Family-friendly vacation rentals in Fleming Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Fleming Island family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in St. Augustine
4.8 out of 5 average rating, 5 reviews

Beachfront Getaway Directly on St. Augustine Beach

DaphneRating, 5 stars6 months ago
All was wonderful, easy drive to condo, easy to get in, good restaurants around us, easy drive to town... beach was awesome! I love coming to FL this time of the year in November we have had great luck with the weather and temperature of water and best of all less crowds. Appreciated the beach towels not having to bring them was a lifesaver, we were limited in space in the vehicle. The garage was well stocked, we loved having the ability to bike ride, body surf (I will buy one for myself HA), tennis rackets, just great.
Guest favorite
Home in St. Augustine
4.93 out of 5 average rating, 164 reviews

5*Pool Oversized Home*Beach*Walk to all

TomRating, 5 stars5 months ago
We loved staying here. Beautiful home, extremely comfortable and very convenient to the old town. A nice surprise that Nancy decorated for Christmas with a tree, lights, etc. and set the mood for our Thanksgiving week with the town’s lights.
Guest favorite
Home in Southeast Jacksonville
4.85 out of 5 average rating, 201 reviews

Private FL Home with Pool, Hot tub & Luxury Master

CarmelRating, 5 stars1 month ago
Amazing spaces indoor and out. The Airbnb pictures don’t do it justice. 3 bedroom, 3 bath, pullout couch. Sleeps 8 adults (willing to share beds) and 4 children (pullout couch and blow up mattress). Plenty of room for cooking, dining, well-equipped kitchen w/ air fryer, 2 coffee makers, crock pot and more. Great location 20 minutes from anything. Walked to stores (1.5 miles each way). Games and puzzles. Great master suite. Takes a few minutes to get hot water to back bathrooms, but be patient, it’s worth it. This could be a repeat for us!
Guest favorite
Villa in St. Augustine
4.88 out of 5 average rating, 92 reviews

St Augustine Villa | Pools, Hot Tub & Beach Access

LoganRating, 5 stars1 month ago
We had a blast! Close to everything you’d want to see, so short drive times to everything we did. End unit so a little more private than the other condos in the community. Easy walk straight from condo to beach.
Guest favorite
Guesthouse in St. Augustine
4.91 out of 5 average rating, 569 reviews

Captain's Quarters Tiny House

JenniferRating, 5 stars1 week ago
I would like to say first and foremost this was THE MOST COMFORTABLE BED we’ve slept in an air bnb and the place would be a top choice just for that alone. We had access to the hot tub that was much needed after sight seeing. We enjoyed the outdoor showering area as well. We had everything we needed for the few days we were there visiting. We will be back !
Guest favorite
Apartment in St. Augustine Beach
4.8 out of 5 average rating, 79 reviews

Top Floor (Elevator Building) Ocean View Condo!

StefRating, 5 stars1 week ago
The place was lovely with a wonderful view of the beach. It was easy to access and perfectly located. Marty was very responsive and patient with my over tired mom brain questions. I loved the proximity to not only the beach but hot tubs and pools. With a short drive to some wonderful restaurants and downtown!
Top guest favorite
Condo in St. Augustine Beach
4.9 out of 5 average rating, 327 reviews

Beach side condo

GosiaRating, 5 stars2 weeks ago
The apartment was very nice and clean. Everything was there. We miss only more toilet paper rolls and shower soap in kids bathroom. The resort is perfect to spend nice time: very nice and clean 2 pools, spa and tennis/pickleball courts. The privat beach acces was fabulous with a tourtle direct close to boardwalk. We tried a few restaurants during our stay, and fall in love with one direct over the fence-Santiago's FloridaKitchen: perfect fresh homemeda food and very nice fast service. And you can not forget the Mayday ice cream. A lot of things to do around. We will definitely love to come back.
Guest favorite
Home in Beaches
4.88 out of 5 average rating, 165 reviews

Modern Home w/ heated pool putting green game room

LyndseyRating, 5 stars3 months ago
Booked this location for a golf team training trip and it was perfect to fit my entire team and provided lots of activities within the Airbnb to do in their downtime that allows great bonding time experiences. Will definitely be booking here again for future training trips if it is available!

Family- and pet-friendly home rentals

Guest favorite
Home in Southeast Jacksonville
4.85 out of 5 average rating, 178 reviews

Mandarin. Modern and Cozy!

RogerRating, 5 stars1 month ago
Great location and neighborhood. Good amenities. Host is very responsive and helpful.
Top guest favorite
Home in St. Augustine
4.94 out of 5 average rating, 131 reviews

The Lazy Anchor-Pool-Walk to Beach-Dog Friendly

MelissaRating, 5 stars4 months ago
Absolutely beautiful stay, super close to beach access, short drive to the historic district of St. Augustine. A thoughtful and well stocked home, great for folks that are looking to cook + have meals with their families. Dalerie’s a clear communicator and responsive host. We hope to be back one day!
Top guest favorite
Apartment in St. Augustine Beach
4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

MandyRating, 5 stars4 months ago
We love Low Tide and look forward to our beach trip every year! It's the absolute best pet friendly place to stay, my dogs always have the best time going for walks on the beach and hanging out in the beautiful backyard. Inside is cozy and comfortable too. The best part is being only steps away from the beach, and many great food options also within walking distance. My favorites are Burrito Works, Beachcomber, and Cone Heads for ice cream (and pup cups!) Low Tide has just about everything you could possibly need, and Laurie is always making improvements to her beautiful place. We're always sad when it's time to leave!
Superhost
Apartment in Riverside
4.78 out of 5 average rating, 237 reviews

* Best Location * Walk to Everything * 1st Floor *

MikeRating, 5 stars16 months ago
Tyson and his place were awesome ! Tyson was easy to communicate with and the unit was huge (it was only my wife and me). The neighborhood is very safe and walkable and there were many, many bars and restaurants a short distance away. We recommend Tyson’s property and will surely try to stay there again the next time we are in town.
Top guest favorite
Home in St. Augustine
4.99 out of 5 average rating, 404 reviews

Your Home Away From Home

MiguelRating, 5 stars6 days ago
My wife described the stay as “absolutely fabulous “. We took our mothers to St Augustine to explore the wonderful city where we got engaged, and this stay made it feel like a luxury trip! We also saw deer in the backyard, it was so spacious, peaceful, and cozy. Would definitely stay again!
Guest favorite
Home in St. Augustine
4.88 out of 5 average rating, 331 reviews

Pure Relaxation: heated pool, beach, cabana & more

KaceyRating, 5 stars3 weeks ago
This home is probably one of my favorite stays thus far! Walking distance to the beautiful caps on the water restaurant and walking distance to the beach. The house was nice and clean with plenty of space. The pool was clean as well and overall a great experience!
Top guest favorite
Vacation home in St. Augustine
4.98 out of 5 average rating, 124 reviews

1st Street Retreat, Dog Friendly Updated Apartment

BradRating, 5 stars2 weeks ago
First time staying here, but we've always had a great experience staying at Lisa's properties in St. Augustine, always clean with thoughtful amenities, and very close to the beach. Lisa is an amazing hostess, and we're so lucky that she loves dogs!
Guest favorite
Apartment in Beaches
4.86 out of 5 average rating, 120 reviews

East of A1A Palm Trees & Ocean Breeze!

IlyaRating, 5 stars1 month ago
Our stay at this apartment was absolutely wonderful! The location near the ocean was perfect, and the place was spotlessly clean and very cozy. The kitchen was well-equipped with everything we needed, making cooking easy and enjoyable. A special thanks to the host—very responsive and attentive, always ready to help. I highly recommend this place and would gladly stay here again!

Family-friendly home rentals with a pool

Superhost
Home in St. Augustine Beach
4.84 out of 5 average rating, 43 reviews

Forever Sunshine

AllenRating, 5 stars18 months ago
Perfect location near the beach, quiet, plenty of room for a group of 9 adults and 1 child, use of an elevator for we seniors and transport of groceries and luggage, plenty of privacy for reading, rest, and conversation with numerous decks, a widow's walk, and pool area. This beautiful home is well designed, spacious, and comfortable. In addition, Jamie and her team of property managers are very responsive, capable, and accommodating. We couldn't have had a better place for a family reunion.
Superhost
Condo in Beaches
4.85 out of 5 average rating, 65 reviews

D&G Beach House

KatieRating, 5 stars1 month ago
this place was perfect for our group of four! walkable to everything and right on the beach. The space was clean and private and exactly what the pictures showed. We couldn't have been happier. Staley was also super nice and responsive and had great recommendations for places to eat in her welcome book. We definitely will stay here again!
Guest favorite
Condo in St. Augustine
4.93 out of 5 average rating, 101 reviews

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

JeffRating, 5 stars1 month ago
The location awesome. The complex is very clean, safe and well maintained. The pool was clean, the water was warm and it wasn’t too busy. The boardwalk to the ocean was great. We regularly saw several turtles near the boardwalk. The condo’s air conditioning and heat was spot on. The beds were comfortable. We had everything in the room for a wonderful stay. Jeremy, the owner is first rate. Super friendly and helpful. He gave us many tips for restaurants in the area. The leather furniture and tile floors were great for all my allergies. We had a nice view of the sunrise over the ocean from our room. I could go on and on.
Guest favorite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 183 reviews

Modern & Comfy Beach Gem: Pool ~ Ocean Views ~ Pkg

LoriRating, 5 stars1 month ago
Mark and Melanie have a GEM at St Augustine Beach! The kitchen is so well stocked there is nothing missing. The seaside decor sets the tone for a very comfortable and relaxing getaway! The unit is clean, bright, well designed and the walkout patio directly to the beautiful Pool is a highlight ! The condo complex is securely gated. And extremely well maintained. And they’ve thought of everything , all The beach chairs, toys and towels are included which makes packing for a beach vacay a breeze. Melanie was very responsive and prompt with checkin instructions and local Recommendations. The beach is our favorite with white sugar sand , rolling surf, shells and it Is perfect for daily walks. We’ve stayed at many condos in St Augustine and this is by far the favorite ! We’ve reserved for a return trip next year and look forward to the sun, ocean, and relaxing here again !
Superhost
Home in St. Augustine
4.68 out of 5 average rating, 244 reviews

Beach Side 4/2 home steps from the Ocean and Pool

SusanRating, 5 stars1 week ago
The condo was well equipped and conveniently located. We had everything we needed and the furniture was nice, beds comfy, and the outside deck was a nice place to gather.
Guest favorite
Cottage in St. Augustine
4.71 out of 5 average rating, 207 reviews

Cozy Retreat, Cottage w/Pool | Near Yoga & Brewery

ArjunRating, 5 stars3 weeks ago
Had an amazing weekend getaway here! The house was just minutes from downtown and all the must-see spots. The hosts were incredibly warm and welcoming!
Top guest favorite
Condo in Ponte Vedra Beach
4.99 out of 5 average rating, 155 reviews

Gated Sawgrass Beach Club - WALK to BEACH!

RhondaRating, 5 stars3 days ago
Our stay was amazing. The condo was just like it is listed- clean and beautiful. All the amenities were as promised. Vanessa communicated with me before we arrived via text and I appreciated that very much. I highly recommend this stay. Beach is a super short walk just across the street which is super convenient. Note: this is an upstairs unit so make sure you can get your suitcase up the stairs.
Top guest favorite
Condo in St. Augustine
4.94 out of 5 average rating, 292 reviews

Gorgeous Sea Place Ocean View Condo

BrianRating, 5 stars2 weeks ago
Great condo/townhouse with private beach access and great amenities. The amount of small details taken to ensure we had everything we needed for our stay was great, everything from condiments and snacks, to beach supplies, and toys. We would gladly stay here again for future visits to St. Augustine. Absolutely wonderful!

Quick stats about vacation rentals that are family-friendly in Fleming Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    960 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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