Title: Southwest Florida Cheap Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/7194/a3c90d47-6771-4b13-8eb7-606c4258b08d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Florida Cheap Vacations ## Book a Cheap Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Cheap vacation packages in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Sarasota Bradenton Airport $322 per person Jun 2 - Jun 4 found 16 hours ago Roundtrip flight included Dallas (DFW) to Tampa (TPA) 8.8/10 Excellent! (1,569 reviews) Cookies always a plus! Glad to have restaurant on site-able to get dinner and breakfast while traveling Reviewed on Mar 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Cheap vacations in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Sarasota Bradenton Airport $476 per person May 2 - May 5 found 1 day ago Roundtrip non-stop flight included Bangor (BGR) to Tampa (TPA) 8.8/10 Excellent! (1,569 reviews) Cookies always a plus! Glad to have restaurant on site-able to get dinner and breakfast while traveling Reviewed on Mar 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap vacations in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Golden Host Resort - Sarasota North Trail $263 per person Jun 3 - Jun 7 found 1 day ago Roundtrip flight included Cleveland (CLE) to Tampa (TPA) 8.4/10 Very Good! (2,348 reviews) This was a neat little place. Like its own village. Bar was hopping with drag bingo. We got two free drinks for being VIP Expedia. The beds were the comfiest beds we ever slept in. It was impressively clean and up to date. We were there when the TVs were out but we just hung out outside on the balcony. Reviewed on Apr 1, 2026 ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/eaa3eb69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn & Suites $358 per person Jun 2 - Jun 6 found 13 hours ago Roundtrip flight included Chicago (ORD) to Fort Myers (RSW) 8.4/10 Very Good! (1,022 reviews) Beautiful rooms Staff was amazing. For smokers, the smoking locations are very nice. Super clean. Reviewed on Apr 2, 2026 ![Magnuson Hotel Bradenton](https://images.trvl-media.com/lodging/1000000/30000/22100/22035/2fd2c0e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Magnuson Hotel Bradenton Bayshore Gardens $277 per person Jun 3 - Jun 7 found 1 day ago Roundtrip flight included Cleveland (CLE) to Sarasota (SRQ) 6.6/10 (904 reviews) Kitchen was dirty and cupboards were broken Lots af scuff marks and stains Reviewed on Mar 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing cheap vacations in Southwest Florida #### How can I find budget-friendly Southwest Florida vacation packages on Expedia? Playing around with the easy-to-use search wizard is one of the best ways to find affordable Southwest Florida vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Southwest Florida getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible [last-minute specials](https://www.expedia.com/lp/b/vacations/last-minute-deals) for travel in low season. #### How to find cheap last-minute Southwest Florida travel deals? On Expedia's [last-minute](https://www.expedia.com/lp/b/vacations/last-minute-deals) travel deals page, you'll encounter a plethora of special offers for late vacations to Southwest Florida. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Southwest Florida vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location. #### When is the best time to visit Southwest Florida on a budget? For some of the cheapest vacation packages to Southwest Florida from $263, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Southwest Florida. Best of all, vacation [payment plans](https://www.expedia.com/lp/b/vacations/planning) mean you can spread the cost of your trip over 3, 6, or 12 months. #### Can I cancel my Southwest Florida vacation package booking? Yes, many of Expedia's cheap Southwest Florida getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Southwest Florida. #### Why should I book my Southwest Florida vacation with Expedia? A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Southwest Florida vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip. #### How to find cheap Southwest Florida vacation packages on Expedia? When searching for budget vacations to Southwest Florida, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Southwest Florida vacation is by joining [One Key](https://www.expedia.com/welcome-one-key). Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join. #### Why should I book a package to Southwest Florida? You'll often snag package savings on your Southwest Florida vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Southwest Florida vacation packages often let you pay a small upfront deposit to confirm. #### How to plan a cheap vacation to Southwest Florida? Settling on your dates is usually the first step to planning an affordable Southwest Florida getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a [last-minute travel deal](https://www.expedia.com/lp/b/vacations/last-minute-deals) for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Southwest Florida vacation package deals. Hop over to Expedia's [vacation planning page](https://www.expedia.com/lp/b/vacations/planning) for more tips for your dream vacation. ## Top Cheap Southwest Florida Hotels ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Golden Host Resort - Sarasota 4675 N Tamiami Trl Sarasota FL - 18 min drive from Siesta Key Beach Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ... 8.4/10 Very Good! (2,383 reviews) This hotel was listed as 3 star…IT’S NOT! This is similar to a Super 8\. It should have 1 Star! Reviewed on Apr 1, 2026 [](https://expedia.com/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Hotel 965 University Pkwy Sarasota FL - 20 min drive from Siesta Key Beach Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ... 9.2/10 Wonderful! (5,188 reviews) Everything was perfect! Reviewed on Apr 1, 2026 [](https://expedia.com/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information) ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casey Key Resorts - Mainland 1650 South Tamiami Trail Osprey FL - 17 min drive from Siesta Key Beach Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ... 8.8/10 Excellent! (1,132 reviews) The staff was all really helpful and friendly , from the front desk , to the manager , to the restaurant staff. The pool was very nice and the lounge chairs and tables were in good conditions. The restaurant wasn’t that good for the price tag attached to it so maybe avoid that. Overall not horrible ... Reviewed on Mar 31, 2026 [](https://expedia.com/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) [See all 46,935 properties in Southwest Florida](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6233839) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[ Southwest Florida Vacations ](https://expedia.com/Southwest-Florida.d6233839.Destination-Travel-Guides)[ Things to do in Southwest Florida ](https://expedia.com/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app