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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.

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5

Save 100% on your flight

Price was $358, price is now $227 per person

$227

per person

Sep 14 - Sep 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Hotel appears to be getting some upgrades. The room was clean. Full living room with separate bedroom. Towel rack was falling off the wall, In room safe did not work. But the room was clean. A/C worked well. Staff was very accomidating.

Reviewed on Jul 23, 2026

Cedar Cove Resort and Cottages

3 out of 5

Save 100% on your flight

Price was $747, price is now $437 per person

$437

per person

Sep 17 - Sep 20

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) 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 Bean Point Beach are located nearby.

The staff was excellent! Our accommodations were very nice, very clean and well maintained. Everything we needed was right at our fingertips during our entire stay.

Reviewed on Jul 23, 2026

Ocean Club Treasure Island Hotel

4 out of 5

Save 100% on your flight

Price was $796, price is now $504 per person

$504

per person

Sep 17 - Sep 20

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

The Hotel Zamora

4 out of 5

Save 100% on your flight

Price was $648, price is now $411 per person

$411

per person

Oct 9 - Oct 12

found 1 day 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 Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.

Loved the hotel!

Reviewed on Jul 22, 2026

voco Sarasota by IHG

3.5 out of 5

Save 100% on your flight

Price was $428, price is now $274 per person

$274

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

CW Hotel

4 out of 5

Save 100% on your flight

Price was $710, price is now $458 per person

$458

per person

Sep 10 - Sep 13

found 20 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 Clearwater Beach and Pier 60 Park are located nearby.

It’s brand new , great location , they still have some patching in the rooms that are not done yet but overall good place to stay.

Reviewed on Jul 23, 2026

Captiva Beach Resort

3 out of 5

Save 100% on your flight

Price was $456, price is now $305 per person

$305

per person

Sep 14 - Sep 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The Westin Sarasota

4 out of 5

Save 100% on your flight

Price was $540, price is now $366 per person

$366

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Legacy Trail Vacation Packages 3-4 Night Stays

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

ChartHouse Clearwater Beach Marina Hotel

2 out of 5

Price was $544, price is now $284 per person

$284

per person

Sep 17 - Sep 20

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)