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Top Legacy Trail hotels

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
$228 nightly
The price is $258 total per night from Apr 7 to Apr 8
$258 total
Apr 7 - Apr 8
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 ...
The rooms were clean and spacious. The staff were incredibly nice and helpful. If in the area again, we would definitely stay here again.

Reviewed on Mar 7, 2026

Opens in a new windowCarlisle Inn
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
$294 nightly
The price is $332 total per night from Apr 5 to Apr 6
$332 total
Apr 5 - Apr 6
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 ...
Very beautiful beach location, pools and accommodations. Staff was very good, and the room was very clean and kept up nicely. It was our first stay there and I can tell you we will plan on returning again. Thank you!

Reviewed on Mar 9, 2026

Opens in a new windowTropical Beach Resorts
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
$254 nightly
The price is $287 total per night from Apr 5 to Apr 6
$287 total
Apr 5 - Apr 6
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 ...
Loved the marina view off of our balcony. The pool was great and the free breakfasts were very good.

Reviewed on Mar 7, 2026

Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $163 total per night from Mar 24 to Mar 25
$163 total
Mar 24 - Mar 25
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 ...
Staff

Reviewed on Mar 9, 2026

Opens in a new windowKompose Boutique Hotel
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$406 nightly
The price is $459 total per night from Mar 10 to Mar 11
$459 total
Mar 10 - Mar 11
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Short walk to beach and lots restaurants. Kate at front desk was a pleasure to have there. Rooms were spotless and very nice. Free bikes, beach chairs , water and ice. Nice pools & places to sit.

Reviewed on Mar 7, 2026

Opens in a new windowTropical Breeze Resort
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
$383 nightly
The price is $432 total per night from Mar 10 to Mar 11
$432 total
Mar 10 - Mar 11
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace is also provided.
Sparkling clean room, bathroom, all pool areas!

Reviewed on Mar 8, 2026

Opens in a new windowAzul Resort Siesta Key
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
$619 nightly
The price is $699 total per night from Apr 5 to Apr 6
$699 total
Apr 5 - Apr 6
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. ...
Room was in need of update—especially in the bathroom. View of the gulf was beautiful. Pool area was nice.

Reviewed on Mar 8, 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
$98 nightly
The price is $110 total per night from Apr 6 to Apr 7
$110 total
Apr 6 - Apr 7
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 ...
Never used the pool. But we enjoyed both the simplicity and the 50s kitchy-ness. Would have liked to have had more towels. Lobby staff was great and the room cleaning staff were both effective and efficient.

Reviewed on Mar 9, 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
$229 nightly
The price is $258 total per night from Mar 11 to Mar 12
$258 total
Mar 11 - Mar 12
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
We did not like how when you walk into your room your beds are right there. Like going into a motel room. Water pressure was not good. Took a while to get hot water. TV kept going in & out and freezing up.

Reviewed on Mar 4, 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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