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Destinations  •  October 09, 2025

7 Most Loved St. Augustine Airbnbs by Our Guests

Cameron Herget
Cameron Herget

As AvantStay's Brand Manager, Cameron crafts engaging content for emails, socials, and the Atlas blog, showcasing her versatility as a skilled writer and digital marketer. With her creative flair and strategic approach, she seamlessly blends captivating visuals and compelling narratives to bring AvantStay's brand to life in the digital realm.

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When it comes to planning your dream coastal getaway, St. Augustine is a total game-changer. As America’s oldest city, this charming spot has a rich history of sun-soaked beaches, making it a must-visit destination for travelers craving a mix of culture, relaxation, and unforgettable experiences. 

Stroll along cobblestone streets, hunt for hidden gems, or just kick back with ocean views. St. Augustine’s vibe is simply an unmatched destination that our guests love. 

Ready to dive into the best this historic town has to offer? Let’s find you the best St. Augustine Airbnb that you’ll also love!

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Vilano Fairway

Sleeps 10 guests

Just a 7-minute walk from Vilano Beach, Vilano Fairway is a bright and stylish getaway with the feel of luxury and warmth of a real home. It’s made for group trips with open spaces to hang out and amenities to have fun. Relax after beach time or explore downtown St. Augustine nearby; this house makes every moment feel like a getaway.

Top Amenities:

  • Custom garage game room with putting green, arcade, and board games
  • Hot tub, fire pit, BBQ grill, deck, full kitchen, washer, and dryer
  • 2 minutes from the Twenty-Third Street Beach Access and Vilano Beach

Why Our Guests Love Vilano Fairway: 

The interiors feel like staying in a boutique hotel, with colorful, fun, and spacious rooms. It also has walkable access to both the beach and bay.

What Our Past Guests Are Saying:

“My husband and I were looking for a place to stay after our first Airbnb was cancelled on us for a rodent issue. We had a wedding in 2 days and no place to stay! We found this beautiful home with avant- stay and almost immediately booked! It had ample space for my husband and I, and then some! The bathrooms were exquisitely clean and the linens were pure white! Our hosts were communicative, even offering to fully stock our fridge upon arriving! We asked about beach chairs and were provided the amenity and an umbrella so that helped us financially! We loved sipping on coffee in the bright living room and loved all the tea and coffee freebies that were so generously provided! We would absolutely book here again and if you like modern-clean style homes with pops of color, this is the place! We never got the chance to use the hot tub or the garage space because of our busy wedding plans but know we would have loved them!! The outdoor swing is now an absolute must for my future home:)”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Haven Grove

Sleeps 8 guests

Haven Grove is a cheerful and freshly remodeled bungalow just a quick 5-minute stroll to both the beach and the Tolomato River, offering the perfect spot to enjoy St. Augustine’s best waters and sunsets. You’ll find a fun-packed space and plenty of lounge space—perfect for family fun or unwinding after a day of exploring.

Top Amenities:

  • Unique “green” room with putting green, pingpong table, & arcade machines
  • Hot tub, fire pit, BBQ grill, tiki bar, fully stocked kitchen, washer, dryer
  • 3-minute walk to the beach, 3-minute drive to North Beach Park

Why Our Guests Love Haven Grove:

It’s the perfect house with a laid-back coastal charm and fun-filled spaces, designed for memorable group getaways near St. Augustine’s stunning waters.

What Our Past Guests Are Saying:

“Great family beach house – with four bedrooms, the screened in porch, and the garage full of games, there was plenty of space for our family of eight with varied age ranges. We enjoyed the privacy and quiet of the home, the very short walk to the beautiful beach, as well as the short drive to St Augustine with all of its historical offerings. Having a gas grill made cooking at home simple and easy, with Publix not far away. Host was very responsive to our needs.”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Hidden Grove

Sleeps 10 guests

Looking to enjoy a relaxed beach vacation just five minutes from Vilano Beach? Hidden Grove is a bright and playful bungalow that perfectly suits families or groups. Its open floor plan encourages togetherness while offering plenty of space for everyone to unwind and create lasting memories. 

Top Amenities:

  • Tropical-style backyard deck with hot tub, BBQ grill, outdoor dining, and lounge chairs 
  • Beach towels and beach gear are available, arcade game machines, deco fireplace
  • Just a few minutes from Vilano Beach, Tolomato River, and North Beach

Why Our Guests Love Hidden Grove:

The vibrant coastal charm of this home, with versatile space for family fun and relaxation, makes this a must-book coastal escape. 

If you are coming with a bigger group, Hidden Grove can also be rented together with Haven Grove for a larger space through the Haven & Hidden Grove Buyout!

What Our Past Guests Are Saying:

“We had a great stay. There were six of us and everyone was very comfortable. Two big bedrooms and two smaller ones. Very comfortable beds and linens. Kitchen was stocked with everything you needed. Comfortable couch. Nice big dining room table for eating and playing cards. Surrounded by lots of trees. The river was a close walk to the right. The ocean a nice little walk to the left. Walkable restaurant. And another great restaurant within a few minutes drive. Plus a hot tub out back. Would definitely recommend and stay again if we’re in that area.”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Vilano Villa

Sleeps 18 guests

Vilano Villa offers a stunning coastal escape with space for up to 18 guests, perfect for families or large groups craving beachside fun and modern comforts. Nestled near serene beaches and the Tolomato River, this home is ideal for unwinding and coastal living. The vibrant rooms also make it a true standout, where every moment feels special.

Top Amenities:

  • Private heated saltwater pool and hot tub with sun loungers
  • Backyard patio with lounge chairs, alfresco dining, outdoor grill, and indoor games
  • Quick drive to Surfside Park Beach, Vilano Beach, and downtown St. Augustine

Why Our Guests Love Vilano Villa:

It’s the perfect house for family-friendly fun and stylish relaxation, with unbeatable access to the best local beaches and historic spots.

What Our Past Guests Are Saying:

“We stayed here for our daughter’s wedding. The house was absolutely perfect. Met all the needs of a large family. The heated pool was a hit with our littles. The beach was in walking distance. Would highly recommend.”

“this was a gorgeous house in an excellent location. only a few minutes away from downtown st. augustine, but far enough to avoid the congested streets and difficult parking. would definitely stay again.”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Cottagecore Coast

Sleeps 10 guests

If you’re craving a house with a vintage beach vibe, Cottagecore Coast delivers just that. This vibrant coastal home invites you to enjoy lazy afternoons playing games with the kids, while the adults kick back on the private deck to relax. It’s a laid-back paradise where every corner feels like home, and located just a short stroll from the sand and fun.

Top Amenities:

  • Backyard with hot tub, outdoor dining area, BBQ grill, and lounge chairs,
  • Kids’ suite with arcade games, kitchen bar seating, washer, and dryer
  • Half a block from the beach and near historic St. Augustine

Why Our Guests Love Cottagecore Coast:

This home has a playful yet peaceful retreat where families can unwind, have fun, and soak up the best of coastal living.

What Our Past Guests Are Saying:

“We are five “mature” friends who meet once a year to catch up, relax and enjoy each other’s company. This was a great place for us to do all of the above. The house is in a lovely neighborhood with lots of home owners so it has a nice, homey feel to it. The walk to the beach is short and through an enchanting “fairy garden” that we loved! The house was spotless and Kitchen is well equipped. We especially enjoyed the nice coffee maker which both brewed a pot and had k-cups. There was plenty of comfortable seating both in the living room and on the deck. The deck has a canopy of live oak trees and was nice and private for visiting and for using the hot tub. The communication from AvantStay was excellent. Although I’m not a fan of one more app, theirs made it easy to get any information we needed and to change our checkout time. Jaimie, Rae and Patricia were proactive in making sure everything was in place and were very responsive to every question we had. We highly recommend Overmoon!”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Golden Hour

Sleeps 10 guests

Have fun and relaxation after a day soaking up St. Augustine’s sun. Wrapping you in the ultimate coastal vibe where water surrounds you on every side—saltwater river to the left, sandy beach to the right, welcome to Golden Hour. This bright, playful home has the quirky details and plenty of cozy nooks perfect for everything from morning coffee to evening game nights. 

Top Amenities:

  • Private backyard with putting green, relaxing hot tub, and alfresco dining
  • Patio with seating and BBQ grill, fully stocked kitchen, breakfas nook
  • Minutes from Tolomato River, Vilano Beach, and other St. Augustine’s chill beaches

Why Our Guests Love Golden Hour:

With its unbeatable waterfront location, playful Florida-inspired design, and cozy nooks perfect for morning coffee or game nights, it is a true must-book for your St. Augustine getaway.

What Our Past Guests Are Saying:

“The house is very well laid out, extremely comfortable, and immaculate. Much roomier than most vacation rentals. With the hot tub, Bocce pitch, putting green and porches, we could have been happy not leaving the property! the area was quiet, and customer support was very responsive when we invalidated the door code and couldn’t lock the door. Close to everything (downtown, lighthouse, restaurants) and right across from the beach. This is the perfect place for a getaway.”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Blue Hour

Sleeps 10 guests

Step into Blue Hour, a vibrant and playful coastal retreat made for fun and relaxation that keep the good times rolling. Outside, the backyard has the perfect setting to unwind after exploring the nearby beaches, river, and historic downtown. Blue Hour’s location on a coastal peninsula makes every day feel like a seaside adventure.

Top Amenities:

  • Hot tub, fire pit, & BBQ grill in the backyard, plus outdoor dining and seating
  • Full-size ping pong table and two classic arcade games in the garage game room
  • Near the Tolomato River, historic St. Augustine’s beaches, and downtown attractions

Why Our Guests Love Blue Hour:

Blue Hour wins hearts with its playful vibe, spacious gathering areas, and a prime location on a coastal peninsula where beach days and historic strolls are just steps away. 

Plus, the Golden Hour & Blue Hour Buyout gives larger groups the ultimate St. Augustine getaway with plenty of space and endless entertainment options.

What Our Past Guests Are Saying:

“We loved that the beach was a walkable distance and the home was clean and fresh, comfy with everything we needed for a vacation! It was a short drive back into the historic district and downtown which gave us the best of both worlds – dining and entertainment as well as private, quiet beach time. AvantStay staff stayed in touch with us and was quite responsive in send a new coffeemaker within hours of the one at the house malfunctioning. We enjoyed our first visit to St Augustine and will definitely be back!”

👉 Book on Airbnb | Book with AvantStay (Best Deals)

Relate Reads:

Discover St. Augustine

Founded in 1565 by Spanish explorer Pedro Menéndez de Avilés, St. Augustine holds the distinction of being the oldest continuously inhabited European-established settlement in the continental United States. But this isn’t just a city living in the past—it’s a vibrant coastal community where centuries of history blend seamlessly with modern beach culture, creating an experience unlike anywhere else in Florida.

A Living History Book

Walking through St. Augustine feels like stepping into different eras simultaneously. The imposing Castillo de San Marcos, a 17th-century Spanish stone fortress, stands guard over Matanzas Bay just as it has for over 300 years. Nearby, the narrow cobblestone streets of the Historic District are lined with buildings dating back to Spanish colonial times, now housing boutique shops, art galleries, and award-winning restaurants.

The city’s rich history isn’t just preserved behind glass—it’s experienced. You can tour the Old Jail where outlaws were once held, explore the colonial-era homes along St. George Street, or visit the Fountain of Youth Archaeological Park where Ponce de León is believed to have landed. Ghost tours after dark reveal the city’s spookier side, as St. Augustine is considered one of America’s most haunted cities.

More Than Just History

While history draws many visitors, St. Augustine’s natural beauty keeps them coming back. The city sits on a narrow peninsula between the Atlantic Ocean and the Intracoastal Waterway, offering stunning water views from nearly every angle. Miles of pristine beaches stretch along the coast—from the family-friendly St. Augustine Beach to the quieter, more residential Vilano Beach and the natural beauty of Anastasia State Park.

The coastal location means fresh seafood is always on the menu. Local restaurants serve everything from casual beachside fish tacos to upscale dining experiences featuring locally caught grouper, shrimp, and oysters. The craft brewery scene has exploded in recent years, with tasting rooms offering Florida-inspired brews just steps from historic landmarks.

A Community That Welcomes Visitors

What truly sets St. Augustine apart is its genuine hospitality. This isn’t a city that merely tolerates tourists—it embraces them. Locals are proud of their city’s heritage and eager to share recommendations for hidden gems. The vacation rental market has flourished here because property owners understand what makes a stay memorable: comfortable spaces, thoughtful amenities, and locations that put guests in the heart of everything St. Augustine has to offer.

Whether you’re a history enthusiast, beach lover, foodie, or simply looking for a beautiful place to relax with family and friends, St. Augustine delivers. It’s a destination where every visit reveals something new, where 450 years of stories continue to unfold, and where modern comfort meets timeless charm.

Why St. Augustine Is Perfect for Your Next Coastal Getaway

St. Augustine isn’t your typical beach town. It’s where 450 years of history meets modern coastal living. As America’s oldest continuously occupied European settlement, this charming Florida city offers something most beach destinations can’t: the perfect blend of sandy shores, historic cobblestone streets, and vibrant local culture.

The Best of Both Worlds

What makes St. Augustine truly special is its versatility. Spend your morning exploring the centuries-old Castillo de San Marcos, enjoy lunch at a waterfront café on St. George Street, and finish your day watching the sunset from Vilano Beach or St. Augustine Beach. The city’s compact layout means you’re never more than a short drive from both historic attractions and pristine coastline.

Family-Friendly & Group-Ready

Unlike some historic destinations that cater mainly to couples, St. Augustine is genuinely family-friendly. Kids can explore pirate museums and the St. Augustine Alligator Farm, while adults appreciate the local dining scene and craft breweries. The beaches here are calmer than Florida’s Atlantic coast hotspots, making them ideal for families with young children.

Year-Round Appeal

St. Augustine’s mild climate means you can visit any season. Summer brings peak beach weather, fall offers comfortable temperatures for historic walking tours, winter provides a cozy escape without the harsh cold, and spring blooms with festivals and outdoor events. No matter when you visit, there’s always something happening in this coastal gem.

A Vacation Rental Paradise

The rise of quality vacation rentals in St. Augustine has transformed how visitors experience the city. Rather than cramming into hotel rooms, families and groups can spread out in spacious homes equipped with hot tubs, game rooms, full kitchens, and backyard entertainment areas—all while staying within walking distance of beaches and historic sites.

Top Activities for Your St. Augustine Getaway 

St. Augustine isn’t just America’s oldest city, but it’s a vibrant blend of history, culture, and coastal charm that keeps visitors coming back year after year. Whether you’re a history buff, a beach lover, or someone looking for unique local experiences, St. Augustine offers something for everyone.

So, what to do while in St. Augustine? Here are some of our recommended top things to make your trip unforgettable:

Explore Historic Landmarks: Step back in time at the Castillo de San Marcos, the oldest masonry fort in the continental U.S., or wander the cobblestone streets of the Historic District filled with charming shops and cafés.

Relax on Stunning Beaches: From the sandy stretches of St. Augustine Beach to the tranquil shores of Vilano Beach, the coastal vibe here is hard to beat. Don’t miss sunset views from the Ponce de Leon Inlet Lighthouse.

Discover Unique Museums and Attractions: The Lightner Museum and the Old Jail Museum offer fascinating glimpses into the city’s past, while the St. Augustine Pirate & Treasure Museum brings swashbuckling tales to life.

Savor Local Flavors: Taste fresh seafood at local favorites like Harry’s Seafood Bar & Grille or dive into the culinary delights of the historic dining scene along St. George Street.

Unwind and Play Outdoors: Visit Anastasia State Park for kayaking, hiking, or fishing, or take a scenic boat tour along Matanzas Bay to spot dolphins and learn about local wildlife.

Your St. Augustine Stay Starts Here!

St. Augustine getaways truly has something for everyone. Whether you’re chasing sunsets on sandy beaches, exploring centuries-old landmarks, or savoring fresh seafood in charming eateries, your experience here will be one to remember. 

Our Pro Tip: Booking your stay early, especially in peak seasons, secures the best homes and lets you soak in all that St. Augustine has to offer without the last-minute scramble.

Start planning your unforgettable trip today with AvantStay

Cameron Herget
Cameron Herget

As AvantStay's Brand Manager, Cameron crafts engaging content for emails, socials, and the Atlas blog, showcasing her versatility as a skilled writer and digital marketer. With her creative flair and strategic approach, she seamlessly blends captivating visuals and compelling narratives to bring AvantStay's brand to life in the digital realm.

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