Go beyond your typical stay in Legacy Trail

Pet friendly

Pool
Check prices for these dates
Our top choices for Legacy Trail hotels

1. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
9.4 out of 10, Exceptional, (6,065 reviews)
$175 nightly
The price is $197
Nov 16 - Nov 17
Total with taxes and fees

2. Kompose Boutique Hotel
Kompose Boutique HotelSarasota
9.2 out of 10, Wonderful, (6,268 reviews)
$58 nightly
The price is $66
Dec 1 - Dec 2
Total with taxes and fees

3. Compass Hotel by Margaritaville Anna Maria Sound
Compass Hotel by Margaritaville Anna Maria SoundBradenton
9.4 out of 10, Exceptional, (2,648 reviews)
$167 nightly
The price is $188
Nov 22 - Nov 23
Total with taxes and fees

4. Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
9.2 out of 10, Wonderful, (1,006 reviews)
$102 nightly
The price is $115
Nov 29 - Nov 30
Total with taxes and fees

5. Lido Beach Resort
Lido Beach ResortLido Key
9.2 out of 10, Wonderful, (1,001 reviews)
$369 nightly
The price is $417
Nov 30 - Dec 1
Total with taxes and fees

6. Cottages at Siesta Key Inn
Cottages at Siesta Key InnSouth Village
8.8 out of 10, Excellent, (297 reviews)
$115 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees

7. Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
8.2 out of 10, Very good, (2,533 reviews)
$90 nightly
The price is $102
Dec 9 - Dec 10
Total with taxes and fees

8. Carlisle Inn
Carlisle InnPinecraft
10.0 out of 10, Exceptional, (2,481 reviews)
$146 nightly
The price is $165
Dec 15 - Dec 16
Total with taxes and fees

9. Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and SuitesSiesta Key Village
9.2 out of 10, Wonderful, (1,199 reviews)
$208 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees

10. Cirque St. Armands Beachside
Cirque St. Armands BeachsideLido Key
9.0 out of 10, Wonderful, (1,004 reviews)
$284 nightly
The price is $321
Nov 16 - Nov 17
Total with taxes and fees

11. Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
8.6 out of 10, Excellent, (1,256 reviews)
$82 nightly
The price is $93
Dec 16 - Dec 17
Total with taxes and fees

12. Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta KeySarasota
8.8 out of 10, Excellent, (2,486 reviews)
$152 nightly
The price is $172
Nov 16 - Nov 17
Total with taxes and fees

13. Tropical Breeze Resort
Tropical Breeze ResortSiesta Key Village
8.8 out of 10, Excellent, (1,033 reviews)
$109 nightly
The price is $123
Dec 16 - Dec 17
Total with taxes and fees

14. 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, (372 reviews)

15. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
9.0 out of 10, Wonderful, (1,805 reviews)
$101 nightly
The price is $114
Nov 29 - Nov 30
Total with taxes and fees

16. The Westin Sarasota
The Westin SarasotaCentral Sarasota
9.2 out of 10, Wonderful, (1,209 reviews)
$231 nightly
The price is $261
Nov 22 - Nov 23
Total with taxes and fees

17. The Ritz-Carlton, Sarasota
The Ritz-Carlton, SarasotaCentral Sarasota
9.2 out of 10, Wonderful, (1,018 reviews)
$567 nightly
The price is $640
Dec 15 - Dec 16
Total with taxes and fees

18. Turtle Beach Resort
Turtle Beach ResortSiesta Key
8.8 out of 10, Excellent, (370 reviews)
$274 nightly
The price is $306
Nov 24 - Nov 25
Total with taxes and fees

20. Inn at the Beach
Inn at the BeachVenice Island
9.8 out of 10, Exceptional, (1,103 reviews)
$175 nightly
The price is $198
Nov 22 - Nov 23
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.
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.




































































































































