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May 22 - May 24
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May 29 - May 31

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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
$151 nightly
The price is $171 total per night from May 19 to May 20
$171 total
May 19 - May 20
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 ...
Love this property. Always clean, plentiful breakfast. Enjoyed the pool and hot tub. The afternoon cookies are a special treat too.

Reviewed on May 17, 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
$163 nightly
The price is $185 total per night from May 28 to May 29
$185 total
May 28 - May 29
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 ...
Complementary breakfast buffet was very good

Reviewed on May 17, 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
$184 nightly
The price is $208 total per night from May 21 to May 22
$208 total
May 21 - May 22
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 ...
We had one of our best vacations here! From check in to check out this place didn’t disappoint! The room was spotless when we arrived and the cleaning crew did a wonderful job when they touched up our room. The beach access was unbelievably easy! The only issue us and other guests talked about was ...

Reviewed on May 18, 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
$90 nightly
The price is $102 total per night from May 19 to May 20
$102 total
May 19 - May 20
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 ...
There were hidden costs not listed on your website. The breakfast was not free, charged $7 a person which was not expected. Parking at the hotel was not free. Just the fact that these things were not noted really upset us.

Reviewed on May 17, 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
$272 nightly
The price is $307 total per night from May 20 to May 21
$307 total
May 20 - May 21
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 ...
Staff were very friendly, our room was extremely clean, nice to have chairs for beach but getting them down to beach with wagon was very difficult unfortunately. Would stay there again

Reviewed on May 17, 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
$289 nightly
The price is $327 total per night from May 31 to Jun 1
$327 total
May 31 - Jun 1
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 ...
A great place to stay with very convenient amenities. The pool area and beach access are very clean, accessible, and accommodating to all guests.

Reviewed on May 15, 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 May 21 to May 22
$383 total
May 21 - May 22
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. ...
Nice, clean, great beach and pool and bar

Reviewed on May 16, 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 31 to Jun 1
$85 total
May 31 - Jun 1
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 ...
The room was pretty nice, but definitely could’ve been cleaner. Lots of grit and sand throughout the room, especially in the corners. The weatherproofing under the door to the outside was worn away which left a big gap under the door allowing the heat and humidity in causing the room to feel sticky ...

Reviewed on May 17, 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 20 to May 21
$138 total
May 20 - May 21
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 ...
Not much of a breakfast selection- but hey ! Food is food and its included :)

Reviewed on May 17, 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.

Recent Legacy Trail hotel reviews by fellow wanderers

Tropical Beach Resorts

Tropical Beach Resorts

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"We had one of our best vacations here! From check in to check out this place didn’t disappoint! The room was spotless when we arrived and the cleaning crew did a wonderful job when they touched up our room. The beach access was unbelievably easy! The only issue us and other guests talked about was more umbrella options at the smaller pool. There was only 1 by the loungers and one at a table. Both could have been tossed as they were tattered. With that being said we will be back next year for sure! "
A verified traveler stayed at Tropical Beach Resorts
Tropical Beach Resorts

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