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Top Legacy Trail hotels

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
$834 nightly
The price is $942 total per night from Aug 20 to Aug 21
$942 total
Aug 20 - Aug 21
Total includes taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised ...
"Amazing"

Reviewed on Jul 22, 2025

The St. Regis Longboat Key Resort
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $197 total per night from Jul 31 to Aug 1
$197 total
Jul 31 - Aug 1
Total includes taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free ...
"Excellent Service"

Reviewed on Jul 21, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Aug 3 to Aug 4
$185 total
Aug 3 - Aug 4
Total includes taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and ...
"We absolutely loved our stay! Location and beach access was perfect, the new pool was gorgeous and the staff was excellent! We’ll definitely visit again! I forgot a bag in our room after checking out and they called me immediately to let me know!"

Reviewed on Jul 22, 2025

Tropical Beach Resorts
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Aug 3 to Aug 4
$97 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Great place to stay
"Was amazing"

Reviewed on Jul 22, 2025

Kompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $227 total per night from Jul 27 to Jul 28
$227 total
Jul 27 - Jul 28
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. ...
"We’ll visit again"

Reviewed on Jul 22, 2025

The Westin Sarasota
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Aug 4 to Aug 5
$190 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Always a pleasure to revisit this hotel, nice and clean and friendly stuff"

Reviewed on Jul 22, 2025

Embassy Suites by Hilton Sarasota, FL
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Aug 3 to Aug 4
$124 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Great place i loved it."

Reviewed on Jul 21, 2025

DoubleTree by Hilton Sarasota Bradenton Airport
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr, Sarasota, FL
Fully refundableReserve now, pay when you stay
$305 nightly
The price is $345 total per night from Aug 10 to Aug 11
$345 total
Aug 10 - Aug 11
Total includes taxes and fees
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
"Lido Beach Resort was exactly what we needed for our anniversary celebration as well as our “Babymoon”! The resort was easy to navigate and our room was spacious and comfortable. The entire staff members (both on property and the beach) were friendly and knowledgeable in helping us in any way possible. ..."

Reviewed on Jul 23, 2025

Lido Beach Resort
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $121 total per night from Aug 4 to Aug 5
$121 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
"We love this property!"

Reviewed on Jul 22, 2025

Spark by Hilton Sarasota Siesta Key Gateway
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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.

Recent Legacy Trail hotel reviews by fellow wanderers

Lido Beach Resort

Lido Beach Resort

5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Lido Beach Resort was exactly what we needed for our anniversary celebration as well as our “Babymoon”! The resort was easy to navigate and our room was spacious and comfortable. The entire staff members (both on property and the beach) were friendly and knowledgeable in helping us in any way possible. We really appreciated the transportation to St. Armand’s Circle. Overall, we felt so relaxed and can’t wait to come back in the future!"
A verified traveler stayed at Lido Beach Resort
Lido Beach Resort
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