
Holiday rentals in St. Augustine
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Top-rated holiday rentals in St. Augustine
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Brand NEW Beach House with HEATED pool!
Brand NEW vacation rental in St. Augustine! Gorgeous open floor plan that was designed and built specifically as a vacation rental. This home features 3 bedrooms, 2 full baths, huge 16ft ceilings and an amazing in-ground, heated pool! Enjoy your morning coffee on the front porch with natural privacy from the beautiful oak trees or lounge by the pool and entertain on the patio. 3 blocks from the beach, a block away from the intercoastal and a quick 10 min drive to historic downtown St. Augustine!

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

Beautiful Waterfront Sanctuary
This perfect location offers access to BOTH Crescent Beach & the Inter Coastal. Unobstructed direct water views with Spectacular Sunsets & the ability to walk & fish off the dock, wave to the boats and watch the dolphins play! A 10 min walk across the street and you're on Crescent Beach. The best of both worlds! Our beautifully renovated home w/ the Riverview pool & 6 Slip Boat Dock. Comfy King beds, quality linens & MBR Coffee Bar. Fully Equipped Kitchen, washer/dryer, Use of 2 Kayaks.

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)

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.

St Augustine Entire Home, King Bed, Pet Friendly
Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

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.

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!

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!

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:)

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.

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 holiday rentals
Stay near St. Augustine's top sights
St Augustine Amphitheatre
287 locals recommend
Saint Augustine Town Plan Historic District
73 locals recommend
St. Augustine Alligator Farm Zoological Park
852 locals recommend
Castillo de San Marcos National Monument
1,106 locals recommend
Flagler College
267 locals recommend
St Augustine Lighthouse & Museum
614 locals recommend
Other great holiday rentals in St. Augustine

2613 - Mighty Fine

Lighthouse View/Amp/Beach/Town

Spectacular Oceanfront Third Floor Paradise

BIG Sale! NEW! Fireplace, Hot tub, Firepit, Grill!

The May House - Heated Pool - Historic Downtown

Walk 2 Beach | Salt/Heat Pool | Game Room | EV

Sweet little retreat 5 min walk to the beach

Great house, excellent location!
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 SGD | $223 SGD | $245 SGD | $223 SGD | $217 SGD | $212 SGD | $218 SGD | $198 SGD | $195 SGD | $201 SGD | $237 SGD | $274 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 $51 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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