Family-friendly vacation rentals in Lakeside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lakeside

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

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Guest favorite

Home in Southeast Jacksonville

4.86 out of 5 average rating, 168 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

Guesthouse in St. Augustine

4.91 out of 5 average rating, 548 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Guest favorite

Home in Fleming Island

5 out of 5 average rating, 121 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 installed.

Guest favorite

Guesthouse in Riverside

4.98 out of 5 average rating, 137 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 Riverside

4.9 out of 5 average rating, 427 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

Cottage in Green Cove Springs

4.98 out of 5 average rating, 140 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.

Guest favorite

Guesthouse in Southeast Jacksonville

4.98 out of 5 average rating, 364 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 Orange Park

4.89 out of 5 average rating, 222 reviews

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

Guest favorite

Home in Southeast Jacksonville

4.84 out of 5 average rating, 189 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.

Superhost

Bungalow in Southeast Jacksonville

4.8 out of 5 average rating, 258 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

Cottage in Saint Augustine

4.83 out of 5 average rating, 329 reviews

Sea La Vie Beach Studio

Our renovated studio is on a quiet cul-de-sac, one block from the beach! It is one side of a duplex and is perfectly located within walking distance to restaurants, family-friendly activities, nightlife, and public transport. It is across the street from the pier and the piers weekly farmers market. It is a short drive to historic downtown St Augustine. The neighborhood is quiet and safe. Our place is good for couples, solo adventurers and business travelers.

Guest favorite

Rental unit in St. Augustine

4.94 out of 5 average rating, 329 reviews

Comfort of Home in Historic St Augustine

Charming apartment in the historic district with a completely updated bathroom with a large blue tooth enabled shower, double vanity, Carrera marble tile floor. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch and back porches where you can relax, enjoy your morning and evening beverages, people watch and in the front porch mingle with the neighbors...