Vacations in Southwest Florida
2 travelers
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Cheap Southwest Florida package deals
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Most popular Southwest Florida flight and hotel deals
Show allParking
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$260
TownePlace Suites by Marriott Fort Myers Southeast - Fort Myers - Patio![TownePlace Suites by Marriott Fort Myers Southeast - Fort Myers - Patio]()
TownePlace Suites by Marriott Fort Myers Southeast
Omni
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$357
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$287
Winkler
Parking
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$298
Parking
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
$263
Parking
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$242
Extended Stay America Premier Suites - Fort Myers - Airport - Fort Myers - Bedroom![Extended Stay America Premier Suites - Fort Myers - Airport - Fort Myers - Bedroom]()
Extended Stay America Premier Suites - Fort Myers - Airport
Parking
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$275
Red Roof PLUS+ Fort Myers - Fort Myers - Bedroom![Red Roof PLUS+ Fort Myers - Fort Myers - Bedroom]()
Red Roof PLUS+ Fort Myers
Parking
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$279
TownePlace Suites by Marriott Fort Myers Gulf Coast - Fort Myers - Bedroom![TownePlace Suites by Marriott Fort Myers Gulf Coast - Fort Myers - Bedroom]()
TownePlace Suites by Marriott Fort Myers Gulf Coast
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$339
Winkler
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$299
Parking
Free Wi-Fi
Pool
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
$267
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$273
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$283
Parking
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$276
Bowling Green
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$266
Last minute vacation packages to Southwest Florida
Show allCityscape Retreat - Sarasota - Living room![Cityscape Retreat - Sarasota - Living room]()
Cityscape Retreat
Downtown
Parking
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,195
Parking
Free Wi-Fi
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$555
House of Sun Siesta Key Crescent Beach - Sarasota![House of Sun Siesta Key Crescent Beach - Sarasota]()
House of Sun Siesta Key Crescent Beach
Parking
Free Wi-Fi
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,099
When to book a vacation in Southwest Florida
Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.
Where to stay in Southwest Florida
Our map will help you find the perfect place to stay for your vacation in Southwest Florida by showing you the exact location of each hotel.