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Choose from 17664 Legacy Trail Hotel Deals
Kompose Boutique Hotel
"Excellent customer services , Beautiful Boutique Hotel and food is really Good ."
Reviewed on May 29, 2026
Compass Hotel by Margaritaville Anna Maria Sound
"Excellent pool waitress Cindy ! Clean rooms slow elevator great front desk day manager"
Reviewed on May 28, 2026
Golden Host Resort - Sarasota
"First night was great, second night, same room I had to put a chair in front of door for it to stop rattling all night from ac unit outside. As for the beloved oldest tiki bar in Florida , bahi hut., Wow! they managed to ruin such an historic place. Drinks are expensive a watered down pre-mixed juices. ..."
Reviewed on May 28, 2026
Tropical Beach Resorts
"I was quite impressed how nice and clean the room was and the property in general. Very convenient to the beach and the overall price I think, very comparable to others. The trolley pickups nearby meant I parked the car and didn't have to get it out until we left. Would love to stay again. The beach ..."
Reviewed on May 28, 2026
Spark by Hilton Sarasota Siesta Key Gateway
"We enjoyed our stay, Kristin at the front desk was immensely helpful with restaurant recommendations."
Reviewed on May 28, 2026
Siesta Key Beach Resort and Suites
"Tiki bar closes a little earlier than we thought. The renovated room we got was great right next to the pool and the hotel being 100ft to the beach was perfect for me proposing to my girlfriend. The parking is a little weird being halfway in the street and not very clear where else to park when the ..."
Reviewed on May 28, 2026
Zota Beach Resort
"Amazing beach - all rooms get 2 lounge chairs and 1 umbrella included but could pay the cabana guys for more stuff. Great pool and outdoor bar. Highly staffed with experienced workers. Very clean rooms. Would recommend. Saw a wedding happening- looked amazing."
Reviewed on May 26, 2026
Lido Beach Resort
"My first stay and everything was perfect. I will come back again."
Reviewed on May 29, 2026
Carlisle Inn
"Very clean, helpful staff, pool and hot tub awesome. Completely enjoyed our stay."
Reviewed on May 28, 2026
The Westin Sarasota
"Beautiful hotel!!"
Reviewed on May 27, 2026
Azul Resort Siesta Key
"Place clean and close to the beach. We definitely will be back."
Reviewed on May 29, 2026
The St. Regis Longboat Key Resort
"Lovely new five star resort, great room designs w ocean views and great pools. Only issue was getting reservations at the steak restaurant so make sure you book before you arrive."
Reviewed on May 14, 2026
Find cheap hotels in Legacy Trail
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Frequently Asked Questions About Legacy Trail hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Legacy Trail?
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