Discover Your Perfect Southside Vacation Homes

Southside Luxury Rentals

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Find More Southside Villas, Resorts, & Rentals on BedroomVillas

Southside Large Vacation Homes

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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.

Weekly Weather Forecast for Southside

How to Book Your Southside Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Southside

More Top-Rated Vacation Rentals in Southside Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

Other Places to Stay in Southside

Estate Bovoni
Estate Bovoni Vacation Rentals
Mangrove Lagoon
Mangrove Lagoon Vacation Rentals
Estate Charlotte Amalie
Estate Charlotte Amalie Vacation Rentals
Estate Hoffman
Estate Hoffman Vacation Rentals
Estate Bolongo
Estate Bolongo Vacation Rentals
Havensight
Havensight Vacation Rentals
Bellevue
Bellevue Vacation Rentals
Frenchman's Bay
Frenchman's Bay Vacation Rentals
Estate Bakkero
Estate Bakkero Vacation Rentals
South Coast
South Coast Vacation Rentals
Estate Frenchman Bay
Estate Frenchman Bay Vacation Rentals
Green Cay Plantation
Green Cay Plantation Vacation Rentals
More Places to Stay Near Southside

Southside Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Southside?

There are a lot of options in Southside. If you plan on staying in the Southside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southside:

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

There are 23 vacation rentals with private pools near Southside. Top-rated RBO homes that have access to a swimming pool include:

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 2025 is over 427 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. 

Southside Top Rated Vacation Rentals

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