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Family-friendly holiday rentals in Fleming Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Fleming Island

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

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Guest favourite
The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.
Home in Green Cove Springs
4.99 out of 5 average rating, 122 reviews

1920 Carriage House on Riverfront Estate

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Top Guest favourite
A single-story house is surrounded by lush greenery and tall trees, providing shade. The front path leads to a welcoming entrance with a light blue door. Well-maintained shrubs complement the exterior, and a driveway offers space for parking.
Home in Jacksonville
5 out of 5 average rating, 321 reviews

4bd/2bath, 6beds+ 1folding bed, I-295,17, NAS

Cozy, stylish, spacious and renovated house. It is located in a quiet and very convenient location, for visiting shops (Walmart, Publix, Costco, etc.), restaurants, next to I-295, NAS JAX BASE. The beach is 30 minutes (equipment: beach chairs/towels/umbrella, beach cart, children's sand toys). The house has 4TVs, a crib, a play area for kids with toys in the living room. Free parking: garage -2 cars, driveway-4 cars. The kitchen is equipped with dishes, spices, tea and of course coffee. Welcome!

Top Guest favourite
A spacious studio is featured with warm orange walls and natural light from multiple windows. A dark bed is positioned against a textured headboard. A cozy loveseat and table are situated nearby, complemented by a workspace with a desk. A bathroom area is visible in the background.
Guest suite in Ponte Vedra Beach
4.98 out of 5 average rating, 375 reviews

Palm Valley Escape with Private Studio Entry

Fabulous Private Studio in a Natures Wonderland. Lots of privacy in the "jungle room" Private driveway . Walk to rear of house and up the steps to the entry door on right. You'll be given the code prior to entry- Light and bright private studio is warm and welcoming. Make use of the Coffee Bar with lots of amenities, WIFI and YoutubeTV. You control the AC Separate air unit in the studio. Come and go as you want to privately without interruption. 10 min drive(30 min bike ride) to the ocean.

Top Guest favourite
The back patio features a cozy seating arrangement with a modern sofa and a small table. Twinkling string lights illuminate the area as evening approaches, providing a warm ambiance. A dining table for four is visible on the patterned outdoor rug, amidst a spacious fenced yard with trees.
Home in Fleming Island
4.96 out of 5 average rating, 188 reviews

The Flemingo- Game Room 3 Kings

Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Top Guest favourite
An outdoor patio area features a wooden table and chairs, providing a relaxing space to enjoy views of the water. A flag flies in the distance, while a covered structure offers shade. Lush green grass surrounds the area, enhancing the natural setting.
Place to stay in Orange Park
4.93 out of 5 average rating, 120 reviews

Beautiful 3 bedroom 2 bathroom waterfront home

Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

Guest favourite
A modern kitchen is showcased, featuring white cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and oven, are visible. The tiled floor provides a practical surface, while a doorway leads to a dining area adorned with a decorative light fixture.
Home in Middleburg
4.95 out of 5 average rating, 133 reviews

Modern Orange Park Home w/6+Beds&Wash/Dryer Fence

Stylishly renovated home North of Middleburg and South of Orange Park Florida. 6+beds TV’s IN ALL ROOMS, available for use to accommodate up to 9 people. One King bed, 2 twin beds, double bed, a pull out queen sofa bed, and air mattress. Peace and quiet just minutes away from the city yet still comfortable. The home is close to many restaurants, grocery stores, banks, gas stations, and main hospital (1/2-2+miles). There are creeks and lakes locally to fish, parks. Beaches approx. 45 mins.

Guest favourite
The living room features a comfortable arrangement of light leather sofas and an armchair, complemented by wooden side tables. Natural light filters through vertical blinds, creating a bright and open atmosphere. A floral artwork adorns the wall, adding a touch of elegance to the space.
Home in Loretto
4.85 out of 5 average rating, 143 reviews

Mandarin Pearl. Close to everything.

Single family house in one of the best, quiet, safe, and beautiful neighborhoods in Jacksonville. walking distance of restaurants and supermarkets.3-bedroom ,1 bath, big front & back yard. Car port . Full kitchen, Netflix. Smart TV in the Master Bedroom that's has Netflix available. Also other apps like YouTube. Long term stay discount Smoking is not allowed inside the house only outside. $100.00 cleaning fee will be charged . Electric car charging available upon request for additional fee.

Top Guest favourite
A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.
Holiday home in Orange Park
4.92 out of 5 average rating, 108 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

Guest favourite
An open-concept living area features light wood flooring and neutral-colored walls. A spacious sectional sofa faces a large television. The kitchen showcases wooden cabinets and modern appliances, with a breakfast bar that includes several stools. Natural light enters through multiple windows.
Home in Green Cove Springs
4.88 out of 5 average rating, 134 reviews

Cozy 3 bedroom house in town, bikes included!

Welcome to the Sunny Side Up Villa in charming Green Cove Springs! This private home is centrally located in historic downtown and includes bicycles for you to tour the city and visit all the sights. Spring Park and the St. John's River are just a mile down the road. The three bedroom home sleeps eight and features a brand new king bed in the master suite. The open concept living room and kitchen are great for entertaining and the backyard is completely fenced in for your four-legged pals.

Top Guest favourite
A spacious living area features a light-colored leather couch with yellow accent pillows. A dining table is in the background, and wooden cabinetry with dark countertops is visible in the adjoining kitchen. Soft lighting enhances the inviting atmosphere.
Home in Orange Park
4.93 out of 5 average rating, 107 reviews

Nature Cozy Home

Located in Orange Park FL , this rural, rustic, colorful getaway can be your home away from home! Guests can enjoy the forested and vintage scenery that reminds one of simpler times. The designated parking area is indicated by the, sign of three flowers at the left side of the driveway. Guests will also have their own seating area. Please note we have another Listings: Retreat Mobile Camper (back to house) and Guest Suite (attached to house)on the property! , with everything private Thanks

Guest favourite
The entryway is highlighted by double doors that open to a welcoming view of the front yard. Natural light floods the space through a large transom window above the doors, framing a picturesque scene of manicured grass and distant trees.
Home in Orange Park
4.9 out of 5 average rating, 247 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.

Top Guest favourite
A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.
Home in Fruit Cove
4.99 out of 5 average rating, 111 reviews

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

Popular amenities for Fleming Island family-friendly rentals

When is the best time to visit Fleming Island?

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Avg. price$211 AUD$208 AUD$222 AUD$214 AUD$253 AUD$242 AUD$240 AUD$228 AUD$216 AUD$219 AUD$270 AUD$249 AUD
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Quick stats about holiday rentals that are family-friendly in Fleming Island

  • Total holiday rentals

    Explore 20 holiday rentals in Fleming Island

  • Nightly prices starting at

    Fleming Island holiday rentals start at $112 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Fleming Island holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fleming Island rentals

  • 4.9 Average rating

    Fleming Island stays are highly rated by guests—averaging 4.9 out of 5!