Legacy Trail Vacations from $690

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The Latest Legacy Trail vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Avalon Club
Landing Bradenton Near G.T. Bray Park
Landing St. Petersburg Near South Branch Potomac River
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Legacy Trail Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $113 total per night from Jun 23 to Jun 24
$113 total
Jun 23 - Jun 24
Total with taxes and fees
9.2/10 Wonderful! (5,409 reviews)
"Beautiful!"

Reviewed on May 24, 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
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $229 total per night from Jun 1 to Jun 2
$229 total
Jun 1 - Jun 2
Total with taxes and fees
9.4/10 Exceptional! (2,182 reviews)
"The property was very nice and the hotel was perfect. Very close to everything."

Reviewed on May 24, 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
Fully refundable
$73 nightly
The price is $83 total per night from Jun 14 to Jun 15
$83 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (2,513 reviews)
"Really decent motel."

Reviewed on May 24, 2026

Golden Host Resort - Sarasota
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.