Historical Hotels in Southwest Florida, FL
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Southwest Florida Historic Hotels

Oak Tree Hotel
6 W Oak St Unit #6, Arcadia, FL
Free Cancellation
$173 nightly
The price is $190 total per night
$190 total
Nov 23 - Nov 24
Total with taxes and fees
At Oak Tree Hotel, guests have access to free WiFi in public areas, a 24-hour business center, and a computer station. There's free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. This smoke-free hotel also has a communal living room.
Breakfast included
All inclusive

Naples Bay Resort & Marina
1500 Fifth Ave S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $275 total per night
$275 total
Oct 30 - Oct 31
Total with taxes and fees
Naples Bay Resort & Marina features a marina, a full-service spa, and 5 outdoor pools. Parking is available for USD 21.40 per night (USD 21.40 per night for valet parking), and there's also a free beach shuttle. Multilingual staff at the 24-hour front desk can assist with tours or tickets, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include a lazy river, a children's pool, and a gym.
Pool
Hot Tub

Olde Marco Island Inn and Suites
100 Palm St, Marco Island, FL
$259 nightly
The price is $288 total per night
$288 total
Oct 31 - Nov 1
Total with taxes and fees
Guests of Olde Marco Island Inn and Suites enjoy features like an outdoor pool, free WiFi in public areas, and a computer station. If you decide to drive, there's free parking. Front-desk staff can assist with tours/tickets and securing valuables. Additional amenities include a library, free newspapers, and a terrace.
Pool
Parking included

Punta Gorda Waterfront Hotel and Suites
300 Retta Esplanade, Punta Gorda, FL
Guests of Punta Gorda Waterfront Hotel and Suites have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this beach hotel include a 24-hour business center, coffee/tea in a common area, and a terrace.
Pool
Breakfast included

Wyvern Hotel, an Ascend Collection Hotel
101 E Retta Esplanade, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Oct 30 - Oct 31
Total with taxes and fees
Guests of Wyvern Hotel, an Ascend Collection Hotel enjoy a rooftop terrace, free WiFi in public areas, and conference space. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this luxury hotel include express check-in, express check-out, and free newspapers.
Parking included
Free WiFi

Holiday Inn Express Hotel Naples Downtown - 5th Avenue
Free Cancellation
$84 nightly
The price is $93 total per night
$93 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Holiday Inn Express Hotel Naples Downtown - 5th Avenue have access to an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this golf hotel include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Best Western Fort Myers Waterfront
13021 N Cleveland Ave, North Fort Myers, FL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Oct 26 - Oct 27
Total with taxes and fees
Guests staying at Best Western Fort Myers Waterfront enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pool
Breakfast included

Hilton Garden Inn Sarasota - Bradenton Airport
8270 N Tamiami Trl, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $115 total per night
$115 total
Oct 29 - Oct 30
Total with taxes and fees
At Hilton Garden Inn Sarasota - Bradenton Airport, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, as well as a free airport shuttle (available on request). Multilingual staff at the 24-hour front desk can assist with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Tarpon Tale Inn
367 Periwinkle Way, Sanibel, FL
$199 nightly
The price is $222 total per night
$222 total
Oct 25 - Oct 26
Total with taxes and fees
At Tarpon Tale Inn, guests have access to free WiFi in public areas, free use of bicycles, and express check-out. If you decide to drive, there's free parking. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach hotel include barbecue grills, a picnic area, and a garden.
Parking included
Free WiFi

Four Points by Sheraton Punta Gorda Harborside
33 Tamiami Trail, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Four Points by Sheraton Punta Gorda Harborside enjoy a marina, an outdoor pool, and a gym. There's free parking, as well as a free airport shuttle at scheduled times. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this hot springs hotel include a hot tub, meeting rooms, and a conference center.
Pool
Hot Tub

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
625 Tamiami Trail S, Venice, FL
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $65 total per night
$65 total
Oct 27 - Oct 28
Total with taxes and fees
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway features an outdoor pool, free WiFi in public areas, and a business center. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
Pool
Parking included

The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
1520 Broadway, Fort Myers, FL
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $150 total per night
$150 total
Oct 30 - Oct 31
Total with taxes and fees
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton features free WiFi in public areas, a 24-hour business center, and a computer station. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include express check-in, express check-out, and free newspapers.
Free WiFi
Air conditioning

Americas Best Value Inn Historic Clewiston Inn
108 Royal Palm Avenue, Clewiston, FL
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
Oct 30 - Oct 31
Total with taxes and fees
Americas Best Value Inn Historic Clewiston Inn features free WiFi in public areas, meeting rooms, and a conference center. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a computer station, laundry facilities, and a fireplace in the lobby.
Parking included
Free WiFi

The Escalante
290 5th Ave S, Naples, FL
$610 nightly
The price is $678 total per night
$678 total
Oct 26 - Oct 27
Total with taxes and fees
Guests staying at The Escalante enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. You can take advantage of free parking, along with a free beach shuttle. The front desk has multilingual staff that can help with concierge services, luggage storage, and securing valuables. Other amenities at this adults-only hotel include a hot tub, conference space, and a business center.
On private beach
Pool

Golden Host Resort - Sarasota
4675 N Tamiami Trl, Sarasota, FL
Free Cancellation
$73 nightly
The price is $83 total per night
$83 total
Oct 26 - Oct 27
Total with taxes and fees
Golden Host Resort - Sarasota features an outdoor pool, free WiFi in public areas, and coffee in a common area. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a library, express check-out, and free newspapers.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Southwest Florida
View all propertiesLowest 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.
Southwest Florida hotels essential information
Accommodation | 45,165 hotels |
|---|---|
Lowest Price | $65 |
Highest Price | $678 |
Popular hotels | Oak Tree Hotel, Naples Bay Resort & Marina, Olde Marco Island Inn and Suites, Punta Gorda Waterfront Hotel and Suites, Wyvern Hotel, an Ascend Collection Hotel, Holiday Inn Express Hotel Naples Downtown - 5th Avenue, Best Western Fort Myers Waterfront, Hilton Garden Inn Sarasota - Bradenton Airport, Tarpon Tale Inn, Four Points by Sheraton Punta Gorda Harborside, Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway, The Banyan Hotel Fort Myers, Tapestry Collection by Hilton, Americas Best Value Inn Historic Clewiston Inn, The Escalante, Golden Host Resort - Sarasota |
Recent Historic Hotels Reviews

Kompose Boutique Hotel
5/5 Excellent
"The only problem we had was on checkout day the elevator was down and we’re not notified until we got to the elevator "
A verified traveler stayed at Kompose Boutique Hotel
Posted 4 days ago
More to Explore
- Cheap Hotels in Bell Villa
- Bell Villa Hotels
- Adventure Hotels in Florida
- Business Hotels in Florida
- Hotels with Suites in Florida
- Hotels with Pool in Florida
- Hotels with Air Conditioning in Florida
- Hotels with a Gym in Florida
- Hotels with Restaurants in Florida
- Hotels with Room Service in Florida
- Hotels on the River in Florida
- Hotels with Shopping in Florida
- Hotels with a Wedding Venue in Florida
- Hotels with a Gym in Victoria Park
- Oceanfront Hotels in Victoria Park
- Spa Resorts & in Victoria Park
- Winery Hotels in Victoria Park
- Boutique Hotels in New Floresta
- Hotels with Bar in New Floresta
- Luxury Hotels in New Floresta
- Pet Friendly Hotels in New Floresta
- Ski Resorts & in New Floresta
- Waterpark Hotels & Resorts in New Floresta
- Beach Resorts & in The Villages at Country Creek
- All Inclusive Resorts & in Southeast Florida
- Beach Resorts & in Southeast Florida
- Casino Resorts & in Southeast Florida
- Kid Friendly Hotels in Southeast Florida
- Gay Friendly Hotels in Southeast Florida
- Golf Resorts & in Southeast Florida
- Hotels with a Lazy River in Southeast Florida
- Hotels with Free Breakfast in Southeast Florida
- Hotels with Free Airport Shuttle in Southeast Florida
- Hotels with Free Parking in Southeast Florida
- Hotels with Hot Tubs in Southeast Florida
- Hotels with Waterslides in Southeast Florida
- Luxury Hotels in Southeast Florida
- Oceanfront Hotels in Southeast Florida
- Pet Friendly Hotels in Southeast Florida
- Ski Resorts & in Southeast Florida
- Spa Resorts & in Southeast Florida
- Hotels with a Wedding Venue in Southeast Florida
- Winery Hotels in Southeast Florida
- Hotels near Old Corkscrew Golf Club
- Arcade Hotels in Palma Sola
- Boutique Hotels in Palma Sola
- Cheap Hotels in Palma Sola
- Historic Hotels in Palma Sola
- Hotels with WiFi in Palma Sola
- Hotels with Bar in Palma Sola
- Hotels with Free Airport Shuttle in Palma Sola
- Luxury Hotels in Palma Sola
- Oceanfront Hotels in Palma Sola
- Hotels with Shopping in Palma Sola
- Waterpark Hotels & Resorts in Palma Sola
- Hotels with Airport Transfers in Fort Myers
- Hotels with Tennis Courts in Fort Myers
- Hotels with Free Airport Shuttle in Pompano Beach
- Hotels with Shopping in Pompano Beach
- Beach Resorts & in Stoneybrook
- Hotels with Pool in Stoneybrook
- Fort Myers Beach Hotels
- Hotels near Stoneybrook Golf Club
- All Inclusive Resorts & in Three Oaks
- Boutique Hotels in Three Oaks
- Casino Resorts & in Three Oaks
- Hotels with Free Airport Shuttle in Three Oaks
- Spa Resorts & in Three Oaks
- Hotels near Alico Arena
- Pet Friendly Hotels in Indiantown
- Hotels near Miromar Outlets
- Hotels near Hertz Arena
- Luxury Hotels in Arcadia
- Adventure Hotels in Miromar Lakes
- All Inclusive Resorts & in Miromar Lakes
- Arcade Hotels in Miromar Lakes
- Hotels with Suites in Miromar Lakes
- Hotels with Free Airport Shuttle in Miromar Lakes
- Hotels with Kitchenettes in Miromar Lakes
- Hotels with Restaurants in Miromar Lakes
- Hotels with Shopping in Miromar Lakes
- Adventure Hotels in Estero
- Beach Resorts & in Estero
- Cheap Hotels in Estero
- Business Hotels in Estero
- Kid Friendly Hotels in Estero
- Hotels with Balconies in Estero
- Hotels with Bar in Estero
- Hotels with a Gym in Estero
- Hotels with Free Parking in Estero
- Hotels with Hot Tubs in Estero
- Pet Friendly Hotels in Estero
- Romantic Getaways & Hotels in Estero
- Spa Resorts & in Estero


