Our top choices for Legacy Trail hotels

Englewood Inn & Suites

Englewood South

Joy

HK$592 total

includes taxes & fees

12 Jun - 13 Jun

Lemon Bay Motel

Englewood Central

Rachelle

HK$606 total

includes taxes & fees

13 Jun - 14 Jun

Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

Lynn

HK$1,807 total

includes taxes & fees

15 Jun - 16 Jun

Inn at the Beach

Venice Island

Robin

HK$1,755 total

includes taxes & fees

15 Jun - 16 Jun

Palmetto Marriott Resort & Spa

Palmetto

Steve

HK$1,523 total

includes taxes & fees

12 Jul - 13 Jul

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Nokomis

HENRY

HK$859 total

includes taxes & fees

5 Jul - 6 Jul

Premium bedding, desk, free WiFi, bed sheets

Sun Coast Inn

Englewood South

Bradley

HK$633 total

includes taxes & fees

13 Jun - 14 Jun

Full-sized fridge, microwave, stovetop, dishwasher

Extended Stay America Premier Suites - Bradenton

Bradenton

William

HK$685 total

includes taxes & fees

14 Jun - 15 Jun

Siesta Key Beachside Villas

Siesta Key Village

Michael

HK$2,140 total

includes taxes & fees

5 Jul - 6 Jul

Best Western Plus Ambassador Suites Venice

Venice

Shianne

HK$794 total

includes taxes & fees

28 Jun - 29 Jun

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Venice Island

Joseph

HK$642 total

includes taxes & fees

15 Jun - 16 Jun

Hampton Inn Sarasota - I-75 Bee Ridge

Sarasota

Cynthia

HK$891 total

includes taxes & fees

7 Jul - 8 Jul

Lantern Inn & Suites

Whitfield Estates

Thomas

HK$657 total

includes taxes & fees

15 Jun - 16 Jun

Hampton Inn & Suites North Port

North Port

Rebecca Elaine

HK$1,192 total

includes taxes & fees

11 Jul - 12 Jul

Carlisle Inn

Pinecraft

Andrew

HK$1,339 total

includes taxes & fees

15 Jun - 16 Jun

Kompose Boutique Hotel

Sarasota

Shirley

HK$798 total

includes taxes & fees

6 Jul - 7 Jul

Tropical Breeze Resort

Siesta Key Village

Kimberly

HK$2,326 total

includes taxes & fees

17 Jun - 18 Jun

Ameniti Bay, BW Signature Collection

Fruitville

Roxie

HK$864 total

includes taxes & fees

28 Jun - 29 Jun

Kon Tiki Inn

Venice Island

Tara

HK$1,109 total

includes taxes & fees

15 Jun - 16 Jun

Siesta Key Beach Resort and Suites

Siesta Key Village

Genevieve

HK$2,299 total

includes taxes & fees

1 Jul - 2 Jul

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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.

See all hotels in Legacy Trail

Top Legacy Trail Hotel Reviews

Kompose Boutique Hotel

10/10 Excellent

"Me encantó, volvería 100% recomendados"

Carlisle Inn

10/10 Excellent

"This is one of the cleanest hotels I’ve EVER stayed in. So nice. The staff when I checked in was so kind and friendly. My only thing is that there was not a microwave in the room. I had to eat leftover Yoder’s shepherds pie all cold from the fridge. Just a little thing. Everything else was lovely about this hotel. Also, donuts for breakfast… why doesn’t everyone do this?? Excellent touch!"

Tropical Beach Resorts

10/10 Excellent

"I already miss being able to walk on the beach first thing in the morning or just before turning in for the night. I will definitely stay again if I go back to Sarasota. The room was adorable but I would say if you are traveling with a friend rather than solo or with a romantic partner you may find it too small. As I was by myself it was no big deal but if I had been with my friend or sister as I had originally planned I would have needed a larger room for more bathroom privacy"

Azul Resort Siesta Key

4/10 Poor

"So when I booked this resort through Expedia, the night I arrived to the resort I called the number and was trying to check in. It was a very unorthodox way to check in. Very confusing for my first solo trip and knowing how check out procedures work for a hotel. No one was available in “reception” meaning there was a note hanging on the “office” door. There also seemed to be a lack of care for guests. Not having a lifeguard on duty or a simple first aid kit available for injuries. Very your on your own feel. And there’s a shuttle and beach access within walking distance that management isn’t aware of to give information on. The beach was beautiful. And the room was decent. For a studio seems suitable just no microwave."