Title: Legacy Trail Condo Rentals from CA $259 | 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 condo rentals

![Interior](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/fad0fabd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/17f3ffcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/df8d534c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/e88d211f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2/2 Spacious Unit 

[](https://www.expedia.ca/Port-Charlotte-Hotels-22-With-Pool.h95802339.Hotel-Information)

Port Charlotte

9.2/10

Wonderful

(10 reviews)

"Great location close to everything.beautiful place well stocked nice host."

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

Elisabeth B.

CA $106

CA $391 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Port-Charlotte-Hotels-22-With-Pool.h95802339.Hotel-Information)

![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 One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c4828145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/fa86635e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Beach Retreat

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

Casey Key

9.2/10

Wonderful

(586 reviews)

"Room was nice & staff was friendly. "

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

Paula

CA $229

CA $259 total

includes taxes & fees

Jan 15 - Jan 16

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

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chadwick Cove Resort & Marina

[](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

Manasota Key

10/10

Exceptional

(15 reviews)

"Great place and location "

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

Cathy

CA $114

CA $752 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alamanda Villas

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

Holmes Beach

9.6/10

Exceptional

(4 reviews)

"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."

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

Traci

CA $311

CA $630 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/45fb4271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/c7b23d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/14471e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/1460a90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Breeze Siesta - Turtle

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information)

Siesta Key

10/10

Exceptional

(1 review)

"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "

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

Jacob

CA $225

CA $582 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.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)

![The Retreat Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/7e61bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hideaway Studio | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/018c8641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captiva Beach Resort

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

South Village

9.0/10

Wonderful

(1,188 reviews)

"Excellent place and location, "

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

Richard

CA $246

CA $302 total

includes taxes & fees

Jan 14 - Jan 15

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/9c5bba02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/e0ab88c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/608f5d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/db4283be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Beautiful-Views-Of-The-Gulf.h70546773.Hotel-Information)

Manasota Key

9.4/10

Exceptional

(68 reviews)

"We had an amazing stay! The pictures of the condo do not do it justice. The condo was clean and comfortable. There was plenty of space to keep everyone happy. The only downfall ( and not one that would keep us from returning ) is the parking. We drive a Tahoe and were unable to fit it in the assigned parking spot due to the pillars and actual property size. However they have a solution as there is an overflow lot they allow you to park in that is walkable! Don’t let this detour you as the condo...

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

JENNA

CA $233

CA $548 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Beautiful-Views-Of-The-Gulf.h70546773.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113630000/113622600/113622534/w1346h899x0y1-b7e98bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/114000000/113630000/113622600/113622534/01f3fc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113630000/113622600/113622534/w1350h899x0y1-00bd0e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113630000/113622600/113622534/w1349h899x1y1-2081f49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset and Beach view unit 402

[](https://www.expedia.ca/Longboat-Key-Hotels-Sunset-And-Beach-View-Unit-402.h113622534.Hotel-Information)

Longboat Key

9.8/10

Exceptional

(15 reviews)

"Accommodation were outstanding with beautiful views of the gulf!"

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

Mike C.

CA $209

CA $509 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Longboat-Key-Hotels-Sunset-And-Beach-View-Unit-402.h113622534.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/8831bab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/9a0ecdc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/133e0d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/70ac29a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Steps-To-Water-Sea-Glass-Beach-To-Bay.h71094685.Hotel-Information)

Manasota Key

9.8/10

Exceptional

(41 reviews)

"Perfect for 2 adults and 2 kids. The house was very clean and all the extras in the kitchen were nice. Also, beach essentials are onsite so no need to bring much. Found lots of sharks teeth too! "

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

Koren L.

CA $160

CA $476 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Steps-To-Water-Sea-Glass-Beach-To-Bay.h71094685.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/79e36ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/604bcfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/d9ea2954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/4fe65013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Azul 2Bed/1Bath

[](https://www.expedia.ca/Sarasota-Hotels-Casa-Azul-2bed1bath.h63918463.Hotel-Information)

Bayou Oaks

9.6/10

Exceptional

(69 reviews)

"We enjoyed our stay. Comfortable, neat and tidy. Everything we needed."

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

Diana C.

[](https://www.expedia.ca/Sarasota-Hotels-Casa-Azul-2bed1bath.h63918463.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/4a974ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/770268ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/69081a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/713891e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Amazing-Sunset-Views-Of-The-Gulf.h70546764.Hotel-Information)

Manasota Key

9.2/10

Wonderful

(60 reviews)

"This rental is so comfortable and beautiful. You can tell that it's freshly remodeled everything is new and in perfect condition. Unfortunately many things in the area are still in bad shape from last year's hurricanes but this condo is located on a great shelling beach with beautiful sunsets. And we found lots of shark teeth!"

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

Becky D.

CA $248

CA $563 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Amazing-Sunset-Views-Of-The-Gulf.h70546764.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/ad597696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/2ae59242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/895cac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/6fe97a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale 2/2 Key West style condo 6 mins from IMG

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

South Bradenton

10/10

Exceptional

(23 reviews)

"Great location, attentive host, great stay"

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

JUDY T.

CA $194

CA $553 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/d347fd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/cc9a40ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/w1024h681x0y2-4a60577e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/w1024h679x0y0-cb862c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Charming 2bed 2 bath 6 mins from IMG\*

[](https://www.expedia.ca/Bradenton-Hotels-Charming-2bed-2-Bath-6-Mins-From-IMG.h69762951.Hotel-Information)

South Bradenton

9.6/10

Exceptional

(21 reviews)

"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"

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

Jason G.

CA $198

CA $551 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Bradenton-Hotels-Charming-2bed-2-Bath-6-Mins-From-IMG.h69762951.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/b8cf3ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/79b84ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/b568171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/35c63fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Waterfront Condo: Two Pools\~Private Lanai\~WiFi! Near IMG\~AMI\~Restaurants

[](https://www.expedia.ca/Sarasota-Hotels-Newly-Listed-Upgraded-Waterfront-Condonear-Beachesimg-Academyanna-Mariasrq.h41375487.Hotel-Information)

Bradenton

9.8/10

Exceptional

(115 reviews)

"Enjoyed our stay, we will return for future fun in AMI"

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

Karen J.

CA $154

CA $439 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Newly-Listed-Upgraded-Waterfront-Condonear-Beachesimg-Academyanna-Mariasrq.h41375487.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/c5fbc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/62dbb774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/8355b484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/14c34a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Serenity – Unit 234 by RVA

[](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information)

Longboat Key

9.4/10

Exceptional

(30 reviews)

"Love this place and staff. Will book again. Everything is so easy!"

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

Emily

CA $210

CA $456 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57230000/57225900/57225886/dc5f4ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57230000/57225900/57225886/w1042h718x0y1-b8ccb9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57230000/57225900/57225886/21a1992e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57225900/57225886/d47674ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully furnished condo

[](https://www.expedia.ca/Sarasota-Hotels-Beautifully-Furnished-Condo.h57225886.Hotel-Information)

Bradenton

9.8/10

Exceptional

(151 reviews)

"Beautiful property and quiet. "

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

Sandy K.

CA $198

CA $438 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Sarasota-Hotels-Beautifully-Furnished-Condo.h57225886.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f6415e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/27056cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f46262c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanview on LBK: Open Thursday, $203/nt!

[](https://www.expedia.ca/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

Longboat Key

10/10

Exceptional

(117 reviews)

"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"

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

Amy K

CA $250

CA $507 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/00d0ba6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/2cad5637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/6ef00db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/420fa9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayfront Condo Walkable to Everything. Unit 2

[](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information)

Manasota Key

9.6/10

Exceptional

(49 reviews)

"We stayed in the 3 BR unit the month before and came back ...love this place!"

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

Jo Ann K.

CA $157

CA $499 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/4936afb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/053aefa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/23712015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated bayside condo with heated pool - across the street from the beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information)

Anna Maria

9.2/10

Wonderful

(100 reviews)

"Everything was great"

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

lillybet h.

CA $110

CA $412 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/c5412e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/f63f3369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/c7b93bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/7da1b5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

[](https://www.expedia.ca/Sarasota-Hotels-Waterfront-Unit.h73257877.Hotel-Information)

Whitfield Estates

9.2/10

Wonderful

(49 reviews)

"Great place and great location! We really enjoyed our stay!"

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

Meghan I.

CA $131

CA $281 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Sarasota-Hotels-Waterfront-Unit.h73257877.Hotel-Information)

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&regionId=553248621532652531&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Aparthotels

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Apartments

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Condos

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Private vacation homes

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Villas

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Cabins

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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=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=HOUSE_BOAT)

Residences

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## Top Legacy Trail Hotel Reviews

![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)

![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

"Clean, classy hotel"

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

![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg)

### Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent

"The room was beautiful, comfortable and super clean!!"

[](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.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

"It was great!"

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

"We loved our stay can’t wait to come back "

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

"Did not have breakfast "

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

## Find out more about Legacy Trail

## Legacy Trail Condo Rentals information

| Number of reviews | 2,651             |
| ----------------- | ----------------- |
| Accommodation     | 420 Condo Rentals |
| Lowest Price      | CA $259           |
| Highest Price     | CA $752           |

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