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Family-friendly holiday rentals in Anastasia Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Anastasia Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 164 reviews

5*Pool Oversized Home*Beach*Walk to all

TomRating, 5 stars3 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.
Superhost
Apartment in Palm Coast
4.78 out of 5 average rating, 112 reviews

Luxury Condo at the Beach

AndrewRating, 5 stars2 months ago
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.
Guest favourite
Flat in Palm Coast
4.84 out of 5 average rating, 361 reviews

Hidden Gem... 101 Palm Harbor unit307A

KarenRating, 5 stars1 month ago
Lovely condo, exactly as pictured. Clean, very comfortable and spacious. Balcony was a plus. Hosts were very responsive. We would stay here again.
Guest favourite
Guest house in St. Augustine
4.91 out of 5 average rating, 560 reviews

Captain's Quarters Tiny House

SilviaRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in Palm Coast
4.98 out of 5 average rating, 259 reviews

#1 Most Wish-Listed Airbnb in Flagler County!

KaraRating, 5 stars2 months ago
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!!
Top guest favourite
Apartment in Saint Augustine Beach
4.9 out of 5 average rating, 323 reviews

Beach side condo

ErikaRating, 5 stars1 month ago
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
Guest favourite
Home in St. Augustine
4.94 out of 5 average rating, 131 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

RamonRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in Saint Augustine
4.99 out of 5 average rating, 73 reviews

Sand In My Shoes -1 min to Beach-Close to Downtown

DeniseRating, 5 stars8 months ago
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

Top guest favourite
Flat in St. Augustine Beach
4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

MandyRating, 5 stars2 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!
Top guest favourite
Home in Saint Augustine
4.99 out of 5 average rating, 397 reviews

Your Home Away From Home

AvisRating, 5 stars1 month ago
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 !!!!!!!
Guest favourite
Home in St. Augustine
4.88 out of 5 average rating, 327 reviews

Pure Relaxation: heated pool, beach, cabana & more

SaraRating, 5 stars2 weeks ago
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.
Guest favourite
Home in St. Augustine
4.91 out of 5 average rating, 215 reviews

The Anastasia House Close to Downtown and beaches

TammyRating, 5 stars9 months ago
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
Guest favourite
Bungalow in Butler Beach
4.93 out of 5 average rating, 167 reviews

Crescent Moon: Feb open Get away from the snow.

ElizabethRating, 5 stars1 week ago
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
Top guest favourite
Home in Palm Coast
4.94 out of 5 average rating, 176 reviews

Oceanside Breeze & Views for the Family

ZacharyRating, 5 stars2 months ago
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!
Top guest favourite
Home in St Augustine Beach
4.87 out of 5 average rating, 157 reviews

Historic Shrimper’s Beach House | Steps from OCEAN

ShelliRating, 5 stars4 weeks ago
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!
Superhost
Home in St. Augustine
4.82 out of 5 average rating, 144 reviews

Bowman's Beach House

AnthonyRating, 5 stars3 months ago
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

Superhost
Townhouse in St. Augustine
4.66 out of 5 average rating, 32 reviews

Poolside Dreamin' at Ponce Landing 30

NicoleRating, 5 stars2 months ago
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
Guest favourite
Flat in Saint Augustine Beach
4.94 out of 5 average rating, 180 reviews

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

MaryRating, 5 stars2 months ago
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.
Superhost
Home in St. Augustine
4.67 out of 5 average rating, 238 reviews

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

JenniferRating, 5 stars3 months ago
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.
Guest favourite
Flat in St. Augustine
4.94 out of 5 average rating, 177 reviews

Updated and clean, private beach access condo

Jean-LucRating, 5 stars1 day ago
This place is perfect to enjoy the beach and discover Saint-Augustine! We thoroughly enjoyed our stay!
Top guest favourite
Apartment in St. Augustine
4.94 out of 5 average rating, 285 reviews

Gorgeous Sea Place Ocean View Condo

RebeccaRating, 5 stars1 month ago
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. 🩷😎🩷
Top guest favourite
Apartment in St. Augustine
4.95 out of 5 average rating, 104 reviews

Sea Place Ocean View

AmberRating, 5 stars7 months ago
Shayne was an awesome host to deal with. I highly recommend him and his condo.
Superhost
Home in Palm Coast
4.85 out of 5 average rating, 85 reviews

Golf Course home with large heated pool

TrishRating, 5 stars2 months ago
Great family location, very thoughtful amenities for all ages, love the safe pool fence and fenced back yard, very comfortable.
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 135 reviews

Bright and Airy Plantation Home

MelindaRating, 5 stars2 weeks ago
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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