Title: Browse the Best Legacy Trail Resorts from CA $282 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495922-south-venice.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Legacy Trail from CA $282 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Legacy Trail Resorts ![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) ![Deluxe Room](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/74878f74.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) ![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) ### Lido Beach Resort Lido Key 8.8/10 Excellent (1012) "Great stay!" CA $344 CA $451 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Dining](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/07bd382e.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 Key Beach Resort and Suites Siesta Key Village 8.8/10 Excellent (1029) "Great location " CA $182 CA $282 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.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) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/81405baa.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) ![Interior](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/94d8d980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zota Beach Resort Longboat Key 9.0/10 Wonderful (1001) "Great place" CA $275 CA $373 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.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/37000000/36290000/36286200/36286167/9cd29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (607) "Clean, professional, the beautiful beach is right at your feet" CA $354 CA $449 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.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) ![42-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/492e9797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Longboat Key Club Longboat Key 9.0/10 Wonderful (675) "The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!" CA $554 CA $689 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Beach Front King Suite | Beach/ocean view](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0e109230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Violet Cottage | Living area](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0b291150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Orchid Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/2f400385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (468) "Beautiful beach. Clean and convenient cottages that are a short walk to the beach and close to restaurants and shopping. Enjoyed our stay." CA $286 CA $375 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Smart TV, fireplace, table tennis, printers](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/376a4156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/db658939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/dc499705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, printers](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/7f63c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly updated in family/pet friendly resort with all the amenities - near beach! Nokomis 10/10 Exceptional (4) "Each year our son competes in a skimboarding competion at Nokomis Beach. This property was only a short distance away and was convenient to travel back in forth to the beach over the long weekend. The residence was very clean, comfortable and either had (or in the resort) every possible amenity you could think of within arms reach. The VRBO description is very accurate and our family had zero issues during our stay. We recommend 100% and will consider staying again next year. " CA $109 CA $314 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Nokomis-Hotels-Newly-Updated-In-Familypet-Friendly-Resort-With-All-The-Amenities-Near-Beach.h91004143.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89730000/89727100/89727096/8aae5a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89730000/89727100/89727096/133757f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89730000/89727100/89727096/c7e53af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/90000000/89730000/89727100/89727096/e564c877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Bay Club Siesta Key Newley renovated ! Siesta Key 9.2/10 Wonderful (29) "Good location and secure" [](https://www.expedia.ca/Siesta-Key-Hotels-Palm-Bay-Club-Siesta-Key-Newley-Renovated.h89727096.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=2025-10-07&endDate=2025-10-08®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 ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "The staff Julio and Ishak are very welcoming and recommended us great restaurants." [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Great service- nice pool- clean rooms" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Very nice hotel kind people" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Very clean and nice place. Huge room " [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](//images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "The rooms and property was very clean Yhe staff was excellent " [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](//images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "The manager is great! " [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Great location, great spot for a vacation. Will be back soon. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Art Ovation Hotel, Autograph Collection](//images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/w4000h2662x0y0-652c5c90_y.jpg) ### Art Ovation Hotel, Autograph Collection 10/10 Excellent "Service was excellent" [](https://expedia.ca/Sarasota-Hotels-Art-Ovation-Hotel.h19900973.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Good price " [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Resorts information | Number of reviews | 4,809 | | --- | --- | | Accommodation | 9 Resorts | | Lowest Price | CA $282 | | Highest Price | CA $689 | ## 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) - 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