Vacation rentals in St. Augustine

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Top-rated vacation rentals in St. Augustine

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Top guest favorite
A vibrant pink flamingo float is positioned in a clear swimming pool, surrounded by manicured palm trees. In the background, a sunny outdoor space features teal chairs and a matching umbrella, contributing to a relaxed atmosphere.
Home in St. Augustine
4.98 out of 5 average rating, 121 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

Top guest favorite
A well-appointed bedroom features a spacious bed with crisp linens and a plush headboard. Two bedside lamps provide soft lighting, while decorative wall art depicting greenery adds a touch of nature. A small tray with a folded towel rests on the bed, and a ceiling fan is positioned above.
Home in Lincolnville
4.94 out of 5 average rating, 121 reviews

Lux Coastal Cottage in Historic District

Inviting remodeled cottage boasts luxury finishes on the interior while maintaining the appeal of historic downtown Saint Augustine. Come & enjoy the authentic experience of nestling in one of the few ‘shotgun cottages’ still standing in historic Lincolnville. Offering 2 King bedrooms where you’ll relish luxury linens, memory foam mattresses, ceiling fans, large closets & custom art. Enjoy a spa-like restroom with cascading waterfall tile & pebble laid shower floor offering endless hot water.

Guest favorite
A welcoming entryway is presented with a bright red door and two comfortable chairs adorned with striped cushions. A textured welcome mat lies beneath, and vibrant greenery is visible, adding a refreshing touch to the porch space.
Home in Lincolnville
4.79 out of 5 average rating, 113 reviews

Hot Tub, Propane BBQ, Downtown St. Aug, Parking

Click the <3 to save me to your wish list! >Located in the <3 of historic St. Augustine in Lincolnville! >Private backyard hot tub & lights >Nights of Lights > 15-20 minute walk! >Gas BBQ grill >Small dogs accepted (2 dog max with nightly fee) >Drip & Keurig Coffee Maker >Beautiful kitchen stocked! >2-3 days of supplies provided (TP, trash bags, laundry pods, etc) >Brand new craftsman construction >2nd floor patio balcony! >2 driveway parking spots (cars parked on street will be towed)

Top guest favorite
A cozy bedroom features warm wood paneling and a large window allowing natural light to fill the space. A spacious bed is dressed in a patterned quilt, with two pillows placed at the headboard. A ceiling fan hangs above, and an air conditioning unit is mounted on the wall.
Cottage in Vilano Beach
4.98 out of 5 average rating, 108 reviews

The Castle Cottage

Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

Top guest favorite
A charming historic cottage features a welcoming front porch with seating. The entrance is framed by intricate light fixtures and is approached via a patterned brick pathway. Lush greenery offers a serene backdrop, contributing to the inviting atmosphere of the home.
Cottage in Lincolnville
5 out of 5 average rating, 166 reviews

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Modest in scale but grand in experience.

Top guest favorite
A spacious master bedroom features a king bed with white bedding and a gray upholstered bed frame. Natural light enters through large windows with blinds. A small side table and lamp are present, along with a bench at the foot of the bed, creating a welcoming environment.
Home in St. Augustine
4.93 out of 5 average rating, 129 reviews

Orange St Gem | 8-min walk to St. George St & Fort

Welcome to our charming 3BR/1.5BA home in the heart of historic downtown St. Augustine. With its central location just an 8-min walk (.5 mile) from St. George Street, Castillo de San Marcos, and the hottest bars and restaurants in the city - Perfect home base when exploring St. Augustine, the home struts a fully fenced, private backyard and 2x balconies that allow for enjoying the Florida sun! 8-min drive to Vilano Beach, 14-min drive to St. Augustine Beach.

Guest favorite
The front entrance features a covered porch with rocking chairs and potted plants. A welcoming door with a decorative wreath is centered under a porch light, while steps lead up from a painted gray walkway to the white-trimmed façade of the cottage.
Bungalow in Lincolnville
4.89 out of 5 average rating, 257 reviews

Casa Blanco, 3 BR, Walk to Historic Sites!

Historic Lincolnville Cottage! Refinished 100 year old heart pine floors, All the convenience of downtown, walk to the historic sites, but enjoy a quiet peaceful neighborhood. Off street parking, lots of amenities. Grill, large back yard, covered and uncovered off street parking for 1 to 2 small to med size, front porch with glider, side screened in porch, back sunroom, with washer and dryer. Kitchen is small, but has all the stuff you need to cook!

Top guest favorite
A bright bedroom featuring a spacious bed with a gray quilt. A large window with dark curtains allows natural light to enter, illuminating the room's turquoise wall. A dresser is visible, and a doorway leads to a kitchen area in the background.
Apartment in St. Augustine South
4.97 out of 5 average rating, 355 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Guest favorite
A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.
Cabin in St. Augustine
4.87 out of 5 average rating, 181 reviews

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Relax with your sweetheart while watching the fish jump from your own private deck. The cabin has been open for 3 years and has 92 reviews and has 4.89 STARS out of 5! "The View is absolutely beautiful, especially the sunsets! & You can see this amazing view right from the bed!" Alex April 2022/ We've replaced the microwave with an air fryer. Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

Top guest favorite
A living area is presented with refinished hardwood floors and neutral grey walls. A blue upholstered sofa faces a mounted flat-screen television above a white fireplace. Natural light enters through large windows, and a small potted plant adds a touch of green to the space.
Apartment in St. Augustine
4.96 out of 5 average rating, 415 reviews

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.

Top guest favorite
A bright bedroom features a four-poster bed dressed in white linens. Two bedside lamps offer gentle illumination, while large windows allow natural light to fill the space. The light-colored walls and flooring create a serene atmosphere.
Apartment in St. Augustine
4.95 out of 5 average rating, 250 reviews

Lemon Street Studio (Very Walkable + Free Parking)

Located just a few blocks from all that downtown has to offer, the Lemon Street Studio is the perfect way to enjoy your trip to St Augustine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The one bedroom apartment welcomes you with free off-street parking, a private entrance, and a stylish space to relax after hitting the town.

Top guest favorite
The living area features a comfortable white sofa accompanied by a woven coffee table. A ceiling fan circulates air above, while a wall-mounted TV is positioned for easy viewing. Bright wood flooring and light walls create a spacious ambiance, complemented by a dining area in the background.
Cottage in St. Augustine
4.97 out of 5 average rating, 252 reviews

1920's Cottage by the Coast Near Beach & Downtown

Light-filled 1920's cottage with historic charm and modern updates. It's walking distance to the beautiful Salt Run inlet, famous St. Augustine Amphitheater and Lighthouse, Anastasia State Park, The Alligator Farm, a boat ramp, public tennis courts and amazing restaurants. A short bike ride will take you to the beach, pier, historic downtown, and amazing places to dine and shop.

Popular amenities for St. Augustine vacation rentals

When is the best time to visit St. Augustine?

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Avg. priceﺩ.ﺇ632ﺩ.ﺇ643ﺩ.ﺇ705ﺩ.ﺇ643ﺩ.ﺇ624ﺩ.ﺇ610ﺩ.ﺇ628ﺩ.ﺇ569ﺩ.ﺇ562ﺩ.ﺇ580ﺩ.ﺇ683ﺩ.ﺇ790
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Frequently Asked Questions

  • What are the best places to stay in St. Augustine?

    Many guests choose historic downtown St. Augustine for its walkable streets and access to landmarks, while others enjoy the relaxed beach communities around Anastasia Island or Vilano Beach. Each area has locally rooted dining, shops, and characterful homes.

  • What are the best things to do in St. Augustine with kids?

    Families frequently explore the St. Augustine Alligator Farm Zoological Park, interactive pirate-themed museums, and sandy stretches along Anastasia State Park. Many guests also stop by the local lighthouse to take in views and learn about maritime history.

  • What are some of the best things to do in St. Augustine?

    Explore Castillo de San Marcos National Monument, stroll the historic streets of downtown, and discover local shops and galleries. St. Augustine also has opportunities to experience historic sites, guided tours, and nature spots like Anastasia State Park.

  • How is the weather in St. Augustine?

    St. Augustine has mild winters around 45–65°F (7–18°C) and warm, humid summers reaching up to 91°F (33°C). Rain tends to be heavier from June through September, so a light rain jacket can be useful.

  • What are the best places to visit in St. Augustine?

    Explore Castillo de San Marcos National Monument, stroll through Flagler College’s historic campus, and step inside the Lightner Museum. Local favorites also include the St. Augustine Lighthouse and Maritime Museum and Anastasia State Park.

  • What are some hiking trails in St. Augustine?

    Anastasia State Park has nature trails through coastal hammocks and beaches, while the nearby Guana Tolomato Matanzas National Estuarine Research Reserve features boardwalks and wooded paths. Many guests also enjoy shaded walks within neighborhood parks.

  • What are some family activities we can do in St. Augustine?

    Families often explore interactive museums, animal encounters at the St. Augustine Alligator Farm Zoological Park, and kid-friendly tours aboard the local sightseeing trains. Beach outings and visits to the lighthouse provide hands-on learning and fun.

  • What are some of the best day trip ideas from St. Augustine?

    Nearby state parks welcome hikers and wildlife watchers, and small coastal towns invite exploration of galleries, antique shops, and local eateries. Guests often seek out natural springs or join eco tours along the region’s rivers and marshlands.

  • Are there any pet friendly accommodations available in St. Augustine?

    Pet-friendly stays can be found in several neighborhoods, including the historic district and areas near the beach. Many rentals welcome pets and some nearby parks and outdoor patios accommodate companion animals.

  • What are some local tips for visiting St. Augustine?

    Bring comfortable shoes for walking along cobblestone streets and exploring historic sites. Early mornings and late afternoons are often quieter for sightseeing, and local trolleys provide convenient ways to explore larger areas.

  • What is St. Augustine known for?

    St. Augustine is known for its Spanish colonial architecture, centuries-old fortifications, and its role as one of the earliest continually inhabited cities in the United States. The city has cobblestone streets, unique landmarks, and a shoreline setting.

  • What are the best hidden gems to explore in St. Augustine?

    Guests often enjoy tucked-away spots like the Mission Nombre de Dios grounds, local garden sanctuaries, and independent bookstores. Many find historic courtyards and smaller museums enrich the understanding of the city’s diverse history.

  • What are the best foods to try in St. Augustine?

    St. Augustine has locally rooted dishes such as Minorcan seafood chowder, fresh local shrimp, and Cuban-inspired sandwiches. Look for sweet treats featuring datil peppers or regional desserts in local bakeries.

  • What should I bring for a trip to St. Augustine?

    Pack lightweight clothing for warm weather, a hat and sunscreen for outdoor activities, and a light rain jacket, especially for summer months. Comfortable walking shoes are useful for exploring historic streets and parks.

  • What is the nightlife in St. Augustine like?

    Downtown St. Augustine has a mix of live music venues, pubs, and cozy bars often featuring local musicians. Some beach neighborhoods also have casual spots for late-night bites or relaxed gatherings.

  • What are the most popular events or festivals in St. Augustine?

    The Nights of Lights during the winter holiday season draws many guests, as do Spanish heritage festivals and art walks throughout the year. Music events and food celebrations are also frequently suggested, especially in historic downtown.

  • Are there family friendly vacation rentals in St. Augustine?

    Family-friendly vacation rentals are available throughout St. Augustine, with many found in neighborhoods around the historic district and near the beach. Many rentals provide multiple bedrooms, kitchens, and outdoor spaces for group gatherings.

  • When is the best time to visit St. Augustine?

    Spring and fall are often recommended for comfortable temperatures and lower humidity. Guests seeking seasonal festivals and outdoor activities may appreciate the bright, mild weather during these months.

All about St. Augustine

Founded in 1565 by a Spanish admiral, St. Augustine is the oldest continuously inhabited European settlement in the United States. Some historians believe this is the first place the Spanish explorer Ponce de Leon struck ashore after his sail across the Atlantic Ocean. The streets are lined with Spanish colonial-style and Moorish architecture, and the city’s sprawling historical district is home to cobblestone streets and buildings dating back to the 1700s. It’s easy to get lost in the past here, but you’re still in Florida, so when you need a break from wandering the centuries-old streets, you can seek respite at pretty Vilano Beach, a ten-minute drive from downtown.

What are the top things to do in St. Augustine?

Castillo de San Marcos

Built in 1695 to fend off marauding pirates and other enemies, the imposing and stately Castillo de San Marcos is the oldest stone fort in the nation. Its walls, which are built from coquina — limestone formed by ancient shells — are 14 feet thick in some places. You can explore the vaulted casements (chambers where food, ship repair materials, and up to 200,000 cannonballs were stored) and climb the stone steps to the gun deck where up to 60 cannons were mounted. Check the website for a schedule of live reenactments, which include cannon firings.

Villa Zorayda Museum

A millionaire hardware merchant from Boston modeled his winter home in St. Augustine on the Alhambra, a 35-acre palace in Spain built over 1,000 years ago. Built in 1883 from a mixture of coquina and concrete, the Moorish-style house is an ornate tribute to what money can buy, with a three-story tower and a two-story interior atrium ringed by horseshoe arches. The house is now a museum that houses eccentric antiques, including the Sacred Cat Rug, which is reportedly 2,400 years old and woven from Egyptian cat hair.

ACCORD Freedom Trail

One of St. Augustine’s most historically significant neighborhoods is known for its role in the Civil Rights movement. Lincolnville, founded by freedmen after the Civil War, was a nexus for activism in the 1960s, when Black residents risked their lives to desegregate local businesses, staged sit-ins and protests, and played a vital role in the passage of the Civil Rights Act of 1964. Rev. Dr. Martin Luther King Jr. visited St. Augustine several times, and was arrested here when participating in a protest at a segregated restaurant. Visit the ACCORD Freedom Trail website to find a self-guided tour and detailed descriptions of 31 historical sites marked with interpretive plaques.

Quick stats about vacation rentals in St. Augustine

  • Total vacation rentals

    Explore 2,130 vacation rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 164,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,520 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 900 rentals that welcome pets

  • Vacation rentals with a pool

    510 properties feature pools

  • Rentals with dedicated workspaces

    1,160 properties have a dedicated workspace

  • Wi-Fi availability

    2,100 of St. Augustine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine's top spots, include St. Augustine Distillery, St. Augustine Alligator Farm Zoological Park, and Lightner Museum

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