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
voco Sarasota by IHG
Central Sarasota
9/10 Wonderful! (1,012 reviews)
May 14 - May 19
5 night stay
Boston (BOS) to Tampa (TPA)
Delta • Coach
Tampa (TPA) to Boston (BOS)
Frontier Airlines • Coach
Save 100% on your flight
Price was $896, price is now $543 per person
$543
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.
Reviewed on Jun 30, 2024
4.0-star property
The Westin Sarasota
Central Sarasota
9/10 Wonderful! (1,193 reviews)
May 3 - May 8
5 night stay
Boston (BOS) to Tampa (TPA)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $983, price is now $651 per person
$651
per person
found 1 day ago
$50 per valet without other option is too high
Reviewed on Sep 8, 2025
4.0-star property
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
8.2/10 Very Good! (532 reviews)
May 13 - May 17
4 night stay
Boston (BOS) to Tampa (TPA)
Delta • Coach
Tampa (TPA) to Boston (BOS)
Southwest Airlines • Coach
Save 100% on your flight
Price was $990, price is now $706 per person
$706
per person
found 1 day ago
The only thing we didn’t like was being charged 30.00 a day to park. Also bathrooms very dark as were the black hallways.
Reviewed on Nov 12, 2022
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
$152 nightly
The price is $172 total per night
$172 total
Apr 29 - Apr 30
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.
Pool
Hot Tub
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Free Cancellation
11.04 mi from city center
$79 nightly
The price is $89 total per night
$89 total
Apr 26 - Apr 27
Total with taxes and fees
Golden Host Resort - Sarasota features an outdoor pool, free WiFi in public areas, and coffee in a common area. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a library, express check-out, and free newspapers.
Pool
Parking included
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Free Cancellation
Reserve now, pay when you stay
22.55 mi from city center
$203 nightly
The price is $229 total per night
$229 total
Apr 12 - Apr 13
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 securing valuables, luggage storage, and concierge services. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included
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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