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.
2.0-star property
Mar Bay Motel &Suites
8.6/10 Excellent! (79 reviews)
Aug 16 - Aug 21
5 night stay
New York (NYC) to Tampa (TPA)
Frontier Airlines • Non-stop • Coach
Tampa (TPA) to New York (NYC)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $738, price is now $499 per person
$499
per person
found 1 day ago
4.0-star property
The Avalon Club
9.4/10 Exceptional! (538 reviews)
Jul 26 - Jul 30
4 night stay
Detroit (DTW) to Tampa (TPA)
Delta • Coach
Tampa (TPA) to Detroit (DTW)
Southwest Airlines • Coach
Save 100% on your flight
Price was $2,118, price is now $1,418 per person
$1,418
per person
found 1 day ago
A lot of attention to detail, high quality space with quality things like bedsheets, mattress and pillows. Above all.. incredible staff! Very friendly and thoughtful.
Reviewed on Mar 28, 2026
3.5-star property
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
9.8/10 Exceptional! (347 reviews)
Aug 18 - Aug 21
3 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,734, price is now $1,186 per person
$1,186
per person
found 1 day ago
More hotel, less resort feel, and on-site food options were limited but good. Gym was basic.
Reviewed on May 14, 2026
3.0-star property
Cedar Cove Resort and Cottages
9.2/10 Wonderful! (515 reviews)
Jun 25 - Jun 29
4 night stay
Detroit (DTW) to Tampa (TPA)
Delta • Coach
Tampa (TPA) to Detroit (DTW)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,348, price is now $947 per person
$947
per person
found 23 hours ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!
Reviewed on Aug 10, 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
$101 nightly
The price is $114 total per night
$114 total
May 27 - May 28
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
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
Jun 2 - Jun 3
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 concierge services, luggage storage, and securing valuables. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included
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 31 - Jun 1
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
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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