Title: Visit Legacy Trail: Best of Legacy Trail Tourism | Expedia Travel Guide - Expedia.com [Hotels in Legacy Trail](https://expedia.com/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.com/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.com/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Car Rentals in Legacy Trail](https://expedia.com/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacation Packages](https://expedia.com/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) # Legacy Trail, FL ## Travel Guide ![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Legacy Trail](https://images.trvl-media.com/place/553248621532652531/b53c8085-7aee-4fdc-9b51-be3d20bd1a7b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Legacy Trail showing a park and cycling](https://images.trvl-media.com/place/553248635975846806/f734263e-0307-4419-aa10-d99b4cb9874d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Sarasota Opera House showing interior views and theater scenes](https://images.trvl-media.com/place/6068729/d45ce914-41c5-46ed-916f-37de8de21c08.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Legacy Trail Dig out your daypack, take enough water and tackle Legacy Trail. This popular route draws hiking enthusiasts and nature lovers from near and far. You'll find this trekking route in the lakeside neighborhood of [Venice Gardens](https://www.expedia.com/en/venice-gardens.dx553248635975846806). If you're on a tight budget, your bank account will love that it's free to visit. Add nearby attractions like Venice Beach, Manasota Beach and Caspersen Beach and you've got yourself an itinerary for a great day out. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_553248621532652531) - Legacy Trail Hotel Deals - Vacation Rentals in Legacy Trail ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Hotel 965 University Pkwy Sarasota FL $182 nightly $205 total Feb 16 - Feb 17 Total with taxes and fees Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ... 9/10 Wonderful! (4,981 reviews) Staff was great…room was spotless. Breakfast was great. Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true®ionId=553248621532652531) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Golden Host Resort - Sarasota 4675 N Tamiami Trl Sarasota FL Fully refundable $110 nightly $125 total Feb 17 - Feb 18 Total with taxes and fees Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ... 8.4/10 Very Good! (2,268 reviews) Nice staff Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true®ionId=553248621532652531) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tropical Beach Resorts 6717 Sara Sea Circle Siesta Key FL $349 nightly $395 total Feb 18 - Feb 19 Total with taxes and fees Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ... 9.2/10 Wonderful! (5,290 reviews) It was perfect location it was beautiful clean hotel I would definitely at least stay there again Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F18%2F2026&endDate=2%2F19%2F2026&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true®ionId=553248621532652531) [See all 17,493 properties in Legacy Trail](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F14%2F2026&endDate=2%2F15%2F2026®ionId=553248621532652531) 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. ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tropical Beach Resorts 6717 Sara Sea Circle Siesta Key FL Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ... 9.2/10 Wonderful! (5,290 reviews) It was perfect location it was beautiful clean hotel I would definitely at least stay there again Reviewed on Feb 10, 2026 [](https://expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pelican Post at Anna Maria Island Inn 202 1st St N Bradenton Beach FL Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ... 9.2/10 Wonderful! (363 reviews) Rooms were spotless and well-appointed, location is unbeatable, and interactions with management were cordially professional. This property merits the highest of accolades, and we must return asap! Reviewed on Feb 8, 2026 [](https://expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Haley's at The Anna Maria Island Inn 8102 Gulf Drive Holmes Beach FL Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ... 8.6/10 Excellent! (425 reviews) Great location, clean and quiet. Reviewed on Feb 6, 2026 [](https://expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) [See all properties in Legacy Trail](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248621532652531&sort=VACATION_RENTAL) 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. ## Check Legacy Trail hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2026-02-13&endDate=2026-02-14) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2026-02-14&endDate=2026-02-15) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248621532652531&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ## Cities near Legacy Trail ![Venice Fishing Pier featuring general coastal views and a beach as well as a couple](https://images.trvl-media.com/place/553248621533115771/00b43f78-35ec-4596-8659-53db8413851e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Venice ![Venetian Golf and River Club which includes signage and a fountain](https://images.trvl-media.com/place/553248621532652539/9f14745c-285b-44bb-be9b-df96be597c45.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Nokomis ![Osprey showing a bay or harbor and a park](https://images.trvl-media.com/place/55888/73cdc4b3-286a-4afd-9dd8-c7ac69ebb49e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Osprey ![Venice showing tropical scenes, general coastal views and a sandy beach](https://images.trvl-media.com/place/10285/25c3abb6-05b7-4775-9eec-2b8c067c1360.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sarasota ## Explore a world of travel with Expedia - 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[Jim Neville Marine Preserve ](https://www.expedia.com/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction) - [Visit Osprey ](https://www.expedia.com/Osprey.dx55888) - [Visit Siesta Key Village ](https://www.expedia.com/Siesta-Key-Siesta-Key-Village.dx6296072) - [Turtle Beach ](https://www.expedia.com/Turtle-Beach-Florida.d6296228.Vacation-Attraction) - [Historic Spanish Point ](https://www.expedia.com/Historic-Spanish-Point-Osprey.d6295820.Vacation-Attraction) - [Nancy's Consignments ](https://www.expedia.com/Nancys-Consignments-Osprey.d553248621532652544.Vacation-Attraction) - [Visit Ridge Wood Heights ](https://www.expedia.com/Sarasota-Ridge-Wood-Heights.dx553248623282278168) - [Osprey Vacations ](https://www.expedia.com/Osprey.d55888.Destination-Travel-Guides) - [Car rentals near Gulf Gate Estates ](https://www.expedia.com/Car-Rentals-In-Gulf-Gate-Estates.d553248623282278406.Car-Rental-Guide) - [Car rentals near Bee Ridge ](https://www.expedia.com/Car-Rentals-In-Bee-Ridge.d6293915.Car-Rental-Guide) - [Dollar Rent A Car Rental Cars in Bee Ridge ](https://www.expedia.com/Dollar-Rent-A-Car-Car-Rentals-In-Bee-Ridge.d6293915-c43.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Bee Ridge ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bee-Ridge.d6293915-c15.Car-Rental-Guide-Suppliers) - [U-Save Rental Cars in Bee Ridge ](https://www.expedia.com/U-Save-Car-Rentals-In-Bee-Ridge.d6293915-c34.Car-Rental-Guide-Suppliers) - [Car rentals near Historic Spanish Point ](https://www.expedia.com/Car-Rentals-In-Historic-Spanish-Point.d6295820.Car-Rental-Guide) - [Car rentals near Turtle Beach ](https://www.expedia.com/Car-Rentals-In-Turtle-Beach.d6296228.Car-Rental-Guide) - [Car rentals near Osprey Village ](https://www.expedia.com/Car-Rentals-In-Osprey-Village.d553248635976482375.Car-Rental-Guide) - [Car rentals near Osprey ](https://www.expedia.com/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide) - [Enterprise Rental Cars in Osprey ](https://www.expedia.com/Enterprise-Car-Rentals-In-Osprey.d55888-c15.Car-Rental-Guide-Suppliers) - [Osprey Vacation Rentals ](https://www.expedia.com/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals) - [Things to do in Osprey ](https://www.expedia.com/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities) - Cities near Legacy Trail - Places of interest [Venice](https://expedia.com/Venice.dx10285)[Nokomis](https://expedia.com/Nokomis.dx10631)[Osprey](https://expedia.com/Osprey.dx55888)[Sarasota](https://expedia.com/Sarasota.dx602719)[Laurel](https://expedia.com/Laurel.dx553248635976389566) - [Lido Beach ](https://expedia.com/Lido-Beach-Sarasota.d6145141.Vacation-Attraction) - [Siesta Key Beach ](https://expedia.com/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction) - [Tampa Bay ](https://expedia.com/Tampa-Bay-Florida.d553248635976193437.Vacation-Attraction) - [Mall at University Town Center ](https://expedia.com/Mall-At-University-Town-Center-Sarasota.d553248621552334815.Vacation-Attraction) - [St. Armands Circle ](https://expedia.com/St-Armands-Circle-Saint-Armands-Key.d6066013.Vacation-Attraction) - [IMG Academy ](https://expedia.com/IMG-Academy-Bradenton.d6296268.Vacation-Attraction) - [Venice Beach ](https://expedia.com/Venice-Beach-Venice-Island.d6127832.Vacation-Attraction) - [Turtle Beach ](https://expedia.com/Turtle-Beach-Florida.d6296228.Vacation-Attraction) - [Nathan Benderson Park ](https://expedia.com/Nathan-Benderson-Park-Sarasota.d553248621552334812.Vacation-Attraction) - [Coquina Beach ](https://expedia.com/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) - [Crescent Beach ](https://expedia.com/Crescent-Beach-Siesta-Key.d553248621532652551.Vacation-Attraction) - [Englewood Beach ](https://expedia.com/Englewood-Beach-Englewood.d6183201.Vacation-Attraction) - [Nokomis Beach ](https://expedia.com/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction) - [LECOM Park ](https://expedia.com/LECOM-Park-Bradenton.d6089889.Vacation-Attraction) - [Sarasota Memorial Hospital ](https://expedia.com/Sarasota-Memorial-Hospital-Southside-Village.d6167268.Vacation-Attraction) - [Bradenton Beach ](https://expedia.com/Bradenton-Beach-Florida.d553248621565259960.Vacation-Attraction) - [Caspersen Beach ](https://expedia.com/Caspersen-Beach-Venice.d553248621533115772.Vacation-Attraction) - [Premier Sports Campus at Lakewood Ranch ](https://expedia.com/Premier-Sports-Campus-At-Lakewood-Ranch-Bradenton.d553248621552334813.Vacation-Attraction) - [Mote Marine Laboratory & Aquarium ](https://expedia.com/Mote-Marine-Laboratory-Aquarium-Sarasota.d6068719.Vacation-Attraction) - [Manasota Beach ](https://expedia.com/Manasota-Beach-Venice-Island.d6183187.Vacation-Attraction) - [John and Mable Ringling Museum of Art ](https://expedia.com/John-And-Mable-Ringling-Museum-Of-Art-Indian-Beach-Sapphire-Shores.d553248621533115781.Vacation-Attraction) - [Ed Smith Stadium ](https://expedia.com/Ed-Smith-Stadium-Sarasota.d6296265.Vacation-Attraction) - [Cortez Beach ](https://expedia.com/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) - [Riverwalk ](https://expedia.com/Riverwalk-Bradenton.d553248621532652684.Vacation-Attraction) - [Myakka River State Park ](https://expedia.com/Myakka-River-State-Park-Florida.d6066011.Vacation-Attraction) - [Blind Pass Beach ](https://expedia.com/Blind-Pass-Beach-Manasota-Beach.d6183197.Vacation-Attraction) - [Marina Jack ](https://expedia.com/Marina-Jack-Central-Sarasota.d6180399.Vacation-Attraction) - [Manatee Public Beach ](https://expedia.com/Manatee-Public-Beach-Florida.d6296224.Vacation-Attraction) - [Main Street at Lakewood Ranch ](https://expedia.com/Main-Street-At-Lakewood-Ranch-Bradenton.d553248621552334814.Vacation-Attraction) - [Bradenton Area Convention Center ](https://expedia.com/Bradenton-Area-Convention-Center-Palmetto.d6225702.Vacation-Attraction) - [Ringling College of Art and Design ](https://expedia.com/Ringling-College-Of-Art-And-Design-Newtown.d6295944.Vacation-Attraction) - [Van Wezel Performing Arts Hall ](https://expedia.com/Van-Wezel-Performing-Arts-Hall-Central-Sarasota.d6068711.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - 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