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! (1,006 reviews)
Jun 25 - Jun 28
3 night stay
Cleveland (CLE) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $513, price is now $318 per person
$318
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
3.5-star property
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
9.8/10 Exceptional! (327 reviews)
May 9 - May 16
7 night stay
Cleveland (CLE) to Sarasota (SRQ)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,347, price is now $2,075 per person
$2,075
per person
found 9 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
Kompose Boutique Hotel
9.2/10 Wonderful! (5,207 reviews)
Jul 2 - Jul 6
4 night stay
Cleveland (CLE) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,011, price is now $652 per person
$652
per person
found 1 day ago
Beds were soooo comfy. Breakfast so good. Nice and close to the airport but no noise at all. Highly recommend.
Reviewed on Apr 3, 2026
4.0-star property
Ocean Club Treasure Island Hotel
Sunshine Beach
9.6/10 Exceptional! (876 reviews)
May 22 - May 25
3 night stay
Cleveland (CLE) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,172, price is now $775 per person
$775
per person
found 1 day ago
Great spot, had a great time
Reviewed on Dec 4, 2025
Top rated hotels for your Legacy Trail vacation package
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Free Cancellation
11.04 mi from city center
$75 nightly
The price is $85 total per night
$85 total
May 3 - May 4
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
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
$128 nightly
The price is $144 total per night
$144 total
Apr 9 - Apr 10
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.
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
$211 nightly
The price is $239 total per night
$239 total
Apr 14 - Apr 15
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.
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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