
Places to stay near Saint Augustine Town Plan Historic District
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Top-rated holiday rentals near Saint Augustine Town Plan Historic District
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

Charming Old-Florida Apartment
This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

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.

Walk Historic Downtown! "Hope & Glory"
You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Uptown 2nd floor apt by oldest jail walk to town!
This unit is one of three apts in a house that has been in my family for 40 years! If you love character of old houses and all that comes with that , (new ac window units) this is your place! This unit is on the second floor, it is located a block from the old Jail which is a starting point of the sightseeing Tours... and less than a 15 min walk to the fort! Also ,would be lovely if you would remove your shoes as the lovely Piter patter of your shoes are easily heard downstairs.

SeaGlass on Vilano Beach~St. Augustine, FL
Beach & Ocean lovers retreat- Steps to quiet beach, close to historic area, short scenic 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.

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.

1-Bdrm Apt Historic St Augustine
Come enjoy this lovely carriage house apartment located in the heart of Historic Downtown 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, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Perfect One Bedroom Cottage in Lighthouse Park
One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

Seahorse Studio (Very Walkable + Free Parking)
Located just a few blocks from all that downtown has to offer, the Seahorse Studio is the perfect way to enjoy your trip to St Augsutine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The studio welcomes you with free off-street parking, a private entrance and yard, and a stylish space to relax after hitting the town.
Popular amenities for holiday rentals near Saint Augustine Town Plan Historic District
Other top sights near Saint Augustine Town Plan Historic District
Condo rentals with Wi-Fi

The Bohemian Rhapsody! In the middle of it ALL!

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Middle of Historic District + Quiet at Night

F1, Downtown, POOL, beaches, porch, parking!

Pretty walk to Old Town, Anastasia Island 2 bdrm

St Augustine Beach 2 Bed Condo

The Octopus Sanctuary

Marina View|Camachee Harbor Waterfront Escape
Family-friendly house rentals

Historic 1918 Cottage in Downtown St. Augustine

Luxe Lemon Lower in Historic Downtown St Aug.

Uptown Classic 2 | Effortless Exploration of STA

Historic St. Augustine 2/2 Duplex & Pool

Charming 3 bedroom cottage, feed the peacocks!

Uptown Attic - Your Secret Escape

Htd Poolw/Arcade, FirePit& PuttingGreen 1.2 mi DT

“La Casita” A Charming Uptown St Augustine Cottage
Apartment rentals with air conditioning

Updated Victorian apt in heart of downtown +VIEWS!

Apt A - Comfort of Home in Historic St Augustine

Short Scenic walk into Historic St Augustine

Carriage Hse in the trees, Historic St. Augustine

Surfside Six, Direct Ocean Front, Ampitheatre

Cute & Compact 1BR-Walk to town

The Rohde House, The Rohde Guest House

The Turtle Nest, a delightful Oceanfront getaway
Other great holiday rentals near Saint Augustine Town Plan Historic District

Perfect location- Cottage Retreat in historic area

The Garden Casita in St. Augustine Florida

Captain's Quarters Tiny House

Tropical Bungalow Near Beaches Downtown &

The Sweet Spot Suite - Heart of Historic District

Marsh Studio Anastasia Island Beach Amphitheater

St. Augustine Studio*Private Entrance & Bath*Bikes

Carriage Manor- Next to Fountain of Youth & Beach
Destinations to explore
- EverBank Stadium
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St Johns Town Center
- TPC Sawgrass
- St. Augustine Alligator Farm Zoological Park
- University of North Florida
- Vilano Beach Fishing Pier
- Anastasia State Park
- Memorial Park
- Little Talbot
- Marineland Dolphin Adventure
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Museum of Science and History
- San Sebastian Winery
- Flagler College
- Friendship Fountain
- Times Union Center for the Performing Arts




