
Family-friendly holiday rentals in Anastasia Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Anastasia Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Anastasia Island family-friendly rentals
Family-friendly home rentals with a hot tub

5*Pool Oversized Home*Beach*Walk to all
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.

Luxury Condo at the Beach
Greatly enjoyed our stay. Loved the location. Literally less than a 5 minute walk to the beach. The pool and club house were great too. Stayed with 2 small kids and they loved it. The condo was spacious and had most of what we needed. Only complaints would be it could use a deep clean and some of the kitchen stuff could be restocked. Overall though I would definitely recommend it to anyone.

Hidden Gem... 101 Palm Harbor unit307A
Lovely condo, exactly as pictured. Clean, very comfortable and spacious. Balcony was a plus. Hosts were very responsive. We would stay here again.

Captain's Quarters Tiny House
Tom and Diane where Great Host. Helpfull and very very nice. Good tips for Dinner and things to do. We loved the location so close to Downtown and the beaches. Easy to get with the bikes The Tony House was Cozy and the outside welcoming. The outside shower was amazing. So all was great and we had a wonderfull time at Captains Quarter

#1 Most Wish-Listed Airbnb in Flagler County!
We loved our stay!! The area was beautiful, the pools, hot tubs, weight room and everything else were well kept and wonderful! There’s a Publix very close by for groceries and many yummy restaurants within 15 minutes. We thought we’d spend more time in St Augustine but didn’t need to because Jeffrey’s place was so amazing and relaxing and exactly what we needed! Thanks for sharing!!

Beach side condo
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

Hawaiian Island Escape ~ Heated Pool/Spa/Beach
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 -1 min to Beach-Close to Downtown
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!
Family- and pet-friendly home rentals

Low Tide - Beach Bungalow
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!

Your Home Away From Home
This airbnb is perfect. Close to St augustine in distance but miles away in peace and quiet. Hosts are wonderful, intent on their guests having a wonderful tilme Want to come back !!!!!!!

Pure Relaxation: heated pool, beach, cabana & more
We had a great stay. We love this quiet, walkable neighborhood that is just steps away from Cap’s on the Water and the beach. The weather didn’t cooperate during our visit for us to use the pool but it was still nice to look at. The house was exceptionally clean and organized and had everything we needed. We would definitely stay at Greg and Pia’s again and would definitely recommend it.

The Anastasia House Close to Downtown and beaches
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

Crescent Moon: Feb open Get away from the snow.
Beautiful place super close to the beach. You can smell the salt in the air. parking was not an issue, place was clean, host was very responsive, neighbors were quiet. Lots to do in the area. Was a fun getaway. Would definitely come back

Oceanside Breeze & Views for the Family
Great location! Our family loves Palm Coast and it's always nice to find a house so close to the water that allows dogs. Erin's house was easy to find and accurately described, the provided directions were perfect. You can see the ocean, close enough to hear the waves and smell the salty air for a relaxing experience. It's a wonderful house just a minute or two walk to the beach. My daughter loved the selection of beach toys and building a sandcastle. Erin is a great host and overall this was a wonderful experience for our family to relax over the holidays. Thank you for sharing your home!

Historic Shrimper’s Beach House | Steps from OCEAN
We had a blast while visiting St. Augustine for a Cowboy Fast Draw Association Competition! Renee was super helpful and answered our questions before we asked them! The Shrimpers Lodge was so unique and held an interesting history as well. Perfect place for 10 of us gunfighters to stay and will be booking again for next year’s event. Thank you so very much for a wonderful stay!

Bowman's Beach House
Exceptionally cozy and rustic beach house. Well maintained, clean with comfortable beds. The yard is not secure enough for a bigger dog but the neighborhood is doggy friendly. Drive on beach 3 blocks away is A++z Carly, the owner was extremely helpful and responsive. We had a great time and we can’t wait to go back.
Family-friendly home rentals with a pool

Poolside Dreamin' at Ponce Landing 30
Beautiful home and amazing access to the beach. We didn’t get to go to the beach but we were able to see fireworks close to the beach. I love how close restaurants and everything was. And literally minutes to historic downtown. Highly recommend

Modern & Comfy Beach Gem: Pool ~ Ocean Views ~ Pkg
We had a great experience with our stay. Property was wonderful. Unfortunately weather did not allow us to enjoy the pool but it was very nice looking and clean. Hosts are wonderful - communication was perfect and just what we needed as far as timing and easy to understand. Will definitely be back when we're in the area again.

Beach Side 4/2 home steps from the Ocean and Pool
Great location. Host was very nice and quick to respond. Sleeps a large group very comfortably. Eating area and kitchen are a little small for a big group. But overall wonderful.

Updated and clean, private beach access condo
This place is perfect to enjoy the beach and discover Saint-Augustine! We thoroughly enjoyed our stay!

Gorgeous Sea Place Ocean View Condo
What a wonderful birthday weekend in St Augustine. This condo was super cleaned, well stocked, and the most beautiful beach views. Host was super communicative and wonderful. Highly recommend this condo. Loved the townhouse feel and having the bedrooms upstairs. The beds and couches were so comfortable. So nice and relaxing. Thanks again Elaine!! We will be back. 🩷😎🩷

Sea Place Ocean View
Shayne was an awesome host to deal with. I highly recommend him and his condo.

Golf Course home with large heated pool
Great family location, very thoughtful amenities for all ages, love the safe pool fence and fenced back yard, very comfortable.

Bright and Airy Plantation Home
The home is beautiful and the location was perfect. I was there to recover from major surgery. We have multiple renovations going in our home and the chaos of that was not conducive to relax and heal. This home was perfect in every way. The family was able to have fun and not be in my hair as they stayed busy site seeing. They turned the heater on in the pool so I could use it during off season which was really nice. Their communication was prompt if we had questions or needs. Would highly recommend this home!
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