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.
voco Sarasota by IHG
3.5-star property

voco Sarasota by IHG

Central Sarasota
9/10 Wonderful! (1,000 reviews)

Jan 15 - Jan 19

4 night stay

Minneapolis (MSP) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $942, price is now $612 per person
$612
per person
found 1 day ago

Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (604 reviews)

Dec 1 - Dec 6

5 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Coach

Tampa (TPA) to Detroit (DTW)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,704, price is now $1,018 per person
$1,018
per person
found 21 hours ago
Everything was perfect. Clean rooms Great Beach

Reviewed on Oct 25, 2026

Ocean Club Treasure Island Hotel
4.0-star property

Ocean Club Treasure Island Hotel

Sunshine Beach
9.6/10 Exceptional! (1,282 reviews)

Dec 1 - Dec 6

5 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Coach

Tampa (TPA) to Detroit (DTW)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,270, price is now $825 per person
$825
per person
found 23 hours ago
We only book for 1 night which was a bad mistake but you live and learn, next time longer. This is a great hotel and the staff were great and it had everything close. Love the bed it was very comfortable, every room was clean and spacious with the convenience of a washer and dryer. It was right at the beach with easy access as well as the pool. Lots of parking outside and in the garage, nice.

Reviewed on Oct 26, 2026

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (608 reviews)

Dec 30 - Jan 3

4 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,094, price is now $1,410 per person
$1,410
per person
found 10 hours ago
Much more spacious than we expected. Very clean, entire staff were very friendly and knowledgeable. A nice scent was all over the hotel, a nice touch. Definitely would recommend this hotel.

Reviewed on Oct 23, 2026

La Tortuga Historic Downtown Pass A Grille
4.0-star property

La Tortuga Historic Downtown Pass A Grille

Pass-a-Grille
8.8/10 Excellent! (36 reviews)

Jan 7 - Jan 13

6 night stay

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

United • Roundtrip • Coach
Price was $1,655, price is now $1,120 per person
$1,120
per person
found 1 day ago
Such a beautiful place!!! My only recommendation is they need to lock the gates at the pool! We left at 3:30 am and there were 3 people swimming in the pool… they took off running away when they saw us, so definitely not guests!!! The property is so beautiful and well cared for that I’d hate to see someone destroy something!

Reviewed on Oct 18, 2026

Top rated hotels for your Legacy Trail vacation package

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Free Cancellation
Reserve now, pay when you stay
47.57 mi from city center
$220 nightly
The price is $248 total per night
$248 total
Nov 25 - Nov 26
Total with taxes and fees
At Hyatt Regency Orlando International Airport, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. Parking is available for USD 19 per night (USD 25 per night for valet parking), and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include conference space, a 24-hour business center, and a computer station.
Pool
Free WiFi
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Free Cancellation
Reserve now, pay when you stay
40.7 mi from city center
$111 nightly
The price is $125 total per night
$125 total
Nov 16 - Nov 17
Total with taxes and fees
Guests of Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando enjoy 6 outdoor pools, a children's pool, and a gym. Self parking is offered for USD 42.60 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and securing valuables. Other amenities at this family-friendly aparthotel include 8 hot tubs, a sauna, and outdoor tennis courts.
Pool
Hot Tub
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Free Cancellation
Reserve now, pay when you stay
42.98 mi from city center
$96 nightly
The price is $108 total per night
$108 total
Nov 19 - Nov 20
Total with taxes and fees
Marriott's Grande Vista features a golf course, a full-service spa, and 4 outdoor pools. Self parking is offered for USD 31.95 per night. Front-desk staff can answer questions 24/7, and assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this spa aparthotel include a children's pool, a 24-hour gym, and 4 hot tubs.
Pool
Hot Tub
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