
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.
Holiday rentals for every style
Get the amount of space that is right for you
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
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!

Hidden Gem... 101 Palm Harbor unit307A
Great stay! Great hosts

Captain's Quarters Tiny House
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!

#1 Most Wish-Listed Airbnb in Flagler County!
I love this place very peaceful, comfortable close to the beach and the pool

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 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.

Pure Relaxation: heated pool, beach, cabana & more
This was a peaceful and great place to relax!

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: soft sand beach, pets welcome
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!

Oceanside Breeze & Views for the Family
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.

Historic Shrimper’s Beach House | Steps from OCEAN
My family and I spent a week at Renee and Aloe's wonderful beach house. We could not have asked for more welcoming and helpful hosts. The photos, description and amenities were as described. Everything was spotlessly clean. Just steps away from the beautiful beach and an easy drive into downtown St. Augustine, we really appreciated the house's history and homey feel. Be sure to walk down to the Kookaburra Beachside cafe for excellent morning coffee! Thank you so much, Renee and Aloe!

Crescent Beach House
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

Private FL Home with Pool, Hot tub & Luxury Master
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!

Oceanfront 1 BR Condo w/Private Balcony 2nd Floor
Had a great stay in St. Augustine. Peaceful and just what we needed for a quick getaway

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

Updated and clean, private beach access condo
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!

Gorgeous Sea Place Ocean View Condo
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.

Sea Place Ocean View
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.

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
My family and I had a great week - beautiful historic home with a private yard and pool!
Destinations to explore
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Charleston Holiday rentals
- Fort Lauderdale Holiday rentals
- Rentals with a hot tub Anastasia Island
- Pet-friendly rentals Anastasia Island
- Cottage rentals Anastasia Island
- Waterfront rentals Anastasia Island
- Apartment rentals Anastasia Island
- Rentals with an accessible-height bed Anastasia Island
- Townhouse rentals Anastasia Island
- Rentals with lake access Anastasia Island
- Rentals with pools Anastasia Island
- Rentals with an accessible-height toilet Anastasia Island
- Rentals with breakfast Anastasia Island
- Rentals with a kayak Anastasia Island
- Rentals with outdoor seating Anastasia Island
- House rentals Anastasia Island
- Rentals with a fireplace Anastasia Island
- Flat rentals Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with an EV charger Anastasia Island
- Rentals with a washing machine and dryer Anastasia Island
- Bungalow rentals Anastasia Island
- Rentals with beach access Anastasia Island
- Rentals with a firepit Anastasia Island
- Family-friendly rentals Anastasia Island
- Rentals with a patio Anastasia Island
- Beachfront rentals Anastasia Island
- Fitness-friendly rentals Anastasia Island
- Family-friendly rentals St. Johns County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ponte Vedra Beach
- Daytona International Speedway
- Daytona Beach Boardwalk and Pier
- Palm Harbor Golf Club
- Old A1A Beach
- Daytona Lagoon
- St. Augustine Alligator Farm Zoological Park
- TIAA Bank Field
- Matanzas Beach
- Lightner Museum
- Butler Beach
- Neptune Approach
- Brooks Drive Beach Approach
- Worlds Most Famous Beach Daytona Beach
- Fountain of Youth Archaeological Park
- North Beach Guana River Preserve
- Guana Reserve Middle Beach
- Eagle Landing Golf Club
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Bent Creek Golf Course
- Amelia Island Lugar Lindo
- Ravine Gardens State Park
- Crescent Beach
- Standish Beach Access Ormond FL