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Our top choices for Legacy Trail hotels

Tropical Beach Resorts
Tropical Beach ResortsSouth Village
9.4 out of 10, Exceptional, (5,644 reviews)
$175 nightly
The price is $198
Aug 9 - Aug 10
Total with taxes and fees

Kompose Boutique Hotel
Kompose Boutique HotelSarasota
9.2 out of 10, Wonderful, (5,654 reviews)
$75 nightly
The price is $85
Jul 12 - Jul 13
Total with taxes and fees

Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
9.2 out of 10, Wonderful, (1,011 reviews)
$152 nightly
The price is $172
Jul 20 - Jul 21
Total with taxes and fees

Compass Hotel by Margaritaville Anna Maria Sound
Compass Hotel by Margaritaville Anna Maria SoundBradenton
9.4 out of 10, Exceptional, (2,350 reviews)
$191 nightly
The price is $215
Jul 21 - Jul 22
Total with taxes and fees

Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
8.4 out of 10, Very Good, (2,239 reviews)
$111 nightly
The price is $126
Aug 5 - Aug 6
Total with taxes and fees

Azul Resort Siesta Key
Azul Resort Siesta KeySouth Village
9.0 out of 10, Wonderful, (198 reviews)
$154 nightly
The price is $174
Aug 10 - Aug 11
Total with taxes and fees

Lido Beach Resort
Lido Beach ResortLido Key
9.0 out of 10, Wonderful, (1,018 reviews)
$319 nightly
The price is $360
Aug 9 - Aug 10
Total with taxes and fees

Tropical Breeze Resort
Tropical Breeze ResortSiesta Key Village
9.0 out of 10, Wonderful, (1,017 reviews)
$225 nightly
The price is $254
Aug 10 - Aug 11
Total with taxes and fees

Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta KeySarasota
8.6 out of 10, Excellent, (2,366 reviews)
$127 nightly
The price is $144
Aug 4 - Aug 5
Total with taxes and fees

Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and SuitesSiesta Key Village
9.0 out of 10, Wonderful, (1,152 reviews)
$223 nightly
The price is $252
Aug 9 - Aug 10
Total with taxes and fees

Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
8.8 out of 10, Excellent, (1,212 reviews)
$105 nightly
The price is $119
Aug 9 - Aug 10
Total with taxes and fees

Carlisle Inn
Carlisle InnPinecraft
10.0 out of 10, Exceptional, (2,407 reviews)
$143 nightly
The price is $162
Aug 2 - Aug 3
Total with taxes and fees

Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
9.0 out of 10, Wonderful, (1,764 reviews)
$96 nightly
The price is $108
Aug 2 - Aug 3
Total with taxes and fees

The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation ClubSouth Village
9.6 out of 10, Exceptional, (364 reviews)

Embassy Suites by Hilton Sarasota, FL
Embassy Suites by Hilton Sarasota, FLCentral Sarasota
8.8 out of 10, Excellent, (1,690 reviews)
$163 nightly
The price is $185
Aug 2 - Aug 3
Total with taxes and fees

Cirque St. Armands Beachside
Cirque St. Armands BeachsideLido Key
8.8 out of 10, Excellent, (1,011 reviews)
$304 nightly
The price is $344
Jul 12 - Jul 13
Total with taxes and fees

Siesta Key Beachside Villas
Siesta Key Beachside VillasSiesta Key Village
9.0 out of 10, Wonderful, (1,005 reviews)
$251 nightly
The price is $283
Jul 13 - Jul 14
Total with taxes and fees

The Westin Sarasota
The Westin SarasotaCentral Sarasota
9.2 out of 10, Wonderful, (1,171 reviews)
$201 nightly
The price is $227
Jul 12 - Jul 13
Total with taxes and fees

Turtle Beach Resort
Turtle Beach ResortSiesta Key
8.8 out of 10, Excellent, (356 reviews)
$256 nightly
The price is $286
Jul 29 - Jul 30
Total with taxes and fees

The Ritz-Carlton, Sarasota
The Ritz-Carlton, SarasotaCentral Sarasota
9.2 out of 10, Wonderful, (1,003 reviews)
$557 nightly
The price is $629
Jul 12 - Jul 13
Total with taxes and fees
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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Learn more about Legacy Trail
Cycle, walk or run the entire length or part of this popular trail. Exit onto junctions to experience a number of environments.

Top Legacy Trail Hotel Reviews
More cheap stays in Legacy Trail

Ramada by Wyndham Miami Springs/Miami International Airport
5001 NW 36th St. Miami Springs FL
$63 nightly
The price is $71 total per night from Jul 21 to Jul 22
$71 total
Jul 21 - Jul 22
Total with taxes and fees
8.2/10 Very Good! (6,521 reviews)
Hotels in Legacy Trail with star-rating

5 Star Hotels
2 properties
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