Historic Hotels & Resorts in Southwest Florida from NZ$296
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, (86 reviews)
"Absolutely love this space. Third time visiting will definitely be back."
Leigh S.
The price is NZ$425
includes taxes & fees
13 June - 14 June
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!East End
9.6 out of 10, Exceptional, (51 reviews)
"The unit appeared to be recently remodeled….its beautiful! Perfect for a weekend get away! "
Mary Kay M.
The price is NZ$537
includes taxes & fees
5 June - 6 June
Banyan in Bradenton
Banyan in BradentonSunny Shores
9.6 out of 10, Exceptional, (42 reviews)
"Great location. Convenient drive to the beach. "
Andrew P.
The price is NZ$697
includes taxes & fees
14 June - 15 June
2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf BeachesBradenton
9.8 out of 10, Exceptional, (122 reviews)
"Perfect spot and host "
Dee B.
The price is NZ$515
includes taxes & fees
4 June - 5 June
The Hideaways at Point Pleasant (Palm Side)
The Hideaways at Point Pleasant (Palm Side)Bradenton
10.0 out of 10, Exceptional, (176 reviews)
"Total class & hospitality!"
Ronald P.
The price is NZ$433
includes taxes & fees
4 June - 5 June
IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!
IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
Gary B.
The price is NZ$848
includes taxes & fees
15 June - 16 June
Kapok in Bradenton
Kapok in BradentonSunny Shores
9.6 out of 10, Exceptional, (41 reviews)
"Excellent for a family trip."
RHEA
The price is NZ$877
includes taxes & fees
15 June - 16 June
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, (59 reviews)
"Friendly staff and friendly guests. Great location, beautiful dock. Nice size suite. "
DEBBRA
The price is NZ$296
includes taxes & fees
5 June - 6 June
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
Compass by Margaritaville Hotel Naples
10/10 Excellent
Explore a world of travel with Expedia
- Hotels near Arrowhead Golf Course
- Hotels near Stoneybrook Golf Club
- North Naples Hotels
- South Island Hotels
- Colonial Oaks Hotels
- Hotels near JetBlue Park at Fenway South
- Estero Hotels
- Hotels near Eagle Ridge Golf Club
- Hotels near Sun N Fun Lagoon
- Bonita Springs Hotels
- Hotels near Florida Gulf Coast University
- Motels in Lovers Key State Park
- Resort in Lovers Key State Park
- Holiday Homes in Bonita Springs
- Inns in Southwest Florida
- Holiday Homes in Southwest Florida
- Apartments in Southwest Florida
- Castles in Southwest Florida
- Resort in Southwest Florida
- Cabin Rentals in Southwest Florida
- Resort in Lovers Key
- Condominium Resort in Lovers Key
- Condo Rentals in Estero
- All Inclusive Hotels in Southwest Coast Florida
- Boutique Hotels in Southwest Coast Florida
- Beach Hotels in Pelican Bay
- Cheap Hotels in Fort Myers
- Pet Friendly Hotels in Fort Myers
- Family Hotels in Fort Myers
- Pet Friendly Hotels in Park Shore
- Pet Friendly Hotels in Fort Myers Beach
- Lgbt Welcoming Hotels in Fort Myers Beach
- Romantic Hotels in Fort Myers Beach
- Boutique Hotels in North Naples
- Business Hotels in Cape Coral
- Cheap Hotels in Cape Coral
- Beach Hotels in Cape Coral
- Family Hotels in Cape Coral
- Lgbt Welcoming Hotels in TP Hill's
- Beach Hotels in Naples
- Family Hotels in Naples
- Luxury Hotels in Naples
- Cheap Hotels in Naples
- Romantic Hotels in Naples
- Beach Hotels in Lovers Key
- Beach Hotels in Southwest Florida
- Adults Only Hotels in Southwest Florida
- All Inclusive Hotels in Southwest Florida
- Pet Friendly Hotels in Southwest Florida
- Casino Hotels in Bonita Springs
- Beach Hotels in Bonita Springs
- All Inclusive Hotels in Sanibel Captiva Island
- Cheap Hotels in Sanibel Captiva Island
- La Quinta Inn & Suites Hotels in Southwest Florida
- Flights from Racine (RAC) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from Houston (SGR) to Fort Myers (RSW)
- Flights from Los Angeles (LAX) to Fort Myers (RSW)
- Flights from Auckland (AKL) to Fort Myers (RSW)
- Flights from Charleston (CHS) to Fort Myers (RSW)
- Flights from Wellington (WLG) to Fort Myers (RSW)
- Flights from Washington (DCA) to Fort Myers (RSW)
- Flights from San Francisco (SFO) to Fort Myers (RSW)
- Flights from Pittsburgh (PIT) to Fort Myers (RSW)
- Flights from Invercargill (IVC) to Fort Myers (RSW)
- Flights from Christchurch (CHC) to Fort Myers (RSW)
- Flights from Bonita Springs
- Flights from Southwest Florida Intl.
- Ace New Zealand Rental Cars in Southwest Florida
- Enterprise Rental Cars in Southwest Florida
- Airport Van Rental Rental Cars in Southwest Florida
- Europcar Rental Cars in Southwest Florida
- Easirent Rental Cars in Southwest Florida
- Drive-A-Matic Rental Cars in Southwest Florida
- Flizzr Rental Cars in Southwest Florida
- Rental cars Southwest Florida Intl. airport