Find Historic Hotels in Southwest Florida, FL

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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, (80 reviews)
"The cottage was very clean. It is exactly as described. The host was extremely responsive and very helpful."
United States
Silvana C.
The price is ¥21,420
¥40,559 total
includes taxes & fees
Mar 18 - Mar 19
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (170 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is ¥19,152
¥39,468 total
includes taxes & fees
Mar 15 - Mar 16
The Hideaways at Point Pleasant (Palm Side)

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, (36 reviews)
"Excellent for a family trip."
United States
RHEA
The price is ¥24,919
¥91,929 total
includes taxes & fees
Mar 17 - Mar 18
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very Good, (139 reviews)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is ¥10,382
¥41,806 total
includes taxes & fees
Apr 1 - Apr 2
SUNSHINE GETAWAY VACATION RENTALS

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥26,355
¥52,782 total
includes taxes & fees
Apr 1 - Apr 2
Old Floridian cottage in Historic Gulf Village

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, (57 reviews)
"Friendly staff and friendly guests. Great location, beautiful dock. Nice size suite. "
United States
DEBBRA
The price is ¥25,090
¥31,163 total
includes taxes & fees
Mar 16 - Mar 17
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is ¥27,633
¥56,579 total
includes taxes & fees
Mar 22 - Mar 23
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

LAST MINUTE DEALS! FREE WiFi ,Anna Maria Island Just Around The Corner or Stroll to Bay!

LAST MINUTE DEALS! FREE WiFi ,Anna Maria Island Just Around The Corner or Stroll to Bay!
Sunny Shores
9.6 out of 10, Exceptional, (37 reviews)
"The property was excellent and close to all of the things needed! Great vacation spot!"
United States
Melanie
The price is ¥18,141
¥68,410 total
includes taxes & fees
Apr 11 - Apr 12
LAST MINUTE DEALS! FREE WiFi ,Anna Maria Island Just Around The Corner or Stroll to Bay!

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (45 reviews)
"We had the best, relaxing time in this adorable waterside cottage. The host is the best!! We loved everything about this vacation spot."
United States
Cheryl H.
The price is ¥30,908
¥64,073 total
includes taxes & fees
Apr 11 - Apr 12
NEW!! The “WATERSIDE” COTTAGE~With dockage

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is ¥24,295
¥51,625 total
includes taxes & fees
Mar 15 - Mar 16
Silver Sands Serenity – Unit 234 by RVA
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

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