Title: Legacy Trail Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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) # Legacy Trail Vacation 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 Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&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&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Legacy Trail Vacation Homes ![Condo, Pool View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/0ea98630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Lake View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/74e8ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/d3b33d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![39-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/044717f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Heron Suites & Villas Siesta Key 8.4/10 Very good (37) "It was perfect for my family of 4 for our beach vacation!!" CA $134 CA $433 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information) ![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![153 Beach Rd, Siesta Key, FL W/jacuzzi | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/fa023698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key 9.6/10 Exceptional (48) "This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. " [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/cdeff57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/03d5a43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/8c82ae31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, printers](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/3070f17e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Getaway with the pool North Port 10/10 Exceptional (25) "We enjoyed our stay very much. Will stay again" CA $181 CA $541 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/North-Port-Hotels-Perfect-Getaway-With-The-Pool.h92387071.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/8aa0ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/6b5f791e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/1da0f055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/ba244c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES Sarasota 9.6/10 Exceptional (35) "Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again." CA $113 CA $572 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sarasota-Hotels-Extremely-Comfortableclean-VILLAS-Heated-Pool-And-Jacuzzi-SUMMER-SPECIAL-RATES.h33393742.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/6c7c6509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/ed86e698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/5a4bc84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/6833a8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Home With Waterfall, HotTub, Fenced Yard, Beachy Lounge Area & Pets! port charlotte 9.6/10 Exceptional (58) "Peaceful - beautiful back yard area" CA $150 CA $472 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Port-Charlotte-Hotels-Tropical-Home-With-Waterfall.h72689396.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7e83ed7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/8c491d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7148e781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/1db87145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming home near Anna Maria Island with Jacuzzi Bradenton 10/10 Exceptional (14) "Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!" CA $139 CA $350 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bradenton-Hotels-Charming-Home-Near-Anna-Maria-Island-With-Jacuzzi.h108585518.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/w1290h1721x0y538-61c2ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/41ec2756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/3b8a52ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/0449e44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches! Sabal Harbour 10/10 Exceptional (19) "Everything was great!" CA $170 CA $477 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bradenton-Hotels-Enjoy-Coastal-Townhome-W-Sunset-Views-Near-The-Gulfs-Most-Popular-Beaches.h107611754.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/99477110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/469214b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/ca9cc400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/ee035597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway, a Boating Paradise Englewood 10/10 Exceptional (43) "We had a great time staying here! Close to Publix and shops. Being able to dock our boats is a huge plus, with the boat ramp directly across the street. So convenient! We will definitely stay here again. Very clean and comfy. " CA $208 CA $485 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Pirates-Haunt-On-Lemon-Bay.h53837535.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93070000/93060700/93060651/w1024h571x0y57-3edb1a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93070000/93060700/93060651/w905h683x60y0-f9c3602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93070000/93060700/93060651/w904h683x60y0-55c1826b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93070000/93060700/93060651/w907h683x59y0-b33777e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated cozy beach house. South Venice 10/10 Exceptional (6) "The location was very convenient to the beach. It was a beautiful location." CA $158 CA $471 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Venice-Hotels-Newly-Renovated-Cozy-Beach-House.h93060651.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/a5e815ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/5c1c879f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/75b33826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/622c3ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown. Southgate 10/10 Exceptional (65) "Enjoyed our stay. Great location close to everything we needed" CA $100 CA $348 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sarasota-Hotels-Centrally-Located-20-Minutes-To-Siesta-And-St-Armands-10-Minutes-To-Downtown.h76790733.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w1024h679x0y4-46b3e2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w1024h674x0y4-8fb93d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w1024h675x0y4-16063116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w907h683x58y0-93cd84a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests Oakland Hills 9.8/10 Exceptional (26) "The home was spotless, comfortable, well stocked and just beautiful! We had a wonderful stay!" CA $140 CA $473 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Rotonda-West-Hotels-Modern-Retreat-3Bed-King-Bed-Master-Bath.h90168317.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/25cd6471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/af4423ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/297301d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/73c5f7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapok in Bradenton Sunny Shores 9.4/10 Exceptional (35) "Excellent for a family trip." CA $139 CA $685 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/w2047h1365x0y0-8b739e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/b25ba3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/a201f7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/d32db899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Studio Carriage House, 15min to Beach Bradenton 10/10 Exceptional (10) "Nice little spot close to downtown Bradenton. " CA $105 CA $295 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/edcd46ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1712h1284x533y0-b179f558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1199h799x1y1-b72b8a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1199h799x1y1-78a044de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches Oakland Hills 10/10 Exceptional (28) "The home was very clean and comfortable Great communication with the host. " CA $155 CA $457 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Rotonda-West-Hotels-174B-Sunny-Relaxing-Vacation-Home-3bds.h83707140.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/4404083b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/8d2b7f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/9eb2951c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/5db57a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Myakka River Venice 9.8/10 Exceptional (18) "We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again " CA $233 CA $618 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Venice-Hotels-Myakka-River.h75989217.Hotel-Information) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/769ba006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/deb88f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/72d1093a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/w1916h1277x0y0-4580ae2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lulu's Key House Kemp Ridley 1/1 Downstairs Siesta Key Village 10/10 Exceptional (4) "Loved the location! " CA $187 CA $586 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Kemp-Ridley-11-Downstairs.h67211553.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33560000/33552800/33552714/f498d2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33552800/33552714/a57e7009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33552800/33552714/a557a4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33552800/33552714/b30775fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte Gulf Cove 9.2/10 Wonderful (64) "We enjoyed our stay . Home was clean and pool was amazing. Short drive to Publix . Had everything we needed for a perfect trip !!!! " CA $192 CA $384 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Port-Charlotte-Hotels-A-Piece-Of-Heaven.h33552714.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/f7aed3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/69f519d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/c7b8f0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/3bbf3e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Room 15 Minutes from Downtown or Beach Sarasota Springs 9.6/10 Exceptional (25) "Easy to find and just as listed. Awesome decor and very comfy bed. Owner very accommodating and answered messages and phone calls when I needed her! Drive to beach each day! " CA $101 CA $182 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sarasota-Hotels-Peaceful-Room-15-Minutes-From-Downtown-Or-Beach.h102691349.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/a61fb0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/3f2980db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/da6631c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/71948389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Coastal Vibes w/ Private Pool! Bradenton 9.6/10 Exceptional (32) "Good place to stay specially if you have kids. " CA $168 CA $473 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bradenton-Hotels-Great-Location-Private-Pool-And-Dog-Friendly.h82709805.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1008h683x8y0-7a6d3e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1024h673x0y5-a4028cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1024h675x0y4-efda4bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1001h683x11y0-b873ad2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 2 Bedroom Farmhouse South Venice 9.2/10 Wonderful (7) "Would highly recommend for a one or two night stay" CA $173 CA $484 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Venice-Hotels-Modern-2-Bedroom-Farmhouse.h95700299.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=2025-10-27&endDate=2025-10-28®ionId=553248621532652531&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d553248621532652531-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Private-Vacation-Homes.d553248621532652531-aaPrivateVacationHomes.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 "What a unique place! The staff member we interacted with, a young man who we later learned had the cutest little dog, was professional and efficient as well as kind and friendly. The room was sleek and minimal but still well appointed. The beds were comfortable and linens were smooth and fresh. The price was also surprisingly affordable ! The only thing I would have added was shelving and/or a foot rest in the shower for toiletries and shaving. This was our first stay at Kompose but it won't be our last!! " [](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 "Very nice!" [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.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 "Because of our late arrival, Hyatt book an uber for us. " [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.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 "It was a great time. Cleanest hotel ive been in a while. Hot is amazing. Employees 5 stars!!!" [](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 "Very nice place. Quiet, great beach" [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "It was a really pleasant stay. I recommend the property, breakfast was excellent and the front desk staff were professional, welcoming and friendly. " [](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 "Nice pool. Friendly staff" [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.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 "Recently stayed here with our 6 year old and had a wonderful time. The property is incredibly well maintained. The pool area is wonderful you feel like your in your own tropical land. " [](https://expedia.ca/Sarasota-Hotels-Ameniti-Bay.h38796114.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Roof top bar and pool was a good view cooler then being on street level" [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | 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 Vacation Homes in Legacy Trail on Expedia.com](https://www.expedia.com/Legacy-Trail-Private-Vacation-Homes.d553248621532652531-aaPrivateVacationHomes.Travel-Guide-Accommodation)