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/fc4aab98_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pink Shell Beach Resort and Marina CA $1,163 per person Jun 8 - Jun 11 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.4/10 Exceptional! (1,308 reviews) The lady who runs the activities…older lady with short blonde hair Reviewed on Mar 27, 2026 ![Inn at Pelican Bay](https://images.trvl-media.com/lodging/1000000/20000/15800/15713/bd5f1e36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn at Pelican Bay Pelican Bay CA $1,443 per person Jun 7 - Jun 12 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (1,005 reviews) I really like this place. It's a little pricey but much nicer than the low-end Hiltons/Marriotts/Hyatts. Reviewed on Mar 30, 2026 ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $2,585 per person May 1 - May 8 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,605 reviews) The resort and location are nice. The room was a condo being managed by the resort, and we had issues with the room. The bed was so bad that I needed to sleep on the couch. The TV only offered four English stations. The refigure door would not remain closed. Very little shower water pressure. It is possible that other rooms are better and don't have these issues, but I will not rebook. Reviewed on Mar 30, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/356a7ba9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $3,402 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Fort Myers (RSW) 8.8/10 Excellent! (3 reviews) ![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 $1,747 per person May 14 - May 18 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,726 reviews) Great clean room, comfy beds. Best beachside location with umbrellas and loungers. Evening music and walking distance from great restaurants Reviewed on Mar 31, 2026 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/2026-05-01/2026-05-08/?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/f4e5c65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $2,585 per person May 1 - May 8 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,605 reviews) The resort and location are nice. The room was a condo being managed by the resort, and we had issues with the room. The bed was so bad that I needed to sleep on the couch. The TV only offered four English stations. The refigure door would not remain closed. Very little shower water pressure. It is possible that other rooms are better and don't have these issues, but I will not rebook. Reviewed on Mar 30, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/356a7ba9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $3,402 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Fort Myers (RSW) 8.8/10 Excellent! (3 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/2026-05-01/2026-05-08/?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/fc4aab98_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pink Shell Beach Resort and Marina CA $1,163 per person Jun 8 - Jun 11 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.4/10 Exceptional! (1,308 reviews) The lady who runs the activities…older lady with short blonde hair Reviewed on Mar 27, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/356a7ba9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $3,402 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Fort Myers (RSW) 8.8/10 Excellent! (3 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/2026-05-01/2026-05-08/?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. ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/9bc89705_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lani Kai Beachfront Resort CA $906 per person Jun 17 - Jun 21 found 7 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Fort Myers (RSW) 9/10 Wonderful! (1,297 reviews) Nice place. Everything you need is there no need to go anywhere. Enjoy !! Reviewed on Mar 31, 2026 ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/12012e65_edited_c1ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Seas Resort CA $1,394 per person Jun 17 - Jun 21 found 7 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Fort Myers (RSW) 8.4/10 Very Good! (1,006 reviews) My kids and I just got home from a spring break trip to South Seas. At first, I was a bit frustrated as I had asked for a crib/pack and play a week prior and I had to chase one down. Additionally, the floors of our condo weren't clean and no one addressed it. However, the hospitality and amenities otherwise were incredible. I felt comfortable being there with my kids and they had a blast. Our room overlooked the bay, which provided beautiful sunrises and sunsets. We had plentiful space and there was so much to do. My daughter never got tired of the pools, beach, and restaurants. I would stay here again! Reviewed on Mar 30, 2026 ![Sanibel Inn](https://images.trvl-media.com/lodging/1000000/50000/40800/40711/a0a38728_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sanibel Inn East End CA $1,396 per person Jun 17 - Jun 21 found 7 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Fort Myers (RSW) 9/10 Wonderful! (1,013 reviews) We had a fantastic stay. The only VERY minor suggestion is to put body lotion in the bathroom. We will come back to this clean, modern hotel. Reviewed on Mar 27, 2026 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/2026-05-01/2026-05-08/?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 16\. #### 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 ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Compass Hotel by Margaritaville Anna Maria Sound 12324 Manatee Avenue West Bradenton FL - 41 min drive from Siesta Key Beach Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ... 9.4/10 Exceptional! (2,043 reviews) Free Breakfast is a good perk. I'm thinking this hotel struggles when it is at full capacity. The pool was the real issue. Very difficult to get lounge chairs as people would save them with towels then dissappear for hours. Kids throwing/whipping balls across the pool surface was another issue. Finally, ... Reviewed on Mar 31, 2026 [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Marco Island Beach Resort and Spa 560 S Collier Blvd Marco Island FL - 3 hours drive from Siesta Key Beach Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ... 9/10 Wonderful! (1,730 reviews) Great clean room, comfy beds. Best beachside location with umbrellas and loungers. Evening music and walking distance from great restaurants Reviewed on Mar 31, 2026 [](https://expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information) ![Azul Resort Siesta Key](https://images.trvl-media.com/lodging/124000000/123480000/123471600/123471528/3f0a51ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Azul Resort Siesta Key 1105 Point of Rocks Rd Siesta Key FL - 29 min walk from Siesta Key Beach Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ... 9/10 Wonderful! (91 reviews) The room was clean and new. The location was perfect. However the shower was flooding the bathroom to the point where it was reaching the threshold into the room. I contacted the staff who sent a maintenace person. The said the shower was missing some kind of gasket. I also think it was not draining ... Reviewed on Mar 30, 2026 [](https://expedia.ca/Siesta-Key-Hotels-Azul-Siesta-Key.h123471528.Hotel-Information) [See all 46,915 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