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Legacy Trail Vacation Packages

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A wooden pathway surrounded by dense greenery and trees.

Legacy Trail
Florida
United States of America
North America
Hotwire.com

Legacy Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

ChartHouse Clearwater Beach Marina Hotel

2 out of 5

Price was $549, price is now $298 per person

$298

per person

Sep 25 - Sep 28

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Excelente servicio un lugar tranquilo hermoso para pasar en pareja o familia

Reviewed on Aug 23, 2026

Ocean Club Treasure Island Hotel

4 out of 5

Save 100% on your flight

Price was $1,429, price is now $817 per person

$817

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

New York (JFK) to Tampa (TPA)

Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

GALAXY HOTEL

2 out of 5

Save 100% on your flight

Price was $618, price is now $397 per person

$397

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Tropicana Field and Tampa Bay are located nearby.

没有停车位

Reviewed on Aug 24, 2026

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5

Save 100% on your flight

Price was $695, price is now $457 per person

$457

per person

Oct 6 - Oct 10

found 15 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Tampa (TPA)

Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

We had a wonderful stay at the hibiscus Inn. The property and room was extremely clean and was conveniently located to shops and restaurants. The staff were very nice and accommodating to our short notice of needing to find somewhere to stay for the night. Would highly recommend!!!

Reviewed on Aug 24, 2026

The Hotel Zamora

4 out of 5

Save 100% on your flight

Price was $753, price is now $497 per person

$497

per person

Oct 2 - Oct 6

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.

The hotel is beautiful and very clean. Great amenities, close to great restaurants and beautiful stretch of the beach. Lovely service, staff weee friendly and very helpful. Rachel at the hotel restaurant was amazing. We had a beautiful weekend. Will definitely visit again.

Reviewed on Aug 21, 2026

Cedar Cove Resort and Cottages

3 out of 5

Save 100% on your flight

Price was $1,187, price is now $784 per person

$784

per person

Oct 24 - Oct 27

found 6 hours ago

Roundtrip flight included

Hartford (BDL) to Tampa (TPA)

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Manatee Public Beach are located nearby.

The beach view was great. Just steps away. Our room was very clean and smelled refreshing when entering. Staff was very helpful. We will be back

Reviewed on Aug 22, 2026

The Inn on Third

2 out of 5

Save 100% on your flight

Price was $544, price is now $360 per person

$360

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this hotel in St. Petersburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tropicana Field and Tampa Bay are located nearby.

CW Resort

4 out of 5

Save 100% on your flight

Price was $508, price is now $339 per person

$339

per person

Sep 25 - Sep 28

found 14 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Excellent experience! The resort apartment was very clean, spacious, and comfortable. Everything was in great condition, and we had a wonderful and relaxing stay. I highly recommend it and would definitely stay here again!

Reviewed on Aug 24, 2026