
Guest house holiday rentals in Southside, Jacksonville
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Top-rated guest house rentals in Southside, Jacksonville
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Southside, Jacksonville
Family-friendly guest house rentals

Cozy & Private Escape – Welcome to La Casita

Sea Turtle Beach Cottage

Private Carriage House Charming Historic Avondale

Captain's Quarters Tiny House

Country home

Lovely Guesthouse in the Up-and-Coming Springfield

little dream

Loft in the trees
Guest house rentals with a patio

The Little House

Bold City Bungalow

Tropical guest house a few blocks from the beach

Adorable 2 Bedroom Cottage

Comfortable and Gently Disney.

Palm Valley Pool House

The Treehouse - Murray Hill

The Moody Loft (Murray Hill)
Guest house rentals with a washing machine and dryer

Charming Pet-Friendly Guesthouse in Avondale

Downtown Jacksonville Historic District

Graceful Southern Guesthouse + Outdoor Living Area

The Funk House-A Retreat

Stylish Bungalow Near Dining,Parks & Entertainment

Spacious 2/1 in historic walkable neighborhood

Serene Getaway at the White House

Il Rifugio waterfront retreat on the ICW by Mayo!
Quick stats about guest house rentals in Southside, Jacksonville
Total rentals
20 properties
Nightly prices starting at
$64Â SGD before taxes and fees
Total number of reviews
3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Rentals with lake access Southside
- Rentals with a fireplace Southside
- Pet-friendly rentals Southside
- Apartment rentals Southside
- Rentals with a patio Southside
- Private suite rentals Southside
- Waterfront rentals Southside
- Rentals with pools Southside
- Rentals with a firepit Southside
- Smoking-friendly rentals Southside
- Rentals with an EV charger Southside
- Townhouse rentals Southside
- Fitness-friendly rentals Southside
- Flat rentals Southside
- Rentals with beach access Southside
- Rentals with outdoor seating Southside
- House rentals Southside
- Rentals with breakfast Southside
- Rentals with a washing machine and dryer Southside
- Rentals with a hot tub Southside
- Family-friendly rentals Southside
- Guest house rentals Jacksonville
- Guest house rentals Duval County
- Guest house rentals Florida
- Guest house rentals United States
- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Crescent Beach
- Butler Beach
- Vilano Beach
- Lightner Museum
- Fountain of Youth Archaeological Park
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- Pablo Creek Club
- Amelia Island State Park
- Amelia Island Lugar Lindo
- Stafford Beach
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Matanzas Beach
- Bent Creek Golf Course
- MalaCompra Park
- Old Salt Park