A crowded beach with people sunbathing and swimming.

Historic Hotels & Resorts in Southwest Florida from AU$252

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Check availability on Southwest Florida Historic Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Southwest Florida historic hotels

A crowded beach with people sunbathing, swimming, and walking along the shore.
A building with palm trees in front. There are posters on the wall advertising events.
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a balcony.
An outdoor patio with a pool, surrounded by palm trees and chairs.

1. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
United States
SUZANNE M.
AU$359
includes taxes & fees
25 Sept - 26 Sept
SUNSHINE GETAWAY VACATION RENTALS
A crowded beach with people sunbathing and swimming. There are signs indicating no pets, no alcohol, and no lifeguard.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A patio area with a pool, outdoor seating, and palm trees.
A marina with several boats docked, a bridge in the background, and tall buildings.

2. Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!
Fort Myers
United States
Richard O.
AU$369
includes taxes & fees
25 Sept - 26 Sept
Sunshine Getaway Vacation Rentals!
A family of four holding hands on a sandy beach with a clear sky and calm sea in the background.
An outdoor seating area with a table and chairs under a red umbrella, surrounded by greenery.
A pathway surrounded by trees and plants, leading to a central area with a bench and a small garden.
A bedroom with a bed, bedside tables, a bench, a ceiling fan, a kitchen area with a fridge, microwave, stove, and a shelf with dishes.

3. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
United States
Stephen
AU$433
includes taxes & fees
25 Sept - 26 Sept
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A modern kitchen with a central island, built-in appliances, and a dining area with a round table and chairs.
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.
A covered outdoor seating area with wicker chairs and a patterned rug.
A two-story house with a balcony, a covered patio, and a view of the surrounding neighborhood.

4. Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
Fort Myers Beach
United States
Tammy M. A.
AU$668
includes taxes & fees
27 Sept - 28 Sept
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
A covered outdoor area with a hammock, wooden deck, and string lights.
A covered porch with wicker furniture, a small table with a vase of flowers, and a hanging planter.
A gravel pathway flanked by wooden fences and illuminated by artificial lighting, leading through a wooded area with trees and plants.
A kitchen with wooden cabinets, a granite countertop, a stove, a microwave, and a refrigerator. There are two chairs and a table with a raccoon figurine.

5. 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
United States
Jacob S.
AU$363
includes taxes & fees
25 Sept - 26 Sept
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
A bedroom with a bed, a desk, and a chair. There is a kitchen area with a refrigerator, sink, and cabinets.
Angler's Inn with a colorful facade, a parking area, and palm trees in the background.
A compact kitchen with white cabinets, a stainless steel refrigerator, a sink, and a window with blinds.
A modern kitchen with white cabinets, a dining area with two chairs, and a flat-screen TV mounted above the counter.

6. Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Matlacha
United States
Nicolette K.
AU$252
includes taxes & fees
25 Sept - 26 Sept
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.
A kitchen with white cabinets, a stainless steel refrigerator, and a window with blinds.
A marina with several boats docked at wooden piers.
A beach with clear water, a sandy shore, and a distant shoreline with buildings.

7. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
United States
Bryce W.
AU$662
includes taxes & fees
25 Sept - 26 Sept
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A wooden pathway leading to a beach with lush greenery and a clear sky.
A pool area with a green building, palm trees, and a clear sky.

8. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
United States
GLENNA M.
Silver Sands Serenity – Unit 234 by RVA
A two-story house with a covered porch, a small front yard, and a clear blue sky.
A compact living space with a kitchen, dining area, and a living room featuring a television, sofa, and decorative wall art.
A covered patio with a ceiling fan, two chairs, a table, and a door with a window.
A dining area with a table, chairs, a refrigerator, and a window with curtains.

9. The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
United States
Diane M.
AU$421
includes taxes & fees
3 Oct - 4 Oct
The Hideaways at Point Pleasant (Palm Side)
A bedroom with a large bed, a hanging light fixture, a window with curtains, and a door with louvered panels.
A sandy beach with a large sandcastle and a person standing in the background.
A covered deck with a table and chairs, a patio umbrella, and a sliding glass door.
A kitchen with green cabinets, a dishwasher, and a window with a floral pattern.

10. LAST MINUTE DEALS! FREE WIFI I Banyan – Peaceful 1BR Getaway Near Beaches, Bays & Dining

LAST MINUTE DEALS! FREE WIFI I Banyan – Peaceful 1BR Getaway Near Beaches, Bays & Dining
Sunny Shores
United States
Lisa V.
AU$527
includes taxes & fees
25 Sept - 26 Sept
LAST MINUTE DEALS! FREE WIFI I Banyan – Peaceful 1BR Getaway Near Beaches, Bays & Dining
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Top Southwest Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

8/10 Good
"A new sports bar opens with a beautiful view of the gulf"
Gary 3-night trip
Posted 4 hours ago
Lani Kai Beachfront Resort
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

10/10 Excellent
"Perfect location, great staff, clean rooms and good breakfast"
Richard 3-night trip
Posted 5 hours ago
La Quinta Inn & Suites by Wyndham Naples Downtown
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"They re fixing the hotel"
Eva 3-night trip
Posted 6 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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