Explore top 2026 4 Star Hotels in Osprey

Seize Your Someday with our amazing deals for the whole family!

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

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Top Osprey 4 Star hotels

The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $261 total per night from Nov 22 to Nov 23
$261 total
Nov 22 - Nov 23
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. ...
Opens in a new windowThe Westin Sarasota
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 $134 total per night from Nov 29 to Nov 30
$134 total
Nov 29 - Nov 30
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 ...
8.8/10 Excellent! (1,813 reviews)
"What a hidden gem! Shuttle service to the airport! Clean, super comfy beds."

Reviewed on Nov 4, 2026

Opens in a new windowDoubleTree by Hilton Sarasota Bradenton Airport
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

4 out of 5
1255 North Palm Avenue Sarasota FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $202 total per night from Nov 29 to Nov 30
$202 total
Nov 29 - Nov 30
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, ...
9.4/10 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

Opens in a new windowArt Ovation Hotel, Autograph Collection
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 Dec 1 to Dec 2
$403 total
Dec 1 - Dec 2
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. ...
Opens in a new windowLido Beach Resort
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
5450 Bollettieri Blvd. Bradenton FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $197 total per night from Nov 15 to Nov 16
$197 total
Nov 15 - Nov 16
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 ...
Opens in a new windowLegacy Hotel at IMG Academy
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
$259 nightly
The price is $293 total per night from Dec 1 to Dec 2
$293 total
Dec 1 - Dec 2
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 ...
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

Opens in a new windowZota Beach 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
$93 nightly
The price is $106 total per night from Nov 10 to Nov 11
$106 total
Nov 10 - Nov 11
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. ...
8.6/10 Excellent! (1,257 reviews)
"The room was very nice! The air conditioner did have a slight belt squeak when it was running but it was nothing that had an effect on our stay. The weather was not the greatest so we were unable to use the pool but it looked very nice! Staff was super friendly and on site restaurant was a definite ..."

Reviewed on Nov 4, 2026

Opens in a new windowCasey Key Resorts - Mainland
Cirque St. Armands Beachside

Cirque St. Armands Beachside

4 out of 5
233 Ben Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $332 total per night from Nov 9 to Nov 10
$332 total
Nov 9 - Nov 10
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 ...
Opens in a new windowCirque St. Armands Beachside
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
1290 Boulevard of the Arts Sarasota FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $210 total per night from Dec 6 to Dec 7
$210 total
Dec 6 - Dec 7
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 ...
8.2/10 Very Good! (589 reviews)
"Hotel is nice rooms are good the gym isn’t great."

Reviewed on Nov 4, 2026

Opens in a new windowThe Sarasota Modern, a Tribute Portfolio Hotel
SeaSpray Resort

SeaSpray Resort

4 out of 5
574 Canal Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $230 total per night from Nov 29 to Nov 30
$230 total
Nov 29 - Nov 30
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 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

Opens in a new windowSeaSpray 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.

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.

Recent Osprey hotel reviews by fellow wanderers