Title: Kid friendly 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 Kid friendly 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 Kid friendly 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 $951 per person Jan 23 - Jan 26 found 22 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 $2,300 per person Feb 24 - Mar 2 found 13 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 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $2,392 per person Feb 26 - Mar 5 just found Roundtrip non-stop flight included Montreal (YMQ) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) The staff was extremely friendly. Property is beautiful. Reviewed on Nov 25, 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 17 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 6/10 (2 reviews) ![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 $2,057 per person Feb 18 - Feb 22 found 17 hours ago 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) ## 5\* Kid friendly 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 $2,300 per person Feb 24 - Mar 2 found 13 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 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 17 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 Kid friendly 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 22 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 22 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 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,082 per person Jan 23 - Jan 26 found 22 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) The staff was extremely friendly. Property is beautiful. Reviewed on Nov 25, 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 Kid friendly holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Country Inn & Suites by Radisson, Port Charlotte, FL](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292808/871369fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Country Inn & Suites by Radisson, Port Charlotte, FL CA $544 per person Feb 8 - Feb 12 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 7.8/10 Good! (1,118 reviews) Everything was excellent!! Big room, comfortable beds, close to restaurants, good breakfast and nice staff. Reviewed on Dec 13, 2025 ![GullWing Beach Resort](https://images.trvl-media.com/lodging/1000000/450000/448400/448389/85ff4775_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### GullWing Beach Resort South Island CA $2,132 per person Feb 13 - Feb 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (932 reviews) Wonderful vacation at the Gullwing. Reviewed on Nov 2, 2025 ![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 17 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 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) ## Plan the perfect family-friendly vacation in Southwest Florida with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Southwest Florida are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. #### How can I find the best family-friendly vacations? Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Southwest Florida. #### Are there cheap family vacations to Southwest Florida? Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. #### When should I book family-friendly vacation packages? The right time to book family-friendly vacation packages in Southwest Florida depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. #### Can I book an all-inclusive family vacation in Southwest Florida? Yes, you'll find plenty of all-inclusive family vacation packages for Southwest Florida. To see what's available, just select the all-inclusive filter on your search. #### How can I book the best family activity vacation? If you're looking to make the most out of the available activities in Southwest Florida, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Southwest Florida or something a bit more relaxed. #### Can I find luxury family vacations in Southwest Florida? If you're looking for a luxury family vacation to Southwest Florida, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. #### How can I search for family vacation deals? Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Southwest Florida. #### Can I book a family vacation package that is fully refundable? If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Southwest Florida are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking. #### Why should I book my family trip with Expedia? When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings. ## Kid friendly Hotels in Southwest Florida ![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pink Shell Beach Resort and Marina 275 Estero Blvd Fort Myers Beach FL - 2 hours drive from Siesta Key Beach Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ... 9.4/10 Exceptional! (1,196 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 [](https://expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information) ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sundial Beach Resort & Spa 1451 Middle Gulf Drive Sanibel FL - 2 hours drive from Siesta Key Beach Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ... 8.6/10 Excellent! (2,582 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 [](https://expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information) ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### South Seas Resort 5400 South Seas Plantation Rd Captiva FL - 2 hours drive from Siesta Key Beach Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ... 8.2/10 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 [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.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 Kid friendly Vacation Destinations > - [Family vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/190/United-Kingdom) > - [Family vacations in Bali ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/602651/Bali) > - [Family vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/2680/Ontario) > - [Family vacations in France ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/59/France) > - [Family vacations in Spain ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/166/Spain) > - [Family vacations in Paris ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/179898/Paris) > - [Family vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/174/Switzerland) > - [Family vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/86/Italy) > - [Family vacations in South Africa ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/165/South-Africa) > - [Family vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/1418/Victoria) > - [Family vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/11219/Scotland) > - [Family vacations in Alaska ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/203/Alaska) > - [Family vacations in Bournemouth ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/654/Bournemouth) > - [Family vacations in Philippines ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/145/Philippines) > - [Family vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/6047194/Tenerife) > - [Family vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/10/Australia) > - [Family vacations in Egypt ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/52/Egypt) > - [Family vacations in Tuscany ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/601686/Tuscany) > - [Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## 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