5 Star Hotels in Legacy Trail, Florida
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Legacy Trail 5 Star Hotels
Top Legacy Trail 5 Star Hotels

The St. Regis Longboat Key Resort
The St. Regis Longboat Key Resort
9.8 out of 10, Exceptional, (34)
The price is €746
includes taxes & fees
19 Aug - 20 Aug

The Ritz-Carlton, Sarasota
The Ritz-Carlton, Sarasota
9.0 out of 10, Wonderful, (1001)
The price is €452
includes taxes & fees
1 Sept - 2 Sept
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Legacy Trail.

DoubleTree by Hilton Sarasota Bradenton Airport
8009 15th Street E, Sarasota, FL
The price is €109 per night from 10 Aug to 11 Aug
€109
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,359 reviews)
Still don't see what you're looking for?
See all properties in Legacy Trail.
You can also use these popular filters to refine your search.
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.
Learn more about Legacy Trail
Venture to Siesta Key Beach and Lido Beach—just two of the top sights around Legacy Trail, a city also notable for its beaches and wildlife.

Top Legacy Trail Hotel Reviews

The St. Regis Longboat Key Resort
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More accommodation types in Legacy Trail
- Holiday Homes in Legacy Trail
- Condo Rentals in Legacy Trail
- Apartments in Legacy Trail
- Cottages in Legacy Trail
- Villas in Legacy Trail
- Motels in Legacy Trail
- Aparthotels in Legacy Trail
- Resorts in Legacy Trail
- Houseboats in Legacy Trail
- Guest Houses in Legacy Trail
- B&B in Legacy Trail
- Cabin Rentals in Legacy Trail
More top Legacy Trail Hotels
- Golden Host Resort - Sarasota
- Carlisle Inn
- Tropical Breeze Resort
- Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
- Anna Maria Beach Resort
- Magnolia Pointe, BW Signature Collection
- Zota Beach Resort
- Extended Stay America Premier Suites - Bradenton
- Comfort Suites Sarasota - Siesta Key
- Hibiscus Suites - Gateway to Siesta Key
- Legacy Hotel at IMG Academy
- Pelican Post at Anna Maria Island Inn
- Holiday Inn Express Sarasota East - I-75 by IHG
- Art Ovation Hotel, Autograph Collection
- Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
- The Ritz-Carlton, Sarasota
- Aloft Sarasota
- Palmetto Marriott Resort & Spa
Expedia's Latest Trends
Hotels
- Hotels in Miami Beach
- Hotels in Kissimmee
- Cheap Hotels in International Drive District
- Luxury Hotels in International Drive District
- Hotels in International Drive District
- Hotels near Walt Disney World® Resort
- Family Friendly Hotels in International Drive District
- Hotels in South Beach
- Hotels in Clearwater Beach
Cars
- Hertz Car Rentals In Orlando Intl
- Car hire in Four Corners
- Car hire Fort Myers Airport (RSW)
- Car hire Miami Airport (MIA)
- Car hire Orlando Airport (MCO)
- Car hire in Clearwater Beach
- Car hire in International Drive District
- Alamo Rent A Car Car Rentals In Orlando Intl
- Budget Car Rentals In Orlando Intl
- Car hire West Palm Beach Airport (PBI)
Packages