Historic Hotels & Resorts in Southwest Florida from NZ$139

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Southwest Florida Historic Hotels

Best Southwest Florida Historic Hotels

Oak Tree Hotel
Front of property

Oak Tree Hotel

2.5 star property
9.6 out of 10, Exceptional, (448)
"Great place to stay!"
The price is NZ$305
includes taxes & fees
25 Sept - 26 Sept
Oak Tree Hotel
Naples Bay Resort & Marina
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Naples Bay Resort & Marina

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Great place to stay"
The price is NZ$472
includes taxes & fees
30 Sept - 1 Oct
Naples Bay Resort & Marina
Olde Marco Island Inn and Suites
Outdoor pool, pool umbrellas, pool loungers

Olde Marco Island Inn and Suites

3.0 star property
8.8 out of 10, Excellent, (1002)
"Very nice cozy place, only minutes from the main resort strip!"
The price is NZ$461
includes taxes & fees
25 Sept - 26 Sept
Olde Marco Island Inn and Suites
Punta Gorda Waterfront Hotel and Suites
View from room

Punta Gorda Waterfront Hotel and Suites

2.0 star property
7.0 out of 10, Good, (1000)
"Nice place to stay. Very good restaurant and a very pleasant view."
Punta Gorda Waterfront Hotel and Suites
Wyvern Hotel, an Ascend Collection Hotel
Standard Room, 2 Double Beds, Non Smoking

Wyvern Hotel, an Ascend Collection Hotel

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Very clean staff was very friendly "
The price is NZ$209
includes taxes & fees
2 Oct - 3 Oct
Wyvern Hotel, an Ascend Collection Hotel
Holiday Inn Express Hotel Naples Downtown - 5th Avenue
Outdoor pool

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

2.5 star property
9.0 out of 10, Wonderful, (1014)
"Very nice Hotel, for a quick getaway"
The price is NZ$139
includes taxes & fees
1 Oct - 2 Oct
Holiday Inn Express Hotel Naples Downtown - 5th Avenue
Best Western Fort Myers Waterfront
Exterior

Best Western Fort Myers Waterfront

3.0 star property
7.2 out of 10, Good, (1016)
"Nice breakfast and great river views. Had nice pool too. "
The price is NZ$176
includes taxes & fees
25 Sept - 26 Sept
Best Western Fort Myers Waterfront
Hilton Garden Inn Sarasota - Bradenton Airport
Lobby

Hilton Garden Inn Sarasota - Bradenton Airport

3.0 star property
8.2 out of 10, Very good, (1008)
"Conveniently located by the airport for easy access to flights and surrounding areas "
The price is NZ$191
includes taxes & fees
28 Sept - 29 Sept
Hilton Garden Inn Sarasota - Bradenton Airport
Tarpon Tale Inn
Exterior

Tarpon Tale Inn

3.0 star property
9.6 out of 10, Exceptional, (390)
"This is the ideal spot for a beach vacation. The property is convenient, clean, and full of amenities like free bicycles. Owner was a very gracious host. Thoroughly recommend!"
The price is NZ$435
includes taxes & fees
7 Oct - 8 Oct
Tarpon Tale Inn
Four Points by Sheraton Punta Gorda Harborside
Ocean views, serves lunch, dinner and happy hour

Four Points by Sheraton Punta Gorda Harborside

3.5 star property
8.8 out of 10, Excellent, (1006)
"Great stay"
The price is NZ$240
includes taxes & fees
1 Oct - 2 Oct
Four Points by Sheraton Punta Gorda Harborside
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.
View all properties

Top Southwest Florida Hotel Reviews

Fairways Inn of Naples

Fairways Inn of Naples

10/10 Excellent
"Besides the fact that the staff are wonderful, the gardens and grounds are kept beautifully"
alison 1-night trip
Posted 1 day ago
Fairways Inn of Naples

Explore a world of travel with Expedia

Explore a world of travel with Expedia