Southside vacation rentals

We found 247 vacation rentals — enter your dates for availability

Welcome to Southside, where sun-kissed beaches meet a vibrant atmosphere perfect for family adventures and romantic getaways alike. Explore the stunning shores of Lake Worth Beach, indulge in upscale shopping on Worth Avenue, or unwind in lush urban parks that celebrate the area’s rich culture. With diverse accommodations ranging from stylish condos to spacious homes, you’ll find the perfect home base to create unforgettable memories while enjoying the comfort and convenience of a vacation rental.

Holiday rentals with weekly discounts - Southside

Showing deals for:Nov 20 - Nov 27

Room
Living area
Private kitchen
Outdoor dining
Exceptional
(18 reviews)

Private Cabana near West Palm and Lake Worth

Lake Worth

9% off
$147
$1,032 for 7 nights
All fees included
Private Cabana near West Palm and Lake Worth
Interior
Backyard has 1 Gas Grill and Charcoal Grill for outdoor cooking
living room with smart TV
Queen Bed
Exceptional
(107 reviews)

Beautiful Vacation Home 3 BR/2 BA with Private Heated Pool

West Palm Beach

9% off
$261
$1,830 for 7 nights
All fees included
Beautiful Vacation Home 3 BR/2 BA with Private Heated Pool
Interior
Room
Dining
Property grounds
Exceptional
(9 reviews)

Minutes from Downtown & Beach. Cottage on a Park in a Historic Neighborhood

West Palm Beach

8% off
$127
$886 for 7 nights
All fees included
Minutes from Downtown & Beach. Cottage on a Park in a Historic Neighborhood
Private kitchen
Living area
Terrace/patio
Interior
Exceptional
(18 reviews)

3-bedroom house in lovely West Palm Beach with Fast WiFi, KING Bed

West Palm Beach

8% off
$316
$2,214 for 7 nights
All fees included
3-bedroom house in lovely West Palm Beach with Fast WiFi, KING Bed
Private kitchen
Pool
Room
Interior
Exceptional
(19 reviews)

Salthaus Suite B - Step out to Pool

West Palm Beach

9% off
$265
$1,853 for 7 nights
All fees included
Salthaus Suite B - Step out to Pool
Interior
Pool
Tropical garden walkway
Christmas lights at night
Exceptional
(195 reviews)

“Casa Pina”

West Palm Beach

9% off
$182
$1,276 for 7 nights
All fees included
“Casa Pina”

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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.

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 about 65 available throughout the area. These houses often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups. Additionally, there are several apartments, villas, and cottages, providing a variety of options for travelers seeking different experiences.
Are there any beach house rentals in Southside?
In Southside, Florida, there are about 180 beach house rentals available, making it an attractive destination for travelers seeking a coastal getaway. These properties are typically located near the beach and often feature amenities such as multiple bedrooms, fully equipped kitchens, spacious living areas, and outdoor patios or decks for enjoying the warm Florida weather. Many beach houses also come with additional features such as private pools, BBQ grills, and easy access to local attractions and dining options, allowing guests to experience both comfort and convenience during their stay.
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, vacation rentals commonly feature a variety of desirable amenities. Most properties include a fully equipped kitchen, allowing travelers to prepare their own meals with ease. Many rentals also offer outdoor spaces such as decks or patios, providing a ideal setting for relaxation or dining al fresco. A coffee or tea maker is typically available to help guests start their day with a warm beverage. Onsite parking is another convenient amenity, making it easier for visitors to explore the area. Additionally, several rentals come with private pools, offering a refreshing retreat to enjoy during the warm Florida days.
Can I find family house rentals in Southside?
In Southside, Florida, there are plenty of family-friendly house rentals available—around 55 in total. This vibrant area offers a variety of spacious homes suitable for families, often featuring amenities such as full kitchens for preparing meals, comfortable living rooms for relaxation, and outdoor areas great for children to play. Many properties also include conveniences like Wi-Fi and air conditioning, ensuring a pleasant stay for all guests.Families can enjoy nearby attractions, including parks with playgrounds and recreational facilities, making it easy to engage in outdoor activities.
Can I rent a vacation home with a pool or hot tub in Southside?
In Southside, Florida, travelers will find a variety of vacation homes available for rent that come with both pools and hot tubs, with around 52 options featuring pools and 13 offering hot tubs. This vibrant area is known for its pleasant climate and proximity to various attractions, making it an excellent choice for vacationers seeking relaxation and comfort.Visitors can expect amenities such as private pools ideal for cooling off on warm days, hot tubs great for unwinding, and spacious outdoor areas for entertaining or lounging. Many properties also include fully equipped kitchens, allowing guests to prepare their own meals, as well as comfortable living spaces for family gatherings or downtime.
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 can find a variety of pet-friendly vacation rentals, with around 44 options available. This vibrant neighborhood offers a mix of accommodations that cater to both pets and their owners, ensuring a comfortable stay. Many of the rentals come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.Additionally, Southside is conveniently located near several parks and green spaces, making it an excellent choice for pet owners. Nearby parks provide walking trails and open areas for pets to enjoy, enhancing the overall experience for travelers looking to explore the outdoors with their 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?
The best time to visit Southside for a vacation rental is during the peak season from January to March, when the area is bustling with activity and vibrant energy. This period attracts travelers eager to soak up the sun, enjoy outdoor activities, and explore the beautiful landscapes of Florida. With mild temperatures ranging from the low 50s to the high 70s Fahrenheit, visitors can comfortably partake in sightseeing, beach outings, and various recreational opportunities.March, in particular, stands out as a popular month, as it offers a superb blend of pleasant weather and a lively option. It's an ideal time for those who love outdoor adventures, whether it's hiking in nearby parks or enjoying water sports in the nearby rivers and lakes. The community is alive with festivals and events, providing ample chances to mingle with locals and fellow travelers.For those looking for more budget-friendly options, May is a fantastic time to visit Southside. This month offers a quieter experience with fewer crowds, allowing for a more relaxed exploration of the area's attractions. Visitors can still enjoy beautiful weather and take advantage of lower rental rates, making it a smart choice for those seeking great value.
Are there any remote work vacation rentals in Southside?
In Southside, Florida, there are plenty of remote work vacation rentals available, with around 74 options to choose from. Many of these properties are equipped with essential amenities that cater to remote workers, including high-speed Wi-Fi, dedicated office spaces, and comfortable living areas conducive to productivity.Travelers can expect modern accommodations that often feature fully equipped kitchens, spacious bedrooms, and convenient laundry facilities, allowing for a comfortable extended stay. The Southside neighborhood is well-positioned with access to various local attractions, parks, and restaurants, providing a pleasant blend of work and leisure. 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 that highlight the area's vibrant culture and outdoor offerings. The Southside area is known for its proximity to the St. Johns Town Center, a popular shopping destination featuring a wide range of retail stores, restaurants, and entertainment options. This bustling hub is superb for those looking to indulge in shopping or enjoy a meal at one of the many eateries.For outdoor enthusiasts, the nearby Jacksonville Beach is just a short drive away, offering sandy shores and opportunities for water activities such as swimming, surfing, and beachcombing. The scenic parks in the area, such as the beautiful Huguenot Memorial Park, provide additional recreational options with trails for hiking, birdwatching, and picnic areas.Additionally, the Southside neighborhood is close to the vibrant arts scene in downtown Jacksonville, where visitors can explore the Museum of Contemporary Art and attend various cultural events.
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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