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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
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! (5,344 reviews)
Hidden gem of a hotel with a wonderful staff, but Julio truly stood out. He consistently went above and beyond with his warmth, kindness, and helpful recommendations, making guests feel genuinely valued. His people skills and thoughtful gestures, especially on Mother’s Day, made a lasting impression. ...

Reviewed on May 14, 2026

Kompose Boutique Hotel
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 ...
8.4/10 Very Good! (2,462 reviews)
The room was spacious for two queen beds with two people. The woman on duty when we arrived on our first day was delightful.

Reviewed on May 14, 2026

Golden Host Resort - Sarasota
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! (2,156 reviews)
Excellent hotel clean room very good breakfast. Super staff.

Reviewed on May 12, 2026

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
  • 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! (5,483 reviews)
This was such a great place to stay. The pool was GREAT and the beach access was fantastic

Reviewed on May 14, 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! (2,076 reviews)
Clean room and Friendly Staff

Reviewed on May 14, 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! (1,114 reviews)
We loved it - it was amazing. I would recommend this place again. It was close to everything all within walking distance.

Reviewed on May 13, 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! (2,340 reviews)
Excellent value. Very clean and well maintained, with polite and professional staff. Good fitness facility and swimming pool. Great for families and business travelers.

Reviewed on May 13, 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! (1,002 reviews)
Everything was great, rooms a nice size, full size fridge, clean, friendly staff, awesome Tiki Bar. Would stay here again.

Reviewed on May 14, 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 ...
9/10 Wonderful! (1,001 reviews)
The food at the restaurant was excellent the room was very big the bathroom was small and needs refurbishing some of the staff were wonderful the check-in and checkout people not the nicest

Reviewed on May 10, 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! (1,191 reviews)
Loved the location and the roof top pool and bar!!

Reviewed on May 6, 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! (1,001 reviews)
Parking is free and safe!

Reviewed on May 12, 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! (934 reviews)
Love the location! Close to the beach, pool, etc. Beds were great, unit was fully stocked and the furniture was nice. The only downside was the blinds/curtains in our unit (121). They offer no privacy and we were on a very busy first floor unit.

Reviewed on May 14, 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?

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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.