Stay at 4 of the Oldest Hotels in Florida

To really get a feel for Old Florida, spend the night at one of the hotels and inns that has truly stood the test of time. These four historic stays have been part of Florida’s story for well over a century, and you can still check in and experience their charm today.

The Florida House Inn on Amelia Island, 1857

The Florida House Inn has stood tall for more than 160 years in Fernandina Beach. Built in 1857, it originally served as a boarding house for railroad workers building the line between Amelia Island and Cedar Key.

In 1873, Annie Leddy took over the property. Under her nearly 40-year management, the Inn welcomed notable guests like Ulysses S. Grant, Cuban revolutionary José Martí, and Lucy Carnegie and her high-society friends.

Facing demolition in 1990, the Inn was saved and lovingly restored. Guests today can stay in one of 17 cozy rooms, relax on peaceful verandas, explore lush gardens under a towering oak tree, and even meet a few resident kitties. You’re also right next door to Green Turtle Tavern, one of Amelia Island’s most popular spots for live music.

Island Hotel on Cedar Key, 1859

Cedar Key has been through hurricanes, fires, and floods, but the Island Hotel has persevered since 1859, thanks in part to its 10-inch-thick walls. You can feel the past as soon as you step into the lobby.

There are just 10 guest rooms, with no TVs or phones, making this hotel all about disconnecting and getting on island time. I stayed in a room that was reportedly a favorite of Jimmy Buffett, with views of the wraparound porch that all guests can enjoy.

Downstairs, grab a meal at the Island Hotel Restaurant, where the famous heart of palm salad has been a staple for decades, and have a drink at the Neptune Lounge and Bar, a local gathering spot with live music. Best of all, you’re right on Second Street in the heart of Cedar Key, within walking distance of shops, restaurants, and galleries.

RELATED: Cedar Key Travel Guide | Levy County

Lakeside Inn in Mount Dora, 1883

Perched on a hill with a perfect view of Lake Dora, the Lakeside Inn first opened its doors in 1883. It proudly holds the title of the oldest continuously operated hotel in Florida.

After narrowly escaping demolition in the 1980s, the Lakeside Inn was revitalized under local, private ownership, while preserving its historic charm and beautiful grounds. Guests today will find 90 rooms and suites spread across the original 1883 building and several others added through 1930.

Take time to stroll through the halls and discover vintage photos of the inn, including one featuring President Calvin Coolidge, who spent a month here after leaving office. You can also have breakfast at The Verandah, enjoy a meal at Beauclaire Dining Room, sip a drink by the pool at The Waterside Bar, or catch live music inside the nostalgic, dimly lit Tremain’s Tavern.

RELATED: Mount Dora & Eustis Guide | North Lake County 

Casa Monica Resort & Spa in St. Augustine, 1888

Casa Monica Resort & Spa is an icon of the nation’s oldest city. You’d never guess it today, but this luxury hotel has been shuttered and even used as a government building during its 130+ year history.

Thankfully, it’s been restored to its former grandeur, and stepping inside feels like entering a work of art. Its striking Moorish Revival design continues throughout the interior, where you’ll find hand-painted ceilings, custom chandeliers, and 138 one-of-a-kind guest rooms.

Make time for a treatment at Poseidon Spa, a dip in the stylish pool, dinner at Cordova Coastal Chophouse, and a look through the on-site art galleries.


Next
Next

5 Old Florida Restaurants Worth the Detour