Upcoming St. Augustine Events & Where to Stay

St. Augustine has an exciting lineup of events coming up, and the right place to stay can make your trip even more memorable. Whether you’re planning a romantic getaway, a family vacation, or a fun weekend with friends, here are some upcoming events—and our top lodging picks for each one.


Valentine’s Day – February 14

Where to Stay: 61 Spanish St. Unit B
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Perfect for a romantic escape, this stylish downtown apartment puts you right in the heart of historic St. Augustine. Enjoy upscale finishes, a private balcony, and the ability to walk to intimate dinners, cocktail bars, shops, and scenic strolls through the Old City—no car required.

Spring Break – March 2026

Where to Stay: Ocean & Racquet 5217
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This beachfront condo is ideal for families or groups of friends looking to soak up the sun. With ocean views, multiple pools, tennis courts, and direct beach access, you’ll have everything you need for a fun and relaxing spring break—plus easy access to dining and downtown via trolley.

TPC Golf Tournament – March 10–15

Where to Stay: The House of Shells
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Located in Vilano Beach, this newly renovated two-bedroom townhouse is perfect for couples attending the tournament. Enjoy a private backyard oasis with a hot tub and fire pit, modern coastal décor, and close proximity to both the golf events and historic downtown St. Augustine.

Daytona Bike Week – February 27–March 8

Where to Stay: Turtle’s Nest
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Ideal for biking groups, this spacious oceanfront home offers stunning views, easy access to A1A for rides to Daytona, and plenty of parking with a large driveway and garage. After a day of riding, relax in the hot tub or enjoy the beach just steps from your door.

St. Patrick’s Day – March 17

Where to Stay: 16 Saragossa St. Unit B
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This charming top-floor apartment is just blocks from downtown and within walking distance of Irish pubs and the St. Patrick’s Day Parade (March 14). Park once and enjoy easy access to historic sights, live music, and festive celebrations throughout the Old City.

Strawberry Festival – February 7, 2026 (9 a.m.–4 p.m.)

Where to Stay: Casa Ola
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Casa Ola is a fantastic family-friendly home with a private pool and spacious outdoor living areas. Located near Vilano Beach with convenient road access to the festival, it offers plenty of room for everyone to relax after a fun-filled day of strawberry-themed festivities.

Easter – April 5

Where to Stay: 1 Fletcher Lane
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This beautifully renovated downtown cottage is perfect for a small family celebrating Easter in St. Augustine. Walk to the Easter Parade (April 4), nearby churches, shops, and restaurants—all while enjoying the comfort of a historic yet modern home with private parking.

Memorial Day Weekend – May 25

Where to Stay: Salty Shores
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Salty Shores is a wonderful family retreat just steps from the beach, featuring a newly heated private pool and spacious indoor living areas. With easy access to island attractions and downtown St. Augustine, it’s a great option for a laid-back holiday weekend.

Another Recommendation: NSTAR By The Sea
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Designed for gathering, this luxury beach home features a private pool, hot tub, game room, and multiple living spaces. It’s an excellent choice for families or groups of friends looking to celebrate Memorial Day weekend with both relaxation and entertainment.


No matter which event brings you to St. Augustine, the right place to stay can turn a great trip into an unforgettable one. These homes put you close to the action while offering the comfort, space, and amenities you need to truly relax. Availability fills up quickly for popular events, so we recommend booking early to secure your perfect stay. Browse our properties, plan your getaway, and start making memories in beautiful St. Augustine today!

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