
House holiday rentals in Southside, Jacksonville
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Top-rated house rentals in Southside, Jacksonville
Guests agree: these houses 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 house rentals in Southside, Jacksonville
House rentals with a pool

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

New luxury heated pool home steps from the beach!

Stunning Modern Oasis with a Huge Pool

Historic Hollywood House w/Pool

+A Taste of Britain entire house / heated pool+

Private oasis, private pool, exceeds expectations

Cheerful three bedroom home with a pool

Beautiful Beach House, Heated Pool+Backyard Oasis
Weekly house rentals

3 Bed 3 Bath Oceanfront Home Ponte Vedra Florida

New 4bed2bath family friendly/pool/gym/pickle ball

Renovated Beach House w/ Pool and Outdoor Oasis

~Green Felt Getaway_Sleeps 12_Heated Pool & Spa~

Cozy 3BR Home near San Marco - Sleeps 6

Coastal Chic Chalet

Near Mayo Clinic 2 blocks ocean 4 bedroom-house

30+day Rental, minutes from Beach, Mayo, Downtown
Private house rentals

Private FL Home with Pool, Hot tub & Luxury Master

Blue Haven

Private Beautiful Beach House - steps to the beach

Single House: 12guests/4beds/2baths/huge backyard

Beach Oasis Jacuzzi

Heated Pool-Large Hot Tub-Pet Friendly-Steps to Be

5BD, Pool+Spa, WALK to beach, Firepit, Putput!

Elegant & Stylish Pool House with Arcade!
Quick stats about house rentals in Southside, Jacksonville
Total rentals
590 properties
Total number of reviews
21K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
280 properties allow pets
Rentals with a pool
130 properties have a pool
Rentals with dedicated workspaces
390 properties have a dedicated workspace
Destinations to explore
- Rentals with beach access Southside
- Rentals with a hot tub Southside
- Family-friendly rentals Southside
- Flat rentals Southside
- Rentals with a patio Southside
- Townhouse rentals Southside
- Rentals with a firepit Southside
- Fitness-friendly rentals Southside
- Rentals with an EV charger Southside
- Rentals with a washing machine and dryer Southside
- Waterfront rentals Southside
- Private suite rentals Southside
- Rentals with outdoor seating Southside
- Rentals with breakfast Southside
- Guest house rentals Southside
- Rentals with pools Southside
- Family-friendly rentals Southside
- Smoking-friendly rentals Southside
- Rentals with lake access Southside
- Pet-friendly rentals Southside
- Apartment rentals Southside
- Rentals with a fireplace Southside
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- Ponte Vedra Beach
- Palm Harbor Golf Club
- Old A1A Beach
- Boneyard Beach
- Driftwood Beach
- TIAA Bank Field
- Matanzas Beach
- Pablo Creek Club
- Kathryn Abbey Hanna Park
- Crescent Beach
- Fountain of Youth Archaeological Park
- Vilano Beach
- Guana Reserve Middle Beach
- Eagle Landing Golf Club
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Old Salt Park
- Bent Creek Golf Course
- North Beach Guana River Preserve
- St. Marys Aquatic Center
- Dungeness Beach
- Amelia Island State Park
- Amelia Island Lugar Lindo
- Ravine Gardens State Park