Title: Cheap Vacations in Legacy Trail 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 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 Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South CA $667 per person Feb 25 - Mar 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) No reviews ![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 $1,284 per person Jan 23 - Jan 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Clean room, friendly staff. It would have been a 5 star stay, however, there was a dredging barge operating during our entire trip. The droning of the diesel engine, and scenery disruption were minor issues caused by the dredging. We smelled a foul, sulfurous, sewage type of odor at a few locations like circle k and walgreens near the dredging barge. Unfortunately, in the middle of our stay, the same horrible smell was somehow coming in our room. We got out of our shower, and the smell was eminating from the second bathroom. The staff were understanding of our desire to not ruin our experience, and placed us in another room. The smell never made its way into the second room. All other aspects of the stay were nice and uneventful. Reviewed on Dec 8, 2025 ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Compass Hotel by Margaritaville Anna Maria Sound CA $1,655 per person Feb 20 - Feb 27 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.4/10 Exceptional! (1,843 reviews) The stay was fabulous our room overlooking the bay was amazing Breakfast was great.so much to choose from Front desk was very friendly and helpful The fish house staff and food great Loved our stay Shout out to Holme beach for the amazing sunsets💕 Reviewed on Dec 9, 2025 ![SkyBeach Resort](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/0e9469ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SkyBeach Resort Greater Pinellas Point CA $1,183 per person Jan 23 - Jan 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 8.8/10 Excellent! (417 reviews) I didn’t know about the $50 resort fee! Place is great! Reviewed on Dec 10, 2025 ![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 $1,617 per person Jan 23 - Jan 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Is excellent hotel. I recommend Reviewed on Dec 9, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Cheap 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 $1,501 per person Jan 15 - Jan 19 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 9.6/10 Exceptional! (53 reviews) Very cute place! Feels like home. It’s in a walkable area really close to a lot of stores and food options. I enjoyed staying here! Reviewed on Dec 1, 2025 ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $3,111 per person Jan 18 - Jan 24 found 8 hours ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style! Reviewed on Nov 6, 2025 ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach CA $2,269 per person Feb 23 - Mar 2 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Property was exactly as described. Definitely will visit again. Reviewed on Oct 17, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Cheap holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South CA $497 per person Feb 23 - Feb 26 found 1 hour ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) No reviews ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $860 per person Feb 23 - Feb 26 found 5 hours ago Roundtrip flight included Toronto (YYZ) to Sarasota (SRQ) 7/10 Good! (1,744 reviews) Excellent other than did not offer free breakfast. Reviewed on Dec 5, 2025 ![SkyBeach Resort](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/0e9469ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SkyBeach Resort Greater Pinellas Point CA $632 per person Feb 23 - Feb 26 found 5 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 8.8/10 Excellent! (417 reviews) I didn’t know about the $50 resort fee! Place is great! Reviewed on Dec 10, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South CA $667 per person Feb 25 - Mar 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) No reviews ![The Beachcomber](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/17629607_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Beachcomber CA $1,464 per person Jan 28 - Feb 1 found 9 hours ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 8/10 Very Good! (1,005 reviews) Everything was nice. Beds could be a little higher off the floor , otherwise very nice Reviewed on Dec 7, 2025 ![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Legacy Hotel at IMG Academy CA $1,290 per person Feb 12 - Feb 16 found 7 hours ago Roundtrip flight included Toronto (YYZ) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) HVAC was very loud. I was surprised with a resort fee. This was not disclosed on Expedia Not fair I deserve a refund of $56 Reviewed on Nov 20, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 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. Scan the QR code with your device camera and download our app