
Southwest Florida Hotel Guide - Historic Hotels in Southwest Florida, Florida
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Southwest Florida Historic Hotels
Our top choices for Southwest Florida historic hotels

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.LaBelle
9.8 out of 10, Exceptional, (79 reviews)
The price is €225
includes taxes & fees
19 Jan - 20 Jan

Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.Port Charlotte
9.4 out of 10, Exceptional, (14 reviews)
The price is €254
includes taxes & fees
20 Jan - 21 Jan

The Hideaways at Point Pleasant (Palm Side)
The Hideaways at Point Pleasant (Palm Side)Bradenton
10.0 out of 10, Exceptional, (169 reviews)
The price is €225
includes taxes & fees
9 Feb - 10 Feb

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!Matlacha
9.4 out of 10, Exceptional, (51 reviews)
The price is €172
includes taxes & fees
25 Jan - 26 Jan

Old Floridian cottage in Historic Gulf Village
Old Floridian cottage in Historic Gulf VillageOlde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
The price is €274
includes taxes & fees
18 Jan - 19 Jan

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
The price is €469
includes taxes & fees
20 Jan - 21 Jan

Newly Renovated Charlotte Harbor - Sunset Inn #5
Newly Renovated Charlotte Harbor - Sunset Inn #5Port Charlotte
10.0 out of 10, Exceptional, (3 reviews)
The price is €184
includes taxes & fees
20 Jan - 21 Jan

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1Captiva
7.8 out of 10, Good, (12 reviews)
The price is €529
includes taxes & fees
20 Jan - 21 Jan
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.
Top Southwest Florida Hotel Reviews

Fairways Inn of Naples
10/10 Excellent
Explore a world of travel with Expedia
- Bonita Shores Hotels
- Beach Hotels in Bonita Springs
- Cheap Hotels in Bonita Springs
- Bonita Springs Hotels
- Hotels near Brookshire Bath and Tennis Club
- Beach Hotels in Cape Coral
- Lgbt-Friendly Hotels in Cape Coral
- Pet Friendly Hotels in Cape Coral
- Hotels near Coconut Point Mall
- Lgbt-Friendly Hotels in Dean Park Historic District
- Lgbt-Friendly Hotels in Eastwood Village
- Hotels with Spa in Estero
- Estero Hotels
- Hotels near Florida Gulf Coast University
- Pet Friendly Hotels in Fort Myers Beach
- Boutique Hotels in Fort Myers
- Casino Hotels in Fort Myers
- Cheap Hotels in Fort Myers
- Golf Hotels in Fort Myers
- Luxury Hotels in Fort Myers
- Historic Hotels in Fort Myers River District
- Hotels near Hertz Arena
- Casino Hotels in Immokalee
- Lehigh Acres Hotels
- Luxury Hotels in Lovers Key State Park
- Hotels near Mirror Lake Golf Course
- Luxury Hotels in Moorings
- Adventure Sport Hotels in Naples
- Beach Hotels in Naples
- Boutique Hotels in Naples
- Cheap Hotels in Naples
- Golf Hotels in Naples
- Hotels with Pool in Naples
- Luxury Hotels in Naples
- Romantic Hotels in Naples
- Hotels with Spa in Naples
- North Naples Hotels
- Romantic Hotels in Old Naples
- Best Western Hotels in Pine Ridge
- Hotels with Breakfast in Sanibel Captiva Island
- Luxury Hotels in Sanibel Captiva Island
- Hotels near Silverspot Cinema
- Hotels near Six Mile Cypress Slough Preserve
- Hyatt Hotels in Southwest Florida
- Hotels near Southwest Florida Intl.
- Villas in Southwest Florida
- Stoneybrook Hotels
- Flights to Bonita Springs
- Flights to Southwest Florida Intl.
- Flights from Southwest Florida Intl.
- Flights from Southwest Florida
- Flights from Boca Raton (BCT) to Fort Myers (RSW)
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from Dublin (DUB) to Fort Myers (RSW)
- Flights from Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
- Flights from Frankfurt (FRA) to Fort Myers (RSW)
- Flights from White Plains (HPN) to Fort Myers (RSW)
- Flights from Washington (IAD) to Fort Myers (RSW)
- Flights from Indianapolis (IND) to Fort Myers (RSW)
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Orchid Island (KYD) to Fort Myers (RSW)
- Flights from Labasa (LBS) to Fort Myers (RSW)
- Flights from New York (LGA) to Fort Myers (RSW)
- Flights from Orlando (MCO) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from Minneapolis (MSP) to Fort Myers (RSW)
- Flights from New York (NYC) to Fort Myers (RSW)
- Flights from Chicago (ORD) to Fort Myers (RSW)
- Flights from Prague (PRG) to Fort Myers (RSW)
- Flights from Savannah (SAV) to Fort Myers (RSW)
- Flights from Orange County (SNA) to Fort Myers (RSW)
- Flights from Shannon (SNN) to Fort Myers (RSW)
- Flights from Tallahassee (TLH) to Fort Myers (RSW)
- Flights from Naujaat (YUT) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Fort Myers (RSW)
- Car hire Estero
- Car hire near Hertz Arena
- Rental cars Southwest Florida Intl. airport
- Car hire near Ventura
- Dollar Rent A Car Rental Cars in Southwest Florida Intl.
- Foco Rental Cars in Southwest Florida
- Hertz Rental Cars in Estero Island
- National Car Rental Rental Cars in Estero Island
- Nextcar Rental Cars in Estero Island
- Sixt Rental Cars in Southwest Florida





































