Find 5 Star Hotels in Legacy Trail, FL from SAR 413

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Legacy Trail 5 Star Hotels

Compare Legacy Trail 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Legacy Trail 5-star hotels

The Ritz-Carlton, Sarasota
Private beach nearby, white sand, free beach shuttle, beach cabanas

The Ritz-Carlton, Sarasota

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Lovely hotel, the attention from staff was excellent. I really enjoyed their delicious food and amazing views. The beach club was an excellent add on to my stay. The pool was amazing and the private beach was stunning!!"
The price is SAR 1,648
SAR 2,106 total
includes taxes & fees
21 Sep - 22 Sep
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort
Private beach, white sand, sun loungers, beach umbrellas

The St. Regis Longboat Key Resort

5.0 star property
9.8 out of 10, Exceptional, (39)
"Awesome place all around. "
The price is SAR 2,623
SAR 3,197 total
includes taxes & fees
1 Sep - 2 Sep
The St. Regis Longboat Key Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
The Westin Sarasota

The Westin Sarasota

100 Marina View Drive, Sarasota, FL
The price is SAR 672 per night from Sep 1 to Sep 2
SAR 672
SAR 852 total
1 Sep - 2 Sep
includes taxes & fees
8.8/10 Excellent! (1,049 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.
PoolSpaHot tubBreakfast includedWaterpark
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 popular sights around Legacy Trail, a city also known for its beaches and sports teams.

See all hotels in Legacy Trail
Legacy Trail showing a garden

Top Legacy Trail Hotel Reviews

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Amazing "
Ashley 1-night trip
Posted 1 month ago
The St. Regis Longboat Key Resort