
Legacy Trail Vacation Packages
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4.0-star property
Ocean Club Treasure Island Hotel
9.6/10 Exceptional! (485 reviews)
Sep 8 - Sep 15
7 night stay
Baltimore (BWI) to Tampa (TPA)
Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
This was our second time staying at this property. We stayed for eight nights this time. The rooms are lovely but our stay was not nearly as enjoyable as the first time a year ago. There were a lot of children there during our stay. It was practically impossible to use the pool because the kids took over with their inflatables and games. We will likely look elsewhere next time due to the volume of children.
Reviewed on Apr 29, 2025

4.0-star property
The Avalon Club
9.6/10 Exceptional! (414 reviews)
Jul 28 - Aug 1
4 night stay
Baltimore (BWI) to Tampa (TPA)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This hotel is very clean. It comes with everything that you can possibly need just like home. Staff is friendly, welcoming and very helpful. I will definitely stay here again.
Reviewed on Jun 7, 2024

4.5-star property
The Pointe Condos by Barsala
Port Tampa City
9/10 Wonderful! (147 reviews)
Sep 4 - Sep 11
7 night stay
Baltimore (BWI) to Sarasota (SRQ)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Reserved a 1 bedroom which wasn't quite adequate. Upgraded to a 2 bedroom which was fantastic.
Reviewed on Oct 25, 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
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. 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

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
3.57 mi from city center
Guests staying at Spark by Hilton Sarasota Siesta Key Gateway enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Hot Tub

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Free Cancellation
Reserve now, pay when you stay
22.58 mi from city center
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
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.