Title: Beach Vacations in Southwest Florida 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 Beach 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 Beach hotel deals in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pink Shell Beach Resort and Marina CA $1,264 per person Jan 19 - Jan 24 just found Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,159 reviews) Pink Shell was amazing. The room was awesome. The beach and pool were great. The food was wonderful. All in all this resort was perfect for our anniversary and we will definitely be back. Reviewed on Dec 18, 2025 ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,489 per person Jan 19 - Jan 24 just found Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,584 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End CA $2,248 per person Feb 19 - Feb 23 found 14 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,686 reviews) No complaints, room was clean, staff were accommodating, food inside and outside hotel was excellent. Reviewed on Dec 19, 2025 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $4,433 per person Feb 18 - Feb 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 6/10 (2 reviews) ![Inn at Pelican Bay](https://images.trvl-media.com/lodging/1000000/20000/15800/15713/2d976041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn at Pelican Bay Pelican Bay CA $1,856 per person Feb 18 - Feb 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (1,002 reviews) I have stayed at this hotel so many times I hate not to be positive. The location is fabulous. Breakfast this time was disappointing. The elliptical in the fitness room was broken. The staff definitely seemed disinterested this time usually hey are friendly. Reviewed on Dec 16, 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,489 per person Jan 19 - Jan 24 just found Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,584 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $4,433 per person Feb 18 - Feb 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 6/10 (2 reviews) 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pink Shell Beach Resort and Marina CA $951 per person Jan 23 - Jan 26 found 23 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (1,159 reviews) Pink Shell was amazing. The room was awesome. The beach and pool were great. The food was wonderful. All in all this resort was perfect for our anniversary and we will definitely be back. Reviewed on Dec 18, 2025 ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,308 per person Jan 23 - Jan 26 found 23 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,584 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 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 $1,822 per person Feb 24 - Feb 27 just found Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9/10 Wonderful! (1,914 reviews) We enjoyed our stay at Naples Grande Resort. My husband and I were celebrating our wedding anniversary, and it was perfect! They even surprised us with a bottle of wine and a handwritten card wishing us a Happy Anniversary. We loved the boardwalk to get to the beach- it is absolutely gorgeous. The room was spacious, clean, and the view from the balcony was beautiful. We highly recommend it. Reviewed on Dec 19, 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Best Western Naples Inn & Suites](https://images.trvl-media.com/lodging/1000000/30000/27200/27153/050047b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Naples Inn & Suites Moorings CA $906 per person Feb 18 - Feb 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.2/10 Very Good! (1,007 reviews) The suite itself had a nice appearance and initially seemed clean and ready for our stay. Unfortunately, our experience became challenging as my group and I were moved five times due to repeated issues with roaches and a lack of room service. During our stay, we had a sick child, which resulted in vomit on the sheets and in the sink. We contacted the front desk early in the morning to request room service and cleaning. However, when we returned after 6:00 p.m., the room had not been serviced and the mess remained exactly as it was earlier that day. I do want to note that the staff was extremely friendly and polite throughout our interactions. With improved management oversight, better housekeeping response, and proper fumigation and property updates, this hotel has the potential to be a great place to stay in the future. Reviewed on Dec 15, 2025 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End CA $2,248 per person Feb 19 - Feb 23 found 14 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,686 reviews) No complaints, room was clean, staff were accommodating, food inside and outside hotel was excellent. Reviewed on Dec 19, 2025 ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Seas Resort CA $1,611 per person Jan 19 - Jan 23 found 1 hour ago Roundtrip flight included Moncton (YQM) to Fort Myers (RSW) 8.4/10 Very Good! (1,001 reviews) Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk. Reviewed on Dec 10, 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find the best beach vacations in Southwest Florida #### What are some benefits when booking beach vacations in Southwest Florida? When you travel to the beach in Southwest Florida, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. #### How can I book the best beach vacations in Southwest Florida? To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Southwest Florida trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. #### Can I book cheap beach vacations in Southwest Florida? There are quite a few things you can do to get cheap beach vacations in Southwest Florida. Prices range from CA $906, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. #### Can I book beach packages? Yes, and you'll find quite a few beach packages available in Southwest Florida. These package deals let you save by booking your accommodation and your flight together with savings of up to 25\. #### Why should I book family beach vacations? When you're travelling with the family to Southwest Florida, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. #### How can I find a beachfront vacation in Southwest Florida? It's easy to find a beachfront vacation accommodation in Southwest Florida using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline. #### How can I book last-minute beach vacations? Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Southwest Florida as your destination and see what's available. #### Can I find all-inclusive beach vacations ? Yes, all you have to do to find all-inclusive beach vacations in Southwest Florida is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. #### Can I book a beach trip that's fully refundable? Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Florida. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too. #### Why should I book beach vacations with Expedia? When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips. ## Beach Hotels in Southwest Florida ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Naples Grande Beach Resort 475 Seagate Drive Naples FL - 3 hours drive from Siesta Key Beach Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ... 8.8/10 Excellent! (1,978 reviews) Great place Reviewed on Dec 17, 2025 [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach Resort Fort Myers 251 Crescent Street Fort Myers Beach FL - 2 hours drive from Siesta Key Beach Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ... 8.8/10 Excellent! (1,711 reviews) Staff is wonderful. JWB cannot get enough of, but rooms were not visible from our room. Price was excellent. Reviewed on Dec 16, 2025 [](https://expedia.ca/Fort-Myers-Beach-Hotels-Margaritaville-Beach-Resort-Fort-Myers.h95126992.Hotel-Information) ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lani Kai Beachfront Resort 1400 Estero Blvd Fort Myers Beach FL - 2 hours drive from Siesta Key Beach Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ... 9/10 Wonderful! (1,012 reviews) Not bad.Clean room. Friendly staff. nice location Reviewed on Dec 17, 2025 [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) [See all 46,246 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) ### Top Beach Vacation Destinations > - [Myrtle beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/601685/Myrtle-Beach) > - [Miami beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8833/Miami-Beach) > - [Florida beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/211/Florida) > - [Barbados beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/16/Barbados) > - [South beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6138745/South-Beach) > - [Palm beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/9061/Palm-Beach) > - [Daytona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023995/Daytona-Beach) > - [Newport beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8111/Newport-Beach) > - [Vero beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023660/Vero-Beach) > - [India beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/80/India) > - [Laguna beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6298668/Laguna-Beach) > - [Ontario beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/2680/Ontario) > - [Canada beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/31/Canada) > - [Barcelona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/179992/Barcelona) > - [Fort Myers beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/7194/Fort-Myers-Beach) > - [Portugal beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/147/Portugal) > - [Italy beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/86/Italy) > - [Thailand beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/178/Thailand) > - [France beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/59/France) ## 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