Find hotels in Legacy Trail, FL from $65

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Our top choices for Legacy Trail hotels

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,065 reviews)
"Great resort and location!"
United States
Christine
$175 nightly
The price is $197
Nov 16 - Nov 17
Total with taxes and fees
Tropical Beach Resorts

2. Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (6,268 reviews)
"Friendly staf., good breakfast ."
United States
Antonio
$58 nightly
The price is $66
Dec 1 - Dec 2
Total with taxes and fees
Kompose Boutique Hotel

3. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (2,648 reviews)
"Very nice hotel, great breakfast and great happy hour."
United States
Grisel
$167 nightly
The price is $188
Nov 22 - Nov 23
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound

4. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1,006 reviews)
"Loved this resort, friendly staff, large rooms, close to beach and to Sarasota, nice pool, fully equipped kitchen. Would definitely recommend"
Canada
CATHERINE
$102 nightly
The price is $115
Nov 29 - Nov 30
Total with taxes and fees
Siesta Key Palms Resort

5. Lido Beach Resort

Lido Beach Resort
5.0 star property
Lido Key
9.2 out of 10, Wonderful, (1,001 reviews)
"Awesome place to stay and beach is fabulous"
United States
Bryan
$369 nightly
The price is $417
Nov 30 - Dec 1
Total with taxes and fees
Lido Beach Resort

6. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (297 reviews)
"Basic no frills place to stay."
United States
Richard
$115 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees
Cottages at Siesta Key Inn

7. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.2 out of 10, Very good, (2,533 reviews)
"Will stay there again."
United States
kathryn
$90 nightly
The price is $102
Dec 9 - Dec 10
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway

8. Carlisle Inn

Carlisle Inn
3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2,481 reviews)
"Great stay"
United States
Mateusz
$146 nightly
The price is $165
Dec 15 - Dec 16
Total with taxes and fees
Carlisle Inn

9. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.2 out of 10, Wonderful, (1,199 reviews)
"Awesome place. Beach was steps away and the hotel had wagons , beach chairs and coolers to use. I would definitely stay here again."
United States
Brandon
$208 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Siesta Key Beach Resort and Suites

10. Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
9.0 out of 10, Wonderful, (1,004 reviews)
"Great stay"
United States
Christopher
$284 nightly
The price is $321
Nov 16 - Nov 17
Total with taxes and fees
Cirque St. Armands Beachside

11. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,256 reviews)
"loved out stay in that hotel"
United States
Ivy
$82 nightly
The price is $93
Dec 16 - Dec 17
Total with taxes and fees
Casey Key Resorts - Mainland

12. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,486 reviews)
"This place was perfect!"
United States
Kat
$152 nightly
The price is $172
Nov 16 - Nov 17
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

13. Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
8.8 out of 10, Excellent, (1,033 reviews)
"Awesome stay!"
United States
Matthew
$109 nightly
The price is $123
Dec 16 - Dec 17
Total with taxes and fees
Tropical Breeze Resort

14. The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (372 reviews)
"Great place to stay with a family."
United States
David
The Residences at Siesta Key Beach by Hyatt Vacation Club

15. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,805 reviews)
"Nice location nice rooms friendly night staff"
United States
Jymieka
$101 nightly
The price is $114
Nov 29 - Nov 30
Total with taxes and fees
Comfort Suites Sarasota - Siesta Key

16. The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.2 out of 10, Wonderful, (1,209 reviews)
"Great place"
United States
Mariuxi
$231 nightly
The price is $261
Nov 22 - Nov 23
Total with taxes and fees
The Westin Sarasota

17. The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
5.0 star property
Central Sarasota
9.2 out of 10, Wonderful, (1,018 reviews)
"The staff was professional and extremely helpful! The grounds and room was clean and well maintained!"
United States
Patricia
$567 nightly
The price is $640
Dec 15 - Dec 16
Total with taxes and fees
The Ritz-Carlton, Sarasota

18. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (370 reviews)
"This is a really charming property right on the bay with a small pool and really nice staff. We had a lovely stay. We enjoyed the pool and kayaks with baby dolphins jumping right off the dock 🐬"
United States
Noelle
$274 nightly
The price is $306
Nov 24 - Nov 25
Total with taxes and fees
Turtle Beach Resort

19. The Capri at Siesta

The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (860 reviews)
"Lovely location to visit"
United States
Elijah
The Capri at Siesta

20. Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,103 reviews)
"Great location Great amenities Wonderful staff Super clean Just a wonderful experience for 75th BD getaway."
United States
Dennis
$175 nightly
The price is $198
Nov 22 - Nov 23
Total with taxes and fees
Inn at the Beach
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.

A paved road flanked by dense tropical vegetation.

Top Legacy Trail Hotel Reviews