Family-friendly vacation 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 favorite

Home in Jacksonville

4.85 out of 5 average rating, 158 reviews

Mandarin. Modern and Cozy!

Single family house in Mandarin, one of the best, quiet, safe, and beautiful neighborhoods in Jacksonville. 3-bedroom & 2-bathroom (one with Jacuzzi Tub), front and back yard. The Backyard has a paved area. Driveway capacity 4 cars. Full kitchen, Netflix in the living room , Florida Room, Internet: 75 Mbps . offer Long term stay discount LICENSE NUMBER: DWE2613929 **Smoking is not allow inside the premises, additional $100.00 cleaning fee will be charged if smoking is detected inside the home*

Guest favorite

Home in Jacksonville

4.99 out of 5 average rating, 164 reviews

Seconds away from the fun in Historic Riverside!

Stay on the scene in this adorable 1940s duplex suite in Historic Riverside! Ranked #6 as the most desirable neighborhood for millennials in the country! Located next door to the King Street District, enjoy walking to the restaurants, bars, cafes, and shoppes nearby. Business professionals and medical interns will be pleased with the very close proximity to the downtown offices and several hospitals. Trip for pleasure? Anything you'd want or need is either a very short walk, bike, or drive away!

Guest favorite

Guesthouse in Jacksonville

4.74 out of 5 average rating, 433 reviews

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

NO EVENTS OR PARTIES Entire Apartment-Completely Private-Sleeps 5 Pool-Balcony Completely Remodeled 2022. Private Drive/Parking, Overlooks Pool. Peace & Quiet-1.2 Acres-Center of Jacksonville. Ideal for Business/Tourist. Short Distance to Everything Jacksonville. *15 min. from Beaches, *Downtown, Mayo Clinic, *Cruise Ships, I-95 & I-295. * Duval County Taxes Included in Listing Price *FL registered business * Pet Friendly-Fee:$77 per stay *Washer/Dryer Behind Apartment * 2nd Floor-12 Steps

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 129 reviews

The Funk House-A Retreat

If you are requesting to book, make sure that your AIRBNB profile is complete with a current profile pic and a description telling me a little bit about your self. This is a private home, not just a rental, the connections I make through Airbnb are part of the whole experience for me. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat".

Guest favorite

Home in Jacksonville

4.9 out of 5 average rating, 408 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 favorite

Home in Jacksonville

4.98 out of 5 average rating, 568 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!"

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 350 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 favorite

Home in Jacksonville

4.84 out of 5 average rating, 170 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.

Guest favorite

Guest suite in Jacksonville

4.87 out of 5 average rating, 161 reviews

Cozy, private efficiency: Centrally located

Cute, clean efficiency apartment within a larger home. Completely private with separate entry door. New luxury vinyl "wood" flooring, new furniture including 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 favorite

Bungalow in Jacksonville

4.81 out of 5 average rating, 247 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.

Guest favorite

Apartment in Jacksonville Beach

5.0 out of 5 average rating, 199 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a queen bed, full-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!

Guest favorite

Cottage in Jacksonville

4.96 out of 5 average rating, 183 reviews

Modern 2 Bedroom Cottage Home in Walkable Avondale

Sleek updated 2 bedroom stand alone Cottage Home in the heart of Avondale. Conveniently located, near I-10 & I-95. 20 minutes from Jacksonville international airport, half hour from the beaches. Great place to walk or ride bikes. Within walking distance to lots of great restaurants, parks and places to sit and watch the river. Free Parking.