Explore top 2026 4 Star Hotels in Osprey

Name: SeaSpray Resort
Price range: $230 total
Rating: 9.6

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Top Osprey 4 Star hotels

The Westin Sarasota

100 Marina View Drive Sarasota FL

$261 total

per night

Nov 22 - Nov 23

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. ...

DoubleTree by Hilton Sarasota Bradenton Airport

8009 15th Street E Sarasota FL

Fully refundableReserve now, pay when you stay

$134 total

per night

Nov 15 - Nov 16

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 ...

Art Ovation Hotel, Autograph Collection

1255 North Palm Avenue Sarasota FL

Fully refundableReserve now, pay when you stay

$202 total

per night

Nov 29 - Nov 30

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, ...

9.4/10 Exceptional! (1,000 reviews)

"This property is so special and unique. The staff was fantastic, friendly and welcoming. The art work was wonderful! I was impressed with the attention to details and staff cleaning every nook and cranny of the gym…guest room doors and handles, they really do a nice job. The staff at valet and front ..."

Reviewed on Oct 30, 2026

Lido Beach Resort

700 Benjamin Franklin Dr Sarasota FL

Fully refundableReserve now, pay when you stay

$431 total

per night

Nov 30 - Dec 1

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. ...

Legacy Hotel at IMG Academy

5450 Bollettieri Blvd. Bradenton FL

Fully refundableReserve now, pay when you stay

$217 total

per night

Nov 24 - Nov 25

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 ...

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL

Fully refundableReserve now, pay when you stay

$293 total

per night

Dec 1 - Dec 2

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 ...

9.2/10 Wonderful! (1,000 reviews)

"The beach was awesome, very quiet and relaxing, and the hotel staff were very attentive to any need we might have. It also has a great pool in the middle. And valet parking was complimentary!!!"

Reviewed on Nov 2, 2026

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

Fully refundableReserve now, pay when you stay

$107 total

per night

Nov 29 - Nov 30

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. ...

Cirque St. Armands Beachside

233 Ben Franklin Dr Sarasota FL

Fully refundableReserve now, pay when you stay

$332 total

per night

Nov 5 - Nov 6

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 ...

The Sarasota Modern, a Tribute Portfolio Hotel

1290 Boulevard of the Arts Sarasota FL

Fully refundableReserve now, pay when you stay

$220 total

per night

Nov 24 - Nov 25

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 ...

8.2/10 Very Good! (589 reviews)

"Hotel is nice rooms are good the gym isn’t great."

Reviewed on Nov 4, 2026

SeaSpray Resort

574 Canal Rd Siesta Key FL

Fully refundableReserve now, pay when you stay

$230 total

per night

Nov 8 - Nov 9

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 express ...

9.6/10 Exceptional! (206 reviews)

"I love this hotel. We will be back. Eve try thing clean and comfortable"

Reviewed on Nov 3, 2026

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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.