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Top Legacy Trail hotels

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $182 total per night from May 3 to May 4
$182 total
May 3 - May 4
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and ...
Super nice place

Reviewed on Apr 23, 2026

Opens in a new windowCarlisle Inn
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $217 total per night from May 4 to May 5
$217 total
May 4 - May 5
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free ...
Very helpful staff

Reviewed on Apr 22, 2026

Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $246 total per night from May 3 to May 4
$246 total
May 3 - May 4
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area ...
The room was very clean and comfortable. Very short walk to the beach was awesome! Location was spot on. Better than the village which is an easy trolley ride away. A nice relaxing stay at a great price.

Reviewed on Apr 23, 2026

Opens in a new windowTropical Beach Resorts
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $113 total per night from May 11 to May 12
$113 total
May 11 - May 12
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll ...
The only thing I did not like was that 1 of the elevators was out of service, leaving 1 elevator servicing the entire hotel. The breakfast was the highlight of the stay. Better than Hampton Inn breakfast. There is a hot tub in the pool area. Pool area is open 9am to 9pm. I would suggest the hot tub ...

Reviewed on Apr 23, 2026

Opens in a new windowKompose Boutique Hotel
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
$273 nightly
The price is $308 total per night from Apr 27 to Apr 28
$308 total
Apr 27 - Apr 28
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also ...
Our room was exceptional. Everything was new, well stocked, and there was plenty of space. Amenities were great-included beach chairs, beach towels, and bikes. Location couldn’t have been better. We were very close to beach access, restaurants, bars and the Breeze for transportation to Sarasota or ...

Reviewed on Apr 23, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $315 total per night from May 10 to May 11
$315 total
May 10 - May 11
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public ...
The experience was fantastic, good facilities and magnificent atmosphere.

Reviewed on Apr 19, 2026

Opens in a new windowZota Beach Resort
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $383 total per night from Apr 26 to Apr 27
$383 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
I loved all the beautiful little nooks and conversation places where one could read quietly or meet a friend or sip coffee, feeling like this stylish and comfortable place belonged to just you. The fire tables were so welcome on chilly mornings and the indoor/oudoor places to have breakfast were ...

Reviewed on Apr 23, 2026

Opens in a new windowLido Beach Resort
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$75 nightly
The price is $85 total per night from May 3 to May 4
$85 total
May 3 - May 4
Total with taxes and fees
This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and ...
Very nice, clean place to stay. Very close to a Walmart, CVS, and a laundromat. We also had a nice walk to a nearby residential area where we saw a group of wild peacocks. Also a very nice cozy Tiki Hut bar.

Reviewed on Apr 23, 2026

Opens in a new windowGolden Host Resort - Sarasota
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from May 7 to May 8
$138 total
May 7 - May 8
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot ...
This is the second year in a row we’ve stayed here and it’s fantastic! So close to everything and price is great!! Staff is very friendly and welcoming. Only wish the breakfast was a little better.

Reviewed on Apr 23, 2026

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
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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.

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