Title: Legacy Trail Vacation Packages & Trips 2025/2026 from CA $1,383 | 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) ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail Vacation Packages ## 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 ## Top Legacy Trail Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $1,383 per person Jan 27 - Feb 3 found 4 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Sarasota (SRQ) 18.8/10 Exceptional! (1,843 reviews) Staff had excellent customer service. Rooms were very clean. Really enjoyed the stay. Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=YHM&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41961327&paandie=true&dealMarker=On1b9y2DHPA1kFx7-tG7KF6Ykwmgwrh1vUbNxa7yxF0ToJc6__WvLjCi3P-4F2Sn) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Residences at Siesta Key Beach by Hyatt Vacation Club South Village CA $3,026 per person Feb 7 - Feb 14 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 19.2/10 Exceptional! (294 reviews) Really loved our stay! We had a 3 bedroom apartment with plenty of space and modern amenities. 3 gorgeous walk in showers, enormous bathtub. The complimentary breakfast was very useful with small children. Pool and beach access were great. Complimentary paddle boards and kayaks made it really fun. Location is nice as there is a Breeze shuttle stop at the end of the road but the property itself is in a very quiet location. The sunset was fabulous. We will be back! Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-07/2026-02-14/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3819631&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_dovsqJA6bcuLCjpCnSAmKDIgltVflL1AAJ-Be-o1Nuu) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $1,468 per person Jan 27 - Feb 3 found 4 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Punta Gorda Airport (PGD) 18.4/10 Exceptional! (1,612 reviews) Initial impression was outstanding, check-in was easy and early, pool areas were upscale and beautiful, service at the pool was good, room was in good condition, good size and comfortable. Total experience was excellent. I'll be back! Reviewed on Nov 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=YHM&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101505781&paandie=true&dealMarker=On1b9y2DHPA1kFx7-tG7KF6Ykwmgwrh1vUbNxa7yxF2xBwE4KrJa7id9mL-NmD1B) ![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 $3,497 per person Dec 26 - Jan 2 found 18 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (466 reviews) Very nice stay. Would stay there again. Reviewed on Nov 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&dealMarker=TfG95ntPBhSOjaNzjwqXksxYmbpmwljto5Qr91Q1LJbrgYqadz7ZP8OSjE6YC3OI) ![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 $2,323 per person Feb 6 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 19.2/10 Exceptional! (712 reviews) The unit was excellent. The price for these accommodations was very reasonable. It had two bedrooms and two full bathrooms. There was a washed and dryer, full well stocked kitchen, living/ dining area and a large patio. The appliances were spotless and looked brand new. Everything worked perfectly. There are large screen easy to use TV's in each bedroom and the living area. The staff was super friendly and helpful. The swimming pool was very well kept and clean. The outdoor spa was exceptional. Parking was great. We have been traveling since 2000 in many locations around the USA and other countries. These were by far the best accommodations we have experienced. Wonderful experience and an exceptional staff! When we return to this area we will stay here. Reviewed on Nov 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-06/2026-02-13/?FromAirport=YTO&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&dealMarker=jZRBCG9fjcWQyFdS9NvAZAuD3vdFI96tELC7z6D3cS6IjUjE3iW_U6ouMNznDHFi) ## Ready to book your vacation to Legacy Trail? Choose your dates ## Legacy Trail Hotel Deals ![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 Fully refundableReserve now, pay when you stay CA $82 CA $110 total Nov 19 - Nov 20 includes taxes & fees 9/10 Wonderful! (4,621 reviews) Hidden gem super close to the airport Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=38215316&PinnedHotelID=38215316&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 Fully refundableReserve now, pay when you stay CA $186 CA $242 total Nov 23 - Nov 24 includes taxes & fees 9.2/10 Wonderful! (5,091 reviews) Very friendly staff! Room service daily was amazing! Distance to beach with beach chair and umbrella reasonably priced. Laundry facilities great! Pool amazing! Highly recommend this place. Reviewed on Nov 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true®ionId=553248621532652531) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Carlisle Inn 3727 Bahia Vista Sarasota FL Fully refundableReserve now, pay when you stay CA $176 CA $199 total Nov 23 - Nov 24 includes taxes & fees 9.8/10 Exceptional! (2,091 reviews) Everything was great Reviewed on Nov 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=19761082&PinnedHotelID=19761082&HadPinnedHotel=true®ionId=553248621532652531) [See all 17,021 properties in Legacy Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F11%2F2025&endDate=20%2F11%2F2025®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. ![](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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental ### Lodging - [Adults Only Resorts & in Bee Ridge](https://www.expedia.ca/Bee-Ridge-Sarasota-Hotels-Adults-Only-Resorts.0-n6293915-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Bee Ridge](https://www.expedia.ca/Bee-Ridge-Sarasota-Hotels-All-Inclusive-Hotel.0-n6293915-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bee Ridge](https://www.expedia.ca/Bee-Ridge-Sarasota-Hotels-Beach-Hotel.0-n6293915-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bee Ridge](https://www.expedia.ca/Bee-Ridge-Sarasota-Hotels-Pet-Friendly-Hotel.0-n6293915-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Bee Ridge Hotels](https://www.expedia.ca/Bee-Ridge-Sarasota-Hotels.0-n6293915-0.Travel-Guide-Filter-Hotels) - [Coral Cove Hotels](https://www.expedia.ca/Coral-Cove-Sarasota-Hotels.0-n553248635976470140-0.Travel-Guide-Filter-Hotels) - [Hotels near Crescent Beach](https://www.expedia.ca/Crescent-Beach-Hotels.0-l553248621532652551-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Adults-Only-Resorts.0-n553248623282278406-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-All-Inclusive-Hotel.0-n553248623282278406-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Beach-Hotel.0-n553248623282278406-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Cheap-Hotels.0-n553248623282278406-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Couples-Resorts-Hotels.0-n553248623282278406-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Golf-Hotel.0-n553248623282278406-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Honeymoon-Hotels.0-n553248623282278406-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-LGBT-Friendly-Hotel.0-n553248623282278406-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Luxury-Hotel.0-n553248623282278406-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Oceanfront-Hotels.0-n553248623282278406-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Pet-Friendly-Hotel.0-n553248623282278406-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Waterpark-Hotels.0-n553248623282278406-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Gulf Gate Estates](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels-Wedding-Hotels.0-n553248623282278406-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Gulf Gate Estates Hotels](https://www.expedia.ca/Gulf-Gate-Estates-Sarasota-Hotels.0-n553248623282278406-0.Travel-Guide-Filter-Hotels) - [Hotels near Historic Spanish Point](https://www.expedia.ca/Historic-Spanish-Point-Hotels.0-l6295820-0.Travel-Guide-Filter-Hotels) - [B&B in Osprey](https://www.expedia.ca/Osprey-Bed-And-Breakfast.d55888-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Osprey](https://www.expedia.ca/Osprey-Guest-Houses.d55888-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Osprey](https://www.expedia.ca/Osprey-Hotels-Adults-Only-Resorts.0-0-d55888-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Osprey](https://www.expedia.ca/Osprey-Hotels-Beach-Hotel.0-0-d55888-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Osprey](https://www.expedia.ca/Osprey-Hotels-Boutique-Hotel.0-0-d55888-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Osprey](https://www.expedia.ca/Osprey-Hotels-Lake-Hotels.0-0-d55888-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Osprey](https://www.expedia.ca/Osprey-Hotels-Mountain-Hotels.0-0-d55888-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Osprey](https://www.expedia.ca/Osprey-Hotels-Oceanfront-Hotels.0-0-d55888-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Osprey Hotels](https://www.expedia.ca/Osprey-Hotels.d55888.Travel-Guide-Hotels) - [Lodges in Osprey](https://www.expedia.ca/Osprey-Lodges.d55888-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Osprey](https://www.expedia.ca/Osprey-Private-Vacation-Homes.d55888-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Osprey](https://www.expedia.ca/Osprey-Resort-Hotels.d55888-aaResortHotels.Travel-Guide-Accommodation) - [Apartments in Osprey Village](https://www.expedia.ca/Osprey-Village-Apartments.d553248635976482375-aaApartments.Travel-Guide-Accommodation) - [Cottages in Osprey Village](https://www.expedia.ca/Osprey-Village-Cottages.d553248635976482375-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Osprey Village](https://www.expedia.ca/Osprey-Village-Guest-Houses.d553248635976482375-aaGuestHouses.Travel-Guide-Accommodation) - [Osprey Village Hotels](https://www.expedia.ca/Osprey-Village-Hotels.d553248635976482375.Travel-Guide-Hotels) - [Resorts in Osprey Village](https://www.expedia.ca/Osprey-Village-Resort-Hotels.d553248635976482375-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Osprey Village](https://www.expedia.ca/Osprey-Village-Villas.d553248635976482375-aaVillas.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-All-Inclusive-Hotel.0-n553248635976481996-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Beach-Hotel.0-n553248635976481996-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Cheap-Hotels.0-n553248635976481996-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Golf-Hotel.0-n553248635976481996-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-LGBT-Friendly-Hotel.0-n553248635976481996-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Luxury-Hotel.0-n553248635976481996-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Oceanfront-Hotels.0-n553248635976481996-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Palmer Ranch](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-Spa-Hotel.0-n553248635976481996-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Palmer Ranch Hotels](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels.0-n553248635976481996-0.Travel-Guide-Filter-Hotels) - [Hotels near Point of Rocks](https://www.expedia.ca/Point-Of-Rocks-Hotels.0-l6295822-0.Travel-Guide-Filter-Hotels) - [Hotels near Sarasota Square](https://www.expedia.ca/Sarasota-Square-Hotels.0-l553248621563219817-0.Travel-Guide-Filter-Hotels) - [South Gate Ridge Hotels](https://www.expedia.ca/South-Gate-Ridge-Sarasota-Hotels.0-n553248623282278427-0.Travel-Guide-Filter-Hotels) - [Hotels near Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels) - [Hotels near The Oaks Club](https://www.expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels) - [Hotels near Turtle Beach](https://www.expedia.ca/Turtle-Beach-Hotels.0-l6296228-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Beach-Hotel.0-n553248623282278448-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Boutique-Hotel.0-n553248623282278448-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Oceanfront-Hotels.0-n553248623282278448-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Vamo Hotels](https://www.expedia.ca/Vamo-Sarasota-Hotels.0-n553248623282278448-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Osprey](https://www.expedia.ca/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights) - [Flights from Osprey](https://www.expedia.ca/lp/flights/55888/flights-from-osprey) ### Packages - [Bent Tree Country Club](https://www.expedia.ca/Bent-Tree-Country-Club-Sarasota.d6295666.Vacation-Attraction) - [Ca’ d’Zan](https://www.expedia.ca/Ca-DZan-Indian-Beach-Sapphire-Shores.d6066005.Vacation-Attraction) - [Casey Key Vacations](https://www.expedia.ca/Casey-Key.d6167273.Destination-Travel-Guides) - [Crescent Beach](https://www.expedia.ca/Crescent-Beach-Siesta-Key.d553248621532652551.Vacation-Attraction) - [Ed Smith Stadium](https://www.expedia.ca/Ed-Smith-Stadium-Sarasota.d6296265.Vacation-Attraction) - [Jim Neville Marine Preserve](https://www.expedia.ca/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction) - [John and Mable Ringling Museum of Art](https://www.expedia.ca/John-And-Mable-Ringling-Museum-Of-Art-Indian-Beach-Sapphire-Shores.d553248621533115781.Vacation-Attraction) - [Lido Beach](https://www.expedia.ca/Lido-Beach-Sarasota.d6145141.Vacation-Attraction) - [Lido Key Vacations](https://www.expedia.ca/Lido-Key.d6138897.Destination-Travel-Guides) - [Mall at University Town Center](https://www.expedia.ca/Mall-At-University-Town-Center-Sarasota.d553248621552334815.Vacation-Attraction) - [Marie Selby Botanical Gardens](https://www.expedia.ca/Marie-Selby-Botanical-Gardens-Central-Sarasota.d6066007.Vacation-Attraction) - [Mote Marine Laboratory & Aquarium](https://www.expedia.ca/Mote-Marine-Laboratory-Aquarium-Sarasota.d6068719.Vacation-Attraction) - [Nathan Benderson Park](https://www.expedia.ca/Nathan-Benderson-Park-Sarasota.d553248621552334812.Vacation-Attraction) - [Nokomis Beach](https://www.expedia.ca/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction) - [North Jetty Beach](https://www.expedia.ca/North-Jetty-Beach-Casey-Key.d553248621532652537.Vacation-Attraction) - [Oscar Scherer State Park](https://www.expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction) - [Visit Osprey Village](https://www.expedia.ca/Osprey-Village.dx553248635976482375) - [Sarasota BayWalk](https://www.expedia.ca/Sarasota-BayWalk-Sarasota.d6295979.Vacation-Attraction) - [Visit Bee Ridge](https://www.expedia.ca/Sarasota-Bee-Ridge.dx6293915) - [Sarasota Classic Car Museum](https://www.expedia.ca/Sarasota-Classic-Car-Museum-North-Trail.d6068723.Vacation-Attraction) - [Sarasota Commons Shopping Center](https://www.expedia.ca/Sarasota-Commons-Shopping-Center-Sarasota.d6296234.Vacation-Attraction) - [Visit Gulf Gate Estates](https://www.expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406) - [Sarasota Jungle Gardens](https://www.expedia.ca/Sarasota-Jungle-Gardens-Indian-Beach-Sapphire-Shores.d6066009.Vacation-Attraction) - [Sarasota Opera House](https://www.expedia.ca/Sarasota-Opera-House-Central-Sarasota.d6068729.Vacation-Attraction) - [Visit Palmer Ranch](https://www.expedia.ca/Sarasota-Palmer-Ranch.dx553248635976481996) - [Visit Vamo](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448) - [Sarasota Vacations](https://www.expedia.ca/Sarasota.d602719.Destination-Travel-Guides) - [Siesta Key Beach](https://www.expedia.ca/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction) - [Siesta Key Vacations](https://www.expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides) - [St. Armands Circle](https://www.expedia.ca/St-Armands-Circle-Saint-Armands-Key.d6066013.Vacation-Attraction) - [St. Boniface Episcopal Church Labyrinth](https://www.expedia.ca/St-Boniface-Episcopal-Church-Labyrinth-Siesta-Key.d6295832.Vacation-Attraction) - [Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction) - [Van Wezel Performing Arts Hall](https://www.expedia.ca/Van-Wezel-Performing-Arts-Hall-Central-Sarasota.d6068711.Vacation-Attraction) - [Venice Beach](https://www.expedia.ca/Venice-Beach-Golden-Beach.d6127832.Vacation-Attraction) - [Venice Vacations](https://www.expedia.ca/Venice.d10285.Destination-Travel-Guides) ### Cars - [Car rentals near Bee Ridge](https://www.expedia.ca/Car-Rentals-In-Bee-Ridge.d6293915.Car-Rental-Guide) - [Car rental Osprey](https://www.expedia.ca/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide) - [Enterprise Rental Cars in Bee Ridge](https://www.expedia.ca/Enterprise-Car-Rentals-In-Bee-Ridge.d6293915-c15.Car-Rental-Guide-Suppliers) ### Vacation Rental - [Osprey Vacation Rentals](https://www.expedia.ca/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals) \* 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 ![QR code to download the app](data:image/png;base64,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)