Discover Your Perfect Southside Vacation Homes

Best Vacation Homes in Southside

New
House
4 Bedrooms 4 Baths 9 Guests 2050 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£677/Night 7 Nights - £4,738
star-icons-4
House
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 5 Guests 1194.79 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£274/Night 7 Nights - £1,917
Hotel
like-icon10.0
Exceptional
(1 Review)
1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£124/Night 7 Nights - £870
House
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
2 Bedrooms 2 Baths 7 Guests 1001 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£526/Night 7 Nights - £3,684
star-icons-4
Villa
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1377.78 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
£315/Night 7 Nights - £2,206
House
like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£236/Night 7 Nights - £1,653
House
like-icon10.0
Exceptional
(33 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£102/Night 7 Nights - £716
House
like-icon10.0
Exceptional
(27 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£211/Night 7 Nights - £1,476

Southside Luxury Rentals

star-icons-4
House
5 Bedrooms 4 Baths 8 Guests 27986.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
£1,213/Night 7 Nights - £8,488
star-icons-4
Villa
like-icon9.8
Exceptional
(6 Reviews)
5 Bedrooms 5 Baths 13 Guests 3853.48 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£1,101/Night 7 Nights - £7,704
star-icons-4
House
5 Bedrooms 4 Baths 12 Guests 3562.85 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£908/Night 7 Nights - £6,353
House
like-icon9.6
Exceptional
(20 Reviews)
5 Bedrooms 4 Baths 12 Guests 3562 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£876/Night 7 Nights - £6,132
House
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 4 Baths 10 Guests 2236 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£837/Night 7 Nights - £5,857
House
like-icon10.0
Exceptional
(57 Reviews)
4 Bedrooms 4 Baths 8 Guests 3305 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£833/Night 7 Nights - £5,830
Villa
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 4 Baths 13 Guests 3850 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£765/Night 7 Nights - £5,356
star-icons-4
Apartment
4 Bedrooms 3 Baths 8 Guests 2271.19 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£749/Night 7 Nights - £5,245

Southside Pet Friendly Vacation Rentals

House
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£238/Night 7 Nights - £1,668
House
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£479/Night 7 Nights - £3,352
House
3 Bedrooms 3 Baths 6 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£473/Night 7 Nights - £3,309
House
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£150/Night 7 Nights - £1,053
star-icons-4
Apartment
like-icon9.5
Exceptional
(18 Reviews)
8 Bedrooms 4 Baths 16 Guests 796.53 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£132/Night 7 Nights - £925
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£267/Night 7 Nights - £1,870
Apartment
like-icon9.6
Exceptional
(37 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Ocean View
    Ocean View
  • View
    View
More amenities
£112/Night 7 Nights - £786
Cottage
like-icon9.0
Exceptional
(64 Reviews)
1 Bedroom 1 Bath 2 Guests 470 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£118/Night 7 Nights - £827

Southside Large Vacation Homes

House
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
£407/Night 7 Nights - £2,848
star-icons-4
Apartment
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 12 Guests 2303.48 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£570/Night 7 Nights - £3,987
Villa
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 10 Guests 2290 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£473/Night 7 Nights - £3,313
House
like-icon8.7
Fabulous
(17 Reviews)
3 Bedrooms 2 Baths 10 Guests 1334.72 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
£165/Night 7 Nights - £1,157
House
like-icon8.0
Excellent
(8 Reviews)
6 Bedrooms 4 Baths 14 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£384/Night 7 Nights - £2,690
House
3 Bedrooms 1 Bath 10 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£268/Night 7 Nights - £1,879
House
like-icon9.4
Exceptional
(13 Reviews)
6 Bedrooms 3 Baths 16 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£703/Night 7 Nights - £4,920
House
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£937/Night 7 Nights - £6,556

Why Choose Rent By Owner for your Southside Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Southside

When should you plan your Vacation Rentals stay?

To make the most of your stay here, consider planning your trip during the region's moderate seasons when the weather is most inviting and the area is less crowded, ensuring a relaxing and enjoyable vacation experience in Southside, West Palm Beach, Florida.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season as travelers seek warm weather and sunny skies in Southside’s inviting area. The region's pleasant temperatures attract vacationers looking for a relaxing escape.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring Break (March to April)

Spring break signifies another busy period when families and students flock to the area for beach activities and outdoor enjoyment. The vibrant atmosphere makes it an ideal time for booking vacation rentals along the coast.

Average Temperature Daytime: 78°F - Nighttime: 62°F

Off-Season Highlights

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Summer (June to August)

The summer months see fewer visitors as the region experiences hotter and more humid conditions. This quieter time offers a more relaxed experience for those seeking peace and less crowded beaches.

Average Temperature Daytime: 88°F - Nighttime: 74°F
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Fall (September to November)

Autumn brings milder temperatures and fewer tourists, making it a favorable time to enjoy the area's natural beauty without the high-season crowds. It’s an excellent period for quieter getaways in this coastal region.

Average Temperature Daytime: 82°F - Nighttime: 66°F

Weekly Weather Forecast for Southside

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax under the Florida sun.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
  • Benefit from landscaped gardens or lush backyard areas for outdoor leisure.
  • Make use of outdoor grills or barbecue stations for family cookouts in the region.
  • Relax in outdoor lounge areas with comfortable seating, ideal for evening gatherings.
  • Discover nearby walking paths or bike trails that encourage outdoor exploration.
  • Secure private parking spaces to conveniently access your outdoor adventure in this area.
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Family Activities

  • South Florida Science Center and Aquarium: Engage your family with interactive exhibits and marine life encounters right in this vibrant area.
  • Explore lively streets filled with entertaining shops, family-friendly dining options, and local events suited for all ages.
  • Discover a lush oasis where kids can enjoy outdoor adventures amid beautiful tropical and subtropical plants.
  • Introduce your family to inspiring art collections and engaging educational programs in the heart of the region.
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Adult Activities

  • Exploring Clematis Street: You can enjoy vibrant nightlife, unique shops, and excellent dining options just a short drive from your vacation rental in this lively area.
  • Relaxing at Palm Beach County Convention Center: Attend an engaging event or conference in the region's premier venue, conveniently accessible from your stay.
  • Visiting the Norton Museum of Art: Immerse yourself in world-class artwork and cultural exhibits located in close proximity to your accommodation here.
  • Enjoying Ann Norton Sculpture Gardens: Discover stunning outdoor sculptures and peaceful walking pathways situated within easy reach of your rental in the region.

Other Places to Stay in Southside, FL

Southside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the area's vibrant culinary scene by sampling nearby restaurants and cafes that showcase regional flavors during your stay.
  • Visit nearby outdoor spaces: Make the most of the region’s inviting parks and recreational areas for leisurely walks, picnics, or outdoor activities close to your vacation rental.
  • Plan day trips to local attractions: Use your vacation rental as a comfortable base to discover popular sights and cultural spots within easy driving distance here.
  • Utilize the neighborhood amenities: Maximize your experience by taking part in community events or enjoying on-site facilities that enhance your relaxation here.

Transportation Options

  • Rental Car Services: Opt for local rental car agencies to explore the region at your own pace and enjoy the flexibility of traveling around Southside with comfort.
  • Public Transportation: Buses and shuttles provide an affordable way to navigate the area and visit nearby attractions without the hassle of parking.
  • Taxi and Rideshare Options: Conveniently access taxis or rideshare services like Uber and Lyft for quick, door-to-door transportation here in the region.
  • Bicycle Rentals: Consider renting bicycles to experience the surrounding scenery while maintaining an eco-friendly and active mode of transportation.

Local Customs Options

  • Respect for Local Artisans: Appreciating the area's vibrant art scene by supporting local galleries and craft markets is a valued custom during your stay.
  • Celebration of Cultural Festivals: Participating in community festivals and events showcases the region’s lively spirit and deep-rooted traditions.
  • Casual Beach Attire Etiquette: Embracing relaxed dress codes at the nearby beaches reflects the laid-back lifestyle of this coastal destination.
  • Environmental Consciousness: Practicing eco-friendly habits, such as proper waste disposal and conservation efforts, aligns with the area's commitment to preserving its natural beauty.

Frequently Asked Questions About Southside?

2. How many vacation rentals have private pools in Southside?

3. Which vacation homes in Southside are best for families?

If you are looking for a family-friendly vacation home in Southside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southside:

4. How many Rentbyowner vacation rentals are available in Southside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 232 in the Southside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Southside. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the host and specific property listing. It’s recommended to review the individual rental's cancellation terms before booking or contact the owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are common and are specified in each listing. Be sure to read the full details on the property page or reach out to the host for clarification.

7. How do I secure my reservation for a stay in this destination?

Reservations are secured through the online booking system by providing your details and payment. Confirm all reservation details with the owner if needed, and ensure that you receive a confirmation email to finalize your booking.

8. Is Wi-Fi and other amenities included in the rental in this region?

Most listings in this area include basic amenities such as Wi-Fi, but it's important to verify the availability and specifics on each property page or by contacting the owner directly.

9. What should I know about check-in and check-out procedures in these vacation rentals?

Check-in and check-out times are set by the host and can vary between properties. Details are usually provided after booking or in the reservation confirmation. Contact the owner if you need to arrange early or late check-in.

Southside Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
3 Bedrooms 2 Baths 5 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£459/Night 7 Nights - £3,214
House
like-icon10.0
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£305/Night 7 Nights - £2,132
House
like-icon10.0
Exceptional
(32 Reviews)
3 Bedrooms 2 Baths 8 Guests 1670 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£310/Night 7 Nights - £2,171
House
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 3 Baths 6 Guests 1521 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£566/Night 7 Nights - £3,963
House
like-icon10.0
Exceptional
(16 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£435/Night 7 Nights - £3,042
House
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£370/Night 7 Nights - £2,587
House
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£414/Night 7 Nights - £2,897
House
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1438 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£448/Night 7 Nights - £3,134