Vacation rentals in St. Augustine

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Top-rated vacation rentals in St. Augustine

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Top guest favorite
A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.
Cottage in Lincolnville
5 out of 5 average rating, 243 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown St Augustine

Guest favorite
A bright loft space features a cozy sitting area with a stylish rattan chair and a small bistro table. The kitchenette showcases deep blue cabinets and essential appliances, while warm wood flooring complements the ceiling's light tones. A large smart TV is mounted on the wall.
Loft in St. Augustine
4.9 out of 5 average rating, 149 reviews

Historic Lemon Studio – Walkable to Downtown

🍋 Luxe Lemon Loft | Relaxing Retreat in Historic Downtown Looking for the perfect spot for a romantic getaway or girls’ weekend in historic St. Augustine? Welcome! Our charming hideaway in a beautifully restored 100-year-old home, is right in the heart of Historic Downtown. Light-filled, and stylish, with a cozy mid-century modern flair. The kind of space that feels cute in photos and even better in real life. Note: downstairs home is for rent too. Search AirBNB or ask us about "LemonLower".

Top guest favorite
The historic home features a grand façade with elegant columns and a decorative balcony. A wrought iron gate opens to a brick pathway leading to the entrance. Large windows allow for ample natural light, framed by soft garden landscaping against a vibrant sunset backdrop.
Home in St. Augustine
4.97 out of 5 average rating, 441 reviews

Genovar Mansion Rose Garden Suite Private Entrance

The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room,  spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Top guest favorite
A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.
Apartment in St. Augustine
4.97 out of 5 average rating, 789 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

Top guest favorite
The exterior of the mid-century bungalow is surrounded by lush landscaping and palm trees. An expansive deck is visible, offering a space for outdoor relaxation. The green yard features a variety of shrubs and plants, contributing to a serene, natural atmosphere.
Apartment in St. Augustine
4.96 out of 5 average rating, 132 reviews

*1 Block From the Beach! 5 min Drive to Downtown *

In a quiet Vilano Beach community this mid-century bungalow with expansive deck is a beach lovers paradise. Just a stones throw away from one of the most beautiful and private beaches Florida has to offer, and a short drive or water taxi to historic downtown St Augustine, this is truly a gem of a location. You can walk to Publix, bars, restaurants, coffee shops, pier, water taxi, and more. This guest apartment of a 2 story duplex is on the second floor, which has a private entry and parking.

Top guest favorite
An open living area with wooden beams offers panoramic ocean views through large sliding glass doors. A modern dining table is paired with high chairs, while a cozy seating arrangement features a plush sofa. A mounted TV and decor add warm touches to the space.
Townhouse in St. Augustine
4.93 out of 5 average rating, 199 reviews

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

Top guest favorite
A screened-in porch showcases a relaxing atmosphere with wooden ceilings and large windows. A colorful hammock hangs beside a sofa and a blue coffee table, while natural light fills the space. Outdoor seating complements the inviting decor, surrounded by lush greenery.
Bungalow in St. Augustine
5 out of 5 average rating, 104 reviews

Tropical Bungalow Near Beaches Downtown &

Sea-Glass Bungalow Tropical Peaceful Retreat. All are welcome here! Feel your worries melt away as the tropical breeze rustles the private garden, enjoy unique features such as hanging hammocks & screened-in porch. This unique space has a style all its own. Artistic accents highlight this converted garage into a modern studio.. When you’re not relaxing in this tropical oasis, explore the Lighthouse, Alligator Farm & Bird Watching, White-Sand BCHs, The AMP & DWTN all this< 1mi away.

Guest favorite
A cozy studio apartment is presented, featuring a comfortable couch and a designated seating area. A kitchenette with essential appliances, including a microwave, is located against a backdrop of shiplap walls. Natural light is provided by multiple windows, enhancing the space's inviting atmosphere.
Guest suite in St. Augustine
4.94 out of 5 average rating, 377 reviews

Salt Run 2 - Between the Beach & Old Town

Cozy Studio Apartment with a Queen bed, a couch for relaxing. A kitchenette, full bath and shared courtyard in charming walkable Davis Shores. This is part of a home, with private entrance, parking & private bath. It is walking distance to restaurants, Marinas, and Downtown and St. Augustine Beach is a 3 mile ride. No contact with home owners, unless you would like to meet us or you need something. *please note nearby construction may cause noise in morning and afternoon.

Top guest favorite
A bright and airy bedroom features a spacious bed with a light blue blanket, flanked by matching bedside tables with lamps. A comfortable chair sits in the corner, and decorative art in shades of turquoise adorns the walls. Natural light filters through the window, enhancing the serene ambiance.
Apartment in St. Augustine
4.96 out of 5 average rating, 397 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

Beach & Ocean lovers retreat- Steps to ocean, close to historic area, walk to grocery/waterfront dining/roof top cocktails Gem w/lots of outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated large property. Easy 1 min walk to quiet beach! Convenient walkable beach neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2yrs welcome) solo traveler, Flagler College parents.

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
4.97 out of 5 average rating, 351 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 cozy living area features a comfortable sofa paired with a light-colored armchair and a round coffee table. Natural light flows through multiple windows, illuminating the space. The full kitchen is visible, showcasing modern appliances and blue cabinetry, complemented by woven wall decor.
Apartment in St. Augustine
4.95 out of 5 average rating, 222 reviews

Charming 1 Bedroom apt, Historic St Augustine

You will love this newly remodeled one bedroom apartment in Historic St. Augustine. Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This apartment offers one bedroom with king size bed, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Top guest favorite
A modern living area is highlighted by a black leather sofa, a round glass coffee table, and a large area rug featuring geometric patterns. Natural light filters through the window, illuminating the space. A chandelier adds an elegant touch, complementing the hardwood flooring.
Apartment in St. Augustine
4.98 out of 5 average rating, 378 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.

Popular amenities for St. Augustine vacation rentals

When is the best time to visit St. Augustine?

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Avg. priceG$35,966 GYDG$36,594 GYDG$40,148 GYDG$36,594 GYDG$35,548 GYDG$34,712 GYDG$35,757 GYDG$32,411 GYDG$31,993 GYDG$33,457 GYDG$36,175 GYDG$40,567 GYD
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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 G$8,364 GYD 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 Alligator Farm Zoological Park, Lightner Museum, and St. Augustine Distillery

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