Title: Cheap Vacations in Southwest Florida 2026/2026 | Expedia.ca ![](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 Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Cheap hotel deals 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 CA $1,592 per person Feb 7 - Feb 14 found 1 day ago Roundtrip flight included Ottawa (YOW) to Tampa (TPA) 8.8/10 Excellent! (1,501 reviews) The room was fine, the staff courteous. I did however choose this Hilton hotel because it had an indoor pool and hot tub. When I tried to use said hot tub, I found it and the pool filled with children. I stay at Hilton Hotels to relax. Not possible this time. I understand that children stay at hotels. I just think that the use of adult style amenities should be restricted to adults. Reviewed on Dec 5, 2025 ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Grande Beach Resort Park Shore CA $5,925 per person Feb 7 - Feb 14 found 11 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9/10 Wonderful! (1,914 reviews) The property was very beautiful and well maintain. Staff were great and helpful. Reviewed on Dec 3, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Cheap holidays 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 CA $1,205 per person Feb 19 - Feb 22 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 8.8/10 Excellent! (1,501 reviews) The room was fine, the staff courteous. I did however choose this Hilton hotel because it had an indoor pool and hot tub. When I tried to use said hot tub, I found it and the pool filled with children. I stay at Hilton Hotels to relax. Not possible this time. I understand that children stay at hotels. I just think that the use of adult style amenities should be restricted to adults. Reviewed on Dec 5, 2025 ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Grande Beach Resort Park Shore CA $3,600 per person Feb 12 - Feb 15 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Fort Myers (RSW) 9/10 Wonderful! (1,914 reviews) The property was very beautiful and well maintain. Staff were great and helpful. Reviewed on Dec 3, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Baymont by Wyndham Fort Myers Central](https://images.trvl-media.com/lodging/1000000/30000/23400/23367/7ff8face_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Baymont by Wyndham Fort Myers Central CA $598 per person Feb 11 - Feb 15 found 18 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 6.6/10 (1,002 reviews) For the price not bad Reviewed on Oct 30, 2025 ![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairways Inn of Naples Palm River Estates CA $896 per person Jan 18 - Jan 22 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,090 reviews) Great price and great location. Still a classic hotel using door knob keys. Breakfast was out in a gazebo. Worked for me. My expectations are not the Ritz Carlton. Clean and friendly atmosphere. Reviewed on Dec 5, 2025 ![Quality Inn Fort Myers Cape Coral](https://images.trvl-media.com/lodging/1000000/30000/24300/24286/7a05b6c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn Fort Myers Cape Coral CA $643 per person Feb 11 - Feb 15 found 18 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 7.6/10 Good! (187 reviews) Microwave made an explosion when tried to use it. The rest amazing Reviewed on Dec 8, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cheap Hotels in Southwest Florida ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_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 ... 9/10 Wonderful! (4,744 reviews) Excelente Reviewed on Dec 1, 2025 [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_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! (2,154 reviews) We love this place. Third Time ! 💚 Reviewed on Dec 6, 2025 [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_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 ... 8.6/10 Excellent! (1,100 reviews) Love this Resort. Staff is A-1\. They really make you feel welcome. Thank you Reviewed on Dec 1, 2025 [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) [See all 46,234 properties in Southwest Florida](https://expedia.ca/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. Additional terms may apply. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Southwest Florida ](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[ Southwest Florida Hotels ](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[ Southwest Florida Vacation Rentals ](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[ Southwest Florida Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[ Southwest Florida Vacations ](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides)[ Things to do in Southwest Florida ](https://expedia.ca/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 on select hotels and earn double points 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