Title: Legacy Trail Cottages from CA $231 | 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) ![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Legacy Trail Cottage Rentals from CA $231 - ![](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 [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [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) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Legacy Trail cottages ![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/5a3a0e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/2027abfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/364b5edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/ca9e4b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Warm Mineral Springs [](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information) 9.2/10 Wonderful (10) "Property was perfect for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William M. CA $97 CA $231 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/6bac86e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/fd10794b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/8b673c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/7ac2a9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Warm Mineral Springs [](https://www.expedia.ca/North-Port-Hotels-3-Small-House-Walking-Distance-To-Warm-Mineral-Spring.h112257831.Hotel-Information) 9.0/10 Wonderful (9) "Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake R. CA $97 CA $231 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/North-Port-Hotels-3-Small-House-Walking-Distance-To-Warm-Mineral-Spring.h112257831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/70a4b566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/502c2001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/4e9f5982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/263a03da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Manasota Beach [](https://www.expedia.ca/Englewood-Hotels-Cozy-Beach-Cottage.h91822014.Hotel-Information) 9.4/10 Exceptional (24) "Wonderful location for a peaceful getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela CA $261 CA $669 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Englewood-Hotels-Cozy-Beach-Cottage.h91822014.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/48baa852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/4cdc81ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/68953436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/ca750835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) 10/10 Exceptional (3) "I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MO L. CA $106 CA $377 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/920c998b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/3b75902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/d8fcba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sunny Shores [](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) 9.4/10 Exceptional (45) "A beautiful little place to stay only minutes away from the beach! Very cozy and clean! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) savana w. CA $137 CA $293 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/a6c61e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/b9f8f04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/c70c8e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/e6ced0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bayou Oaks [](https://www.expedia.ca/Sarasota-Hotels-Cozy-1-Bedroom-Cottage-That-Meetsto-A-County-Park-In-Beautiful-Sarasota-With-AC.h123961665.Hotel-Information) CA $82 CA $149 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Sarasota-Hotels-Cozy-1-Bedroom-Cottage-That-Meetsto-A-County-Park-In-Beautiful-Sarasota-With-AC.h123961665.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/11b164a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/b3cc758c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/e0d4cce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/ba5110e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information) 10/10 Exceptional (1) "Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kara F. CA $197 CA $470 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/8d136d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/3cde7e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/f0b921dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/9c941b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Casey Key [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information) 9.4/10 Exceptional (109) "A true hidden gem on a great stretch of beach. Loved my time there and would recommend it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John V. CA $274 CA $629 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/d87dc760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/7c4c1bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/bcbcde8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/604022e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Englewood Central [](https://www.expedia.ca/Englewood-Hotels-Charming-2-Bedroom-Cottage-In-Englewood-Minutes-To-The-Gulf-Beaches-Dog-Friendly.h122348349.Hotel-Information) CA $151 CA $347 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Englewood-Hotels-Charming-2-Bedroom-Cottage-In-Englewood-Minutes-To-The-Gulf-Beaches-Dog-Friendly.h122348349.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/ddfb4834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/ef92b92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/32215648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/05f33f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information) 9.2/10 Wonderful (5) "We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rolly N. CA $206 CA $467 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/5122da99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/72c0bdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/acf4cc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/34efc24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in South Village [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information) 9.6/10 Exceptional (81) "Wonderful experience! It was perfect for a girls’ weekend which included me, my mother & my 12 yr old daughters. There was enough restaurants in walking distance, the beach was in walking distance and we appreciated the trolley and frog hopper to get to Turtle Beach for kayaking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle A. CA $137 CA $414 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/f81eae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/9726ec79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/03ed731b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/d6b098b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Walk-To-Beach.h118400266.Hotel-Information) 9.0/10 Wonderful (2) "Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10\. I would recommend"" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anabel P. CA $277 CA $680 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Englewood-Hotels-Walk-To-Beach.h118400266.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/8d8cbf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/ba6adf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/f247955b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/1e74dce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Explore-Manasota-Key.h118008626.Hotel-Information) 10/10 Exceptional (1) "This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $277 CA $680 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Englewood-Hotels-Explore-Manasota-Key.h118008626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/d296bf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/1d038a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/89874f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/b75b4e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sarasota [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information) 9.2/10 Wonderful (177) "Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison B. CA $360 CA $660 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/f63d2f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/a41d4a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/w1920h764x0y0-c22fef67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/3de99b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information) 8.8/10 Excellent (3) "It was great! Check in was super easy and anything you would need is nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas N. CA $208 CA $736 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/ffc0d99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/36cab618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/290b6ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8d9d80c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) 9.6/10 Exceptional (41) "Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C. S. CA $330 CA $1,240 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/326f581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/95b97511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/411633fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) 8.8/10 Excellent (31) "Beautiful home perfectly located near the beach, bars and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bibiana G. CA $306 CA $1,102 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/9a1e12a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/40337104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/172e7735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/7c7c5a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Casey Key [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-B.h83603845.Hotel-Information) 9.2/10 Wonderful (69) "The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob T. CA $274 CA $663 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-B.h83603845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/e977907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/ac814582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/46fc9707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/d78ab203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information) 10/10 Exceptional (1) "Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon F. CA $505 CA $1,303 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.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=2026-01-23&endDate=2026-01-24®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-Cottages.d553248621532652531-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Cottages.d553248621532652531-aaCottages.Travel-Guide-Accommodation) ## Top Legacy Trail Hotel Reviews ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "The hotel was a great value. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Place was close to private beach and room was clean. Could not get truly hot water in bathroom sink, Staff very helpful and friendly" [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "The hotel was very clean, the staff were very nice, And accommodating to anything we needed. I would definitely return" [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Clean" [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg) ### Extended Stay America Premier Suites - Bradenton 10/10 Excellent "Clean, simple hotel perfect for my solo Florida trip! Hotel is in a great location conveniently close to attractions in Anna Maria Island and Sarasota. Also convenient is having the shopping center next door where there's a Publix, Wawa, and Walmart. Hotel seemed to be a newer construction building and it felt well built and maintained. Breakfast options are limited and its no resort like hotels by the beaches but the price and location made it convenient for my stay. My room was like a nice little studio apartment. Hotel appears to be a newer property" [](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Siesta Key Beach Resort and Suites](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27_y.jpg) ### Siesta Key Beach Resort and Suites 10/10 Excellent "The staff is amazing and the location is fantastic. You are able to walk to all the area shops, restaurants and beach. " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Art Ovation Hotel, Autograph Collection](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/w4000h2662x0y0-652c5c90_y.jpg) ### Art Ovation Hotel, Autograph Collection 10/10 Excellent "Beautiful hotel, great service, food in restaurants was delicious. Clean rooms and comfortable beds. Thank you for a wonderful stay! We will be back! " [](https://expedia.ca/Sarasota-Hotels-Art-Ovation-Hotel.h19900973.Hotel-Information) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "While it’s not a 4-star hotel, the price can’t be beat, the hotel staff are great… It definitely needs more quality work done to the rooms, but the overall retro vibe was fantastic… If you’re expecting the Don Cesar you will be disappointed, but if you stay in economy hotels you will be delighted…" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "Everyone was efficient, helpful & friendly. " [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Cottages information | Number of reviews | 478 | | ----------------- | ----------- | | Accommodation | 61 Cottages | | Lowest Price | CA $231 | | Highest Price | CA $1,303 | ## 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) - [Cottages in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cottages.d6521-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Cape Coral ](https://www.expedia.ca/Cape-Coral-Country-House.d6521-aaCountryHouse.Travel-Guide-Accommodation) - 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