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Hotels in Legacy Trail

Choose from 16094 Legacy Trail Hotel Deals

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
The price is $101 per night from May 1 to May 2
$101
includes taxes & fees
May 1 - May 2
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! (1,814 reviews)
"Not what we expected"

Reviewed on Mar 29, 2025

Golden Host Resort - Sarasota
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
  • 20 min drive from Siesta Key Beach
The price is $118 per night from May 1 to May 2
$118
includes taxes & fees
May 1 - May 2
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! (3,681 reviews)
"Positives: Great style and vibe, very clean, quiet , comfy beds. Needs improvement: Separate toilet closet with shared shower sliding door with outside sink was not convenient. Breakfast had a good variety, but no real fruit juices or fresh fruit."

Reviewed on Mar 30, 2025

Kompose Boutique Hotel
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
The price is $182 per night from Apr 20 to Apr 21
$182
includes taxes & fees
Apr 20 - Apr 21
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! (1,206 reviews)
"Safe was friendly, room was clean and quiet pool/bar was wonderful"

Reviewed on Mar 30, 2025

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
The price is $252 per night from May 1 to May 2
$252
includes taxes & fees
May 1 - May 2
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! (4,603 reviews)
"Had a great stay. Perfect area for relaxing and plenty of walkable destinations for shopping and eating along with lots of different transportation to the village. Did not like they had no chairs for their beach area except for rentals."

Reviewed on Mar 29, 2025

Tropical Beach Resorts
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
The price is $148 per night from Apr 6 to Apr 7
$148
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4.5-star luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Palmetto Historical Park and Manatee ...
9.2/10 Wonderful! (154 reviews)
"Love that there are six pickelball courts here and two great restaurants. We arrived late but no need to leave here"

Reviewed on Mar 29, 2025

Palmetto Marriott Resort & Spa
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
The price is $243 per night from May 1 to May 2
$243
includes taxes & fees
May 1 - May 2
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! (1,320 reviews)
Anna Marie alternative
"Great property in a convenient location. All the comforts of a hotel but still close to Anna Marie Island. Nice pool with food and drink service. They have bikes to ride over to AMI. The woman who works the desk day shift was extremely pleasant, knowledgeable and helpful. Thank you again."

Reviewed on Mar 31, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Lantern Inn & Suites
Lantern Inn & Suites
2.5 out of 5
7251 N Tamiami Trl, Sarasota, FL
  • 25 min drive from Siesta Key Beach
The price is $101 per night from May 1 to May 2
$101
includes taxes & fees
May 1 - May 2
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions ...
8.8/10 Excellent! (1,029 reviews)
"It was a nice clean enjoyable stay"

Reviewed on Mar 30, 2025

Lantern Inn & Suites
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
The price is $745 per night from Apr 2 to Apr 3
$745
includes taxes & fees
Apr 2 - Apr 3
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! (193 reviews)
"This was a beautiful property...understated elegance. Very clean, well maintained with great amenities. The reception staff was wonderful and I can't wait to go back. A beautiful gem!"

Reviewed on Mar 31, 2025

Anna Maria Beach Resort
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
  • 13 min drive from Siesta Key Beach
The price is $236 per night from Apr 21 to Apr 22
$236
includes taxes & fees
Apr 21 - Apr 22
Book a stay at this eco-certified hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (1,006 reviews)
Beautiful spot
"Beautiful spot to stay while we attended a function at Marina Jack’s. We took a $2 shuttle bus from Sarasota Airport (about 10 minute trip). When it came time to go to the marina, we decided to walk which only took about 15 minutes. Friendly people, great service. While i agree with other reviewers ..."

Reviewed on Mar 27, 2025

Hyatt Regency Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport
DoubleTree by Hilton Sarasota Bradenton Airport
4 out of 5
8009 15th Street E, Sarasota, FL
  • 22 min drive from Siesta Key Beach
The price is $164 per night from May 1 to May 2
$164
includes taxes & fees
May 1 - May 2
Stay at this 4-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,210 reviews)
"Our family enjoyed the privacy and kindness by the staff. The warm cookies were a nice surprise upon arrival."

Reviewed on Mar 29, 2025

DoubleTree by Hilton Sarasota Bradenton Airport
The Westin Sarasota
The Westin Sarasota
4 out of 5
100 Marina View Drive, Sarasota, FL
  • 12 min drive from Siesta Key Beach
The price is $292 per night from Apr 21 to Apr 22
$292
includes taxes & fees
Apr 21 - Apr 22
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,004 reviews)
"They have a van you can take to Main Street, Sarasota... The same van will pick you up to return to the hotel."

Reviewed on Mar 29, 2025

The Westin Sarasota
Carlisle Inn
Carlisle Inn
3.5 out of 5
3727 Bahia Vista, Sarasota, FL
  • 11 min drive from Siesta Key Beach
The price is $182 per night from Apr 27 to Apr 28
$182
includes taxes & fees
Apr 27 - Apr 28
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! (1,755 reviews)
"2nd stay here. Will tell all I know about it. Love it for all the reasons I checked above❤️"

Reviewed on Mar 28, 2025

Carlisle Inn
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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