Find Historic Hotels in Truckland, FL

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Check availability on Truckland Historic Hotels

Our top choices for Truckland historic hotels

Lobby
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton

The Banyan Hotel Fort Myers, Tapestry Collection by Hilton

The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
3.5 star property
Downtown Historic District
8.6 out of 10, Excellent, (837)
"Staff was friendly. "
United States
Jennifer
The price is AED 569
AED 635 total
includes taxes & fees
21 Dec - 22 Dec
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
Sun loungers, beach towels
SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very Good, (137)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is AED 514
AED 1,290 total
includes taxes & fees
12 Jan - 13 January 2026
SUNSHINE GETAWAY VACATION RENTALS
Beach nearby
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

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, (46)
"Great place "
United States
Christine
The price is AED 584
AED 1,220 total
includes taxes & fees
16 Dec - 17 Dec
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Iron/ironing board, WiFi, bed sheets
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

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, (50)
"The atmosphere and art very local"
United States
Cindy
The price is AED 545
AED 682 total
includes taxes & fees
16 Dec - 17 Dec
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Beach
Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!
Fort Myers
8.2 out of 10, Very Good, (69)
"The property is as described and everything needed is there for a wonderful stay. The host is available for any questions and responds very quickly. Thank you for a great stay"
United States
Shell B.
Sunshine Getaway Vacation Rentals!
Sun loungers, beach towels
NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (41)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
United States
Ron R.
The price is AED 698
AED 1,385 total
includes taxes & fees
16 Dec - 17 Dec
NEW!! The “WATERSIDE” COTTAGE~With dockage
On the beach
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
3.0 star property
Captiva
8.0 out of 10, Very Good, (10)
"We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! "
United States
Barbara
The price is AED 841
AED 2,112 total
includes taxes & fees
16 Dec - 17 Dec
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
On the beach
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

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Captiva
7.8 out of 10, Good, (12)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is AED 1,010
AED 2,214 total
includes taxes & fees
10 Jan - 11 January 2026
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Terrace/patio
720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.

720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.

720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.
4.0 star property
Fort Myers Beach
9.6 out of 10, Exceptional, (29)
"It was a great place. Wish we had had more time there!"
United States
Fred M.
The price is AED 918
AED 2,111 total
includes taxes & fees
16 Dec - 17 Dec
720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.
On the beach
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Captiva
9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is AED 1,102
AED 2,443 total
includes taxes & fees
16 Dec - 17 Dec
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
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.
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Top Truckland Hotel Reviews

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

10/10 Excellent
"Very nice room "
Ronald 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

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Frequently asked questions

What can a history enthusiast expect from a trip to Truckland?
A visit to the significant historical sites in Truckland is probably on top of your travel itinerary. While you're here, you can visit the shops and beaches. During your stay in this family-friendly area, you can also relish a trip to the restaurants.
How many historical hotels are there in Truckland?
In Truckland, there are 21 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical places and other sights to visit in Truckland?
Key West Express is a notable place to visit in the area. You'll also find Port Sanibel Marina and Bunche Beach in the area.
What is a historic hotel like in Truckland?
When you book a historic hotel, you'll sleep someplace that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of historic hotels in Truckland, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The physical building and architecture of a historic hotel tends to be the most important aspect. For a heritage hotel, it's often the cultural value and how it influenced the community.
Do historic hotels in Truckland have modern facilities?
Yes. Every effort is made to preserve the historic aspects and traditions, while interiors have safety features and modern conveniences. Guests can expect the amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. In Truckland, booking a historic hotel doesn't mean you're choosing a place that's uncomfortable for guests or rundown.