Holiday rentals in St. Augustine
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Top-rated holiday rentals in St. Augustine
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The Hideaway
Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.
2BR/2B Get Away-Walk to St. Aug
This hidden gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few minutes walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach. The layout is perfect for a family/friends getaway, with the downstairs being comprised of 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.
La Rêverie | Downtown Boutique, Historical Chic
Step inside La Rêverie, a distinguished 19th-century residence steeped in American heritage, meticulously restored & reimagined for today's discerning traveler. Centrally located on original coquina pillars, La Rêverie boasts cathedral ceilings suffused with sunlight and a bespoke French kitchen with chef-grade amenities. Invite guests to the sitting room, carefully designed to foster camaraderie. Choose from three plush bedrooms, each with an en-suite bath for a luxurious, yet private retreat.
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
Downtown Luxury • Gourmet Kitchen • STEPS 2 DTWN !
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.
Luxury Modern Home in Prime Location 2BDR-3BTH
Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.
Waterfront - Lion’s Bridge & Old Town View
Rare, Spring Break opening! Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort or Flagler College, our home provides a great base for exploring an amazing part of Florida!
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.
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.
Couples Boho Bungalow close to Beach and Downtown
Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.
Historic Lincolnville Retreat!
Step back in time to the enchanting 1920s in our beautifully preserved historic home, nestled in the heart of Lincolnville. This charming residence combines the elegance of a bygone era with modern comforts. Located in a tranquil area just steps away from the iconic Old Town Trolley tour stop, you’ll have easy access to the Lincolnville Historical Museum and other local attractions in walking distance.
Historic Bungalow Between Beach & Downtown
Welcome to Salt Run Stay — a lovingly restored 1928 beachy bungalow in the heart of St. Augustine. Ideal for couples, friends, families and solo travelers, the bungalow is walking distance to the famous Lighthouse, Salt Run Inlet, a boat launch, restaurants, cafes and the Alligator Farm. You can also easily bike to the Amphitheater, Anastasia State Park and beach, and the historic downtown area.
Popular amenities for St. Augustine holiday rentals
Stay near St. Augustine's top sights
St Augustine Amphitheatre
287 locals recommend
Saint Augustine Town Plan Historic District
74 locals recommend
St. Augustine Alligator Farm Zoological Park
854 locals recommend
Castillo de San Marcos National Monument
1,109 locals recommend
Flagler College
267 locals recommend
St Augustine Lighthouse & Museum
621 locals recommend
Other great holiday rentals in St. Augustine
192 Riberia Downtown Luxury Home
NEW-St. Augustine Riverfront Home
Private Cottage | Walk Downtown | King Bed | Yard
The Secret Garden On Locust!
Casita Tropical l Walk to DT l Mins to Beach
“The Uptown Nest” Charming St Augustine Cottage
Benedict House; True luxury & high-end decor
Adults Only Themed Kink BDSM Role Play Bondage
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $226 SGD | $248 SGD | $226 SGD | $219 SGD | $214 SGD | $221 SGD | $200 SGD | $197 SGD | $204 SGD | $240 SGD | $277 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.
Quick stats about holiday rentals in St. Augustine
Total holiday rentals
Explore 2,130 holiday rentals in St. Augustine
Nightly prices starting at
St. Augustine holiday rentals start at $52 SGD per night before taxes and fees
Verified guest reviews
Over 164,650 verified reviews to help you choose
Family-friendly holiday rentals
1,520 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 900 rentals that welcome pets
Holiday rentals with a pool
510 properties feature pools
Rentals with dedicated workspaces
1,160 properties have a dedicated workspace
Wifi availability
2,100 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 Distillery, St. Augustine Alligator Farm Zoological Park and Lightner Museum
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- Lightner Museum
- St Augustine Amphitheatre
- Kathryn Abbey Hanna Park
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- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
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