Explore top 2025 4 Star Hotels in Osprey

Name: SeaSpray Resort
Price range: $259 total
Rating: 9.2

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Top Osprey 4 Star hotels

The Westin Sarasota

100 Marina View Drive, Sarasota, FL

$208 nightly

$235 total

Oct 26 - Oct 27

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. ...

9/10 Wonderful! (1,102 reviews)

"Very good"

Reviewed on Oct 7, 2025

DoubleTree by Hilton Sarasota Bradenton Airport

8009 15th Street E, Sarasota, FL

Fully refundableReserve now, pay when you stay

$121 nightly

$137 total

Oct 19 - Oct 20

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 ...

8.6/10 Excellent! (1,458 reviews)

"We went with our friends to Sarasota and needed to stay somewhere one night. Let’s just say when we got there, their mouths dropped. As did my wife and mine. This place was immaculate! I mean just the whole vibe of this hotel was absolutely fantastic. We didn’t need to stay another night and almost ..."

Reviewed on Oct 9, 2025

Art Ovation Hotel, Autograph Collection

1255 North Palm Avenue, Sarasota, FL

Fully refundableReserve now, pay when you stay

$219 nightly

$247 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...

9.2/10 Wonderful! (1,002 reviews)

"Great hotel. Clean, great staff, very accommodating."

Reviewed on Oct 14, 2025

Lido Beach Resort

700 Benjamin Franklin Dr, Sarasota, FL

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. ...

8.6/10 Excellent! (1,007 reviews)

"Staff were excellent"

Reviewed on Oct 10, 2025

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Legacy Hotel at IMG Academy

5450 Bollettieri Blvd., Bradenton, FL

Fully refundableReserve now, pay when you stay

$186 nightly

$210 total

Nov 13 - Nov 14

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate ...

9/10 Wonderful! (900 reviews)

"Everyone is exceptionally nice except the front desk woman on the morning of Monday October 6th. Not very friendly. Bad mood."

Reviewed on Oct 6, 2025

Zota Beach Resort

4711 Gulf of Mexico Dr, Longboat Key, FL

Fully refundableReserve now, pay when you stay

$235 nightly

$266 total

Oct 30 - Oct 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 ...

8.8/10 Excellent! (1,005 reviews)

"We had a wonderful stay at Zota Beach Resort on Longboat Key. The property is beautiful, right on the beach, with stunning Gulf views from our balcony. Our room was modern, well equipped, and very comfortable. The front desk staff were warm, kind, and professional, which made us feel welcome from ..."

Reviewed on Oct 1, 2025

The Sarasota Modern, a Tribute Portfolio Hotel

1290 Boulevard of the Arts, Sarasota, FL

Fully refundableReserve now, pay when you stay

$211 nightly

$238 total

Oct 26 - Oct 27

Total with taxes and fees

This smoke-free hotel features 3 outdoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry ...

8/10 Very Good! (512 reviews)

"We enjoyed our stay very much, the property was lovely and the surrounding area was pleasant. The staff was friendly and allowed for early check in which was greatly appreciated."

Reviewed on Sep 25, 2025

Cirque St. Armands Beachside

233 Ben Franklin Dr, Sarasota, FL

Fully refundableReserve now, pay when you stay

$304 nightly

$343 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. If you want to take your pet along, this pet-friendly property offers everything you'll ...

8.4/10 Very Good! (1,002 reviews)

"Beautiful hotel. Stunning views from the ocean view rooms. Pool area lovely and the restaurant very nice. Staff extremely helpful"

Reviewed on Oct 6, 2025

SeaSpray Resort

574 Canal Rd, Siesta Key, FL

Fully refundableReserve now, pay when you stay

$229 nightly

$259 total

Oct 20 - Oct 21

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 picnic area, and dry cleaning ...

9.2/10 Wonderful! (50 reviews)

"Beach is around the corner abut an 5 minute walk and the pool was nice enough."

Reviewed on Oct 13, 2025

The Resort at Longboat Key Club

220 Sands Point Road, Longboat Key, FL

Fully refundableReserve now, pay when you stay

$429 nightly

$485 total

Oct 26 - Oct 27

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...

8.8/10 Excellent! (678 reviews)

UK to Longboat Key for a long weekend…

"Short 4 night break, in from UK. 2nd time at Longboat Key Resort and would come again for sure. Bldg3 5th floor room. Well equipped, nothing to complain about. Didn’t use the Spa or gym on this trip."

Reviewed on Oct 6, 2025

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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.

4 Star Hotels Osprey

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Osprey 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Osprey will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Osprey, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.