Explore top 2026 4 Star Hotels in Osprey
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Top Osprey 4 Star hotels
The Westin Sarasota
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $261 total per night from May 25 to May 26
$261 total
May 25 - May 26
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! (1,194 reviews)
Great trip.
Reviewed on May 16, 2026
DoubleTree by Hilton Sarasota Bradenton Airport
8009 15th Street E Sarasota FL
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $116 total per night from May 25 to May 26
$116 total
May 25 - May 26
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! (1,633 reviews)
Drainage not working of the shower
Reviewed on May 13, 2026
Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $383 total per night from May 17 to May 18
$383 total
May 17 - May 18
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. ...
8.8/10 Excellent! (1,007 reviews)
Nice, clean, great beach and pool and bar
Reviewed on May 16, 2026
Legacy Hotel at IMG Academy
5450 Bollettieri Blvd. Bradenton FL
$195 nightly
The price is $220 total per night from May 17 to May 18
$220 total
May 17 - May 18
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! (1,007 reviews)
Was great
Reviewed on May 15, 2026
Cirque St. Armands Beachside
233 Ben Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $354 total per night from May 17 to May 18
$354 total
May 17 - May 18
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 ...
8.6/10 Excellent! (1,005 reviews)
Our stay was really nice. Excellent clerk at the check-in
Reviewed on May 16, 2026
Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $327 total per night from May 17 to May 18
$327 total
May 17 - May 18
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 ...
9/10 Wonderful! (1,007 reviews)
A great place to stay with very convenient amenities. The pool area and beach access are very clean, accessible, and accommodating to all guests.
Reviewed on May 15, 2026
Art Ovation Hotel, Autograph Collection
1255 North Palm Avenue Sarasota FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $220 total per night from Jun 14 to Jun 15
$220 total
Jun 14 - Jun 15
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)
The room overall looked outdated and was not clean. The chair by the desk had visible stains or dirt spots and did not appear to have been properly cleaned. The bathroom was also not clean, which made the stay uncomfortable and disappointing. The property location is great and the staff is very ...
Reviewed on May 11, 2026
Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from May 17 to May 18
$123 total
May 17 - May 18
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. ...
8.8/10 Excellent! (1,155 reviews)
Super clean hotel, friendly staff and the pool is amazing! Always the perfect temperature. Chef Rolf’s food is made from scratch and there’s always music, bands and things going on for the weekend. Quiet and peaceful location with daily shuttles to and from their private beach. What’s not to ...
Reviewed on May 16, 2026
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 May 31 to Jun 1
$181 total
May 31 - Jun 1
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! (551 reviews)
We had such a great stay at The Sarasota Modern! The hotel itself is beautiful! Very modern, clean, and had such a fun vibe from the moment we walked in. The rooms were stylish and comfortable, the pool area was amazing, and the location was perfect for exploring downtown Sarasota. The staff was ...
Reviewed on May 15, 2026
The Resort at Longboat Key Club
220 Sands Point Road Longboat Key FL
Fully refundableReserve now, pay when you stay
$529 nightly
The price is $598 total per night from May 26 to May 27
$598 total
May 26 - May 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 ...
9/10 Wonderful! (708 reviews)
I received a pedicure while a guest there. My pedicurist was a lot of fun. I relaxed, & we laughed a lot. SHe was professional, positive, and fun. The pedicure was pretty good, but the experience was excellent.
Reviewed on Apr 30, 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
Tropical Breeze Resort
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"A cute little neglected property. Small pool with only 2 umbrellas for shade. Easy walk to all amenities."
A verified traveler stayed at Tropical Breeze Resort
