A sunset over a beach with a pier and people walking on the sand.

Historic Hotels & Resorts in Southwest Coast Florida from NZ$328

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Check availability on Southwest Coast Florida Historic Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Southwest Coast Florida historic hotels

A family of four holding hands on a sandy beach with a clear sky and calm sea in the background.
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 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.

1. 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
NZ$572
includes taxes & fees
30 Oct - 31 Oct
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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.

2. Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!
Fort Myers
United States
Richard O.
NZ$456
includes taxes & fees
18 Oct - 19 Oct
Sunshine Getaway Vacation Rentals!
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.
A building with palm trees in front. There are posters on the wall advertising events.
An outdoor patio with a pool, surrounded by palm trees and chairs.

3. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
United States
Immaculate N.
NZ$446
includes taxes & fees
21 Oct - 22 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.
A covered patio area with a white chair, a table, and a bench.
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.

4. 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.
NZ$328
includes taxes & fees
25 Oct - 26 Oct
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
A modern kitchen with a central island, built-in appliances, and a dining area with a round table and chairs.
A bedroom with a bed, bedside table, lamp, artwork, and a TV on the wall.
A two-story house with a balcony, a covered patio, and a view of the surrounding neighborhood.
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

5. 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.
NZ$749
includes taxes & fees
18 Oct - 19 Oct
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
A beach pathway leading to beach chairs and thatched umbrellas, with a clear view of the ocean.
A beach entrance with a rope barrier, a sign indicating private property, and a building with a thatched roof in the background.
A beachside room with a table and chairs, a bottle of wine, and a view of the beach and ocean.
A bedroom with a bed, a ceiling fan, a nightstand, and a dresser.

6. 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 1
Captiva
United States
Bryant
NZ$1,095
includes taxes & fees
24 Oct - 25 Oct
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
A covered outdoor area with a hammock, wooden deck, and string lights.
A gravel pathway flanked by wooden fences and illuminated by artificial lighting, leading through a wooded area with trees and plants.
A rustic kitchen with wooden cabinets, a central island, and a dartboard.
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.

7. 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.
NZ$479
includes taxes & fees
18 Oct - 19 Oct
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
An aerial view of a coastal area with several small islands connected by bridges.
A modern kitchen with a central island, white chairs, and a yellow accent wall.
A modern living room with a beige sectional sofa, a round armchair, a glass coffee table, and a striped rug.
A modern kitchen with a central island, wooden cabinets, and a built-in oven.

8. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
United States
Jennifer D.
NZ$818
includes taxes & fees
18 Oct - 19 Oct
NEW!! The “WATERSIDE” COTTAGE~With dockage
A wooden pathway leading to a beach with lush greenery and a clear sky.
An aerial view of a beachfront property with a swimming pool, multiple buildings, and a beach area with umbrellas and lounge chairs.
A resort with a swimming pool, beach, and ocean view.
Exterior

9. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
United States
Gloria
Relax at Gulf – Silver Sands Resort #232, Longboat
A wooden pathway leading to a beach with lush greenery and a clear sky.
Aerial
A resort with a swimming pool, beach, and ocean view.
Exterior

10. Gulfside Resort – Silver Sands #241A by RVA

Gulfside Resort – Silver Sands #241A by RVA
Longboat Key
United States
Kellie B.
NZ$594
includes taxes & fees
26 Oct - 27 Oct
Gulfside Resort – Silver Sands #241A by RVA
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Top Southwest Coast Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Everyone was so friendly and helpful and the rooms were very clean and well maintained."
Delaney 2-night trip
Posted 7 hours ago
Lani Kai Beachfront Resort
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Room was available early. Upgraded with nice view of pool and parking close by. Bath towels double as pool towel but there were enough and room is refreshed everyday. Mattress was very firm. Like that they had rugs on both sides of bed to collect grime. Shower took awhile to warm up and leaked all over floor so the extra towels came in handy. Room had two refrigerators but no microwave. Location is amazing. Tiki bar is great. Always something going on. Happy hour from 11-4. Employees are great."
Jayne 2-night trip
Posted 8 hours ago
The Lighthouse Resort Inn & Suites
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

8/10 Good
"Great service and accommodating staff"
Robert 2-night trip
Posted 2 days ago
Hyatt Place Sarasota/Bradenton Airport
Naples Bay Resort & Marina

Naples Bay Resort & Marina

10/10 Excellent
"Very clean and friendly staff"
Michelle 2-night trip
Posted 2 days ago
Naples Bay Resort & Marina
Fairways Inn of Naples

Fairways Inn of Naples

10/10 Excellent
"I was surprised. When I arrived, I thought it's an old place that will be run down. I was wrong. They had everything. Perfect outdoor set up. Porches, pool, grilling area, and so on."
William 2-night trip
Posted 2 days ago
Fairways Inn of Naples

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