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Hotels in Legacy Trail

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Choose from 16162 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
The price is $98 per night from May 11 to May 12
$98
includes taxes & fees
May 11 - May 12
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! (3,847 reviews)
"Upon arrival, I was immediately greeted. Front staff was friendly and welcoming. Easy check in and out process. The facility was beautiful and clean. The room was amazing, spotless. Awesome staff and location. Thank you."

Reviewed on May 2, 2025

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
The price is $101 per night from May 4 to May 5
$101
includes taxes & fees
May 4 - May 5
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! (1,903 reviews)
"Great"

Reviewed on Apr 29, 2025

Golden Host Resort - Sarasota
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 $113 per night from May 20 to May 21
$113
includes taxes & fees
May 20 - May 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! (1,267 reviews)
"Don't believe the pictures that they show on their web site. They do not have a full breakfast it's a cold breakfast. Was very disappointed was expecting a nice breakfast in the morning"

Reviewed on May 2, 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 $214 per night from May 18 to May 19
$214
includes taxes & fees
May 18 - May 19
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! (4,637 reviews)
"The hotel is next to the beach, walking to the beach is easy. A lot of dinning options just several minutes walking away. Even due to cutting the tree we couldn’t park the car next to our room, but the staff offered parking very close by. Front desk was very nice and helpful as well."

Reviewed on Apr 29, 2025

Tropical Beach Resorts
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 $216 per night from May 5 to May 6
$216
includes taxes & fees
May 5 - May 6
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! (1,385 reviews)
overnite
"The hotel is starting to decline. The shower wasn't clean and there were stains on the furniture."

Reviewed on Apr 30, 2025

Compass Hotel by Margaritaville Anna Maria Sound
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
The price is $307 per night from Jun 2 to Jun 3
$307
includes taxes & fees
Jun 2 - Jun 3
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. ...
8.6/10 Excellent! (1,002 reviews)
"Highly recommend"

Reviewed on Apr 28, 2025

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
The price is $182 per night from May 4 to May 5
$182
includes taxes & fees
May 4 - May 5
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! (1,782 reviews)
"Everyone on the staff was friendly and professional"

Reviewed on May 1, 2025

Carlisle Inn
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 May 15 to May 16
$236
includes taxes & fees
May 15 - May 16
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! (1,004 reviews)
Great location, great staff!
"I was born in Sarasota, and this particular location I am very fond of because it's so close to the Van Weizel center and beautiful Sarasota Bay. Staff were great! It happened to be prom week when we were there and also some youngsters from a soccer tournament but everybody was extremely well mannered ..."

Reviewed on Apr 29, 2025

Hyatt Regency Sarasota
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 $201 per night from Jun 1 to Jun 2
$201
includes taxes & fees
Jun 1 - Jun 2
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 ...
9/10 Wonderful! (199 reviews)
"great"

Reviewed on May 1, 2025

Palmetto Marriott Resort & Spa
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 $671 per night from May 28 to May 29
$671
includes taxes & fees
May 28 - May 29
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! (200 reviews)
Perfect location
"Excellent room by the pool, not really a view but easy walk to the beach, probably around 50-60 feet"

Reviewed on Apr 30, 2025

Anna Maria Beach Resort
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
The price is $216 per night from May 11 to May 12
$216
includes taxes & fees
May 11 - May 12
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! (1,404 reviews)
Wonderful!
"We travel quite frequently, and this is probably one of the best hotels we have stayed. The rooms are spacious , beautiful, professional ambiance and great for a business meeting."

Reviewed on May 1, 2025

Embassy Suites by Hilton Sarasota, FL
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 $258 per night from May 18 to May 19
$258
includes taxes & fees
May 18 - May 19
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 ...
9/10 Wonderful! (1,003 reviews)
"Room was comfortable. Bed was comfortable. Clean throughout the facility. Nice sitting area outside. A nice pool and bar area on top....i was unhappy with parking situation. $50 bucks a day."

Reviewed on Apr 29, 2025

The Westin Sarasota
See all 16,162 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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