Title: Legacy Trail Cottages  | 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)

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## Check prices for these dates

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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)

## Browse Select Legacy Trail Cottages

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/bdbb7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/75614ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/6f04d48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/c1b2481c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in North Port

CA $114

CA $291 total

includes taxes & fees

Nov 26 - Nov 27

[](https://www.expedia.ca/North-Port-Hotels-Relax-In-Hot-Tub.h122165481.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/5a3a0e51.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)

![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)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/81337e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Warm Mineral Springs

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 $84

CA $219 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/19000000/19000000/18994100/18994048/19a81a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18994100/18994048/a7d96039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/19000000/18994100/18994048/da8ec330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18994100/18994048/06980a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Manasota Key

9.6/10

Exceptional

(169)

"Close to the beach and room was decorated very cute. Enjoyed our stay. "

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

Wendy

CA $92

CA $274 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Bay-Breeze-Bungalow-Many-Happy-Repeat-Guests.h18994048.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/113000000/112260000/112257900/112257831/82d5f3c0.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)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/16a68985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Warm Mineral Springs

9.0/10

Wonderful

(8)

"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 $84

CA $219 total

includes taxes & fees

Nov 23 - Nov 24

[](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/119000000/118950000/118942200/118942180/fb84aebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/4d81f3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/c90c676e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/af2f0991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Palmetto

10/10

Exceptional

(2)

"The accommodations were very comfortable and clean. Quiet neighborhood. Host was extremely helpful and pleasant. The screened porch off of the kitchen was a great place to relax with the dogs. We didn't get an opportunity to enjoy the pool and hot tub because of our other obligations but definitely will plan on staying again the next time I need to visit the area. It was like a home away from home."

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

Douglas T.

CA $140

CA $345 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Palmetto-Hotels-Florida-Charm-Minifarm-HotTub-POOL-Chickens-Near-I75.h118942180.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)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/a2523876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/7c9e0420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/700aea27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bradenton

10/10

Exceptional

(2)

"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 $150

CA $415 total

includes taxes & fees

Nov 25 - Nov 26

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

![TV](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/3b5d3f56.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)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/7c4c1bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Englewood Central

CA $102

CA $302 total

includes taxes & fees

Nov 24 - Nov 25

[](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)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/32215648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/7c1b1696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/c604265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key

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 $169

CA $417 total

includes taxes & fees

Dec 7 - Dec 8

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

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/e0297ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/0af5cbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/50b02c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/8c57d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Nokomis

10/10

Exceptional

(1)

"Host was very accommodating and kind. The cottage was cozy and well kept. Waking up with the ocean breeze off the river and the quiet neighborhood was so relaxing. I would highly recommend!"

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

Michael A.

CA $124

CA $232 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Nokomis-Hotels-Waterfront-Venice-Nokomis-FL-Bay-View-Private-Guest-Suitehouse-Pet-Friendly.h121521090.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)

![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/7beefd4a.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/w1277h957x3y3-129843ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Sunny Shores

9.2/10

Wonderful

(42)

"Great location."

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

Harold S.

CA $139

CA $296 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.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/119000000/118010000/118008700/118008626/8496dec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/a88fe91b.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

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 $211

CA $618 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Englewood-Hotels-Explore-Manasota-Key.h118008626.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/9191ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/019281da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/ee8636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/28df27df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key Village

CA $184

CA $794 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/86c3cddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/2041d2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/dce802c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/113000000/112780000/112770600/112770570/17a18ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Myakka City

9.0/10

Wonderful

(2)

"very clean and homey"

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

michelle r.

CA $281

CA $548 total

includes taxes & fees

Nov 23 - Nov 24

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

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/621ffa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/ad8f5200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/c57d6616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/d1998cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key Village

CA $192

CA $755 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Siesta-Key-Hotels-Yellow-Palm-Cottage-Steps-From-The-Beach.h117364420.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/7c7c5a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/b074c4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/f1ddc786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/3e6fb0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Casey Key

9.2/10

Wonderful

(69)

"Quiet beautiful beachfront location! We had a wonderful stay and plan on coming back! Thank you very much!"

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

Katherine Z.

CA $383

CA $803 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-B.h83603845.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/9f46bd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/4577c97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/ff24101e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/eaa312d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key Village

CA $191

CA $761 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Siesta-Key-Hotels-Pink-Mango-Cottage-Steps-From-The-Beach.h117364430.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/474995aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/84a51213.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/b4faed62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Manasota Key

8.0/10

Very good

(1)

"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 $351

CA $794 total

includes taxes & fees

Nov 27 - Nov 28

[](https://www.expedia.ca/Englewood-Hotels-Walk-To-Beach.h118400266.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/aebd8a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/w1100h682x0y85-62172e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/d8b11db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/f78399da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in South Sarasota

CA $351

CA $711 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Sarasota-Hotels-5-Star-Guest-House-Heated-Pool-On-The-Water.h103688935.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/dcb3e56d.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)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/29a41ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Anna Maria

8.6/10

Excellent

(29)

"Great place, super clean, convenient location, awesome pool!"

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

Rafael C.

CA $268

CA $642 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.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)

![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/20c1afa6.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)

![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)

### Cottage in Anna Maria

9.0/10

Wonderful

(24)

"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 $574

CA $1,063 total

includes taxes & fees

Nov 23 - Nov 24

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

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## Top Legacy Trail Hotel Reviews

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

### Kompose Boutique Hotel

10/10 Excellent

"Yes, the room in the staff were great!"

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

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

### Tropical Beach Resorts

10/10 Excellent

"Great location and amenities. Clean room and the staff was friendly and helpful."

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

![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg)

### Captiva Beach Resort

10/10 Excellent

"Elivia at the front desk was amazing. Kind, respectful and so helpful. Thank you Elivia😊"

[](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

![Comfort Suites Sarasota - Siesta Key](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg)

### Comfort Suites Sarasota - Siesta Key

10/10 Excellent

"Best!! Clean, nice"

[](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information)

![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg)

### Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent

"great staff, bar is a plus"

[](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information)

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

### The Westin Sarasota

10/10 Excellent

"Good "

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

"Mike at the Desk was awesome. Took great care of us the room is beautiful and the rooftop pool deck has a great view!! we will definitely stay here again!"

[](https://expedia.ca/Sarasota-Hotels-Art-Ovation-Hotel.h19900973.Hotel-Information)

![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg)

### DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent

"Very nice staff hotel was clean "

[](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.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 and spacious "

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

## Find out more about Legacy Trail

## Legacy Trail Cottages information

| Number of reviews | |
| --- | --- |
| Accommodation | Cottages |
| Lowest Price | |
| Highest Price | |

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-   [Condo Rentals in Siesta Key](https://www.expedia.ca/Siesta-Key-Condos.d6881-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Siesta Key](https://www.expedia.ca/Siesta-Key-Cottages.d6881-aaCottages.Travel-Guide-Accommodation)
-   [Country Houses in Siesta Key](https://www.expedia.ca/Siesta-Key-Country-House.d6881-aaCountryHouse.Travel-Guide-Accommodation)
-   [Guest Houses in Siesta Key](https://www.expedia.ca/Siesta-Key-Guest-Houses.d6881-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Siesta Key](https://www.expedia.ca/Siesta-Key-Holiday-Parks.d6881-aaHolidayParks.Travel-Guide-Accommodation)
-   [Houseboats in Siesta Key](https://www.expedia.ca/Siesta-Key-Houseboats.d6881-aaHouseboats.Travel-Guide-Accommodation)
-   [Inns in Siesta Key](https://www.expedia.ca/Siesta-Key-Inns.d6881-aaInns.Travel-Guide-Accommodation)
-   [Motels in Siesta Key](https://www.expedia.ca/Siesta-Key-Motels.d6881-aaMotels.Travel-Guide-Accommodation)
-   [Palaces in Siesta Key](https://www.expedia.ca/Siesta-Key-Palaces.d6881-aaPalaces.Travel-Guide-Accommodation)
-   [Pensions in Siesta Key](https://www.expedia.ca/Siesta-Key-Pensions.d6881-aaPensions.Travel-Guide-Accommodation)
-   [Pousadas in Siesta Key](https://www.expedia.ca/Siesta-Key-Pousadas.d6881-aaPousadas.Travel-Guide-Accommodation)
-   [Vacation Homes in Siesta Key](https://www.expedia.ca/Siesta-Key-Private-Vacation-Homes.d6881-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Rv Parks in Siesta Key](https://www.expedia.ca/Siesta-Key-RV-Parks.d6881-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Siesta Key](https://www.expedia.ca/Siesta-Key-Resort-Hotels.d6881-aaResortHotels.Travel-Guide-Accommodation)
-   [Townhomes in Siesta Key](https://www.expedia.ca/Siesta-Key-Townhomes.d6881-aaTownhomes.Travel-Guide-Accommodation)
-   [Treehouses in Siesta Key](https://www.expedia.ca/Siesta-Key-Treehouses.d6881-aaTreehouses.Travel-Guide-Accommodation)
-   [Villas in Siesta Key](https://www.expedia.ca/Siesta-Key-Villas.d6881-aaVillas.Travel-Guide-Accommodation)
-   [Hotels near Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Beach-Hotel.0-n553248623282278448-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Boutique-Hotel.0-n553248623282278448-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Oceanfront-Hotels.0-n553248623282278448-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Vamo Hotels](https://www.expedia.ca/Vamo-Sarasota-Hotels.0-n553248623282278448-0.Travel-Guide-Filter-Hotels)

-   [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 Cottages in Legacy Trail on Expedia.com](https://www.expedia.com/Legacy-Trail-Cottages.d553248621532652531-aaCottages.Travel-Guide-Accommodation)