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Deals on vacations and trips to Southwest Florida
Save when you book Southwest Florida package deals
Southwest Florida flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Henrosa Hotel](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/e1e106c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Henrosa Hotel
South Beach
Save 100% on your flight
per person
Sep 9 - Sep 12
found 1 hour ago
Roundtrip flight included
Washington (WAS) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and luggage storage are also on offer.
![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5f494a59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
1 Hotel South Beach
South Beach
per person
Aug 7 - Aug 11
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
![The Landon Bay Harbor - Miami Beach](https://images.trvl-media.com/lodging/4000000/3180000/3179100/3179004/5b4e9e3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Landon Bay Harbor - Miami Beach
per person
Jul 23 - Jul 30
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental breakfast each morning.
![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/bbf0d33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Sep 9 - Sep 12
found 1 hour ago
Roundtrip flight included
Washington (WAS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.
![Hilton Fort Lauderdale Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/28600/28591/5b7e7d88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hilton Fort Lauderdale Beach Resort
East Fort Lauderdale
Save 100% on your flight
per person
Aug 8 - Aug 12
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free resort. Bring the family and enjoy the children's club, playground, and arcade/game room. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.
Top Southwest Florida hotels deals
![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/c2a1ef6e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
The price is $68 per night
$68
per night
Jun 23 - Jun 24
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Pool
Hot Tub
![Hyatt Regency Sarasota](https://images.trvl-media.com/lodging/1000000/30000/27300/27206/bd597624_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hyatt Regency Sarasota
1000 Blvd Of The Arts, Sarasota, FL
Free Cancellation
The price is $152 per night
$152
per night
Jun 23 - Jun 24
A marina, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/03c1f9e9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Westin Sarasota
100 Marina View Drive, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
The price is $209 per night
$209
per night
Jun 23 - Jun 24
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Pool
Spa
![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/6d045dda_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
$188
per night
Jun 26 - Jun 27
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and boat tours, and in-room childcare is an added bonus.
Pool
Hot Tub
![Sunseeker Resort Charlotte Harbor](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/dbf93ff9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sunseeker Resort Charlotte Harbor
4949 Tamiami Trail, 785, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
The price is $151 per night
$151
per night
Jun 23 - Jun 24
A full-service spa, 20 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 spa tubs and 24-hour gym.
Pool
Hot Tub
![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $76 per night
$76
per night
Jun 24 - Jun 25
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast 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.
Popular places to visit
Siesta Key Beach
4.5/5(1,425 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
Lido Beach
4.5/5(1,225 reviews)
Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.
St. Armands Circle
4.5/5(1,234 reviews)
Enjoy the beautiful sunsets and explore St. Armands Circle, a well-known green space in Sarasota. Wander the beautiful beaches and seaside in the area.
Photos of local treasures
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![Burroughs Home featuring a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66136-Fort-Myers.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)
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