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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
$170 nightly
The price is $192 total per night from Apr 19 to Apr 20
$192 total
Apr 19 - Apr 20
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 ...
We enjoyed the clean room and the friendly staff. The outdoor pool was very nice and a good size. The breakfast is a huge plus. we thought the rooms were a good size. We wish they had at least small balconies,vanity tops in the bathrooms to allow for more storage and placement of necessities. Pedestal ...

Reviewed on Mar 19, 2026

Opens in a new windowCarlisle Inn
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $172 total per night from Apr 19 to Apr 20
$172 total
Apr 19 - Apr 20
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 ...
👌

Reviewed on Mar 19, 2026

Opens in a new windowKompose Boutique Hotel
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
$364 nightly
The price is $412 total per night from Apr 11 to Apr 12
$412 total
Apr 11 - Apr 12
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.
This property has been completely redone inside and out! The decor was lovely, bedding and towels were great too. For me, the best part was that it smelled SO CLEAN AND FRESH when we walked in, which is hard to find in this area. Check in was a breeze, the pool was FABULOUS, and I will definitely ...

Reviewed on Mar 17, 2026

Opens in a new windowAzul Resort Siesta Key
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $414 total per night from Apr 12 to Apr 13
$414 total
Apr 12 - Apr 13
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. ...
Wonderful location.

Reviewed on Mar 17, 2026

Opens in a new windowTropical Breeze Resort
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
$197 nightly
The price is $223 total per night from Mar 26 to Mar 27
$223 total
Mar 26 - Mar 27
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. ...
I'm not sure what was deluxe about our room, although that's what I booked. In the description it read balcony and black out curtains. Neither were true. We had flimsy blinds that hardly kept out the light from the light on the door. The bed and pillows were sub par.

Reviewed on Mar 18, 2026

Opens in a new windowCasey Key Resorts - Mainland
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
$519 nightly
The price is $586 total per night from Apr 19 to Apr 20
$586 total
Apr 19 - Apr 20
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. ...
The day was so so. Staff outside at the bar was Great. Staff bring items to the room never happened. For the price rooms not up to standard AC would not run properly

Reviewed on Mar 18, 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
$84 nightly
The price is $95 total per night from Apr 19 to Apr 20
$95 total
Apr 19 - Apr 20
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 ...
The staff was and always is very friendly and helpful. Check-in is simple and quick. And I like the way they stay in touch with me throughout the visit in case I have any needs.

Reviewed on Mar 19, 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
$212 nightly
The price is $240 total per night from Apr 20 to Apr 21
$240 total
Apr 20 - Apr 21
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 ...
The room was small and very smelly. The carpet was sticky when you walk on it continental breakfast nothing to write home about.

Reviewed on Mar 19, 2026

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
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
$226 nightly
The price is $256 total per night from Apr 12 to Apr 13
$256 total
Apr 12 - Apr 13
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 ...
Opens in a new windowTropical Beach Resorts
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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
$197 nightly
The price is $223 total per night from Mar 26 to Mar 27
$223 total
Mar 26 - Mar 27
Total with taxes and fees
8.8/10 Excellent! (1,123 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 $95. 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 11,257 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

Kompose Boutique Hotel

Kompose Boutique Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"👌"
A verified traveler stayed at Kompose Boutique Hotel
Kompose Boutique Hotel

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