Southside holiday lettings

We found 245 holiday rentals — enter your dates for availability

Discover a selection of 85 homes and other holiday rentals in Southside that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and parking. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Southside

Showing deals for:22 May - 29 May

Image gallery for West Palm Beach- Mediterranean Estate -Heated Pool -6 bedrooms/4 bath- Sleeps 14

Pool
8.0 out of 10, Very good, (8 reviews)
Very good
(8 reviews)

West Palm Beach- Mediterranean Estate -Heated Pool -6 bedrooms/4 bath- Sleeps 14

West Palm Beach

7% off
Price is £4,500
for 7 nights, 1 home
£643 per night
includes taxes & fees
West Palm Beach- Mediterranean Estate -Heated Pool -6 bedrooms/4 bath- Sleeps 14

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Southside

  • Charming neighbourhoods: Explore the delightful South End, featuring quaint cafes and inviting parks.
  • Beautiful beaches: Enjoy romantic strolls along the nearby beaches, perfect for relaxation.
  • Family-friendly activities: Discover numerous attractions that cater to visitors of all ages.
  • Cultural experiences: Immerse yourself in the rich culture and vibrant atmosphere of West Palm Beach.
  • Diverse accommodation options: Choose from cosy apartments to stylish condos, ensuring a comfortable stay.

Popular types of accommodation around Southside

Discover the charm of Southside with our selection of vacation rentals. Whether you're after a cosy apartment, a spacious private holiday home, or a modern condo, there’s something to suit every traveller's needs. Southside, West Palm Beach, offers a variety of choices, from inviting houses to stylish apartments, ensuring you find the perfect base for your getaway. Let us help you uncover the ideal accommodation for your next adventure.

  • Houses: The top choice for visitors to Southside, these homes offer spacious accommodations ideal for families or groups seeking privacy.
  • Condos: A popular option, condos provide a blend of comfort and convenience, often with lovely amenities and shared facilities.
  • Apartments: These self-contained units are perfect for those wanting a home-away-from-home experience in Southside.
  • Cottages: Quaint and charming, cottages offer a delightful retreat for couples or small families.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale escape in Southside.**

Top attractions near Southside

Southside in West Palm Beach offers a delightful blend of family-friendly activities and outdoor adventures, making it ideal for a city-themed getaway. Visitors can explore vibrant streets, beautiful beaches, and various events. Notable points of interest include the lovely parks of West Palm Beach, the nearby Palm Beach, the Palm Beach Outlets, and the charming city of West Palm Beach itself, ensuring a rich cultural experience for all travellers.

  • Palm Beach County Convention Center: A prominent venue for conferences and events, this centre exudes a professional atmosphere, perfect for networking and business engagements. Its modern facilities cater to a variety of events, making it a hub of activity in the area.
  • Lake Worth Beach: A picturesque beach ideal for relaxation and recreation, offering golden sands and inviting waters. Enjoy beach vibes while soaking up the sun or engaging in water sports, making it a delightful spot for leisure.
  • Worth Avenue: An elegant street renowned for its upscale shops and boutiques, Worth Avenue boasts a vibrant city atmosphere. Stroll along this charming avenue, admiring its architectural beauty and indulging in luxury shopping.

Things to do recommended for couples

For a romantic getaway in Southside, indulge in the luxury of Mar-a-Lago, just 1.2km away. For adventure, try Paddle Away Sports, 3.1km off, or enjoy a fun round at Adventure Mini Golf, 4.3km away. Perfect for couples seeking memorable experiences!

Things to do recommended for families

Families can unwind at South Olive Park, a lovely recreation area in Southside, or enjoy a game at the National Croquet Center, just 1.2km away. For some adventure, AMF Boynton Beach Lanes, located 5.6km from Southside, offers a fantastic arcade experience.

Things to do recommended for groups

Explore CityPlace, a vibrant shopping centre 2.5km from Southside, perfect for entertainment and family fun. Try your hand at golf at the Palm Beach Par 3 Golf Course, located 1.2km away, or enjoy a cultural evening at the Harriet Himmel Theater, also 2.5km from Southside.

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

If you’re travelling with a group, family, pets, or planning an extended stay, be sure to apply 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 fully-equipped kitchen or outdoor areas for socialising with your group. Thankfully, you can easily refine your search on Vrbo to include all of these options and more.
  • Traveling to Southside with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is highly advisable.
  • Taking your pets with you to Southside: For many, a family holiday wouldn’t be the same without their beloved four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Southside: If you're in search of holiday rentals with special offers 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 accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Southside

Southside, West Palm Beach, offers a delightful blend of family-friendly activities and tropical relaxation. Explore the charming South End neighbourhood, where delightful cafes and parks abound, or enjoy a romantic stroll along the nearby beaches. With its vibrant atmosphere that caters to both business and leisure, Southside is the perfect base for discovering the best of Palm Beach and its surrounding areas. Excursions in this lively region promise memorable experiences for all types of travellers.

  • West Palm Beach: West Palm Beach is a vibrant city located 2.5km from Southside, offering a delightful mix of family-friendly activities and outdoor adventures. This bustling urban centre features a variety of shopping areas, including a major shopping mall, and an array of theatres showcasing the local arts scene. The nearby beaches provide the perfect backdrop for sunbathing and water sports, making it an ideal spot for families looking to enjoy the sun and surf. Notable landmarks include the stunning coastal stretches and lively tourist precincts that are easily accessible for a day of exploration.
  • Palm Beach: Just 1.9km from Southside, Palm Beach is renowned for its luxurious atmosphere and pristine beaches. This affluent city is perfect for families seeking both relaxation and adventure in an outdoor setting. Visitors can explore upscale shopping malls and charming shopping areas, or indulge in the exclusive offerings of private country clubs. The picturesque beaches are a major draw, providing a serene escape and opportunities for water activities. With a welcoming tourist precinct, Palm Beach combines elegance with a friendly atmosphere, making it a must-visit destination.
  • Lake Worth: Located a mere 1.9km from Southside, Lake Worth is a charming city known for its laid-back vibe, making it an excellent choice for families seeking beach and outdoor experiences. The area boasts a variety of recreational activities, including golf courses and shopping centres. Visitors can unwind on the beautiful beaches or explore the vibrant local arts scene. With its appealing tourist precinct and family-friendly attractions, Lake Worth is a delightful spot for those looking to enjoy both leisure and adventure in a picturesque coastal setting.

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 a breeze

Are you hoping to save some money on your next adventure? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up where you last paused, or review and arrange your travel plans. The properties you've saved or booked in the past are conveniently organised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Southside?
Prices for holiday 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 holiday 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.
Are there any Southside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southside with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Southside?
A long-stay holiday rental in Southside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Southside for a holiday rental?
The most popular time to visit Southside, Florida, is during the peak season from January to March, with March being particularly favoured by holidaymakers seeking warmth and vibrant local culture. This period attracts many visitors looking to enjoy the sunny weather and take part in various outdoor activities, including beach outings, watersports, and exploring local parks.

During these months, temperatures typically hover around 20 to 25 degrees Celsius, providing a comfortable climate for sightseeing and enjoying the stunning natural beauty of the region. Visitors can partake in leisurely strolls along the coastline or immerse themselves in the lively option of local events and festivals.

If you're looking for a more budget-friendly option, May is a wonderful time to consider a holiday rental in Southside. Although it falls into the low season, May still offers pleasant weather, with temperatures ranging from 18 to 26 degrees Celsius. This month provides an excellent opportunity to experience the area with fewer crowds, allowing you to enjoy the local attractions at a more relaxed pace.

Ultimately, your ideal time to visit Southside will depend on whether you prefer the bustling energy of the peak season or the tranquil charm of the quieter months.
How early should I book a Southside holiday rental?
Book your Southside holiday 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 holiday 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 cater to different interests. The area is known for its proximity to the St. Johns Town Centre, a premier shopping destination featuring an array of shops, restaurants, and entertainment options. Here, holiday rentals often provide convenient access to this bustling hub, allowing guests to indulge in retail therapy and dining experiences.

For those interested in outdoor activities, the nearby Jacksonville Arboretum & Gardens offers beautiful walking trails and a chance to immerse oneself in nature. The vibrant San Marco neighbourhood, just a short drive away, features charming boutiques and a selection of eateries, along with the historic San Marco Theatre, which adds a touch of cultural flair to the area.

Additionally, Southside is close to several parks, such as the scenic Memorial Park, where visitors can enjoy waterfront views and recreational opportunities.
Can I change or cancel my Southside home rental booking on Vrbo?
To find Southside holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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