Title: Legacy Trail Vacation Home Rentals from CA $303: 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)

![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

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-05-22&endDate=2026-05-24&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 vacation homes

![House, Lakeside | Living area](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/6efe649f.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/e2c2c2f6.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)

![House, Lake View | Living area](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/1ca731da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Heron Suites & Villas

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information)

Siesta Key

8.6/10

Excellent

(38 reviews)

"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "

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

jason

CA $458

CA $792 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/c128477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/6fb611a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edb5b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Floridian cottage in Historic Gulf Village

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

Olde Englewood Village

9.8/10

Exceptional

(60 reviews)

"Very good, great location 👍👍"

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

James M.

CA $202

CA $431 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71690000/71689000/71688904/57f139a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71690000/71689000/71688904/4b4422bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71690000/71689000/71688904/dca42a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71690000/71689000/71688904/dabd1924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

[](https://www.expedia.ca/Port-Charlotte-Hotels-Heated-Pool-Luxurious-Spa-Close-To-Mineral-Springs-Beaches.h71688904.Hotel-Information)

Port Charlotte

9.4/10

Exceptional

(26 reviews)

"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."

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

Julien L.

CA $121

CA $540 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Port-Charlotte-Hotels-Heated-Pool-Luxurious-Spa-Close-To-Mineral-Springs-Beaches.h71688904.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71370000/71365500/71365409/f295aaa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71370000/71365500/71365409/6f92c515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71370000/71365500/71365409/549997df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71370000/71365500/71365409/4b024458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mimosa Memories 

[](https://www.expedia.ca/Venice-Hotels-Mimosa-Memories.h71365409.Hotel-Information)

South Venice

9.4/10

Exceptional

(30 reviews)

"Nice quiet home , very clean. "

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

David M.

CA $153

CA $456 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Venice-Hotels-Mimosa-Memories.h71365409.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/ffd3f0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/ca255c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/992f8f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/de2539aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Cottage w/Pool, Putting Green & Florida Room—Near AMI Beaches-2BR/2BA

[](https://www.expedia.ca/Bradenton-Hotels-Cottage-On-The-Canal.h84065893.Hotel-Information)

Bradenton

10/10

Exceptional

(11 reviews)

"Cottage cheese as wonderful It had everything we could possibly need and more. Very relaxing and comfortable and accommodating. Hostess was responsive and attentive. Hope to have an opportunity to stay again!!"

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

Wendy

CA $111

CA $535 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Bradenton-Hotels-Cottage-On-The-Canal.h84065893.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/4470b827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/e4572e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/995c3ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/d0c2e6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachy Sarasota Duplex

[](https://www.expedia.ca/Sarasota-Hotels-Beachy-Sarasota-Duplex.h89347329.Hotel-Information)

Sarasota

10/10

Exceptional

(3 reviews)

"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"

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

pete t.

CA $180

CA $619 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Sarasota-Hotels-Beachy-Sarasota-Duplex.h89347329.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/a513603c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/fcf007c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/6732718a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/cfb63e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nestled in North Port. Updated 2 Bed / 1 Bath.

[](https://www.expedia.ca/North-Port-Hotels-Nestled-In-North-Port-Updated-2-Bed-1-Bath.h111593945.Hotel-Information)

North Port

10/10

Exceptional

(16 reviews)

"Great place loved how clean and put together everything was would definitely stay here again"

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

Jacob

CA $144

CA $335 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/North-Port-Hotels-Nestled-In-North-Port-Updated-2-Bed-1-Bath.h111593945.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/1d70e05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/b4e6de67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/e4384efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/35770cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal duplex with private beach access & deck - dog-friendly

[](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information)

Manasota Key

8.6/10

Excellent

(13 reviews)

"Great place to stay. "

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

Scott

CA $148

CA $563 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/3e29f2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/dcc8787b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/5c3fc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/d6eea000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

Bradenton Beach

CA $196

CA $432 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/1524b831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/54938b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/ac586d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/c390520c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaways at Point Pleasant (Palm Side)

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.Hotel-Information)

Bradenton

10/10

Exceptional

(169 reviews)

"perfect location and size for what we were looking for"

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

michael w.

CA $163

CA $353 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.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)

![Dining](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/9eb2951c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/22fd70fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75990000/75989300/75989217/5721262a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Myakka River

[](https://www.expedia.ca/Venice-Hotels-Myakka-River.h75989217.Hotel-Information)

Venice

9.8/10

Exceptional

(18 reviews)

"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 "

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

Ty

CA $252

CA $630 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Venice-Hotels-Myakka-River.h75989217.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/fb248d73.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)

![Outdoor spa tub](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/05042783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/73000000/72690000/72689400/72689396/9d17bbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Home With Waterfall, HotTub, Fenced Yard, Beachy Lounge Area & Pets!

[](https://www.expedia.ca/Port-Charlotte-Hotels-Tropical-Home-With-Waterfall.h72689396.Hotel-Information)

port charlotte

9.6/10

Exceptional

(64 reviews)

"Peaceful - beautiful back yard area"

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

Carmen R.

CA $244

CA $578 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Port-Charlotte-Hotels-Tropical-Home-With-Waterfall.h72689396.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/e2bf0fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/fe85686b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/cec3276f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/edc45a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Blue Beach House Kids & Pets OK

[](https://www.expedia.ca/Bradenton-Hotels-IMG-MEMORIAL-DAY-SUMMER-DISCOUNTS-AMI-White-Sand-BeachesPickle-BallGOLFFUN.h96091796.Hotel-Information)

Bradenton

9.8/10

Exceptional

(34 reviews)

"Our first week long vacation as a family!!! It was an amazing experience. The house is right where you want to be. Closely and conveniently located to all the local restaurants and shopping areas, while being minutes away from the beach. It was an amazing experience!"

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

Crystal E.

CA $193

CA $809 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Bradenton-Hotels-IMG-MEMORIAL-DAY-SUMMER-DISCOUNTS-AMI-White-Sand-BeachesPickle-BallGOLFFUN.h96091796.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/2c89ec2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/9255d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/c792b6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/744ea565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

[](https://www.expedia.ca/Sarasota-Hotels-Small-But-Cute-11-In-A-Tropical-Oasis.h34398300.Hotel-Information)

Sarasota

9.4/10

Exceptional

(17 reviews)

"Great location! Clean, easy to find and perfect amount of room. "

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

Maribeliz G.

CA $176

CA $394 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Sarasota-Hotels-Small-But-Cute-11-In-A-Tropical-Oasis.h34398300.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)

![Dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/4f166783.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)

### LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

[](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information)

Sunny Shores

9.4/10

Exceptional

(35 reviews)

"Excellent for a family trip."

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

RHEA

CA $213

CA $787 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/fc0f4673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/79b73f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/90b817f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/cff676b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaways at Point Pleasant (Pine Side)

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant.h27167912.Hotel-Information)

Bradenton

10/10

Exceptional

(173 reviews)

"The property is nice and comfortably equipped. The location is very good."

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

carlos b.

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant.h27167912.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/7f03dda0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/cfe2c26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/328d02c8.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)

### Cozy Carriage house , NR beaches, walk to Main st.

[](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.Hotel-Information)

Bradenton

10/10

Exceptional

(12 reviews)

"Nice little spot close to downtown Bradenton. "

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

Matt

CA $270

CA $495 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.Hotel-Information)

![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/w1916h1432x0y0-8838207e.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/1ca7b18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect Getaway with the pool

[](https://www.expedia.ca/North-Port-Hotels-Perfect-Getaway-With-The-Pool.h92387071.Hotel-Information)

North Port

10/10

Exceptional

(27 reviews)

"We enjoyed our stay very much. Will stay again"

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

Christi K.

CA $293

CA $675 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/North-Port-Hotels-Perfect-Getaway-With-The-Pool.h92387071.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/d2eea3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/90741e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/3536d726.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/120000000/119080000/119078700/119078652/c565a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in lovely Sarasota with yard.

[](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-House-In-Lovely-Sarasota-With-Yard.h119078652.Hotel-Information)

Kensington Park

9.6/10

Exceptional

(10 reviews)

"Easy to check in, clean and comfortable "

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

Hugo J.

CA $129

CA $303 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-House-In-Lovely-Sarasota-With-Yard.h119078652.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78760000/78759200/78759174/228b5c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78760000/78759200/78759174/1fd744f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78760000/78759200/78759174/711f687c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78760000/78759200/78759174/d4f9b758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in quiet Bird Sanctuary Neighborhood, close to Beach 

[](https://www.expedia.ca/Venice-Hotels-Coastal.h78759174.Hotel-Information)

South Venice

9.6/10

Exceptional

(16 reviews)

"The property was great and we love the area we hope we can rent this place again next year"

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

Philip L.

CA $340

CA $711 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Venice-Hotels-Coastal.h78759174.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=2026-02-15&endDate=2026-02-16&regionId=553248621532652531&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Cottages

[](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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=COTTAGE)

Villas

[](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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=VILLA)

Condos

[](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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CONDO)

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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=HOUSE_BOAT)

Residences

[](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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=RESIDENCE)

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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

"Clean and easy to check in"

[](https://expedia.ca/Sarasota-Hotels-Kompose-Boutique-Hotel.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

"Spotless, staff very kind, very attentive."

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

![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg)

### Siesta Key Palms Resort

10/10 Excellent

"Friendly staff, clean rooms and quiet atmosphere."

[](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.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

"The area is wonderful, full of character and charm, the place itself is even better, lovely pool surrounded by a handful of cottages. The room was everything we wanted. Thank you - we will definitely visit again "

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

![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg)

### Zota Beach Resort

10/10 Excellent

"Clean, great location and good restaurant."

[](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.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

"Very cute little place, I was pleasantly surprised. "

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

![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg)

### Lido Beach Resort

10/10 Excellent

"Location was great, staff so positive "

[](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.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

"Great clean room! Airport shuttle was super easy and convenient. "

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

"Clean room, awesome front desk staff, literally across the street from the airport terminal. "

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

## Find out more about Legacy Trail

## Legacy Trail Vacation Homes information

| Number of reviews | 756                 |
| ----------------- | ------------------- |
| Accommodation     | 1164 Vacation Homes |
| Lowest Price      | CA $303             |
| Highest Price     | CA $809             |

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- [Visit Gulf Gate Estates ](https://www.expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406)
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- [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)

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