Family-friendly holiday rentals in Southside, Jacksonville

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Southside, Jacksonville

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Riverside

4.9 out of 5 average rating, 457 reviews

Cozy Riverside Home. Walking Distance To 5-Points!

This home is located in the heart of Riverside. Cozy and aesthetic! You are centrally located in the center of 5-points. Park your car and leave it!! You are within walking distance to everything. We also have fun bikes located on the property. This home is perfect for couples, business travelers, or if you are traveling alone. - Due to Coronavirus, we’re taking extra care to disinfect frequently touched surfaces between all reservations. • Parking is available on the STREET ONLY

Guest favourite

Home in Riverside

4.97 out of 5 average rating, 619 reviews

The 1910 General Store - residence

This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

Top guest favourite

Cottage in Green Cove Springs

4.98 out of 5 average rating, 147 reviews

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Enjoy a stroll around the entire estate with owners permission. Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

Top guest favourite

Home in Southeast Jacksonville

4.95 out of 5 average rating, 190 reviews

The confetti house - 1 mile from the Mayo clinic!

Cozy home located in a quite and safe neighborhood. 3 1/2 miles from the beach, 1 mile to the Mayo clinic, 5 miles to the Town Center, 1 1/2 miles to a marina and 1 mile to a state preserve with access to the intracoastal water ways. Walking distance to a park with tennis courts and playground for children. Adventure Landing waterpark is 2.5 miles away. 1 mile walking distance to stores and restaurants. Enjoy a cup of coffee in the screened in lanai listening to the Koi pond waterfall!

Top guest favourite

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 374 reviews

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Guest favourite

Home in Southeast Jacksonville

4.86 out of 5 average rating, 180 reviews

Mandarin. Modern and Cozy!

Single-family house located in Mandarin, one of the best, quietest, safest, and most beautiful neighborhoods in Jacksonville.Driveway for 4+ cars. Fully equipped kitchen and the living room TV with local channels, and Netflix. The large Florida room with TV with local channels and Netflix. Fast Internet, jacuzzi tub. I offer a long-term stay discount. The house is conveniently located near Interstate 295 and I-95. Many nearby restaurants. Walmart, Publix, and Winn Dixie are close by

Top guest favourite

Home in Southeast Jacksonville

4.86 out of 5 average rating, 207 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Top guest favourite

Home in Fleming Island

5 out of 5 average rating, 144 reviews

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Guest favourite

Guest suite in Jacksonville

4.88 out of 5 average rating, 178 reviews

Cozy, private efficiency: Centrally located

Cute, clean efficiency apartment within a larger home. Completely private with separate entry door. Luxury vinyl "wood" flooring, Memory foam mattress. Appliances include dorm fridge/freezer, toaster oven, microwave, burner, coffee pot. Plenty of storage and a large closet. Only 4 miles from the stadium and downtown. 10 miles from Mayo Clinic and 13 to the beach. Centrally located - a great location for concerts, festivals and other events in the Jacksonville area!

Guest favourite

Tiny home in Riverside

4.83 out of 5 average rating, 211 reviews

* Tiny House * Deck * Free Laundry * Walk to All *

Walk to restaurants, bars, shopping! All of King Street Entertainment District & St John's River is within 3 blocks The tiny house is right in the heart of beautiful Historic Riverside, on the quiet end of King St, super central to everything 5 min to Avondale & Five Points. 10 min to downtown, Vystar, TIAA Jags stadium, Baptist Medical Center, UF Health, 15 to NAS JAX, 30 to beaches Perfect for couples & solo travelers who don't mind a small space & shower

Superhost

Bungalow in Southeast Jacksonville

4.81 out of 5 average rating, 272 reviews

San Marco Area Bungalow * Cozy Screened Porch*

Welcome to Stylish Historic San Marco charming bungalow with cozy front porch, the perfect retreat for your next Airbnb getaway! Nestled in a peaceful neighborhood, this adorable bungalow offers a cozy and inviting atmosphere that will make you feel right at home. Centrally located making it convenient to downtown, medical facilities, beaches and more. *There are other cottages next door, perfect for groups or families that want to stay in the same location.

Top guest favourite

Flat in Southeast Jacksonville

5 out of 5 average rating, 224 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a king-size bed, queen-size sleeper sofa & many amenities. Only minutes from the beaches, Mayo Clinic, restaurants, nightlife, Players Championship Golf Course, shopping & more. Conveniently located near lots of activities, but not too close to interfere with your rest & relaxation. Whether on vacation or business, it's the ideal location!