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Holiday rentals in St. Augustine

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Quick stats about holiday rentals in St. Augustine

  • Total holiday rentals

    Explore 2,290 holiday rentals in St. Augustine

  • Verified guest reviews

    Over 178,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,640 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,060 rentals that welcome pets

  • Holiday rentals with a pool

    540 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wifi availability

    2,270 of St. Augustine holiday rentals include wifi 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

Top-rated holiday rentals in St. Augustine

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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

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.

LocationFamilyLong stay

4.97 out of 5 average rating, 492 reviews
Top guest favourite
A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.
Home in St. Augustine

HGTV-Style Home + Pool + Walk/Bike to Attractions

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

FamilyValueWifi

4.99 out of 5 average rating, 141 reviews
Top guest favourite
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

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 primary 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 * Fully fenced backyard, 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

FamilyLocationAccuracy

5.0 out of 5 average rating, 282 reviews
Top guest favourite
Guest suite in St. Augustine

Cozy 2BR on Charlotte St. Downtown St. Augustine

Beautifully renovated 2BR apartment boasts a prime downtown in the historic district of St. Augustine!!! Easily walk to plenty of restaurants, shops, and local attractions. After fun- field day, you can relax on one of the two balconies overlooking charming Charlotte Street or kick back in an open living area furnished with a plush sofa and 45" TV. Whip up tasty meals in the well-equipped kitchen, outfitted with stainless steel appliances. The apartment sleeps up to four guests.

LocationFamilyWifi

4.97 out of 5 average rating, 345 reviews
Superhost
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in Vilano Beach

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

ValueFamilyAccuracy

4.91 out of 5 average rating, 180 reviews
Guest favourite
Flat in St. Augustine

Cozy Garden - Sleeps 4- hottub/outdoor shower!

This is a lovely vacation home in downtown  St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.

LocationFamilyGrill

4.92 out of 5 average rating, 159 reviews
Top guest favourite
The living and dining area features a light wood dining table set for six, complemented by a patterned area rug. A cozy seating arrangement includes a gray sofa and a comfortable armchair, with natural light flowing in from nearby spaces.
Flat in St. Augustine

Inviting 2/2 BR - Walk to Town

Welcoming, tranquil, clean and safe and an 8-10 minute walk to the historic district, two private bedrooms, one with a queen bed and the other with a king. Pillows , linens, and bedding are provided, & each bedroom has its own full bath. A full-service kitchen and living and dining area to enjoy. WiFi, cable TV, washer/dryer, and keyless lock. Visitor's Center Parking Garage pass is available for the duration of the stay, based on available space in the garage.

LocationFamilyNearby

4.98 out of 5 average rating, 325 reviews
Guest favourite
A spacious bedroom is highlighted by a modern black canopy bed with crisp white bedding. A vibrant flamingo artwork adorns the wall, complemented by an arrangement of framed prints. A flat-screen TV is mounted above a stylish dresser, adding functionality to the inviting space.
Home in St. Augustine

Designer Cottage•Gourmet Kitchen•Lux Baths•FirePit

4 min Drive to Historic Downtown 15min Drive to the Beach Looking to get away from the hustle and bustle of the city? This designer cottage is nestled in a lush natural setting, which is the perfect place to recharge. Downtown and the scenic beaches in Anastasia State Park Beach is just a short drive away. With spacious living and modern amenities, the cottage offers maximum comfort and convenience. Learn more below!

LocationValueCheck-in

4.96 out of 5 average rating, 105 reviews
Top guest favourite
The kitchen and dining area feature modern gray cabinetry and stainless steel appliances. A round dining table with black chairs is positioned on a patterned area rug. Natural light enters through two windows, illuminating the space and offering a view of the neighboring buildings.
Flat in St. Augustine

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.

ValueLocationCondition

4.98 out of 5 average rating, 422 reviews
Guest favourite
A comfortable living area is highlighted by a brown leather sofa and a round coffee table. A large wall-mounted television is positioned above a natural fiber rug. Potted plants add greenery to the space, complemented by light streaming through windows dressed in white blinds.
Bungalow in St. Augustine

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay. 

LocationValueCondition

4.92 out of 5 average rating, 257 reviews
Top guest favourite
A light and airy bedroom features a spacious bed dressed in white bedding. Two decorative starfish are displayed on the wall above the bed, while large windows with flowing curtains allow natural light to brighten the space. Two woven chairs are positioned beside the bed.
Guest suite in St. Augustine

Sea Star Studio (Very Walkable + Free Parking)

Two blocks from the fort and the heart of downtown, this charming studio attached to our home has its own private entrance and tiny fenced in yard. Our driveway provides parking and is located in a quaint historic neighborhood. This bright, updated retreat is perfect for couples looking to walk to the nearby sights and is just a 10 minute drive to our nearest beach.

LocationFamilyDecor

4.97 out of 5 average rating, 1130 reviews
Top guest favourite
The cottage exterior features a welcoming white facade with a covered porch and steps leading to the front door. Lush greenery and a stone wall border the pathway, while trees provide shade, creating a serene atmosphere near the entrance.
Cottage in St. Augustine

1900s Cottage in Heart of Town-walk everywhere!

Welcome to Groveside Cottage on the historic street of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This charming cottage is a great mix of vintage and modern; you will be amused! We allow 1 dog, please message us - approval required before booking. Thank you!

LocationFamilyCheck-in

5.0 out of 5 average rating, 167 reviews

Popular amenities for St. Augustine holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near St. Augustine's top sights

Castillo de San Marcos National Monument

1,143 locals recommend

St. Augustine Alligator Farm Zoological Park

886 locals recommend

Anastasia Island

17 locals recommend

St Augustine Amphitheatre

303 locals recommend

St Augustine Lighthouse & Museum

645 locals recommend

Caps On The Water

433 locals recommend

Other great holiday rentals in St. Augustine

Top guest favourite
The view from open cabana doors reveals a sandy beach with inviting turquoise beach chairs arranged facing the ocean. A colorful umbrella and a thatched cabana roof are visible, framing the serene waters and cloudy sky beyond.
Home in Vilano Beach

MARE Florida Direct Beachfront St Augustine/JAXNEW

ValueFamilyHeating

4.92 out of 5 average rating, 113 reviews
Top guest favourite
Cottage in Lincolnville

~Romantic Historic 1888 Cottage~Walk to Downtown

ValueFamilyWalkability

5.0 out of 5 average rating, 196 reviews
Guest favourite
Apartment in St. Augustine

Marina View|Camachee Harbor Waterfront Escape

LocationValueDecor

4.9 out of 5 average rating, 174 reviews
Top guest favourite
Home in St. Augustine

Private oasis, heated pool, exceeds expectations

FamilyLocationRiver

5.0 out of 5 average rating, 156 reviews
Guest favourite
Home in St. Augustine

Historic Couples Retreat | 4 Unique Experiences

LocationValueHot tub

5.0 out of 5 average rating, 73 reviews
Guest favourite
A bright living area features large windows, allowing ample natural light and offering stunning ocean views. The comfortable seating arrangement includes a spacious sofa and a patterned armchair. Double doors lead out to a deck, enhancing the connection to the outdoor space.
Home in St. Johns County

Private & Secluded Oceanfront Home w/ Large Deck

FamilyLocationLayout

4.91 out of 5 average rating, 35 reviews
Top guest favourite
A charming two-story structure is presented, featuring a welcoming porch with multiple wooden railing details. Flower pots with greenery are positioned near the entrance. The building's architecture showcases large windows with wooden shutters, set against a bright blue sky.
Flat in St. Augustine

Apartment - Above Mojo BBQ

FamilyLocationOutdoor spaces

4.95 out of 5 average rating, 80 reviews
Top guest favourite
The exterior of the house showcases a charming pink facade framed by wooden shutters on the windows. A decorative front door with dual handles is situated centrally, while a paved walkway leads to the entrance, surrounded by greenery.
Home in St. Augustine

Historic Home in Downtown St. Augustine

LocationFamilySleep quality

4.96 out of 5 average rating, 82 reviews

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$227 SGD$236 SGD$262 SGD$239 SGD$230 SGD$230 SGD$218 SGD$198 SGD$195 SGD$202 SGD$237 SGD$274 SGD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

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.

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