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Hotels in Legacy Trail

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Choose from 16209 Legacy Trail Hotel Deals

Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
  • 20 min drive from Siesta Key Beach
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (3,940 reviews)
"Third year staying on our family vacation Excellent staff and costumer service Only thing I would change would be remove the curtains and add doors to the bathroom"

Reviewed on May 29, 2025

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Kompose Boutique Hotel
Compass Hotel by Margaritaville Anna Maria Sound
Compass Hotel by Margaritaville Anna Maria Sound
4 out of 5
12324 Manatee Avenue West, Bradenton, FL
  • 41 min drive from Siesta Key Beach
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,447 reviews)
"I had an amazing time. The property was clean with an amazing staff. The food was very good. We had the marina view with the outdoor patio and we loved it."

Reviewed on May 27, 2025

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Compass Hotel by Margaritaville Anna Maria Sound
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3 out of 5
6600 S Tamiami Trl, Sarasota, FL
  • 25 min walk from Siesta Key Beach
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (1,339 reviews)
"The check in staff was wonderful and accommodating The hotel was in a close location to the beach and easy to find good restaurants"

Reviewed on May 29, 2025

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Spark by Hilton Sarasota Siesta Key Gateway
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
  • 18 min drive from Siesta Key Beach
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
8.2/10 Very Good! (1,959 reviews)
"The room was so vintage and adorable. Front desk ladies were very pleasant. Will definitely stay here again!"

Reviewed on May 29, 2025

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Golden Host Resort - Sarasota
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 27 min walk from Siesta Key Beach
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,671 reviews)
"Awesome stay. Very accommodating and great location right next to the beach"

Reviewed on May 26, 2025

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Tropical Beach Resorts
Embassy Suites by Hilton Sarasota, FL
Embassy Suites by Hilton Sarasota, FL
3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
  • 12 min drive from Siesta Key Beach
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in ...
8.6/10 Excellent! (1,440 reviews)
"Excellent customer service, clean areas, staff was able to answer questions, the rooms was very nice with a beautiful view, Mr Alvaro in front desk was very gentle and friendly thank you for everything"

Reviewed on May 28, 2025

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Embassy Suites by Hilton Sarasota, FL
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
  • 13 min walk from Siesta Key Beach
Stay at this motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,008 reviews)
"Nicely renovated, clean, comfortable and the staff was very helpful"

Reviewed on May 27, 2025

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Siesta Key Beach Resort and Suites
Carlisle Inn
Carlisle Inn
3.5 out of 5
3727 Bahia Vista, Sarasota, FL
  • 11 min drive from Siesta Key Beach
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.8/10 Exceptional! (1,813 reviews)
"The best ever and nice place to stay, quiet, clean and friendly staff."

Reviewed on May 28, 2025

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Carlisle Inn
Lido Beach Resort
Lido Beach Resort
4 out of 5
700 Benjamin Franklin Dr, Sarasota, FL
  • 8 min drive from Siesta Key Beach
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,001 reviews)
"The resort was beautiful. Very clean. and everyone working there was amazing. I will definitely be back."

Reviewed on May 28, 2025

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Lido Beach Resort
Anna Maria Beach Resort
Anna Maria Beach Resort
3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
  • 45 min drive from Siesta Key Beach
Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (203 reviews)
"What a special and beautiful Resort, we loved it"

Reviewed on May 24, 2025

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Anna Maria Beach Resort
Palmetto Marriott Resort & Spa
Palmetto Marriott Resort & Spa
4.5 out of 5
600 US HIGHWAY 41, Palmetto, FL
  • 42 min drive from Siesta Key Beach
Stay at this 4.5-star luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Manatee County Agricultural Museum ...
9.2/10 Wonderful! (226 reviews)
"Had a very nice weekend with my wife at the new Palmetto Marriott Hotel & Resort. The hotel was very nice. All of the staff were very attentive. The facility has a lot to offer."

Reviewed on May 27, 2025

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Palmetto Marriott Resort & Spa
Pelican Post at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn
3 out of 5
202 1st St N, Bradenton Beach, FL
  • 37 min drive from Siesta Key Beach
Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (271 reviews)
Great stay just a block from the beach.
"It was our first time in Anna Marie Island. We were unsure how it was going to be so soon after the hurricane. They have done an amazing job putting Anna Maria Island back together. We wanted to do our part by supporting local businesses during our stay. Our stay at Pelican Post was in a great area ..."

Reviewed on May 19, 2025

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Pelican Post at Anna Maria Island Inn
See all 16,209 properties in Legacy Trail
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.

Find cheap hotels in Legacy Trail

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