Beach is an upscale destination known for its luxurious atmosphere and beautiful beaches. Ideal for families, this city offers a plethora of outdoor activities, including sunbathing and water sports along its pristine coastline. Visitors can explore high-end shopping centers and exclusive private clubs that add to the city's allure. The beach and family-friendly areas are perfect for creating lasting memories, while the tourist precinct provides a mix of attractions that highlight the charm of Palm Beach.
  • Lake Worth: Located 3 miles from Southside, Lake Worth is a picturesque city that offers a blend of family, beach, and outdoor experiences. Known for its vibrant art scene, visitors can stroll through charming streets adorned with colorful murals. Lake Worth is also home to beautiful beaches and golf courses, making it a favorite for those looking to relax or engage in outdoor activities. The city's shopping areas provide ample opportunities for unique finds, while its tourist attractions are sure to delight visitors of all ages.

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 month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.2°F (20.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February70.3°F (21.3°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
March71.8°F (22.1°C)Light RainMostly SunnyModerately HighSlightly High
April75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June81.3°F (27.4°C)Moderate RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Moderate RainMostly SunnyAverageAverage
August83.5°F (28.6°C)Moderate RainMostly SunnyModerately LowSlightly Low
September82.0°F (27.8°C)Moderate RainMostly SunnyModerately LowSlightly Low
October79.0°F (26.1°C)Light RainMostly SunnyModerately LowSlightly Low
November74.5°F (23.6°C)Light RainMostly SunnyAverageAverage
December71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? Staying flexible with your travel dates can really pay off, as prices can vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to narrow down options by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. Being the organizer really has its perks. Enroll in our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new trips, refine your existing plans, or manage your bookings. Your saved or reserved properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To discover more about 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 accommodation, with around 71 available throughout the area. These houses provide ample space and are often situated near local parks and community centers, making them ideal for families or groups. Most houses come equipped with amenities such as fully equipped kitchens, outdoor patios or decks, and spacious living areas for relaxation. Additionally, there are several apartments, cottages, villas, and condos available, offering a variety of options for different preferences and group sizes.
Are there any beach house rentals in Southside?
In Southside, Florida, there are approximately 221 beach house rentals available. These properties are typically situated near the shoreline, providing easy access to the beach and local attractions. Travelers can expect a variety of amenities, including spacious living areas, fully equipped kitchens, outdoor decks or patios for alfresco dining, and often private pools or hot tubs for relaxation. The rentals tend to cater to families and groups, offering multiple bedrooms and ample space for everyone to unwind after a day of beach activities.
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 typically include fully equipped kitchens, allowing travelers to prepare their own meals. Many rentals feature private pools, with some even offering heated options for a comfortable swim year-round. Outdoor spaces are also common, with patios providing a superb setting for relaxation or gatherings. Additional amenities like blenders are often included, suiting guests who enjoy making smoothies or cocktails.
Are there any family house rentals in Southside?
In Southside, Florida, there are a variety of family-friendly house rentals available, numbering around 62. This area is known for its welcoming atmosphere and proximity to attractions that the whole family can enjoy. Many of these homes offer spacious living areas, fully equipped kitchens great for preparing meals together, and outdoor spaces ideal for children to play or for family gatherings.

Visitors will find that the locale is near parks and recreational areas, providing ample opportunities for outdoor activities. Additionally, the homes often come with amenities such as air conditioning, Wi-Fi, and sometimes even private pools, ensuring a comfortable and enjoyable stay for everyone.
Can I rent a vacation home with a pool or hot tub in Southside?
In Southside, Florida, there are plenty of vacation homes available for rent that come equipped with pools and hot tubs, with around 49 options featuring pools and 12 with hot tubs. This area offers a mix of vibrant neighborhoods ideal for travelers seeking relaxation and recreation. Many properties provide spacious outdoor areas, including private pools and hot tubs for soaking after a day in the sun.

Expect amenities such as fully equipped kitchens, outdoor dining spaces, and comfortable living areas, superb for family gatherings or group getaways. Some rentals may also offer additional features like barbecue grills and landscaped gardens, enhancing the overall experience of your 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.
Are there pet-friendly vacation rentals in Southside?
Yes, you can book pet-friendly vacation rentals in Southside, Florida. This area offers a variety of options, with 41 rentals available that welcome pets. Many of these properties are designed to provide a comfortable stay for both you and your furry companions, featuring amenities such as fenced yards, pet beds, and easy access to outdoor spaces.

Travelers can expect a range of accommodations, from modern apartments to spacious single-family homes, often including conveniences like full kitchens, laundry facilities, and outdoor patios where pets can enjoy the fresh air. The Southside neighborhood is also close to parks and open spaces, making it easy to take your pets for walks or playtime.
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?
March is the most popular time to visit Southside, Florida, when the weather is warm and inviting, making it an ideal choice for vacationers seeking a blend of relaxation and adventure. This peak season runs from January to March, attracting tourists eager to enjoy the area's beautiful beaches and outdoor activities. With temperatures typically ranging from the low 60s to high 70s Fahrenheit, visitors can comfortably partake in a variety of pursuits, from sunbathing to water sports.

During this vibrant season, Southside is bustling with activity. Travelers can explore the stunning coastline, indulge in fresh seafood at local restaurants, or partake in lively community events. The pleasant climate enhances sightseeing opportunities, allowing for leisurely strolls along the waterfront or exploration of nearby parks and nature trails.

For those seeking a more budget-friendly option, May offers a wonderful alternative. While the tourist crowds have thinned, the weather remains warm and enjoyable, making it great for outdoor adventures without the hustle and bustle of peak season. In May, you can relish the tranquility of the beaches and take advantage of lower rental rates, all while still enjoying the beautiful surroundings that Southside has to offer.

Ultimately, the best time to visit Southside hinges on your preferences: whether you wish to immerse yourself in the lively atmosphere of peak season or savor the quieter charm of late spring.
Are there any remote work vacation rentals in Southside?
In Southside, Florida, remote work vacation rentals are readily available, with around 69 options to choose from. Accommodations in this vibrant area often come equipped with essential amenities for remote workers, including high-speed Wi-Fi, dedicated office spaces, and comfortable desk chairs, allowing for an efficient work environment. Many rentals also feature laptop workspaces and additional tech amenities such as computer monitors, ensuring that you have everything needed for productivity during your stay.

The Southside neighborhood offers a blend of convenience and leisure, with nearby parks for breaks, local cafes for a change of scenery, and easy access to shopping and dining. This makes it a suitable location for those balancing work and relaxation, as you can enjoy the area's attractions while maintaining your professional commitments. 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 reflect the area's vibrant culture and recreational opportunities. The St. Johns Town Center is a major highlight, featuring an array of shopping, dining, and entertainment options, making it a prime destination for both locals and tourists. Nearby, the beautiful Memorial Park offers scenic walking trails, picnic areas, and views of the St. Johns River, great for outdoor enthusiasts looking to relax or engage in activities like jogging and biking.

For those interested in art and history, the nearby Riverside neighborhood is home to the Cummer Museum of Art and Gardens, which showcases an impressive collection of artwork and beautifully landscaped gardens. This area also features charming historic architecture and a lively arts scene.
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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