Title: Legacy Trail Vacation Rentals from CA $177: Short-Term Rentals for 2025 | 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)[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)

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# Legacy Trail Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Legacy Trail

![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7dc05471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms (Preferred Suite)](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/30b32834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Beach Resorts

South Village

9.4/10

Exceptional

(5080)

"Clean, comfortable, and friendly staff."

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

John

CA $203

CA $261 total

includes taxes & fees

Nov 9 - Nov 10

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Florida Family Single | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/06d7bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Luxury Single | Private kitchenette](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/13f03971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captiva Beach Resort

South Village

9.0/10

Wonderful

(1153)

"Very good stay, clean, safe, and steps from the beach"

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

Brandon

CA $199

CA $249 total

includes taxes & fees

Nov 9 - Nov 10

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

![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/9e206b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/4b30e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hibiscus Suites - Gateway to Siesta Key

Sarasota

8.6/10

Excellent

(2191)

"Excellent location! Friendly staff, clean and updated rooms."

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

Elba

CA $157

CA $177 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/9c445d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Post at Anna Maria Island Inn

Bradenton Beach

9.2/10

Wonderful

(314)

"Great location"

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

Michael

CA $315

CA $398 total

includes taxes & fees

Nov 30 - Dec 1

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

![Deluxe Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/9d53ae34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/be5906a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SeaSpray Resort

Siesta Key

9.4/10

Exceptional

(61)

"Pleasant stay, walk to beach and the Village. Good size mini apartment "

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

Lisa L

CA $337

CA $381 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9de80f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/278a5fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/2c6b16f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 7:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9c999e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ringling Beach House

Siesta Key

9.0/10

Wonderful

(334)

"Clean, friendly and beach!"

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

Mary

[](https://www.expedia.ca/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fca051b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/879653ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/b9758a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/6a4e3c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haley's at The Anna Maria Island Inn

Holmes Beach

8.6/10

Excellent

(386)

"Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day"

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

Karen

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch TV with cable channels, MP3 dock](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/2e2e6989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/w5097h3107x0y0-f4bbaa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

9.6/10

Exceptional

(294)

"We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. "

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

Tammy

CA $522

CA $661 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms (Royal Palm)](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/2c5ac217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms (Royal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/94684d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridgewalk Resort

Bridge Street

9.4/10

Exceptional

(759)

"Great stay!"

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

Sufyan

CA $401

CA $453 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

Bradenton Beach

8.8/10

Excellent

(48)

"Recommended "

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

Jose

CA $340

CA $431 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Cabin (Tiny House - The Siesta) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House Blue Lifeguard Stand)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/aa6fce22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - Yellow Lifeguard Stand) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/a6eb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/d76cc0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House Siesta

Sarasota

8.4/10

Very good

(337)

"Excelente"

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Carlis

CA $104

CA $289 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/5a12d0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/be9fb020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/7462115b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/c2ba7ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Siesta Key Village

9.8/10

Exceptional

(24)

"Beatiful property, one block from the beach. Plenty of amenities"

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

ervin m.

[](https://www.expedia.ca/Siesta-Key-Hotels-New-Luxury-Home-With-Private-Pool-And-Waterslide-1-Minute-Walk-To-The-Beach.h87365320.Hotel-Information)

![On the beach, white sand](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/81bf853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms, Partial Ocean View, Courtyard Area | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/38876c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio with Balcony | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/7c582a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Club I Beach Resort

Longboat Key

9.2/10

Wonderful

(330)

"Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!"

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

Michelle

[](https://www.expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information)

![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/d13a0271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside Efficiency | Bathroom](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/8ce15104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/55fa2e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Beach Retreat

Casey Key

9.2/10

Wonderful

(568)

"Perfect location beachfront room"

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

Suzette

CA $233

CA $264 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/78c2df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/58abfff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/f58c5935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/04923579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kon Tiki Inn

Venice Island

10/10

Exceptional

(241)

"Great place to stay"

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

Brad

CA $213

CA $241 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information)

![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![153 Beach Rd, Siesta Key, FL W/jacuzzi | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/fa023698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![711 Beach Rd, Siesta Key, FL No Pool](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5d33a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key Island Rentals

Siesta Key

9.6/10

Exceptional

(48)

"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "

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

Julianna

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms (225 Sea Escape) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/c5e64875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom (123 Sea Spray) | In-room dining](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/d400f106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Palms By the Beach

South Village

9.4/10

Exceptional

(136)

"Comfy and clean, nice and close to the beach. Pool was very clean. Quiet, safe area. Would highly recommend!"

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

Lynn

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/1bfe228b.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/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/83aeeea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e6c99f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn On Siesta Key

Siesta Key

10/10

Exceptional

(188)

"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."

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

Brooke

CA $318

CA $438 total

includes taxes & fees

Nov 11 - Nov 12

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

![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/ae9c7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Private kitchen](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/5c2f5058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Living area](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/95eba461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/1ea9ff08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Venice Beach Villas

Venice Island

9.4/10

Exceptional

(458)

"Always enjoy my stay here as it is close to everything. Friendly and helpful staff."

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

Alicia

[](https://www.expedia.ca/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/2173fe57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/b9fb6ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/5a507f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/262d7ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Villas of Venice Beach

Venice Island

9.6/10

Exceptional

(239)

"Nice unique property, room size was great, clean and comfortable. Liked that we had access to beach towels and equipment as well as laundry. "

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

Rosa

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Villas-Of-Venice-Beach.h37877891.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&regionId=553248621532652531&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Legacy Trail Hotel Reviews

## Find out more about Legacy Trail

**Everything you need to know about** **Legacy Trail** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Legacy Trail vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Legacy Trail vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Legacy Trail vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Legacy Trail. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Legacy Trail vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Legacy Trail vacation rentals we have selected for you start as low as CA $177 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Legacy Trail rentals**

At Expedia, we put the best Legacy Trail vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Legacy Trail rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Legacy Trail vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Legacy Trail. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Legacy Trail

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-   [Vacation Homes in Legacy Trail](https://expedia.ca/Legacy-Trail-Private-Vacation-Homes.d553248621532652531-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Legacy Trail](https://expedia.ca/Legacy-Trail-Condos.d553248621532652531-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Legacy Trail](https://expedia.ca/Legacy-Trail-Apartments.d553248621532652531-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Legacy Trail](https://expedia.ca/Legacy-Trail-Cottages.d553248621532652531-aaCottages.Travel-Guide-Accommodation)
-   [Villas in Legacy Trail](https://expedia.ca/Legacy-Trail-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation)
-   [Motels in Legacy Trail](https://expedia.ca/Legacy-Trail-Motels.d553248621532652531-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Legacy Trail](https://expedia.ca/Legacy-Trail-Apart-Hotels.d553248621532652531-aaApartHotels.Travel-Guide-Accommodation)
-   [Resorts in Legacy Trail](https://expedia.ca/Legacy-Trail-Resort-Hotels.d553248621532652531-aaResortHotels.Travel-Guide-Accommodation)
-   [Houseboats in Legacy Trail](https://expedia.ca/Legacy-Trail-Houseboats.d553248621532652531-aaHouseboats.Travel-Guide-Accommodation)
-   [B&B in Legacy Trail](https://expedia.ca/Legacy-Trail-Bed-And-Breakfast.d553248621532652531-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Legacy Trail](https://expedia.ca/Legacy-Trail-Guest-Houses.d553248621532652531-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cabin Rentals in Legacy Trail](https://expedia.ca/Legacy-Trail-Cabins.d553248621532652531-aaCabins.Travel-Guide-Accommodation)

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General

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