1153+ Vacation Rentals & Holiday Homes in Southside |
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Southside Accommodations - Hotels & Rentals

About Southside Vacation Rentals

Discover More than 1153 Incredible Getaway Rentals Available in Southside. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Southside.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Southside, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Southside. The Average Size of Places to Stay Near Southside is 704.13 ft², with Prices Averaging US $268 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Southside. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Southside

Type Count
Vacation Homes 515
Holiday Apartments 406
Cottages 6
Villas 2

Use these Quick Filters to Find a Vacation Rental in Southside

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Southside with Online Reservations.

Weather in Southside, FL

View the weather forecast for Southside before booking your Southside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


South Riverside 488 Properties
Englewood 429 Properties
Secret Cove 410 Properties
Lakewood 299 Properties
San Jose 248 Properties
Sunbeam 205 Properties
San Marco 132 Properties
Baymeadows 56 Properties
Deerwood 45 Properties
Southpoint 43 Properties
Isle of Palms 36 Properties
Beach Haven 24 Properties

Frequently Asked Questions About Southside?

What are the top hotels, lake houses & vacation rentals in Southside?

We provide an array of great vacation destinations in Southside. If you are looking to stay in or around the Southside area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Southside:

How many Hotels & Vacation Rentals have private pools in Southside?

We have 75 Hotels & Vacation Rentals featuring a private pool in and near Southside. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Southside is best for families?

Searching for a family-friendly getaway in Southside? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Southside?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 1153 in the Southside area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Southside.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Jacksonville Vacation Rentals in Jacksonville, Florida 246
San Marco Vacation Rentals in Jacksonville, Florida 132
Baymeadows Vacation Rentals in Jacksonville, Florida 56
Deerwood Vacation Rentals in Jacksonville, Florida 45
Southpoint Vacation Rentals in Jacksonville, Florida 43
Isle of Palms Vacation Rentals in Jacksonville, Florida 36
Sandalwood Vacation Rentals in Jacksonville, Florida 30
Beach Haven Vacation Rentals in Jacksonville, Florida 24
Lakewood Vacation Rentals in Jacksonville, Florida 299
Secret Cove Vacation Rentals in Jacksonville, Florida 410
Englewood Vacation Rentals in Jacksonville, Florida 429
Sunbeam Vacation Rentals in Jacksonville, Florida 205
San Jose Vacation Rentals in Jacksonville, Florida 248
Miramar Vacation Rentals in Jacksonville, Florida 430
Del Rio Vacation Rentals in Jacksonville, Florida 100
Sans Souci Vacation Rentals in Jacksonville, Florida 357

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