Legacy Trail Vacation Packages

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Hibiscus Suites - Gateway to Siesta Key
2.5-star property

Hibiscus Suites - Gateway to Siesta Key

8.8/10 Excellent! (2,455 reviews)

Nov 6 - Nov 10

4 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $635, price is now $398 per person
$398
per person
found 1 day ago
Everybody at the front desk was great and accommodating. It’s a basic room but has the features you need and a pool and walking distance to Siesta Key. It is not the Ritz Carlton, but it has what you need.

Reviewed on Oct 3, 2026

Ocean Club Treasure Island Hotel
4.0-star property

Ocean Club Treasure Island Hotel

Sunshine Beach
9.6/10 Exceptional! (1,236 reviews)

Nov 11 - Nov 18

7 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,418, price is now $783 per person
$783
per person
found 1 day ago
Room, pool and bar were amazing. My only complaint was beach too far to walk for afew of the others. Had to buy beach chairs as there were none at beach unless you paid a third party.

Reviewed on Oct 3, 2026

Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (603 reviews)

Nov 11 - Nov 16

5 night stay

Detroit (DTW) to Tampa (TPA)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,813, price is now $1,088 per person
$1,088
per person
found 9 hours ago
Best place to stay on island!

Reviewed on Oct 1, 2026

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (605 reviews)

Dec 23 - Dec 27

4 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,910, price is now $1,858 per person
$1,858
per person
found 1 day ago
The place was so clean and put together. I would recommend this place to anyone.

Reviewed on Oct 1, 2026

CW Resort
4.0-star property

CW Resort

9.4/10 Exceptional! (188 reviews)

Nov 8 - Nov 14

6 night stay

Detroit (DTW) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,048, price is now $672 per person
$672
per person
found 1 day ago
The rooms are very nice and clean. There is a pleasant aroma when you enter the building and all through the resort. The food is excellent with excellent prices. I would definitely stay again.

Reviewed on Oct 2, 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
$219 nightly
The price is $246 total per night
$246 total
Oct 5 - Oct 6
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 tours or tickets, dry cleaning/laundry, and securing valuables. 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
$137 nightly
The price is $154 total per night
$154 total
Oct 25 - Oct 26
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 31.95 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and concierge services. Other amenities at this family-friendly aparthotel include 8 hot tubs, a sauna, and outdoor tennis courts.
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
Free Cancellation
Reserve now, pay when you stay
162 mi from city center
$339 nightly
The price is $386 total per night
$386 total
Oct 4 - Oct 5
Total with taxes and fees
Guests of Fontainebleau Miami Beach have access to a full-service spa, 4 outdoor pools, and a nightclub. Valet parking is available for USD 100 per day, and there's also limo/town car service. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include a gym, a sauna, and free WiFi in public areas.
Pool
Hot Tub
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