Family-friendly vacation rentals in Fleming Island

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.

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!

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.

Very comfortable tiny house in a peaceful neighborhood away from the more touristy areas of St Augustine. Driving access is very easy to main roads. Don't be put off by the shower - it's a very fancy shower!

Doug and Lori’s place was perfect! Clean, quaint and had everything you needed! Check in was so simple and the communication was amazing! Great location, close to restaurants, coffee shops and everything you would need. Definitely would stay here again on our next visit to St. Augustine

The place is amazing having a 10 out of 10 for the pool and the hot top. House very beautiful and clean. Abrina and her husband are very friendly. They bring you fresh bread and butter in the morning. For sure I would recomend this peaceful place for vacaciones with the family

Sand in My Shoes was a great place to stay! Short walk to the beach, pools and gym. About 15 minutes to downtown St. Augustine. The townhouse was well stocked with everything we needed. We would definitely stay there again!

Steps to the beach, right outside the door! Within a block of restaurants and a Kookaburra coffee shop. Only a short drive to Historic downtown. David is a great host and will check in on you occasionally making sure you have all you need. He even gave my son and son-in-law surfing lessons! Eclectic, fun house with lots of SE Asian influences and surfing memorabilia. David has tons of towels, bikes, beach chairs and toys. As my grandma used to say, “if you aren’t having any fun, it’s your own damn fault.”

Clean and roomy home in a quiet residential neighborhood, loved the area for a 2 week stay with our dog. I will definitely try booking again next time we visit our daughters. Great communication with the host too! Overall an excellent experience!

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.

I loved staying at this peaceful, expansive, beautiful property. From the moment we pulled in and were greeted by Fred and his four-legged property manager Ellie, I knew it would be an enjoyable trip. I’ve been to St. Augustine numerous times, but I’ve never stayed in this area. Though we were very close to some of my favorite restaurants and stores, the house itself is situated on several acres off a main road and it was extremely private and serene. Our hosts couldn’t have been kinder, going way above and beyond to make sure we were happy. The house was incredibly spacious and my family of four was very comfortable. I made a couple of desserts in the kitchen and the cupboards and drawers were stocked with everything a baker could need. I will definitely book this home again and I’m already missing sweet Ellie (the Jack Russell).

Great place to stay close to the historic area and lots of places to eat. close to beaches. The place was cute and clean great enclosed patio should def rebook next time we are in St Augustine

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!

This was a nice stop for us and our pup as we traveled through Florida. We had a nice walk on the dog friendly beach on our quick overnight here!

Clean, comfortable, spacious, well-appointed accommodation in a tidy, quiet neighborhood within a short walk to the center of historic St. Augustine. Friendly, communicative host.

Greg was a wonderful host. Very flexible with check-in and out and responsive to my text. The house was as described. A beautiful, old Florida home with updates. It was perfect for our family and dog. We SO appreciate that the home and beach and surrounding area were super dog-friendly. There are several steep stairways so the home might not work for anyone with mobility issues, but for us it was not an issue. We will definitely be back!

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.

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!

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 !

The place was clean and as described. We had a good stay and would come back again.

Quiet and private side street with a friendly neighborhood. Walking distance to downtown and local bar/brewpub. Renee and Aloe were always available and responsive to my texts but they just let us relax and enjoy the space without any interfering. We treated the house as if it were our own (per their friendly advice) and respected the property throughout our stay. If we were to stay in St Augustine again I would definitely contact Renee and Aloe first. Totally enjoyed our stay.

Vanessa’s studio condo is a welcome stay in a premier area of Ponte Vedra. The condo provides the highest level of cleanliness and comfort, further elevating our experience while enjoying the lovely grounds and beautiful beach. The owners were warm and approachable, clearly conveying the desire to serve and bless us in our stay. Highly recommend.

We really enjoyed our stay at Matthew's condo. It had everything we needed and the beach was only about a 5 minute walk away. There are some fairly steep stairs to navigate to get to the beach behind the condo , but it's not too bad. Would definitely stay here again.

Elaine's condo is beautifully decorated and she goes above and beyond with all the extra touches to make you feel welcome and right at home. The kitchen is well stocked with anything you need and it is nice quality. The condo was spotlessly clean with nice towels and linens to make your stay enjoyable and peaceful. This host was very accommodating and quick to respond with any questions we had about our stay. We will definitely keep this condo on our list to stay again when we are in St. Augustine.