Title: Kid friendly Vacations in Legacy Trail 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Bradenton Apartments by Landing](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/w2398h1348x2y6-214d5e5a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bradenton Apartments by Landing CA $1,330 per person Dec 22 - Dec 29 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 7.4/10 Good! (44 reviews) Place was roomy and clean door lock was an issue had to call a couple of times to get it straighten out. Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-29/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=108753056&paandie=true&HotelClass=40&dealMarker=AizTwiSXmCKlv6hGCaiTguRlo3xjK1LTbjCY9xp9bMbDLDt1YL8RlTfmWhYIve45) ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $2,660 per person Nov 23 - Nov 30 found 11 hours ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen! Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=iLwMG-K3rn5zhBxJriX5DzFS2zoRCAwR85vzsw9qrwnnRyR5ZA_IH1dstY8d5sI9) ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Sarasota Central Sarasota CA $1,540 per person Nov 22 - Nov 29 found 1 day ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9/10 Wonderful! (1,080 reviews) A wonderful compact property right near the water. Close to downtown and Marina Jack's. Spa is great. Roof top pool is very nice, views are insane. Would recommend this property. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16818933&paandie=true&HotelClass=40&dealMarker=1HcOE7pOPlH3H-52_HQD74_K9_ARaNPdVKjxMHq3QnTdR6-0g6Wpx2YCTG2zsI9z) ![DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto](https://images.trvl-media.com/lodging/1000000/30000/20300/20243/3b5910ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto CA $1,358 per person Nov 23 - Nov 30 found 11 hours ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9/10 Wonderful! (1,013 reviews) Beautiful beach view from ocean front balcony Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20243&paandie=true&HotelClass=40&dealMarker=UXr9cxJbxmXZCbSgRrTFTMUIQQsegZWDq1r58cFvBuPE0uoaKS_aLETATBNtaGek) Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Kid friendly holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Adaline Hyde Park CA $1,718 per person Dec 26 - Dec 31 found 8 hours ago Roundtrip flight included Hamilton (YHM) to Sarasota (SRQ) 9.6/10 Exceptional! (48 reviews) Spacious and clean property on a beautiful neighborhood. Great amenities and well equipped. Would definitely return. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-31/?FromAirport=YHM&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96044015&paandie=true&HotelClass=50&dealMarker=8PL9eVJXftADqLDZ32_5Yo6Wva0zOe_scDYiMvHn6vgmR0DD8DfRrjFnztXLpNpo) ![The Gemma by Brightwild](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/79e8e064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gemma by Brightwild CA $11,680 per person Jan 2 - Jan 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104287738&paandie=true&HotelClass=50&dealMarker=vRoTdtxa_PnR-mbIoU67Nap6Teku9h-NxqYeoblnxZDHZCIau8dvWb_8kJvyviPw) ![The Tampa EDITION](https://images.trvl-media.com/lodging/84000000/83990000/83980300/83980287/cbddc2cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tampa EDITION Downtown Tampa CA $2,376 per person Dec 26 - Dec 31 found 8 hours ago Roundtrip flight included Hamilton (YHM) to Sarasota (SRQ) 9.2/10 Wonderful! (288 reviews) I recently stayed at The Edition Tampa and was thoroughly impressed. This hotel truly lives up to its 5-star reputation. From the moment I arrived, the staff were warm, attentive, and incredibly professional, making me feel welcome throughout my stay. The highlight for me was definitely the pool area — absolutely gorgeous. It's beautifully designed, perfect for relaxing or snapping a few envy-inducing photos. The overall atmosphere of the hotel is chic and modern, with thoughtful touches that elevate the experience. Would I return? Absolutely — especially for that pool and the impeccable service. Reviewed on Sep 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-31/?FromAirport=YHM&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=83980287&paandie=true&HotelClass=50&dealMarker=slxehwrQ_ERWFZJCZmbwHDbxwUipncGdnxFoK5lbp6QRdbc88eCQxjyefP7qhgMa) Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Tampa Bay Rocky Point CA $598 per person Dec 17 - Dec 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 8.4/10 Very Good! (1,007 reviews) We can into town for the eagles & buccs game. We really enjoyed our stay. The staff were very nice and helpful. We used the garage for parking and it was simple. The restaurant had pretty decent food and we enjoyed sitting outside near the water for lunch. Starbucks on site is a plus! The beds are super comfortable and the space was very clean. Not too far from everywhere that we visited while there. Will definitely book again when we come back to Tampa! Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-17/2025-12-20/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1557&paandie=true&HotelClass=40&dealMarker=pglVroXpY0BzuQ1Bw6e6DGYalhs_zO2kE9CmN_wSB092byIVvgo8pFGRrRCxaRe6) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $840 per person Dec 19 - Dec 22 found 14 hours ago Roundtrip non-stop flight included Toronto (YTO) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (1,481 reviews) This resort has the potential to become a premier Resort in South-West Florida and compete with Orlando Resorts. Staff is over the top friendly and incredibly welcoming. The resort has enough dining options and things to do for those short getaways. Though not the best for the resort, but because occupancy is low at the moment the Resort felt very intimate, and we will be going back in a couple of weeks before the crowds arrive. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-22/?FromAirport=YTO&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101505781&paandie=true&HotelClass=40&dealMarker=1DhU_vTspydWWf_R3XxeE6hH8MwJNvL0cKoKio5PQtKLmAB1yCL1vt2yV88dJQ-F) ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa Beach Park CA $951 per person Dec 27 - Dec 30 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 8.6/10 Excellent! (1,737 reviews) Airport shuttle was courteous and friendly, bar was awesome!! Staff, outstanding Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-30/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5781&paandie=true&HotelClass=40&dealMarker=KabYEqaxOlN4DBoZ1bsS1WlHXpSJvV4H8D5koDeuyurSUv9Ret0SJsTVRhDqr3Mj) Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### voco Sarasota by IHG Central Sarasota CA $820 per person Dec 24 - Dec 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,003 reviews) It was nice to have a gym available and it was always empty. Shower was my favorite park, really big and open, bed was super comfy. The elevators were outnof order though and the coffee machine in the room didnt work, but over all it was a pretty nice hotel. One of the nicest ive been too. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1577382&paandie=true&dealMarker=pglVroXpY0BzuQ1Bw6e6DOi6V9fNEKkVCNmsX_yVRsFZoBHZ9yrQ5miGp1TgdqeF) ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,294 per person Dec 24 - Dec 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&dealMarker=pglVroXpY0BzuQ1Bw6e6DMiTMKZ3dXEI8kvEnPeW1PNErdeoz5iboLaRF6yqd1qK) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $831 per person Nov 18 - Nov 22 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (1,481 reviews) This resort has the potential to become a premier Resort in South-West Florida and compete with Orlando Resorts. Staff is over the top friendly and incredibly welcoming. The resort has enough dining options and things to do for those short getaways. Though not the best for the resort, but because occupancy is low at the moment the Resort felt very intimate, and we will be going back in a couple of weeks before the crowds arrive. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-18/2025-11-22/?FromAirport=YYZ&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101505781&paandie=true&dealMarker=FWFmHZitwb-cO3vULTjwWJCInU8zrrOdbTc1TJvYHuTguzIFisV8QfOfApPHlsT1) Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Legacy Trail with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Legacy Trail 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 Legacy Trail. #### Are there cheap family vacations to Legacy Trail? 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 Legacy Trail 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 Legacy Trail? Yes, you'll find plenty of all-inclusive family vacation packages for Legacy Trail. 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 Legacy Trail, 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 Legacy Trail or something a bit more relaxed. #### Can I find luxury family vacations in Legacy Trail? If you're looking for a luxury family vacation to Legacy Trail, 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 Legacy Trail. #### 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 Legacy Trail 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. ## 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 > - 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[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 Legacy Trail](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Hotels](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Legacy Trail Vacation Rentals](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Legacy Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacations](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) \* 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. 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