
Guesthouse vacation rentals in Southside, Jacksonville
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Top-rated guesthouses in Southside, Jacksonville
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Southside, Jacksonville guesthouses
Family-friendly guesthouses

Cozy Cottage Studio, Walk to Beach

Charming Villa with Private Beach Access

Sea Turtle Beach Cottage

Pool House-2 Bdr/1Ba Apt-Pool-Sleeps 5-Pets OK

Lovely Guesthouse in the Up-and-Coming Springfield

Graceful Southern Guesthouse + Outdoor Living Area

The Funk House-A Retreat
Guesthouses with a patio

Beach Bliss Hideaway: 1bd Gem!

The Little House

Tropical guest house a few blocks from the beach

Adorable 2 Bedroom Cottage

Boone Park Studio

Transforms, Full Kitchen/bath, Centrally located

The Treehouse - Murray Hill

The Moody Loft (Murray Hill)
Guesthouse rentals with a washer and dryer

Charming Pet-Friendly Guesthouse in Avondale

Private Carriage House Charming Historic Avondale

Downtown Jacksonville Historic District

Palm Valley Pool House

Treetop Carriage Apartment

Stylish Bungalow Near Dining,Parks & Entertainment

Spacious 2/1 in historic walkable neighborhood

Serene Getaway at the White House
Quick stats about guesthouse rentals in Southside, Jacksonville
Total rentals
20 properties
Nightly prices starting at
$68 CAD 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 a firepit Southside
- Rentals with a patio Southside
- Rentals with beach access Southside
- Apartment rentals Southside
- Rentals with outdoor seating Southside
- Private suite rentals Southside
- Rentals with a fireplace Southside
- Townhouse rentals Southside
- Rentals with a hot tub Southside
- Rentals with pools Southside
- Condo rentals Southside
- Rentals with lake access Southside
- Rentals with an EV charger Southside
- Waterfront rentals Southside
- Smoking-friendly rentals Southside
- Rentals with a washer and dryer Southside
- Kid-friendly rentals Southside
- Fitness-friendly rentals Southside
- Pet-friendly rentals Southside
- Family-friendly rentals Southside
- Rentals with breakfast Southside
- House rentals Southside
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Butler Beach
- Crescent Beach
- Vilano Beach
- Guana Reserve Middle Beach
- Fountain of Youth Archaeological Park
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Lightner Museum
- North Beach Guana River Preserve
- Pablo Creek Club
- Palm Harbor Golf Club
- Matanzas Beach
- Bent Creek Golf Course
- Driftwood Beach
- Amelia Island Lugar Lindo
- St. Marys Aquatic Center
- MalaCompra Park
- Fort Mose Historic State Park