Compare and book 5 Star hotels in Legacy Trail, Florida
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Legacy Trail 5 Star Hotels
Our top choices for Legacy Trail 5-star hotels
9.8 out of 10, Exceptional, (69 reviews)
"Everything was amazing!!"
Heather
The price is £901
includes taxes & fees
26 Apr - 27 Apr
9.2 out of 10, Wonderful, (1,001 reviews)
"Amenities great, beach club pool was wonderful!
Good location, walkable to many restaurants and shops"
Andrea
The price is £568
includes taxes & fees
10 May - 11 May
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.
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
The price is £184 per night from 10 May to 11 May
£184
10 May - 11 May
includes taxes & fees
9.4/10 Exceptional! (2,069 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
Find out more about Legacy Trail
Explore a world of travel with Expedia
- 2 Star Hotels in Casey Key
- 3 Star Hotels in Anna Maria Island
- 3 Star Hotels in Bradenton
- 3 Star Hotels in Longboat Key
- 3 Star Hotels in Siesta Key
- 3 Star Hotels in St. Pete Beach
- 3 Star Hotels in St. Petersburg
- 3 Star Hotels in Venice
- 4 Star Hotels in Anna Maria Island
- 4 Star Hotels in Apollo Beach
- 4 Star Hotels in Bradenton
- 4 Star Hotels in Gasparilla Island
- 4 Star Hotels in Joe Island
- 4 Star Hotels in Longboat Key
- 4 Star Hotels in Rotonda West
- 4 Star Hotels in Sarasota
- 4 Star Hotels in Siesta Key
- 4 Star Hotels in St. Pete Beach
- 4 Star Hotels in St. Petersburg - Clearwater
- 4 Star Hotels in Venice
- 5 Star Hotels in Anna Maria
- 5 Star Hotels in Anna Maria Island
- 5 Star Hotels in Boca Grande
- 5 Star Hotels in Lido Key
- 5 Star Hotels in Longboat Key
- 5 Star Hotels in Sarasota
- 5 Star Hotels in Siesta Key
- 5 Star Hotels in St. Pete Beach
- 5 Star Hotels in St. Petersburg - Clearwater
- 5 Star Hotels in Venice
- Gay-Friendly Hotels in Aloha Kai
- Aloha Kai Hotels
- Arlington Park Hotels
- Bee Ridge Hotels
- Hotels near Crescent Beach
- Gulf Gate Estates Hotels
- B&B in Osprey
- Boutique Hotels in Osprey
- Osprey Hotels
- Palmer Ranch Hotels
- Marriott Hotels & Resorts in Pinecraft
- Pinecraft Hotels
- Ridge Wood Heights Hotels
- Rivendell Hotels
- Hotels near Sarasota National Cemetery
- Sarasota Springs Hotels
- Apartments in Siesta Key
- Hotels near Siesta Key Beach
- Condo Rentals in Siesta Key
- Cottages in Siesta Key
- Adults Only Resorts & in Siesta Key
- Sports Hotels in Siesta Key
- Beach Resorts & in Siesta Key
- Cheap Hotels in Siesta Key
- Casino Hotels in Siesta Key
- Family-Friendly Hotels in Siesta Key
- Gay-Friendly Hotels in Siesta Key
- Hotels Suites in Siesta Key
- Hotels with Laundry Service in Siesta Key
- Luxury Hotels in Siesta Key
- Pet-Friendly Hotels in Siesta Key
- Spa Hotels in Siesta Key
- Siesta Key Hotels
- Motels in Siesta Key
- Holiday Homes in Siesta Key
- Siesta Key Village Hotels
- Villas in Siesta Key
- Gay-Friendly Hotels in Sorrento Shores
- South Gate Ridge Hotels
- Gay-Friendly Hotels in South Sarasota
- South Sarasota Hotels
- Southgate Hotels
- Hotels near Turtle Beach
- Vamo Hotels