Title: Browse the Best Legacy Trail Resorts from CA $380 | Expedia.ca [Legacy Trail Travel Guide](https://expedia.ca/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacation Packages](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) ![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Legacy Trail resorts ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/36292117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/22a880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Bar Side Sleeps 2](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/859e759e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/e8063ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) Siesta Key Village 9.0/10 Wonderful (1,062 reviews) "Great staff, clean rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $285 CA $398 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm Penthouse | In-room dining](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/108b75f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sand Castle Penthouse](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/a290dbce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sand Castle Penthouse | Living area](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/w3939h2618x0y0-c15bfe79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) Holmes Beach 9.2/10 Wonderful (488 reviews) "Room was clean and staff was friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $290 CA $380 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/79a4b428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/07d4eefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zota Beach Resort [](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) Longboat Key 9.0/10 Wonderful (1,003 reviews) "Clean, great location and good restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $483 CA $608 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/3dbc6848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/a77d9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) Holmes Beach 8.6/10 Excellent (654 reviews) "We loved it here!! Defiantly would come back in the future" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $489 CA $620 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/115000000/114180000/114178600/114178531/97be6bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114180000/114178600/114178531/222bc75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114180000/114178600/114178531/4c8db040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/115000000/114180000/114178600/114178531/ba443d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom resort home minutes from the beaches with heated pools. [](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-Resort-Home-Minutes-From-The-Beaches-With-Heated-Pools.h114178531.Hotel-Information) Fordville [](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-Resort-Home-Minutes-From-The-Beaches-With-Heated-Pools.h114178531.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/9d02e259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/9b658401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/0566c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lido Beach Resort [](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) Lido Key 8.8/10 Excellent (1,004 reviews) "Location was great, staff so positive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $611 CA $752 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/00505e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/80c7e20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/2ba8ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Longboat Key Club [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) Longboat Key 9.0/10 Wonderful (693 reviews) "Everything Perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomas CA $952 CA $1,152 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17®ionId=553248621532652531&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Resort-Hotels.d553248621532652531-aaResortHotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Resort-Hotels.d553248621532652531-aaResortHotels.Travel-Guide-Accommodation) ## Top Legacy Trail Hotel Reviews ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "We arrived late, the staff was very welcoming. We were greeted immediately and check in was quick and easy. The rooms was nice and clean. I personally wasn't a fan of the shower, it's just cold while you're showering with no door or half wall to close it off. Overall very pleasant stay." [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Nice room and location!" [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Five stars goes out to Spark by Hilton in Sarasota, Fl for rooms extremly clean rooms a the most comfortable beds. Thank you! " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Clean and easy to check in" [](https://expedia.ca/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "It was spotless. And all the staff were super friendly " [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg) ### Extended Stay America Premier Suites - Bradenton 10/10 Excellent "Spotless, staff very kind, very attentive." [](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Friendly staff, clean rooms and quiet atmosphere." [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "The area is wonderful, full of character and charm, the place itself is even better, lovely pool surrounded by a handful of cottages. The room was everything we wanted. Thank you - we will definitely visit again " [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "Clean, great location and good restaurant." [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Resorts information | Number of reviews | 4,899 | | ----------------- | --------- | | Accommodation | 8 Resorts | | Lowest Price | CA $380 | | Highest Price | CA $1,152 | ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Apartments in Cape Coral ](https://www.expedia.ca/Cape-Coral-Apartments.d6521-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cabins.d6521-aaCabins.Travel-Guide-Accommodation) - [Chalets in Cape Coral ](https://www.expedia.ca/Cape-Coral-Chalets.d6521-aaChalets.Travel-Guide-Accommodation) - [Cottages in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cottages.d6521-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Cape Coral ](https://www.expedia.ca/Cape-Coral-Country-House.d6521-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cruise-Ships.d6521-aaCruiseShips.Travel-Guide-Accommodation) - 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