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
Top Osprey 4 Star hotels
The Westin Sarasota
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. ...
9.2/10 Wonderful! (1,142 reviews)
"the Westin was a fantastic experience for us to celebrate our one year anniversary at. The staff catered to ever whim, the breakfast for 2 deal every day let us get a quick bite at the buffet or expand our horizons by ordering off the menu, and the property's rooftop was the best spot to start or ..."
Reviewed on Aug 29, 2026
DoubleTree by Hilton Sarasota Bradenton Airport
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 ...
8.8/10 Excellent! (1,766 reviews)
"Beautiful hotel with road side parking to watch the planes land and take off. Comfy beds and pillows."
Reviewed on Aug 28, 2026
Lido Beach Resort
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. ...
9.2/10 Wonderful! (1,006 reviews)
"Staff were very friendly and helpful. Beautiful resort and beach."
Reviewed on Aug 29, 2026
Art Ovation Hotel, Autograph Collection
1255 North Palm Avenue Sarasota FL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $184 total per night from Sep 13 to Sep 14
$184 total
Sep 13 - Sep 14
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, ...
Zota Beach Resort
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 ...
Legacy Hotel at IMG Academy
5450 Bollettieri Blvd. Bradenton FL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $184 total per night from Sep 24 to Sep 25
$184 total
Sep 24 - Sep 25
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 ...
Cirque St. Armands Beachside
233 Ben Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $298 total per night from Aug 30 to Aug 31
$298 total
Aug 30 - Aug 31
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 ...
8.8/10 Excellent! (1,004 reviews)
"The staff were very nice and helpful. Perfect stay for a get away. The room and property were very clean. Definitely planning on visiting again :)"
Reviewed on Aug 29, 2026
Casey Key Resorts - Mainland
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. ...
The Sarasota Modern, a Tribute Portfolio Hotel
1290 Boulevard of the Arts Sarasota FL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $181 total per night from Sep 6 to Sep 7
$181 total
Sep 6 - Sep 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! (574 reviews)
"The location is great for downtown Sarasota activities and the staff were lovely. The valet was attentive and present (although the text messaging system they use was not functional when I tried it), the front desk staff was pleasant, and I had a great time talking to the bartenders at both the pool ..."
Reviewed on Aug 25, 2026
The Resort at Longboat Key Club
220 Sands Point Road Longboat Key FL
Fully refundableReserve now, pay when you stay
$499 nightly
The price is $564 total per night from Aug 30 to Aug 31
$564 total
Aug 30 - Aug 31
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 ...
9/10 Wonderful! (762 reviews)
"Children crying was annoying but everything else was something a cut above and will never forget"
Reviewed on Aug 29, 2026
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
Spark by Hilton Sarasota Siesta Key Gateway
4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Muy buena atención y sus instalaciones muy buenas"
A verified traveler stayed at Spark by Hilton Sarasota Siesta Key Gateway
