Title: Legacy Trail Cottages from CA $232 | 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)

![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-05-08&endDate=2026-05-10&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)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/0a86937c.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)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/2027abfe.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 reviews)

"Property was perfect for the price."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William M.

CA $97

CA $232 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)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/643b1018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c6eb17ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Private kitchen](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/cdf5ba63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

10/10

Exceptional

(193 reviews)

"Great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carlos

CA $383

CA $510 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.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)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/8b673c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/75202b11.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

(10 reviews)

"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 $232 total

includes taxes & fees

Jan 16 - Jan 17

[](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 reviews)

"Wonderful location for a peaceful getaway "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela

CA $261

CA $687 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Englewood-Hotels-Cozy-Beach-Cottage.h91822014.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/9a2bb818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/e5f834fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/4efe0afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/91b3f667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.Hotel-Information)

CA $160

CA $670 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.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/120000000/119220000/119218800/119218723/68953436.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/ba7ee855.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)

### Cottage in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information)

10/10

Exceptional

(3 reviews)

"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 $118

CA $394 total

includes taxes & fees

Jan 26 - Jan 27

[](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)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.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)

### Cottage in Sunny Shores

[](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information)

9.4/10

Exceptional

(45 reviews)

"We really enjoyed our stay here. So close to AMI "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor B.

CA $137

CA $296 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)

![Interior](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/e6ced0b8.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)

### 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/ba5110e7.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)

### Cottage in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information)

10/10

Exceptional

(1 review)

"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 $198

CA $473 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.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)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/44c6877a.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)

### 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 $139

CA $334 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Englewood-Hotels-Charming-2-Bedroom-Cottage-In-Englewood-Minutes-To-The-Gulf-Beaches-Dog-Friendly.h122348349.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/3f42fa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/c8188960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/13a123c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/348ef1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Myakka City

[](https://www.expedia.ca/Myakka-City-Hotels-Charming-2-Bedroom-Cottage-WiFiAC-Close-To-Lakewood-Ranch-5-Acres-Waterfront.h112770570.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"Good"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamara S.

CA $278

CA $534 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Myakka-City-Hotels-Charming-2-Bedroom-Cottage-WiFiAC-Close-To-Lakewood-Ranch-5-Acres-Waterfront.h112770570.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/f63a43ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/670374d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![18 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/353bb2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/fd7e9de7.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 reviews)

"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 $183

CA $449 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.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)

![Interior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/9c941b9d.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/6b5007b7.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

(110 reviews)

"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 $206

CA $543 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.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)

![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/34efc24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/eae9554a.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

(82 reviews)

"Great condo. The location is perfect. The pool was the best. Will stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanne J.

CA $137

CA $422 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/119000000/118010000/118008700/118008626/8d8cbf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/226a3a4d.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 review)

"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 $236

CA $649 total

includes taxes & fees

Feb 8 - Feb 9

[](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)

![Interior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/b75b4e3d.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/21000000/20140000/20139300/20139242/eaf7ced7.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)

### 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 reviews)

"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 $324

CA $625 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/74000000/73530000/73527800/73527703/34769f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/81d3478d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/35ddb29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/f23fe3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information)

8.8/10

Excellent

(25 reviews)

"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paris K.

CA $243

CA $1,040 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.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)

![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)

![Pool](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/w1920h764x0y0-c22fef67.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 reviews)

"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 $751 total

includes taxes & fees

Jan 16 - Jan 17

[](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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8cc233be.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)

### 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 reviews)

"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 $242

CA $1,119 total

includes taxes & fees

Jan 22 - Jan 23

[](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)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/01da71cf.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)

### 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

(32 reviews)

"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 $249

CA $1,036 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)

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.

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## Find vacation rentals that suit your style

Cottages

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Apartments

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Private vacation homes

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Villas

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Condos

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CABIN)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=HOUSE_BOAT)

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## Top Legacy Trail Hotel Reviews

![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg)

### Tropical Breeze Resort

10/10 Excellent

"All good"

[](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information)

![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

"Hotel was nice, rooms clean."

[](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)

![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg)

### Carlisle Inn

10/10 Excellent

"Cleanliness and friendliness of staff"

[](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information)

![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg)

### Tropical Beach Resorts

10/10 Excellent

"Beautiful facility. Very relaxing. Staff is awesome. Beach is amazing!"

[](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg)

### Kompose Boutique Hotel

10/10 Excellent

"Spacious room, good staff, good location close both to the Ringling museum and airport, good parking places, newer building "

[](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information)

![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg)

### Pelican Post at Anna Maria Island Inn

10/10 Excellent

"Great room. Very clean. Good communication from property staff. "

[](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.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

" Very clean property, nice stay."

[](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information)

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg)

### The Westin Sarasota

10/10 Excellent

"The hotel is wonderful. Check in was super easy The hotel is clean, workout room was nice and the rooftop pool-bar was great. "

[](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.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

"Loved ot"

[](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information)

## Find out more about Legacy Trail

## Legacy Trail Cottages information

| Number of reviews | 630         |
| ----------------- | ----------- |
| Accommodation     | 61 Cottages |
| Lowest Price      | CA $232     |
| Highest Price     | CA $1,119   |

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