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Hotels in Legacy Trail

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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! (3,953 reviews)
"We love staying at this hotel. We stayed there two times so far very clean very modern comfortable stay decent breakfast in the morning. Only thing I would say if there was two sliding doors for covering bathroom and the toilet instead of one shared one between the two."

Reviewed on Jun 1, 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 ...
9.4/10 Exceptional! (1,455 reviews)
"Excellent hotel! Amazing pool, great complimentary breakfast with a ton of options and friendly staff. Cindy, the server in the pool area, was very outgoing and attentive! I also appreciated all the extra touches around the lobby/pool area like the hammocks and extra seating. The hotel was clean ..."

Reviewed on May 31, 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! (1,349 reviews)
"Staff was professional & courteous. The complimentary breakfast had good options and was good. Near to Siesta Key Beach, shopping and restaurants. Rooms were cleaned daily and refreshed with clean towels. Nice pool side bar."

Reviewed on Jun 1, 2025

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Spark by Hilton Sarasota Siesta Key Gateway
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! (4,677 reviews)
"Been coming here for almost 15 years and you would think that they would be more kind at the front desk to repeat guests"

Reviewed on May 29, 2025

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Tropical Beach Resorts
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! (1,970 reviews)
"Only like 15 minutes from beach"

Reviewed on Jun 1, 2025

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Golden Host Resort - Sarasota
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! (1,449 reviews)
Great stay for family of 6!
"Greqt stay for family of 6. Ages ranging from 5-48. Accommodations were great, staff wqs very helpful and friendly, loved the distnace to the trolley, downtown was a short nice walk, library a block away and is a beautiful architectural building must see (ladies there were great and full of info). ..."

Reviewed on May 30, 2025

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Embassy Suites by Hilton Sarasota, FL
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! (1,819 reviews)
"This hotel was wonderful!! Very clean, very pretty with Amish decor. Beds were comfy, shower great and breakfast hit the stop!! I will be back"

Reviewed on May 31, 2025

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Carlisle Inn
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! (1,000 reviews)
"The staff were awesome. Location was great. We had a great time and would definitely go back."

Reviewed on May 29, 2025

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Siesta Key Beach Resort and Suites
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! (205 reviews)
"Very nice place to stay with the family, great experience and good costume services."

Reviewed on May 29, 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 ...
9/10 Wonderful! (230 reviews)
"I stay frequently at Marriotts and I did not like that there wasn't a microwave and no business center. Made it very inconvenient for my longer stay. They staff was very nice."

Reviewed on May 30, 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! (272 reviews)
We love Ana Maria Island and the Pelican Post!
"My husband and I have stayed at the pelican Post many times but this was our first visit after hurricane Helene and Milton. We were SO HAPPY to see that the hotel look just as good as it did before! The booking process was smooth and thanks to the girl who checked us in, our stay was made even better! ..."

Reviewed on May 28, 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.

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