Title: Legacy Trail Villas | 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 Legacy Trail Villa Rentals ![](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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Legacy Trail Villas ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/95c16105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! Bradenton 10/10 Exceptional (29) "Enjoyed our stay." CA $172 CA $397 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/bd35a8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/6e3f9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/038e5514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/d7c9b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful house with lake view Englewood East 10/10 Exceptional (10) "Beautiful property. Had everything we needed. Nice location." CA $206 CA $331 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/118fe0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/9391f045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d68e8e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d0ae9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing Oakland Hills 9.8/10 Exceptional (57) "The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions." CA $136 CA $432 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/6cd48f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/05f610b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/3a28a253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/376cc224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches Englewood South 10/10 Exceptional (2) "The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return." CA $153 CA $530 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/b7783cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/2ee9be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/af0c4d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterview Vacation Retreat Close To Ocean Oakland Hills 10/10 Exceptional (9) "We stayed 2 weeks and this house was comfortable, had all the items we needed to cook, clean, and relax. It was a quick and easy drive to some really beautiful beaches and great restaurants! The host was easy to contact and responsive to our questions. Would absolutely book again! Perfect for our family and our dog. " CA $136 CA $421 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/da7dca20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/647f798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2c37344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" CA $172 CA $398 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-River-View-Villa-On-Riverwalk-Minutes-To-The-Beach.h99501985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108900000/108899900/108899858/88046d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108900000/108899900/108899858/46da07fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108900000/108899900/108899858/86fd9c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108900000/108899900/108899858/16f1d0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock Gulf Cove 10/10 Exceptional (5) "I really enjoyed the house and location. " CA $145 CA $535 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Port-Charlotte-Hotels-Canal-Front-3-Bedroom-Grand-Villa-With-Pool.h108899858.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/f4d7dece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/396ffa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/abcbeb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flamingo's Nest at the Beach Shack. Just one block from the beach! Manasota Key 10/10 Exceptional (39) "Location was great, property condition is excellent!" CA $192 CA $459 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "Perfect spot for golf tournament. " CA $211 CA $608 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4fa642db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/deff4a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4c4d818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/a2cd42a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Cay at The Beach Shack! Come On Down! Manasota Key 10/10 Exceptional (43) "This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. " CA $202 CA $474 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/a5adbfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacay in Luxury! 2 mins to the Beach! Holmes Beach 9.8/10 Exceptional (65) "Cute little place with everything you need. We couldn't find the door to begin with... it is inside the gate by the trashcans. We only stayed one night on our way to south Florida but it would be a nice weekend stay. " CA $176 CA $450 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/0c016412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/e1198d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/c93965d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly Bradenton 10/10 Exceptional (21) "Lovely property and very, very nice hosts and family." CA $172 CA $398 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/3a125d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/555cb71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/2d646a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/e60f8ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seashell Shanty at The Beach Shack! Come On Down! Manasota Key 10/10 Exceptional (42) "This property is amazing . We had a great time.....all the extras are such an added benefit!" CA $192 CA $461 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/9a8391a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/3aa877de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/82b74771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/b638c282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish salt water pool home is ideal for a respectable holiday Long Meadow CA $183 CA $656 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Rotonda-West-Hotels-Stylish-Salt-Water-Pool-Home-Is-Ideal-For-A-Respectable-Holiday.h114110076.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75760000/75750100/75750082/b26b513e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75760000/75750100/75750082/96522e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/76000000/75760000/75750100/75750082/9524a389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75760000/75750100/75750082/e2c81921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH! Pinehurst 10/10 Exceptional (28) "The stay was great. The home is well organized and is very quiet. " CA $316 CA $728 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Rotonda-West-Hotels-Spacious-And-A-Private-House.h75750082.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/5be467fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun Anna Maria 9.8/10 Exceptional (36) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" CA $243 CA $551 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/c73f6e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/8280f79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/42045d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/2b2d6e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaglass Inn at the Beach Shack Just one block from the beach! Manasota Key 10/10 Exceptional (24) "It was very clean, very nice place with tons to offer." CA $311 CA $669 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/55c79603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b07cceab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Completely Remodeled- 150 Yards to Beach and Restaurants! South Village 10/10 Exceptional (36) "Cute, Clean and Convenient!" CA $190 CA $556 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/b54dee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/76fac0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/0c9ffaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Villa! Pool, Porch, and 2-Min Walk to Beach! Holmes Beach 9.8/10 Exceptional (61) "Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean " CA $228 CA $545 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/fbaeaccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/ad43c39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/868e4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/c9c0b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lemon Fish Villa! Walk to Beach + Pool! Holmes Beach 9.4/10 Exceptional (34) "This property was perfect for the annual girls beach trip I take with my sister in law and teen niece. Perfectly located to everything on Anna Marie Island and walking distance to your own slice of heaven beach. Also had our own beautiful pool to relax around. This place had everything important to us…comfortable beds, great showers, walking distance to a cure coffee store and the beach! Would definitely stay here again. " CA $265 CA $598 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.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=2025-10-31&endDate=2025-11-01®ionId=553248621532652531&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation) ## Top Legacy Trail Hotel Reviews ![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 "Room was clean. Beds are comfy. Pool was refreshing! Breakfast was the disappointment. Only bagels annd cereal. Out of juice, no fruit and the yogurt machine was out of order. The facility itself and staff were top notch!" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Anna Maria Beach Resort](//images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "Great location and easy beach access. Very well maintained and the staff was excellent! No restaruants or bars onsite but the in room kitchen was nice to have. " [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Lido Beach Resort](//images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "From start to finish….a fantastic experience. Good, staff, room, facilities, location: all great. Excellent value. Will definitely return. " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.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 "Room was clean and staff was great" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "A wonderful compact property right near the water. Close to downtown and Marina Jack's. Spa is great. Roof top pool is very nice, views are insane. Would recommend this property. " [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Anytime I'm in the area, the Carlisle Inn is my choice. Everything is top notch! The service, cleanliness, ambience, and good food at the restaurant." [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "The room was clean. Loved that our room was directly across both pools, and the private beach was AMAZING. Will definitely be back for a family trip." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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 "the room was super clean & the staff were really friendly. i enjoyed the fact that they came in while we were gone and changed out towels & took the trash out. also a plus: the drinks at the tiki bar are 10/10!!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.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 "Everything was clean and staff was very friendly" [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## 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) - 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[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) - [Visit Gulf Gate Estates](https://www.expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406) - [Visit Palmer Ranch](https://www.expedia.ca/Sarasota-Palmer-Ranch.dx553248635976481996) - [Visit Vamo](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448) - [Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction) - [Book Villas in Legacy Trail on Expedia.com](https://www.expedia.com/Legacy-Trail-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation)