Book Hotels in Osprey, FL

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Top Osprey hotels

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Sep 28 to Sep 29
$153 total
Sep 28 - Sep 29
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

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
$159 nightly
The price is $180 total per night from Sep 28 to Sep 29
$180 total
Sep 28 - Sep 29
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

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
$68 nightly
The price is $77 total per night from Sep 29 to Sep 30
$77 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

Opens in a new windowKompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
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

Opens in a new windowThe Westin Sarasota
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Sep 28 to Sep 29
$237 total
Sep 28 - Sep 29
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

Opens in a new windowTropical Breeze Resort
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Sep 28 to Sep 29
$140 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. ...
"My family had a great stay! The quality of the gym was the best we’ve ever had at any property we’ve stayed at. Lots of machines and weights, a stretching room, and a view of the pool area. The coffee machine in the lobby makes a great cup of coffee with many options and syrups to add. We received ..."

Reviewed on Sep 22, 2025

Opens in a new windowCasey Key Resorts - Mainland
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Fully refundableReserve now, pay when you stay
$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

Opens in a new windowDoubleTree by Hilton Sarasota Bradenton Airport
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $197 total per night from Sep 29 to Sep 30
$197 total
Sep 29 - Sep 30
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

Opens in a new windowEmbassy Suites by Hilton Sarasota, FL
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
$93 nightly
The price is $105 total per night from Sep 28 to Sep 29
$105 total
Sep 28 - Sep 29
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

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.

Cheap Osprey hotels

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

1650 South Tamiami Trail, Osprey, FL
$124 nightly
The price is $140 total per night from Sep 28 to Sep 29
$140 total
Sep 28 - Sep 29
Total with taxes and fees
8.6/10 Excellent! (1,044 reviews)
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.

Osprey Hotel & Travel Guide\n

If you are wondering where to spend the night during your time in Osprey, you will have a wide assortment of relaxing options. Travelocity currently lists no less than 51 places to lay your head within a 6-mile (10-kilometer) distance of the center of Osprey.

Osprey's town center is within walking distance of comfortable hotels including Virage Hotel and Bentley's Boutique Hotel.

The The Ritz-Carlton, Sarasota can be found 11 miles (17 kilometers) away from the heart of Osprey. Another accommodation option is the The Resort at Longboat Key Club, which is situated 12 miles (19 kilometers) away. Another option is to make a booking at the Turtle Beach Resort or the Lido Beach Resort.

After you have thoroughly explored Osprey, how about you discover a bit more of the region? The South Florida vicinity is home to many scenic and cultural delights waiting to be explored. Get to know South Florida's lighthouses. Anyone with a passion for nature could also put aside some time to enjoy the region's beaches. In this corner of United States of America visitors may also partake in hiking, cycling and wildlife watching.

Siesta Key is 6 miles (9 kilometers) to the northwest of Osprey and is home to Jim Neville Marine Preserve and Siesta Key Marina. Some Siesta Key places to base yourself include the Beach Club at Siesta Key by RVA and Island House Beach Resort. For another option, head to Bradenton, 19 miles (30 kilometers) to the north of Osprey, where you'll find the Country Inn & Suites By Carlson, Bradenton At I-75, FL and Comfort Inn Near Ellenton Outlet Mall. If you're staying in Bradenton, a couple of places to add to your itinerary are the South Florida Museum and University Park Country Club.

When cheering on sport is always on your mind, head to Arcadia Rodeo Arena, situated 40 miles (62 kilometers) to the east of Osprey. Wise travelers hoping to find accommodation options in the area around the game can take their choice from the Holiday Inn Express Hotel and Suites Arcadia or the Knights Inn Arcadia.

Sarasota-Bradenton International Airport is a major gateway for those arriving by air to Osprey. It can be found 14 miles (23 kilometers) from the downtown area. For modern travelers who plan to stay nearby, try the Holiday Inn Sarasota Airport or Hilton Garden Inn Sarasota - Bradenton Airport.

Frequently asked questions

What are the top kid-friendly hotels in Osprey?
Take some of the hassles out of traveling with kids by staying in a family-friendly Osprey hotel. From fun amenities to extra services, these properties offer perks that'll make your visit plain sailing: Your crew will enjoy their time at Relaxing 2BR Florida Home Close to Beach. A nearby beach and a barbecue grill are a few of the things that help make this property a sought-after option. Also look into Sarasota Bay Pool Home. It comes with a fireplace, a barbecue grill and plenty of opportunities for family time.
Where can I find cheap hotels in Osprey?
At Travelocity you'll find really nice hotels in Osprey at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Osprey rather than in Osprey. We may find you even better rates, too.
How do I find the best Osprey hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Osprey then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Osprey?
The cheapest hotel in Osprey is $77. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Osprey?
There are 10,762 hotels in Osprey on Travelocity.
What are the best hotels in Osprey?
Osprey has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Osprey for you!
When is the best time to visit Osprey?
If you want the joy of a fun-filled trip in peak season, visit Osprey during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as May, June and September.
When is the cheapest time to stay in Osprey?
Based on historic data is usually the cheapest month to visit Osprey. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Osprey?
There are multiple hotels in Osprey that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Osprey. We have plenty of kid-friendly hotels in Osprey to choose from on Travelocity!
Why book a hotel in Osprey through Travelocity?
Because we have the top hotels in Osprey! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Osprey on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Osprey hotel reviews by fellow wanderers

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

5 out of 5
Posted 1 day 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
Spark by Hilton Sarasota Siesta Key Gateway
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