Family-friendly vacation 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 stars4 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
4.77 out of 5 average rating, 114 reviews

Luxury Condo at the Beach

DebbieRating, 5 stars1 week ago
Allen was a warm, welcoming host. He even loaned us a fishing rod so our grandson could go fishing at Bings Landing, which is nearby. The condo was spacious and 3 bathrooms were a bonus for gang. The amenities at the condo were wonderful. The lovely cinnamon-like sand beach is a short walk from the condo. There are two pools you can enjoy. One is kid/family friendly. The other pool is large and perfect for lap swimming. Both pools are heated! The resturant/bar by the pool is open seasonally from 11 to 4, but closed on Mondays. The Mahi sandwhich and the Redfish sandwhich were delicious! Our kids enjoyed the kids room and played Foosball and air hockey. All in all, it was a wonderful, relaxing vacation for our family. Thanks Al, we hope to be back asap!
Guest favourite
Apartment in Palm Coast
4.84 out of 5 average rating, 364 reviews

Hidden Gem... 101 Palm Harbor unit307A

DanielRating, 5 stars1 month ago
Great stay! Great hosts
Guest favourite
Guesthouse in St. Augustine
4.91 out of 5 average rating, 566 reviews

Captain's Quarters Tiny House

HeatherRating, 5 stars1 week ago
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!
Top guest favourite
Condo in Palm Coast
4.98 out of 5 average rating, 262 reviews

#1 Most Wish-Listed Airbnb in Flagler County!

ShokhanRating, 5 starstoday
I love this place very peaceful, comfortable close to the beach and the pool
Top guest favourite
Condo in St. Augustine Beach
4.9 out of 5 average rating, 324 reviews

Beach side condo

ErikaRating, 5 stars2 months 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 stars1 month 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
Condo in St. Augustine
4.99 out of 5 average rating, 74 reviews

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

DeniseRating, 5 stars9 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
Home in St. Augustine
4.94 out of 5 average rating, 131 reviews

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

MelissaRating, 5 stars3 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 favourite
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!
Top guest favourite
Home in St. Augustine
4.99 out of 5 average rating, 399 reviews

Your Home Away From Home

SuzanneRating, 5 stars1 month ago
This home was the best place I have stayed in all the times I have booked with air bnb. It had everything we needed and everything we didn’t know we needed. To me the bed linens speak volumes and they had the best. Very warm friendly hosts. We will be back.
Guest favourite
Home in St. Augustine
4.88 out of 5 average rating, 330 reviews

Pure Relaxation: heated pool, beach, cabana & more

SantiRating, 5 stars1 month ago
This was a peaceful and great place to relax!
Superhost
Home in St. Augustine
4.91 out of 5 average rating, 216 reviews

The Anastasia House Close to Downtown and beaches

TammyRating, 5 stars10 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
4.94 out of 5 average rating, 175 reviews

Crescent Moon: soft sand beach, pets welcome

LisaRating, 5 stars1 week ago
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!
Top guest favourite
Home in Palm Coast
4.94 out of 5 average rating, 179 reviews

Oceanside Breeze & Views for the Family

SumpterRating, 5 stars2 weeks ago
Stayed here a couple nights to visit my sister which lives right down the road for her 60th birthday. We were over at her place most of the day and not at the house very much but it was nice as described, my teenage son loved the privacy of the rooms downstairs. The only thing I had an issue with was the matress in the master bedroom was way too stiff for my back. May need a matress topper for this one. The second night we slept in the guest bedroom and it was very comfortable. Nice place though just a short walk to the shelly beach which my wife loved. Would go again.
Superhost
Home in St. Augustine
4.88 out of 5 average rating, 182 reviews

Crescent Beach House

TaraRating, 5 stars2 months ago
This home was perfect for our stay. We were able to walk to the beach, it was a 15 minute drive to St. Augustine, and there were 2 parks South on route A1A that we were able to visit. The house was very comfortable and spacious enough for 4 people. We ate lunches at the table on the side deck. I would recommend taking wash clothes if you use them and chairs for the back yard. We really enjoyed watching the birds at low tide in the canal out back. Overall, a great stay!

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 stars17 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 St. Augustine
4.82 out of 5 average rating, 136 reviews

Oceanfront 1 BR Condo w/Private Balcony 2nd Floor

AliciaRating, 5 stars1 month ago
Had a great stay in St. Augustine. Peaceful and just what we needed for a quick getaway
Top guest favourite
Home in Palm Coast
4.99 out of 5 average rating, 273 reviews

True Florida Pool Home Close to Many Adventures

PatRating, 5 stars3 days ago
Extremely happy we chose this property for our Palm Coast vacation. A relaxing environment knowing that we were staying in a clean, well maintained beautiful home with everything we needed for the week. The pool was a wonderful enhancement for our stay. The hosts are very communicative which makes you feel comfortable about your reservation and stay. We thoroughly appreciated the special gesture of finding useful food which we used the first night. This allowed us to delay our grocery shopping till the next day. Nice touch and very thoughtful. We plan to return when we visit Palm Coast again! Thank you for the hospitality and a great Airbnb!
Guest favourite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 182 reviews

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

LoriRating, 5 stars1 week 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
Apartment in St. Augustine
4.94 out of 5 average rating, 178 reviews

Updated and clean, private beach access condo

KerriRating, 5 stars6 days ago
We really enjoyed our week stay and hope to return next year. Susan was a very responsive host and condo was comfy and nicely decorated with coastal decor. We especially loved the beautiful, private beach…well worth the walk!
Top guest favourite
Condo in St. Augustine
4.94 out of 5 average rating, 290 reviews

Gorgeous Sea Place Ocean View Condo

CynthiaRating, 5 stars1 week ago
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.
Top guest favourite
Condo in St. Augustine
4.95 out of 5 average rating, 106 reviews

Sea Place Ocean View

DianaRating, 5 stars2 weeks ago
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.
Superhost
Home in Palm Coast
4.85 out of 5 average rating, 85 reviews

Golf Course home with large heated pool

TrishRating, 5 stars3 months ago
Great family location, very thoughtful amenities for all ages, love the safe pool fence and fenced back yard, very comfortable.

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