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.
Treehouse Artist Haven Direct Oceanfront 2br
Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002
Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.
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 * 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
Surfside House
This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.
New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine
2BR/2B Get Away-Walk to St. Aug
This gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few min. walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach/amphitheater. The layout is perfect for a family/friends getaway, with the downstairs including the living area, kitchen, 1 BR, and 1 bath, and 1 additional BR and bath upstairs. 5-min bike ride to the beach, 5-min walk to all the bars and restaurants on Anastasia Blvd, and a 10-min walk(.6mi)to downtown St. Aug.
Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets
Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.
Downtown • Parking for 2 + Wraparound Porch
Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.
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.
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.
Stay in A Castle In St. Augustine, Hot Tub, Firepl
Save my home to your wish list, click the heart in upper right corner! Castle in the heart of DT St. Aug 100 person events with fee! Pls inquire Hot Tub Bikes (w/ fee) + Life Size Chess Perfect for bridal parties, families, bach groups Walk to wedding venues Fire pit + grill Lots of parking Electric fireplace Sleeps 14 Short drive to beach 8 Smart TVs w Youtube TV + streaming Drip coffee, electric kettle
MARE Florida Direct Beachfront St Augustine/JAXNEW
Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)
Popular amenities for St. Augustine holiday rentals
Stay near St. Augustine's top sights
Other great holiday rentals in St. Augustine
Lemon Street Studio (Very Walkable + Free Parking)
Historical Beauty in the Heart of St. Augustine
Cozy 2BR on Charlotte St. Downtown St. Augustine
Historic Home in Downtown St. Augustine
Remodeled Quiet Historic Home · Walkable/Bike
Private & Secluded Oceanfront Home w/ Large Deck
The Anchor & Vine - Historic Uptown St. Augustine
Benedict House; True luxury & high-end decor
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 SGD | $235 SGD | $261 SGD | $238 SGD | $229 SGD | $229 SGD | $217 SGD | $197 SGD | $195 SGD | $201 SGD | $236 SGD | $273 SGD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°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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- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- University of North Florida
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Daytona Lagoon
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Flagler College
- Memorial Park
- Crescent Beach
- Silver Glen Springs Recreation Area
- Little Talbot
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
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