A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

Tonight
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct
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Top Osprey Hotel Reviews

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

8/10 Good
"Very nice hotel. Friendly and helpful staff. Pool area is nice."
Vincent 2-night trip
Posted less than an hour ago
Casey Key Resorts - Mainland
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent
"Un lugar muy agradable y cerca a la playa, todo limpio y bonito"
Briana 2-night trip
Posted less than an hour ago
Hyatt Place Sarasota/Bradenton Airport
Carlisle Inn

Carlisle Inn

10/10 Excellent
"Breakfast was just ok"
Paul 3-night trip
Posted 20 hours ago
Carlisle Inn
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"We have stayed here four times already and will return again. Nice hotel ."
Nadia 3-night trip
Posted 20 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"We had such an amazing stay at Tropical Cottages! I could not recommend this place enough and definitely see this becoming a regular vacation spot for our family. First off, the location could not be any better. You are literally steps away from the beach and a ton of restaurants! We had our 1 1/2 year old and carried him everywhere, so it was perfect to not have to wander too far to find what we needed. The beach here is UNBELIEVABLE. We grew up in South Florida and have been to several beaches throughout the state. This is 100% my favorite! The rooms were clean, comfy, and cozy. My only complaint (gotta have at least one!) is I wish there were hoses or showers outside the rooms so we could get the sand off our feet before going inside. Such a minor complaint. Everything was just so perfect about our stay and we cannot wait to return! Cannot recommend enough!!"
Alexandra 2-night trip
Posted 1 day ago
Tropical Breeze Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Perfect location for our travel baseball team for the weekend. Close enough to the multiple locations we played at and near many different food options. The staff was nice and inviting. Breakfast was good and the hotel itself was well maintained."
Carrie 1-night trip
Posted 1 day ago
DoubleTree by Hilton Sarasota Bradenton Airport
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"Good"
Javier 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Sarasota, FL
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"St Regis Longboat Key is nothing short of amazing. The epitome of 5 star luxury. The property is absolutely beautiful and well maintained. The staff is exceptional at hospitality. They just get it. I’ve stayed at a lot of 5 star resorts and St Regis is one of the absolute BEST! It’s the small details of how they cater to you from the moment you drive on the property. Smooth transition from arrival, to check in, to check out. What stood out the most to me, which is something so simple, but they have the best turndown service of any hotel brand. I would recommend 100x and I cannot wait to return"
Meagan 1-night trip
Posted 2 days ago
The St. Regis Longboat Key Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"We love the hospitality and everyone was so kind. It has been an extraordinary experience with all the staff at The Ritz Charlton. Thank You!!!"
Loida 2-night trip
Posted 3 days ago
The Ritz-Carlton, Sarasota