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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 stars2 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

Condo in Palm Coast

4.78 out of 5 average rating, 112 reviews

Luxury Condo at the Beach

AndrewRating, 5 stars1 month 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.
Superhost

Apartment in Palm Coast

4.84 out of 5 average rating, 359 reviews

Hidden Gem... 101 Palm Harbor unit307A

MichaelRating, 5 stars1 week ago
We have stayed at other units by Arlene and Caio and always are well taken care of. They are very accommodating and the units spotless. Totally recommend.
Guest favourite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 557 reviews

Captain's Quarters Tiny House

JordanRating, 5 stars1 week ago
This was an amazing experience staying here! I'm quite new to Florida and I wanted a nice place to visit for a few days with my girlfriend and St Augustine is always amazing to explore. The captain's quarters was a beautiful little house that really captured the vibe of historic St Augustine and we very much enjoyed it!
Guest favourite

Condo in Palm Coast

4.98 out of 5 average rating, 259 reviews

#1 Most Wish-Listed Airbnb in Flagler County!

KaraRating, 5 stars4 weeks 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!!
Guest favourite

Condo in Saint Augustine Beach

4.9 out of 5 average rating, 322 reviews

Beach side condo

AshleighRating, 5 stars3 weeks ago
We had a wonderful time at Doug and Lori's place! It was a short walk to the beach and a short drive to restaurants and St. Augustine. The heated pool worked out great and the larger (nonheated) outdoor pool would have been great in the summer. The apartment itself was decorated very nicely and there was plenty of space for the five of us. Doug and Lori were quick to answer any questions. Would definitely stay again.
Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 130 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

DerekRating, 5 stars7 months ago
We have stayed here for three summers and can not say enough wonderful things about the listing and the host. Abrina goes above and beyond to make the stay wonderful. The listing information describes the house perfectly. It is close to the beach and the pool is excellent. It is cozy enough to feel like home, but more than sufficient to fit our family's needs. We are already looking forward to year number four!
Guest favourite

Condo 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 stars7 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

Guest favourite

Apartment in St. Augustine Beach

4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

MandyRating, 5 stars1 month 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!
Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 396 reviews

Your Home Away From Home

NelsonRating, 5 stars4 weeks ago
exelente the house very neat and as shown in the pictures, the area is very quiet and easy access to all roads
Guest favourite

Home in St. Augustine

4.88 out of 5 average rating, 324 reviews

Pure Relaxation: heated pool, beach, cabana & more

SusyRating, 5 stars3 weeks ago
We had a wonderful stay! The home was exactly as described—clean, comfortable, and in a perfect location. I really appreciated the thoughtful touches, like supplies, local guides, recommendations as well as different games and props for the kids. I would definitely recommend this place to anyone visiting st Agustine and would love to return in the future!
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 stars8 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, 160 reviews

Crescent Moon: Feb open Get away from the snow.

KelliRating, 5 stars1 month ago
Perfectly adorable and perfectly priced! Private, spacious and right next to the beach. What more could you ask for?? We will be back to visit Martie's beautiful cottage, in the very near future!
Guest favourite

Home in Palm Coast

4.94 out of 5 average rating, 176 reviews

Oceanside Breeze & Views for the Family

ZacharyRating, 5 stars4 weeks 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!
Guest favourite

Home in St Augustine Beach

4.87 out of 5 average rating, 156 reviews

Historic Shrimper’s Beach House | Steps from OCEAN

BobRating, 5 stars1 month ago
Great spot that is just steps from a beautiful beach. Very clean and classic furnishings. Roomy with lots of sleeping options. The kitchen had everything we needed. Wonderful stay!
Superhost

Home in St. Augustine

4.82 out of 5 average rating, 144 reviews

Bowman's Beach House

AnthonyRating, 5 stars2 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

Guest favourite

Home in Palm Coast

4.99 out of 5 average rating, 270 reviews

True Florida Pool Home Close to Many Adventures

CindyRating, 5 stars3 days ago
This home was in a cute little neighborhood. Felt very safe. Everything was as described and super clean. I had a couple of questions and they were answered quickly. The homeowners supplied us with items for breakfast. We found orange juice, eggs, ham, and bread for toast. That was a very nice surprise. We would definitely stay there again.
Guest favourite

Apartment in Saint Augustine Beach

4.94 out of 5 average rating, 179 reviews

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

MaryRating, 5 stars3 weeks 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, 237 reviews

Beach Side Cottage steps from the Ocean and Pool

MelanieRating, 5 stars4 months ago
We had a wonderful stay in St. Augustine. The house was spacious and we all enjoyed spreading out and finding our own space. Wendy was very responsive and worked with us! The kitchen was well equipped! We loved having living area with room for us all! The deck was a favorite lunch spot. Made many special memories. Wonderful house!
Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 174 reviews

Updated and clean, private beach access condo

MarkRating, 5 stars1 month ago
Susan's place was great! Just as advertised, next to the beach, close to a bunch of good restaurants, clean, well appointed, and homey. I had a wonderful stay. Just what I wanted.
Guest favourite

Condo in St. Augustine

4.94 out of 5 average rating, 283 reviews

Gorgeous Sea Place Ocean View Condo

JamesRating, 5 stars1 month ago
Very nice condo, on the beach and close to anything needed...fair price for the location
Guest favourite

Condo in St. Augustine

4.95 out of 5 average rating, 104 reviews

Sea Place Ocean View

AmberRating, 5 stars6 months ago
Shayne was an awesome host to deal with. I highly recommend him and his condo.
Superhost

Home in Palm Coast

4.86 out of 5 average rating, 83 reviews

Golf Course home with large heated pool

TrishRating, 5 stars1 month 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, 130 reviews

Bright and Airy Plantation Home

MadisonRating, 5 stars4 weeks ago
This was a perfect property for our family trip! An easy 10 minute walk to the top of St George Street. The house was beautifully spacious and comfortable for 6 adults and 2 dogs. If anything, the listing pictures did not do the space justice. The kitchen was fully stocked with all needed tools and the backyard provided a great place to relax.

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