Title: Browse the Best Legacy Trail Resorts | 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 ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Legacy Trail Resorts ![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) ![Interior](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/94d8d980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Pool View](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/b9b12d12.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) ### Zota Beach Resort Longboat Key 9.0/10 Wonderful (1002) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolina CA $292 CA $393 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.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) ![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 Bar Side ADA](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/1731cc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village 9.0/10 Wonderful (1028) "Great location, excellent staff, clean and updated rooms. I would highly recommend this resort!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann Marie CA $205 CA $309 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.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) ![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) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.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) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (624) "Easy parking (even go golf carts!) Perfect location, and staff was super helpful and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $354 CA $449 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.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) ![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) ![Interior](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/db658939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91010000/91004200/91004143/48593535.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Har G. CA $111 CA $317 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Nokomis-Hotels-Newly-Updated-In-Familypet-Friendly-Resort-With-All-The-Amenities-Near-Beach.h91004143.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) ![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) ![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) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (479) "I loved that the beach was right behind here we stayed easy access " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridgett CA $329 CA $431 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102420000/102415700/102415664/4d49fa5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102420000/102415700/102415664/79b8a76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102420000/102415700/102415664/52cc27e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102420000/102415700/102415664/581b8982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Venice Resort Home close to Beaches & Warm Mineral Springs, Cozy Venice 10/10 Exceptional (5) "Niche place with it's own unique flavor. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hari R. CA $137 CA $524 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Venice-Hotels-Cozy.h102415664.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) ![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) ![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) ### The Resort at Longboat Key Club Longboat Key 9.0/10 Wonderful (685) "The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlen CA $516 CA $646 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/e35264a2.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 (1005) "Great beach and plenty of shopping within walking distance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $404 CA $520 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.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=2025-11-11&endDate=2025-11-12®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 ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Reception staff was very friendly." [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Beautiful property, very clean, very well kept " [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "This hotel was one for the books for my boyfriend and I. first saty here and we're already looking forward to our next stay. Location, staff, comfortability, safety, cleanliness and everything in-between was amazing!!" [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Siesta Key Palms Resort](//images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Cute place near the beach. A great place for a gateway with the wife." [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Excellent staff and always a great place to stay when in Siesta Key!!!" [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Comfort Suites Sarasota - Siesta Key](//images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg) ### Comfort Suites Sarasota - Siesta Key 10/10 Excellent "The hotel was good and staff was great" [](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information) ![Ameniti Bay, BW Signature Collection](//images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/79763f71_y.jpg) ### Ameniti Bay, BW Signature Collection 10/10 Excellent "Front desk was very friendly and helpful. Enjoyed checking in quickly and she suggested places around the area. <3" [](https://expedia.ca/Sarasota-Hotels-Ameniti-Bay.h38796114.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 "I love the bartender girl from the pool bar… so sweet" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Captiva Beach Resort](//images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "Very good stay, clean, safe, and steps from the beach" [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Resorts information | Number of reviews | | | --- | --- | | Accommodation | Resorts | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - 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