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
Condo in Palm Coast
4.78 out of 5 average rating, 120 reviews

Luxury Condo at the Beach

GabrielRating, 5 stars1 week ago
The place was perfect and the host was quick and responsive. I recommend big tile for an awesome stay.
Guest favourite
Apartment in Palm Coast
4.84 out of 5 average rating, 378 reviews

Hidden Gem... 101 Palm Harbor unit307A

AlanRating, 5 stars2 weeks ago
My wife and I enjoyed it so much that it is highly likely we will stay longer next time! Loved it all! The European Village was so cute! Loved the weekend farmers market and all the kiosks! Saturday night music in the courtyard was awesome!
Guest favourite
Condo in St. Augustine Beach
4.94 out of 5 average rating, 359 reviews

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

DivyaRating, 5 stars2 weeks ago
It’s a nice cozy place within walkable distance to the beach. We had a great stay! I would definitely recommend this place.
Top Guest favourite
Condo 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
Condo in St. Augustine Beach
4.9 out of 5 average rating, 332 reviews

Beach side condo

RickRating, 5 stars5 days ago
Very clean and welcoming. Lots of fun stuff around the place to look at. Easy check in and a short walk to the beach.
Guest favourite
Apartment 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 stars1 week 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
Apartment 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, 410 reviews

Your Home Away From Home

ShannonRating, 5 stars3 weeks ago
Fred & Linda’s place felt like we were right home. The place was very serene and tranquil right in the middle of St. Augustine. Anything we needed, it was there. The hosts also let us know that if we needed anything, to let them know. Their salt water pool felt great on hot afternoons and evenings. The kids loved the place. Even their little dog Ellie came to play ball with the kids. Would recommend staying here.
Guest favourite
Home in St. Augustine
4.92 out of 5 average rating, 104 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 stars4 weeks 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, 237 reviews

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Kevin MerlRating, 5 stars1 month ago
My Wife and I stayed here for a few nights to explore Saint Augustine on foot and really enjoyed the place! its right in the heart of the downtown area so we were able to hit up all of the main attractions including the fort with a short walk without the need to drive and find parking elsewhere, which is quite expensive in the tourist areas. The place was exactly as described and was very clean and homey. Definitely recommend to anyone looking to check out Saint Augustine! The cupcake shop downstairs is great too for anyone looking for sweets or breakfast food. Our host was very flexible with us and made the stay easy and convenient.
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 stars1 week 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
Condo in St. Augustine
4.93 out of 5 average rating, 103 reviews

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

LindaRating, 5 stars2 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
Condo 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, 135 reviews

Poolside Ocean Living for the Family

LisaRating, 5 stars1 month ago
Erin’s place was immaculate, featuring a fully equipped kitchen that made it feel just like home. She thought of everything, providing thoughtful extras that enhanced our stay and created a truly stress-free and enjoyable retreat. We appreciated the abundance of extra blankets and pillows, several beach towels, and pantry essentials like condiments, cooking oil, sugar, coffee, tea, and spices. Erin also supplied paper towels, toilet paper, shampoo, conditioner, and plenty of cleaning products. We loved the use of cotton napkins to reduce waste and enjoyed the vibrant Fiesta dinnerware. Situated in a quiet neighborhood, the landscaping offered us privacy to fully enjoy the lanai and pool. Erin was responsive to all my questions, making our stay even more pleasant. I highly recommend staying here for a relaxing getaway!
Guest favourite
Home in St. Augustine
4.87 out of 5 average rating, 334 reviews

Pure Relaxation: heated pool, beach, cabana & more

KarenRating, 5 stars3 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
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 184 reviews

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

CarolynRating, 5 stars1 month ago
Exactly what we needed. Quiet, comfortable and so close to the ocean.
Superhost
Home in St. Augustine
4.77 out of 5 average rating, 126 reviews

Oceanside/pool view-Surf Crest Village-Pets welcom

JudyRating, 5 stars10 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
Condo in St. Augustine
4.91 out of 5 average rating, 148 reviews

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

SusanRating, 5 stars2 months ago
Matthew's condo, located in Butler Beach, on Anastasia Island was a short drive to some great locations including St. Augustine Old Town, a great place to spend time, beautiful Anastasia Island State Park and much more. We took a sunset cruise in the bay, toured St Augustine, played mini golf and had plenty of beach time. Comfortable accommodations, had most everything we needed. Must have a car to enjoy the area. Great stay ll in all. Glad we came down in April, wasn't terribly crowded.

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

  • Total rentals

    200 properties

  • Nightly prices starting at

    $101 NZD 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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