A crowded beach with people sunbathing and swimming.

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Check availability on Southwest Florida Historic Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Southwest Florida historic hotels

A covered outdoor area with a hammock, wooden deck, and string lights.
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.
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.

1. 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.
AED 522
AED 1,007 total
includes taxes & fees
24 Oct - 25 Oct
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
A room with a dining table, chairs, a TV, and a sliding glass door leading to an outdoor area with a wooden fence and palm trees.
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.
An outdoor seating area with a table and chairs under a red umbrella, surrounded by greenery.
A family of four holding hands on a sandy beach with a clear sky and calm sea in the background.

2. 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
AED 584
AED 1,235 total
includes taxes & fees
27 Oct - 28 Oct
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A crowded beach with people sunbathing and swimming, and a sign indicating no pets, alcohol, or live shelling.
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.
A building with palm trees in front. There are posters on the wall advertising events.

3. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
United States
Immaculate N.
AED 195
AED 938 total
includes taxes & fees
29 Oct - 30 Oct
SUNSHINE GETAWAY VACATION RENTALS
A beach with sun loungers, umbrellas, and a sign indicating no pets, alcohol, lifeguard, or live shelling.
A marina with several boats docked, a bridge in the background, and tall buildings.
A sign for 'The Garden Shoppe' with a white picket fence in the foreground.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

4. Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!
Fort Myers
United States
Richard O.
AED 215
AED 953 total
includes taxes & fees
24 Oct - 25 Oct
Sunshine Getaway Vacation Rentals!
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.

5. 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.
AED 512
AED 645 total
includes taxes & fees
1 Nov - 2 Nov
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
A golf course with multiple water hazards, surrounded by buildings and a beach.
Living area
A lifeguard tower on a beach with clear blue water and a palm tree in the foreground.
A spacious library with bookshelves, a dining area with chairs, and a large potted plant.

6. Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bradenton
United States
Jane H.
AED 375
AED 1,098 total
includes taxes & fees
24 Oct - 25 Oct
Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
A two-story house with a covered porch, a small front yard, and a clear blue sky.
A covered patio with a ceiling fan, two chairs, a table, and a door with a window.
A living room with a blue sofa, a coffee table, a lamp, a door, and a small cabinet.
A dining area with a table, chairs, a refrigerator, and a window with curtains.

7. The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
United States
Diane M.
AED 400
AED 1,108 total
includes taxes & fees
2 Nov - 3 Nov
The Hideaways at Point Pleasant (Palm Side)
A house with a deck, a sliding glass door, and a chair outside.
A bedroom with a large bed, a hanging light fixture, a window with curtains, and a door with louvered panels.
A dining area with a round table, chairs, and a window with curtains.
A kitchen with green cabinets, a stainless steel dishwasher, a white stove, and a window with a floral curtain.

8. 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.
AED 247
AED 1,328 total
includes taxes & fees
24 Oct - 25 Oct
LAST MINUTE DEALS! FREE WIFI I Banyan – Peaceful 1BR Getaway Near Beaches, Bays & Dining
A wooden deck with outdoor furniture, a railing, and potted plants.
A beach with clear water, a sandy shore, and a distant shoreline with buildings.
A kitchen with a stainless steel refrigerator, wooden dining table, and white cabinets.
A marina with several boats docked at wooden piers.

9. 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.
AED 296
AED 1,734 total
includes taxes & fees
24 Oct - 25 Oct
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A modern kitchen with a central island, built-in appliances, and a dining area with a round table and chairs.
A two-story house with a balcony, a covered patio, and a view of the surrounding neighborhood.
A bedroom with a bed, bedside table, lamp, artwork, and a TV on the wall.
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

10. 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.
AED 511
AED 1,595 total
includes taxes & fees
25 Oct - 26 Oct
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
View all properties

Top Southwest Florida Hotel Reviews

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Had various stays there before, but this was the BEST room. Location was terrific for us, pool & bar right outside the door, but away from the main Tiki Bar (where all the noise is). Will definitely ask for that room again on our next visit."
Judith 1-night trip
Posted 1 hour ago
The Lighthouse Resort Inn & Suites
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"The property was nice. It would have been better if the hot tub was in working condition."
Rebecca 2-night trip
Posted 13 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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