Compare Cottages, Resorts, & Rentals in Southside, Jacksonville, Florida, USA
About Southside Vacation Rentals
There are over 1159 amazing vacation rentals available in Southside. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Southside.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Southside, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Southside. The average size of places to stay near Southside is approximately 674.04 ft², with prices averaging US $274 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Southside. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Southside, FL
Frequently Asked Questions About Southside?
What are the top cottages, summer homes, and lake houses in Southside?
- Haven in the heart of Jacksonville - SLEEPS 9
- AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
- Adorable Condo - 2 blocks from San Marco Square!
- Pet Friendly Studio with Tons of 5 Star Reviews
- Tranquility by Mayo w/Heated Pool Mins to Beach
- Enjoy this modern brand-new townhouse located in the heart of Jacksonville.
- NEW- The Cove at San Pablo- Across from the Mayo Clinic
- The Petite Retreat - Walk to Mayo Clinic!
- Manatee House: Private Marsh View Retreat - 1 Mile to Mayo, 5 Miles to Beaches
- ~8-Ball Abode Sleeps 8 Pool Basin & Pool Table~
How many rentals, hotels, or resorts are available in Southside?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1159 properties listed by Vacation Cottage in the Southside area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Southside.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Jacksonville Rental Cottages and Private Getaways in Jacksonville, Florida | 243 |
| San Marco Rental Cottages and Private Getaways in Jacksonville, Florida | 131 |
| Baymeadows Rental Cottages and Private Getaways in Jacksonville, Florida | 55 |
| Deerwood Rental Cottages and Private Getaways in Jacksonville, Florida | 47 |
| Southpoint Rental Cottages and Private Getaways in Jacksonville, Florida | 42 |
| Isle of Palms Rental Cottages and Private Getaways in Jacksonville, Florida | 39 |
| Sandalwood Rental Cottages and Private Getaways in Jacksonville, Florida | 31 |
| Beach Haven Rental Cottages and Private Getaways in Jacksonville, Florida | 199 |
| Lakewood Rental Cottages and Private Getaways in Jacksonville, Florida | 299 |
| Secret Cove Rental Cottages and Private Getaways in Jacksonville, Florida | 410 |
| Sunbeam Rental Cottages and Private Getaways in Jacksonville, Florida | 205 |
| Englewood Rental Cottages and Private Getaways in Jacksonville, Florida | 429 |
| San Jose Rental Cottages and Private Getaways in Jacksonville, Florida | 248 |
| Miramar Rental Cottages and Private Getaways in Jacksonville, Florida | 430 |
| Del Rio Rental Cottages and Private Getaways in Jacksonville, Florida | 100 |
| Sans Souci Rental Cottages and Private Getaways in Jacksonville, Florida | 357 |
