Book Hotels in Osprey Village, FL
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Top Osprey Village hotels

Carlisle Inn
3727 Bahia Vista, Sarasota, FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Sep 29 to Sep 30
$153 total
Sep 29 - Sep 30
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 ...
"Clean and spacious rooms with Amish touch"
Reviewed on Sep 24, 2025

The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
$714 nightly
The price is $807 total per night from Sep 29 to Sep 30
$807 total
Sep 29 - Sep 30
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised ...
"Great customer service, excell"
Reviewed on Sep 7, 2025

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $180 total per night from Sep 29 to Sep 30
$180 total
Sep 29 - Sep 30
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 ...
"Nice quiet parking spot in front of room 2 minutes from beach definitely if I came back to Siesta Key I would come back here.."
Reviewed on Sep 25, 2025

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Sep 29 to Sep 30
$78 total
Sep 29 - Sep 30
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 ...
"Very nice hotel"
Reviewed on Sep 24, 2025

The Westin Sarasota
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Sep 29 to Sep 30
$187 total
Sep 29 - Sep 30
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. ...
"Centrally located, shares the drive with the Ritz Carlton. Large rooms, comfortable with large bathrooms and floor to ceiling windows. Roof top pool area has potential but no character. Service is friendly and professional. Restaurant fare is forgettable. Valet parking is convenient and ..."
Reviewed on Sep 22, 2025

Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Sep 29 to Sep 30
$237 total
Sep 29 - Sep 30
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. ...
"Great place! Come here everytime we come to Siesta Key. So glad they opened back up after the hurricane. Its beautiful!"
Reviewed on Sep 24, 2025

DoubleTree by Hilton Sarasota Bradenton Airport
8009 15th Street E, Sarasota, FL
$118 nightly
The price is $133 total per night from Sep 30 to Oct 1
$133 total
Sep 30 - Oct 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"We flew in for a quick two nights and this was convenient and nice so we booked it. The staff was friendly and helpful and breakfast at the restaurant was great! Compton was awesome!"
Reviewed on Sep 25, 2025

Embassy Suites by Hilton Sarasota, FL
202 North Tamiami Trail, Sarasota, FL
$174 nightly
The price is $197 total per night from Sep 30 to Oct 1
$197 total
Sep 30 - Oct 1
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"The Restaurant, Bar & Pool area on 8th floor are very nice, easy access to downtown Sarasota for restaurants, shopping and walking/running. Having purchased this room through Expedia, my experience is you do not get the best rooms, so if you don’t mind looking at the garage or street and being next ..."
Reviewed on Sep 23, 2025

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
$93 nightly
The price is $105 total per night from Sep 29 to Sep 30
$105 total
Sep 29 - Sep 30
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 ...
"Was a lot more noisy than usual. But we love Spark."
Reviewed on Sep 25, 2025
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.
Frequently asked questions
Recent Osprey Village hotel reviews by fellow wanderers

Spark by Hilton Sarasota Siesta Key Gateway
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Was a lot more noisy than usual. But we love Spark."
A verified traveler stayed at Spark by Hilton Sarasota Siesta Key Gateway
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