Legacy Trail Vacation Packages
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Top Legacy Trail vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
9.6/10 Exceptional! (294 reviews)
Mar 16 - Mar 20
4 night stay
Detroit (DTW) to Sarasota (SRQ)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,367, price is now $1,306 per person
$1,306
per person
found 20 hours ago
We had a fantastic vacation at the Hyatt. The rooms are immaculate and have everything you need for your vacation. Beach staff was wonderful with daily umbrella service and the continental breakfast was very convenient. We look forward to returning!
Reviewed on May 10, 2025
3.0-star property
Plaza Beach Hotel Beachfront Resort
9/10 Wonderful! (1,000 reviews)
Mar 10 - Mar 17
7 night stay
Detroit (DTW) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,245, price is now $1,841 per person
$1,841
per person
found 23 hours ago
Perfect little spot directly on the beach. Loved the easy access and all of the amenities. We will absolutely stay here again.
Reviewed on Jul 21, 2024
4.0-star property
Compass Hotel by Margaritaville Anna Maria Sound
9.4/10 Exceptional! (1,843 reviews)
Feb 18 - Feb 25
7 night stay
Detroit (DTW) to Sarasota (SRQ)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,867, price is now $1,075 per person
$1,075
per person
found 1 day ago
Beautiful property and location
Reviewed on Aug 7, 2025
Top rated hotels for your Legacy Trail vacation package
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
$70 nightly
The price is $79 total per night
$79 total
Jan 4 - Jan 5
Total with taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 5.35 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
3.9 mi from city center
$164 nightly
The price is $185 total per night
$185 total
Jan 4 - Jan 5
Total with taxes and fees
At Tropical Beach Resorts, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Free Cancellation
Reserve now, pay when you stay
22.58 mi from city center
$237 nightly
The price is $267 total per night
$267 total
Jan 19 - Jan 20
Total with taxes and fees
At Compass Hotel by Margaritaville Anna Maria Sound, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and securing valuables. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.
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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