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Historic Hotels in Southwest Florida

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Featured Southwest Florida Historic Hotels

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2 out of 5
625 Tamiami Trail S, Venice, FL
Fully refundableReserve now, pay when you stay
Stay at this motel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Oak Park Inn
Oak Park Inn
2.5 out of 5
2 West Oak Street, Arcadia, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Arcadia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Oak Park Inn
Naples Bay Resort & Marina
Naples Bay Resort & Marina
4 out of 5
1500 Fifth Ave S, Naples, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
Naples Bay Resort & Marina
Olde Marco Island Inn and Suites
Olde Marco Island Inn and Suites
3 out of 5
100 Palm St, Marco Island, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the clean rooms in our reviews. Popular attractions ...
Olde Marco Island Inn and Suites
Punta Gorda Waterfront Hotel and Suites
Punta Gorda Waterfront Hotel and Suites
2 out of 5
300 Retta Esplanade, Punta Gorda, FL
Book a stay at this beach hotel in Punta Gorda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular ...
Punta Gorda Waterfront Hotel and Suites
Wyvern Hotel, Ascend Hotel Collection
Wyvern Hotel, Ascend Hotel Collection
4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
Wyvern Hotel, Ascend Hotel Collection
Holiday Inn Express & Suites Naples Downtown - 5th Avenue, an IHG Hotel
Holiday Inn Express & Suites Naples Downtown - 5th Avenue, an IHG Hotel
2.5 out of 5
Naples
Fully refundable
Book a stay at this golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Holiday Inn Express & Suites Naples Downtown - 5th Avenue, an IHG Hotel
Best Western Fort Myers Waterfront
Best Western Fort Myers Waterfront
3 out of 5
13021 N Cleveland Ave, North Fort Myers, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in North Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant ...
Best Western Fort Myers Waterfront
Hilton Garden Inn Sarasota - Bradenton Airport
Hilton Garden Inn Sarasota - Bradenton Airport
3 out of 5
8270 N Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Sarasota - Bradenton Airport
Tarpon Tale Inn
Tarpon Tale Inn
3 out of 5
367 Periwinkle Way, Sanibel, FL
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Sanibel Island Southern Beach and Key ...
Tarpon Tale Inn
Four Points by Sheraton Punta Gorda Harborside
Four Points by Sheraton Punta Gorda Harborside
3.5 out of 5
33 Tamiami Trail, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Punta Gorda. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff and the clean ...
Four Points by Sheraton Punta Gorda Harborside
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
3.5 out of 5
1520 Broadway, Fort Myers, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Fort Myers. Enjoy free WiFi, room service, and a 24-hour front desk. Popular attractions Harborside Event Center ...
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Historic Hotels in Southwest Florida

If you’re looking for your Southwest Florida getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Southwest Florida by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could save up to 60% versus booking a listed rate two weeks earlier, so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Southwest Florida instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Southwest Florida getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Southwest Florida?

Looking to take in the legendary sights and sounds of the Southwest Florida historic district? There’s no better way to truly immerse yourself than with a stay at one of Southwest Florida’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Southwest Florida, 211. But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Southwest Florida for as low as $65. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Southwest Florida is sure to give you an extra layer of interest for your vacay tales.