Explore the best 2025 4 Star Hotels Hotels in Osprey

Name: Chadwick Cove Resort & Marina
Price range: $528 total

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

Top Osprey 4 Star hotels

DoubleTree by Hilton Sarasota Bradenton Airport

8009 15th Street E, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$124 total

Jul 21 - Jul 22

Total includes 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 areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Pool

Hot Tub

The Westin Sarasota

100 Marina View Drive, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$197 total

Jul 27 - Jul 28

Total includes 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. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Pool

Spa

Lido Beach Resort

700 Benjamin Franklin Dr, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$305 nightly

$345 total

Aug 10 - Aug 11

Total includes 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. Enjoy the gym and perks like free WiFi.

On private beach

Pool

Art Ovation Hotel, Autograph Collection

1255 North Palm Avenue, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$171 nightly

$193 total

Aug 3 - Aug 4

Total includes 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, and valet parking. Enjoy the outdoor pool and perks like a free beach shuttle.

Pool

Pet friendly

Legacy Hotel at IMG Academy

5450 Bollettieri Blvd., Bradenton, FL

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$208 total

Aug 17 - Aug 18

Total includes 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 the area shuttle, valet parking, and coffee shop/cafe.

Pool

Parking included

Zota Beach Resort

4711 Gulf of Mexico Dr, Longboat Key, FL

Free Cancellation

Reserve now, pay when you stay

$279 nightly

$315 total

Aug 10 - Aug 11

Total includes 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 areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

On private beach

Pool

Cirque St. Armands Beachside

233 Ben Franklin Dr, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$314 nightly

$354 total

Jul 20 - Jul 21

Total includes 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 need for your pet including food and water bowls. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Pet friendly

SeaSpray Resort

574 Canal Rd, Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

$276 nightly

$312 total

Aug 4 - Aug 5

Total includes 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 are also on offer.

Pool

Pet friendly

The Sarasota Modern, a Tribute Portfolio Hotel

1290 Boulevard of the Arts, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$163 total

Jul 27 - Jul 28

Total includes 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 service, and valet parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.

The Resort at Longboat Key Club

220 Sands Point Road, Longboat Key, FL

Free Cancellation

Reserve now, pay when you stay

$441 nightly

$498 total

Aug 10 - Aug 11

Total includes 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 fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Barsala at Champions Walk

4148 53rd Ave W, Bradenton, FL

Get rates

This aparthotel features free WiFi in public areas, barbecue grills, and a virtual front desk.

Chadwick Cove Resort & Marina

1825 Gulf Blvd, Englewood, FL

$493 nightly

$528 total

Jul 22 - Jul 23

Total includes taxes and fees

This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

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.

Osprey hotels essential information

Accommodation	10,465 hotels
Lowest Price	$124
Highest Price	$528
Popular hotels	DoubleTree by Hilton Sarasota Bradenton Airport, The Westin Sarasota, Lido Beach Resort, Art Ovation Hotel, Autograph Collection, Legacy Hotel at IMG Academy, Zota Beach Resort, Cirque St. Armands Beachside, SeaSpray Resort, The Sarasota Modern, a Tribute Portfolio Hotel, The Resort at Longboat Key Club, Barsala at Champions Walk, Chadwick Cove Resort & Marina

Recent Osprey hotel reviews by fellow wanderers

Carlisle Inn

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Great"

A verified traveler stayed at Carlisle Inn

The Westin Sarasota

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"The staff at the front desk and at the pool were very pleasant and attentive. Parking Was expensive in my opinion, but the guys and girls would run around and get your car when you needed. Valet only. No microwave to heat anything up even though it’s always hot in Florida. "

A verified traveler stayed at The Westin Sarasota