Historic Old City homes, Anastasia Island beach houses, and Ponte Vedra retreats.
Rentals of St. Augustine lists vacation properties in and around St. Augustine, Florida - the oldest continuously occupied European settlement in the United States, founded in 1565 - directly from their owners.
St. Augustine's Old City is a walker's destination unlike anything else in Florida. The Castillo de San Marcos, a 17th-century Spanish fort built from coquina shell stone, overlooks Matanzas Bay. The narrow streets of the historic district - Aviles, Charlotte, St. George - are lined with Spanish Colonial, British period, and Victorian-era architecture. Flagler College occupies Henry Flagler's Gilded Age hotel, built in 1888. We list vacation homes and apartments in and adjacent to this district, many of which are within walking distance of the Castillo, the historic district, and the bayfront.
Anastasia Island, across the Bridge of Lions from the historic city, has St. Augustine Beach and a quieter residential character. The barrier island is home to Anastasia State Park - one of Florida's most beautiful - with undeveloped dune ridges, a tidal lagoon, and miles of uncrowded beach. We list beach cottages, surf-community bungalows, and condos throughout Anastasia Island and St. Augustine Beach.
To the north, Ponte Vedra Beach is a different kind of destination - an upscale golf and resort community known for the Players Championship at TPC Sawgrass. We list luxury vacation homes, golf-community properties, and Intracoastal waterfront houses throughout Ponte Vedra.
The historic district on the mainland, or the bayfront area near the Castillo de San Marcos. Many of our Old City listings are within a 10-minute walk of the major historic sites.
Yes. Anastasia Island and St. Augustine Beach are directly across the Bridge of Lions from the historic city. We list beach cottages, condos, and surf-community homes on the island.
About 20 miles north - roughly 30 minutes by car. Ponte Vedra is a separate destination with its own character; many guests split their time between the two areas.
Yes. Unlike many Florida beach towns, St. Augustine has a strong year-round visitor base drawn by its history and culture. Summer is busy, but spring and fall are excellent times to visit with fewer crowds and comfortable temperatures.
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