
Family-friendly holiday rentals in Southside, Jacksonville
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Top-rated family-friendly rentals in Southside, Jacksonville
Guests agree: These family-friendly homes 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 Southside, Jacksonville family-friendly rentals
Family-friendly home rentals with a hot tub

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

Spanish Colonial Design One Bedroom Condominium

The Hothouse-Couples Escape: Play-Relax-Reconnect

Beachy Guest Apartment

Couples clothing optional escape hot tub nude deck

Luxury Oasis: *Heated Pool,Spa/Hot Tub&Grill Patio

Poolside Paradise

The confetti house - 1 mile from the Mayo clinic!
Family- and pet-friendly home rentals

Quiet condo near downtown, stadium, and shopping

DejaBlu Bungalow (close to Mayo Clinic)

Cozy King Street Suite Upstairs

921- Sleeps 5 & Pets, Cozy San Marco Home Near Fun

Spacious 2/1 in historic walkable neighborhood

Mandarin Pearl. Close to everything.

Boutique Home in Jax City

2 Bed Pad in Quiet and Central Jax Burb
Family-friendly home rentals with a pool

Flamingo Fiesta_Sleeps 10_Cool Pool_Free Cancel

Historic Hollywood House w/Pool

Trendy 1BR Apt|King Bed| Pool| Gym| Clse to Beach.

Paradise Playhouse Sleeps 10 | Arcade | Poker Rm

The Cozy Nook

Quiet and Serene House with Heated pool near beach

Lake View Escape to The Exchange

Waterfront Villa in TPC Sawgrass (2 Bedroom)
Quick stats about holiday rentals that are family-friendly in Southside, Jacksonville
Total rentals
680 properties
Total number of reviews
25K reviews
Pet-friendly rentals
370 properties allow pets
Rentals with a pool
240 properties have a pool
Rentals with dedicated workspaces
440 properties have a dedicated workspace
Wi-Fi availability
680 properties include access to Wi-Fi
Destinations to explore
- Rentals with outdoor seating Southside
- House rentals Southside
- Fitness-friendly rentals Southside
- Apartment rentals Southside
- Rentals with a fireplace Southside
- Pet-friendly rentals Southside
- Private suite rentals Southside
- Rentals with an EV charger Southside
- Rentals with a hot tub Southside
- Rentals with a patio Southside
- Guesthouse rentals Southside
- Rentals with breakfast Southside
- Rentals with a washing machine and dryer Southside
- Rentals with pools Southside
- Townhouse rentals Southside
- Rentals with lake access Southside
- Condo rentals Southside
- Rentals with beach access Southside
- Smoking-friendly rentals Southside
- Waterfront rentals Southside
- Rentals with a fire pit Southside
- Family-friendly rentals Jacksonville
- Family-friendly rentals Duval County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Vilano Beach
- Butler Beach
- Lightner Museum
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Amelia Island State Park
- MalaCompra Park
- Bent Creek Golf Course
- Stafford Beach
- Ravine Gardens State Park
- Matanzas Beach
- Amelia Island Lugar Lindo
- St. Augustine Alligator Farm Zoological Park
- Old Salt Park