
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.

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

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!

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.

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

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.

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.

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.

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.

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.

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

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.

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
Family-friendly home rentals with a hot tub

Private FL Home with Pool, Hot tub & Luxury Master

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Yellow Submarine II

Renovated Beach House w/ Pool and Outdoor Oasis

"Once Upon A Tide" Beach House *Heated Pool* King

Couples clothing optional escape hot tub deck

The confetti house - 1 mile from the Mayo clinic!

Beach Oasis Jacuzzi
Family- and pet-friendly home rentals

K&R Ranch Camp/5th Wheel Camper

Downtown HistoricLuxury • Designer Kitchen & Baths

~Fresca Familia_Sleeps 8_Pool by Shops & Dining~

Haystays Farm-Cozy, Charming, Country, Modern Home

New Floating Luxury: Unique Houseboat Retreat

St. Augustine Palm & Spa Retreat 3 pools and Golf!

St Augustine Entire Home, King Bed, Pet Friendly

Zen Flamingo: Poolside Peace Near Beaches and TPC
Family-friendly home rentals with a pool

*Putt Putt Pool Home* Mini Golf/Grill/Ping Pong

Sunset near the Lake/12guests/4bdrs/2baths

Cozy Home with Heated Private Pool and Patio

Oceanfront Oasis: Top Floor Paradise

Pool Home with Game Room in Heart of Jax Beach!

Retreat on the river

Unique Clear-Roof Pool Oasis: 10 min to Mayo/Beach

Luxury Pool House Perfect For Family Getaway!
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
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!
Destinations to explore
- Augusta Holiday rentals
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Atlanta Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Myrtle Beach Holiday rentals
- Panama City Beach Holiday rentals
- EverBank Stadium
- Summer Haven st. Augustine FL
- Paynes Prairie Preserve State Park
- Lightner Museum
- St Augustine Amphitheatre
- University of Florida
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- VyStar Veterans Memorial Arena
- Depot Park
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Florida Museum of Natural History
- Fort Clinch State Park
- Lochloosa Lake
- Anastasia State Park
- Little Talbot
- Vilano Beach Fishing Pier




