Book Hotels in Osprey, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Osprey hotels

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
$134 nightly
The price is $152 total per night from Aug 31 to Sep 1
$152 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, a picnic area, and luggage storage are also on offer.
"Super clean and spacious. Amazing location, with the private beach right behind it. Pool was brand new and peaceful. Great property!"

Reviewed on Aug 29, 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
$51 nightly
The price is $57 total per night from Aug 30 to Aug 31
$57 total
Aug 30 - Aug 31
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 ...
"Cute aesthetic, wonderful staff"

Reviewed on Aug 28, 2026

Opens in a new windowKompose Boutique Hotel
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$357 nightly
The price is $403 total per night from Sep 20 to Sep 21
$403 total
Sep 20 - Sep 21
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 rooms right on the beautiful beach. Tiki bar, pool, everything well maintained. We had a great time."

Reviewed on Aug 28, 2026

Opens in a new windowLido Beach Resort
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 Aug 30 to Aug 31
$187 total
Aug 30 - Aug 31
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. ...
"Maybe needed as second pool and microwaves in the rooms"

Reviewed on Aug 27, 2026

Opens in a new windowThe Westin Sarasota
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
$195 nightly
The price is $220 total per night from Aug 30 to Aug 31
$220 total
Aug 30 - Aug 31
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 ...
"Great... dehumidifier quite noisy should be corrected but otherwise AWeSOME place!"

Reviewed on Aug 28, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
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
$106 nightly
The price is $120 total per night from Sep 13 to Sep 14
$120 total
Sep 13 - Sep 14
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 ...
"Beautiful hotel with road side parking to watch the planes land and take off. Comfy beds and pillows."

Reviewed on Aug 28, 2026

Opens in a new windowDoubleTree by Hilton Sarasota Bradenton Airport
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
$91 nightly
The price is $103 total per night from Aug 31 to Sep 1
$103 total
Aug 31 - Sep 1
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 ...
"Old / dated property. Rooms smelled musty. Convenient location."

Reviewed on Aug 28, 2026

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Aug 30 to Aug 31
$100 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free beach shuttle. ...
Opens in a new windowCasey Key Resorts - Mainland
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
$249 nightly
The price is $281 total per night from Aug 30 to Aug 31
$281 total
Aug 30 - Aug 31
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 ...
Opens in a new windowZota Beach Resort
Don't see what you're looking for?
See all available properties in Osprey
View all properties
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
$89 nightly
The price is $100 total per night from Aug 30 to Aug 31
$100 total
Aug 30 - Aug 31
Total with taxes and fees
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 $57. 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 11,531 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

Tropical Beach Resorts

Tropical Beach Resorts

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Super clean and spacious. Amazing location, with the private beach right behind it. Pool was brand new and peaceful. Great property!"
A verified traveler stayed at Tropical Beach Resorts
Tropical Beach Resorts

Explore More Ways to Travel with Travelocity