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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
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (5,403 reviews)
"Clean room, modern decoration, location, easy check in , friendly staff."

Reviewed on May 23, 2026

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 hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (2,176 reviews)
"The chair in the bedroom was quite uncomfortable. The television service was below average. The shower has no means of support."

Reviewed on May 23, 2026

Compass Hotel by Margaritaville Anna Maria Sound
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
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (2,509 reviews)
"The staff was very helpful. Tyler and Bryan the bartenders were great. They couldn't have been more fun and entertaining. The entire place had a fun retro vibe."

Reviewed on May 22, 2026

Golden Host Resort - Sarasota
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
  • 28 min walk from Siesta Key Beach
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (5,505 reviews)
"Great location just a short walk to the beach and the trolley to take you into the village. Rooms adequate and clean. New pool nicely landscaped and bbq areas with seating Ideal for families"

Reviewed on May 23, 2026

Tropical Beach Resorts
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
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,107 reviews)
"We thoroughly enjoyed our stay. We had a few issues with hot water but that was resolved once we brought it up to the desk. My only downfall is that were a little further from the beach. But there is a ride service offered at the hotel so that helped tremendously. We loved the pool and the pizza ..."

Reviewed on May 22, 2026

Spark by Hilton Sarasota Siesta Key Gateway
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 resort 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. ...
9/10 Wonderful! (1,116 reviews)
"Great location! Will be back for sure!!"

Reviewed on May 23, 2026

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 hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
10/10 Exceptional! (2,360 reviews)
"Rooms are big and clean"

Reviewed on May 23, 2026

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 ...
8.8/10 Excellent! (1,003 reviews)
"The location is the best part-the beach is beautiful. The pools would have been perfect but they had a bug infestation and did not even try to keep the pool cleaned out with the dead ones or the walkways clean of the dead ones. A simple shop vac in the halls would have helped. The food was very good-tiki ..."

Reviewed on May 22, 2026

Lido Beach Resort
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
  • 24 min drive from Siesta Key Beach
Book a stay at this beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,005 reviews)
"My husband and I enjoyed a visit here for his birthday at Zota resort. I will say that we absolutely loved and enjoyed the resort. The room was perfect, the resort was beautiful and throughout our entire stay we remarked often at how amazing the staff was. Specifically the restaurant staff, they ..."

Reviewed on May 23, 2026

Zota Beach Resort
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
  • 12 min drive from Siesta Key Beach
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,194 reviews)
"Everything was amazing!"

Reviewed on May 20, 2026

The Westin Sarasota
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
5450 Bollettieri Blvd. Bradenton FL
  • 31 min drive from Siesta Key Beach
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,005 reviews)
"Great restaurant/bar/meeting area! Nice staff. Shower curtain in our room was dirty, and we asked for it to be changed . They did do it promptly. No ledge for shampoo/ soap, etc. in shower—very inconvenient! Convenient to IMG."

Reviewed on May 23, 2026

Legacy Hotel at IMG Academy
Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
  • 38 min drive from Siesta Key Beach
Book a stay at this beach hotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (945 reviews)
"We loved the pergola at the beach ⛱️"

Reviewed on May 21, 2026

Tortuga Inn Beach Resort
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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Frequently Asked Questions About Legacy Trail hotels

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How many hotels are there in Legacy Trail?

With over 17,646 hotels in Legacy Trail, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $85.

How to find cheap car rentals in Legacy Trail?

Finding a cheap car rental deal in Legacy Trail is as easy as scoring cheap hotels in Legacy Trail. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.