Family-friendly holiday rentals in Historic District, St. Augustine

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Popular amenities for Historic District, St. Augustine family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 165 reviews

5*Pool Oversized Home*Beach*Walk to all

TomRating, 5 stars6 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
4.79 out of 5 average rating, 121 reviews

Luxury Condo at the Beach

RachelRating, 5 stars2 days ago
Allen’s place was very spacious and clean. It is exactly as described. He responded right away when we had a question. We enjoyed our time here and the beach was an easy 2 min walk. He had beach chairs, umbrella and sand toys, which was a total plus for us!!! If we were to visit Palm Coast again, this is where we would stay!!!
Guest favourite
Villa in St. Augustine
4.88 out of 5 average rating, 94 reviews

St Augustine Villa | Pools, Hot Tub & Beach Access

MonicaRating, 5 stars2 weeks ago
This place was perfect for our anniversary weekend! The location is perfect- you can walk to the pool or beach in minutes, but it is also a close drive to downtown St. Augustine. The beach felt like your own private beach- not crowded at all! I loved that the condo was away from the main building so it was very quiet. They had snacks and coffee available for us as well! We will definitely be back!
Guest favourite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 360 reviews

~Hot Tub~Just Steps to the Beach~King Bed~2 Pools

ChristinaRating, 5 stars2 days ago
Our stay was one of the best stays in St Augustine we have had in the 25+ years we have been staying for vacation. Excellent Communication and all info given for check in and house needs explained. Condo is extra clean, everything you need for kitchen and also including beach supplies. The balcony offers an ocean view which is nice! Wifi super fast and all tech up to date. The grounds are super nice with two pools which one is smaller and is helpful if you or child can't do crowds. Hot tubs super nice and with 5 on site you don't have to wait! This is an above average rental and Owner!
Top guest favourite
Apartment in Palm Coast
4.99 out of 5 average rating, 269 reviews

#1 Most Wish-Listed Airbnb in Flagler County!

LaurenRating, 5 stars1 week ago
We spent a week here and can’t wait to return! We loved waking up and seeing all the bunnies from the balcony each morning! The kids loved the bunk room and the big bathtub! We had everything we needed and the property is just perfect for families! Everything was wonderful.
Top guest favourite
Apartment in St. Augustine Beach
4.9 out of 5 average rating, 333 reviews

Beach side condo

DiannRating, 5 stars4 days ago
Doug and Lori's place was great! Enough room for our family of 4. Having 2 beds in the second bedroom is nice, the beds were very comfortable. It was easy to walk to the beach, and this beach is wide and not crowded- a big plus. Kitchen had everything you needed. Supplied beach towels which is nice so you don't have to pack them. Only down side, we didn't stay long enough! It's a great area!
Guest favourite
Flat in St. Augustine
4.93 out of 5 average rating, 170 reviews

Ocean View 3br Condo! Indoor pool, steps to beach

AngelaRating, 5 stars2 weeks ago
This is THE PLACE for families. Tons of families with kids we're staying at this condo association, so our children easily found playmates. There's food trucks that come on site during the day and a large field between the pool and the condo buildings where kids congregate after dinner to play games, watch movies, and play music. The pool, field, and playground are all viewable from the balcony. Easy boardwalk to the beach. The condo was perfect for a beach stay- large covered balcony, and master bed was very comfortable.
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 134 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

GilbertRating, 5 stars2 weeks ago
I can’t say enough about this place! From the beautiful house with all the needed amenities to the gorgeous private pool and hot tub area. The decor was absolutely beautiful and the beds were so comfortable! The location is quiet and private but still close to all the history and beauty of St. Augustine. Abrina was very helpful in recommending a close beach access which is very easy to get to and walkable or just a 2 minute ride if you prefer. She was very responsive to any questions and made things so smooth! I would definitely stay here again without a second thought!

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 stars6 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, 412 reviews

Your Home Away From Home

ArleneRating, 5 stars2 days ago
This was our second visit to Fred and Lynn's home and it didn't disappoint. When visiting other home I have always taken my own pots and pans as I always encounter cheap thrift store cookware, but not here. I left my kitchen home this trip and it was great! We love how secluded and private it is. You would never know you are only 5 minutes away from shopping and grocery stores. Especially when the local deer herd visits in the early mornings and late afternoons. We plan on returning next summer! 😊
Guest favourite
Home in St. Augustine
4.91 out of 5 average rating, 105 reviews

Waterfront Cottage on Private Island in Preserve

ErrolRating, 5 stars3 weeks ago
This home is a peaceful and scenic retreat, perfect for relaxation and reconnecting with nature. With stunning marsh views and plenty of space, my family felt completely at home. Though it’s about a 25-minute drive to downtown St. Augustine and the beaches, the tranquil surroundings make it well worth the trip—especially for those who love fishing, boating, or outdoor adventures. From paddleboarding and swinging on the swing to gathering around the fire pit and playing tag in the beautiful Florida weather, this place truly feels magical. Patricia is a wonderful host—always responsive and ensuring a comfortable stay. The cozy beds and well-equipped space exceeded our expectations, making it hard to say goodbye. We created unforgettable family memories here and can’t wait to return. Thank you, Patricia, for making our family reunion truly special!
Superhost
Home in St. Augustine
4.8 out of 5 average rating, 110 reviews

OWLS LOFT West King Historic District & Beaches

LeathaRating, 5 stars14 months ago
This was a last minute stay. It was close to get to most things. I would say it was very basic, no frills like a cabin vibe. There wasnt a coffee maker so you might want to keep that in mind . The bed I slept on was very firm. I was there for Easter weekend so the town was alive and plenty to do.
Superhost
Home in St. Augustine
4.91 out of 5 average rating, 217 reviews

The Anastasia House Close to Downtown and beaches

KellyRating, 5 stars2 months ago
We really enjoyed our stay! The house was super clean, cozy, and just as cute as the photos. It’s located in a safe, quiet neighborhood which made us feel right at home. Definitely recommend to anyone looking for a comfortable and charming place to stay!
Guest favourite
Guest suite in St. Augustine
4.88 out of 5 average rating, 723 reviews

Beach and Serenity

RebeccaRating, 5 stars1 month ago
This place was really nice, cute and worth every penny. The location is great. We had access to bikes and beach chairs.
Superhost
Home in St. Augustine
4.92 out of 5 average rating, 238 reviews

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

CarolynRating, 5 starstoday
This is a great little hideaway! We would stay here again, you could walk anywhere you needed to go, and you could actually go downstairs and get your breakfast from the cupcake shop. Friendly and responsive host!
Guest favourite
Bungalow in Butler Beach
4.94 out of 5 average rating, 184 reviews

Crescent Moon: soft sand beach, pets welcome

SallyRating, 5 stars3 weeks ago
What a gem! Perfectly positioned one block from the beach, this bungalow is just adorable. Fun decor, comfortable bed, more than enough room for my two teens and I to spread out. Shopping and dining are mere minutes away. The beach is a VERY short walk and beach itself is clean and beautiful. Martie was very accommodating and easy to work with. Five stars all the way! We’d love to come back!

Family-friendly home rentals with a pool

Top guest favourite
Home in St. Augustine
4.94 out of 5 average rating, 133 reviews

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

SandraRating, 5 stars2 weeks ago
We ended up booking Dalerie’s place at the last minute due to a rental that did not meet our needs due to a recent surgery. Dalerie was quick to respond to our request and the place was perfect for our family. We had an 11 month old along so the availability of a highchair and the large space for us to move around was a huge win. Her house was stocked appropriately for things for the beach as well as the kitchen. The pool was a must as we have a four year-old granddaughter who loves to swim. It was the perfect opportunity in the afternoon to burn off some more energy after the beach before we went to one of many yummy places nearby for dinner. The screen porch is lovely! And her location in Vilano Beach is terrific. If you want to walk to the beach it is easily accessible down the street. We prefer Porpoise Point beach in order to drive with all our stuff and it is 5 minutes down the road. I highly recommend this rental!
Guest favourite
Apartment in St. Augustine
4.93 out of 5 average rating, 104 reviews

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

LindaRating, 5 stars3 weeks ago
Jeremy’s place was everything we wanted! Incredibly clean, had everything we needed (even had snacks and a bottle of wine waiting for us after our 10 hour road trip). Incredibly easy access to a peaceful beach and tons of cards games and board games for downtime at the condo. He was responsive and very friendly to any and all questions we had. Definitely recommend and would stay again!
Top guest favourite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 193 reviews

The Beach Retreat!

SheridanRating, 5 stars3 weeks ago
We had a great time! Being so close to the beach, pier and restaurants was perfect.
Guest favourite
Home in Palm Coast
4.93 out of 5 average rating, 136 reviews

Poolside Ocean Living for the Family

JackRating, 5 stars2 weeks ago
Erin’s home was perfect for the weekend getaway my fiancé and I needed. It was relaxing and peaceful and just a short walk/bike down to the beach. Thank you for allowing us to stay in your beautiful home!
Guest favourite
Home in St. Augustine
4.87 out of 5 average rating, 334 reviews

Pure Relaxation: heated pool, beach, cabana & more

KarenRating, 5 stars4 weeks ago
This is the second time we stayed at this amazing property. It’s quiet and close to so many things. Pet friendly in most areas. Our puppy was super happy to be so close to the beach. The hosts responded almost immediately every time and honestly are so sweet. This is now our go to place for a quick weekend trip! Thank you so much!!!!
Guest favourite
Flat in St. Augustine Beach
4.94 out of 5 average rating, 185 reviews

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

BarbaraRating, 5 stars1 day ago
The location on the beach of Saint Augustine was heavenly. Angela Melanie responded to all of our questions promptly. The pictures do not do it justice. You are on the beach, walking in sand almost immediately after you exit your condo. Weekly price was great and well worth it with everything included in the condo and on the grounds. Love this place and the host and will definitely visit again.
Superhost
Home in St. Augustine
4.77 out of 5 average rating, 126 reviews

Oceanside/pool view-Surf Crest Village-Pets welcom

JudyRating, 5 stars11 months ago
We booked Jody’s place two years in a row for a family vacation. Pet friendly, which is a must. Our four legged family go with us on every vacation. Excellent place and wonderful year round neighbors, I couldn’t as for much more.
Superhost
Apartment in St. Augustine
4.91 out of 5 average rating, 149 reviews

"Captain Jacks" First Floor 2BR/2Bath Condo

SherriRating, 5 stars3 weeks ago
Staying at this AirBnB is quickly becoming a yearly family tradition for us! The condo has everything we need as a family of 4, the private beach access is delightful, and St. Augustine never disappoints. The owner is very responsive and addresses any needs as soon as possible, doing everything he can to make our stay as comfortable as possible. Highly recommend!

Quick stats about holiday rentals that are family-friendly in Historic District, St. Augustine

  • Total rentals

    200 properties

  • Nightly prices starting at

    ₹5,193 before taxes and fees

  • Total number of reviews

    15K reviews

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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