Find hotels in Legacy Trail, FL from $63

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Legacy Trail hotels

Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Private kitchen | Fridge, microwave, coffee/tea maker

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
Englewood South
7.6 out of 10, Good, (58 reviews)
"Nice place to stay"
United States
Joy
$78 nightly
The price is $87
Jun 12 - Jun 13
Total with taxes and fees
Englewood Inn & Suites
Reception

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
Englewood Central
8.2 out of 10, Very Good, (114 reviews)
"Everything is close by room was clean and comfortable will definitely stay there again! "
United States
Rachelle
$80 nightly
The price is $90
May 27 - May 28
Total with taxes and fees
Lemon Bay Motel
Reception

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,008 reviews)
"The breakfast was wonderful and the staff was always willing to help!!"
United States
Mary
$95 nightly
The price is $107
Jun 3 - Jun 4
Total with taxes and fees
Best Western Plus Ambassador Suites Venice
Free daily buffet breakfast

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (495 reviews)
"Clean Nice pool area Friendly staff"
United States
Karla
$105 nightly
The price is $119
May 31 - Jun 1
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Terrace/patio

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (693 reviews)
"Staff were attentive and friendly."
United States
Daniel
$125 nightly
The price is $141
Jun 14 - Jun 15
Total with taxes and fees
Hampton Inn & Suites North Port
View from property

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,003 reviews)
"Love this place. Convenient location, great well maintained property with friendly staff."
United States
Ruth
$198 nightly
The price is $224
Jun 4 - Jun 5
Total with taxes and fees
Inn at the Beach
Deluxe Suite, 1 King Bed with Sofa bed | Premium bedding, desk, free WiFi, bed sheets

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (960 reviews)
"Easy checkin-out process, nice staff, clean rooms. Excellent location. Perfect for our stay. "
United States
Pamela
$93 nightly
The price is $104
May 25 - May 26
Total with taxes and fees
Sun Coast Inn
On the beach, white sand, sun loungers, beach umbrellas

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (140 reviews)
"Beautiful place to stay. Room was clean, very close to the beach and the staff was amazing and very helpful."
United States
Mara
$148 nightly
The price is $167
May 25 - May 26
Total with taxes and fees
Azul Resort Siesta Key
Restaurant

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa
4.5 star property
Palmetto
9.2 out of 10, Wonderful, (429 reviews)
"Great stay"
United States
TRACY
$184 nightly
The price is $208
May 31 - Jun 1
Total with taxes and fees
Palmetto Marriott Resort & Spa
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Ellenton Bradenton Area

Super 8 by Wyndham Ellenton Bradenton Area
2.0 star property
Ellenton
7.8 out of 10, Good, (1,004 reviews)
"Clean rooms, closed distance from the beach and cheap prices"
United States
Melissa
$82 nightly
The price is $93
Jun 5 - Jun 6
Total with taxes and fees
Super 8 by Wyndham Ellenton Bradenton Area
Lobby

Magnolia Pointe, BW Signature Collection

Magnolia Pointe, BW Signature Collection
3.0 star property
Fruitville
9.2 out of 10, Wonderful, (1,017 reviews)
"Clean rooms amazing pool amazing location "
United States
Britanie
$99 nightly
The price is $112
May 27 - May 28
Total with taxes and fees
Magnolia Pointe, BW Signature Collection
Property entrance

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,002 reviews)
"Perfect location for both the beach and Siesta Key Village, helpful staff, and solid amenities. Would definitely stay here again!"
United States
Alexander
$166 nightly
The price is $187
May 26 - May 27
Total with taxes and fees
Tropical Breeze Resort
Beach nearby, white sand, beach towels

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (991 reviews)
"Love this place"
United States
Michael
$235 nightly
The price is $266
May 25 - May 26
Total with taxes and fees
Siesta Key Beachside Villas
Outdoor pool, pool umbrellas, sun loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
$312 nightly
The price is $352
May 27 - May 28
Total with taxes and fees
Cedar Run Resort - Roam Hospitality
Full-size fridge, microwave, stovetop, dishwasher

Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton
2.5 star property
Bradenton
8.8 out of 10, Excellent, (614 reviews)
"Great hotel"
United States
William
$89 nightly
The price is $101
Jun 16 - Jun 17
Total with taxes and fees
Extended Stay America Premier Suites - Bradenton
Outdoor pool

Carlisle Inn

Carlisle Inn
3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2,363 reviews)
"Nice clean location, I would definitely stay again. Breakfast was great! "
United States
Rebecca
$147 nightly
The price is $166
May 27 - May 28
Total with taxes and fees
Carlisle Inn
Lunch and dinner served

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (2,183 reviews)
"Beautiful resort and great breakfast!"
United States
Daniela
$203 nightly
The price is $229
Jun 1 - Jun 2
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
Reception

Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice
3.0 star property
Venice
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice hotel!"
United States
Judy
$100 nightly
The price is $113
Jun 24 - Jun 25
Total with taxes and fees
Fairfield Inn & Suites by Marriott Venice
Lobby sitting area

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (5,409 reviews)
"Great breakfast, simple and easy check in-out - a very pleasant stay overall. "
United Kingdom
Adar
$101 nightly
The price is $114
May 25 - May 26
Total with taxes and fees
Kompose Boutique Hotel
Outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas, sun loungers

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.6 out of 10, Exceptional, (275 reviews)
"Lovely accommodations super close to private beach!"
United States
John
$186 nightly
The price is $210
May 27 - May 28
Total with taxes and fees
Escape Coastal Resort on Casey Key
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.
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

Cycle, walk or run the entire length or part of this popular trail. Exit onto junctions to experience a number of environments.

See all hotels in Legacy Trail

Top Legacy Trail Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"I love the Carlisle. We stay here every single year. The staff is amazing and I’ve never seen a cleaner hotel. I dare you to try to even try to find a SPEC of dust. There is always someone cleaning. Actually, they are the ONLY hotel I trust where I don’t have to inspect the beds/bedding. My one and only complaint is that the beds are a bit too firm for me. But otherwise it’s fantastic! Celebrity treatment at a good price!"
Anastasia 2-night trip
Posted 1 hour ago
Carlisle Inn

More cheap stays in Legacy Trail

Quality Inn Bradenton - Sarasota North

Quality Inn Bradenton - Sarasota North

6727 14th Street West US 41 Bradenton FL
$73 nightly
The price is $82 total per night from May 31 to Jun 1
$82 total
May 31 - Jun 1
Total with taxes and fees
8/10 Very Good! (1,007 reviews)

Hotels in Legacy Trail with star-rating

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Legacy Trail using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Legacy Trail.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Legacy Trail side by side with just a few clicks.

  • Member prices

    Join Expedia's loyalty program, One Key, for free and unlock Member Prices and rewards on select hotels worldwide. Simply log in when you search and look out for the blue savings label.

Explore a world of travel with Expedia