Book 5 Star Hotels in Osprey
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Featured Osprey 5 Stars Hotels
Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
Free Cancellation
Reserve now, pay when you stay
1.72 mi from city center
$170 nightly
The price is $193 total per night
$193 total
Mar 31 - Apr 1
Total with taxes and fees
Guests staying at Casey Key Resorts - Mainland enjoy an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with access to locker space, luggage storage, and securing valuables. Additional amenities include a conference center, a 24-hour business center, and a microwave in a common area.
Azul Resort Siesta Key
1105 Point of Rocks Rd Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
4.38 mi from city center
$362 nightly
The price is $409 total per night
$409 total
Apr 26 - Apr 27
Total with taxes and fees
Renovated in 2025, Azul Resort Siesta Key offers an outdoor pool, free WiFi in public areas, and a free kid's club. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This beach hotel also has a terrace.
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
4.47 mi from city center
$226 nightly
The price is $256 total per night
$256 total
Apr 29 - Apr 30
Total with taxes and fees
At Tropical Beach Resorts, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Free Cancellation
Reserve now, pay when you stay
4.77 mi from city center
$163 nightly
The price is $184 total per night
$184 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Spark by Hilton Sarasota Siesta Key Gateway enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
7.19 mi from city center
$345 nightly
The price is $390 total per night
$390 total
Apr 28 - Apr 29
Total with taxes and fees
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Tropical Breeze Resort. If you drive, put free parking to good use. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this beach hotel include coffee/tea in a common area, free use of bicycles, and a terrace.
Carlisle Inn
3727 Bahia Vista Sarasota FL
Free Cancellation
Reserve now, pay when you stay
8.75 mi from city center
$170 nightly
The price is $192 total per night
$192 total
Apr 29 - Apr 30
Total with taxes and fees
At Carlisle Inn, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Free Cancellation
Reserve now, pay when you stay
9.46 mi from city center
$389 nightly
The price is $440 total per night
$440 total
Apr 26 - Apr 27
Total with taxes and fees
Guests of Lido Beach Resort have access to a private beach, 2 outdoor pools, and a gym. Valet parking is available for USD 20 per night. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include free WiFi in public areas, a hot tub, and conference space.
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Free Cancellation
12.85 mi from city center
$79 nightly
The price is $89 total per night
$89 total
Apr 26 - Apr 27
Total with taxes and fees
Golden Host Resort - Sarasota features an outdoor pool, free WiFi in public areas, and coffee in a common area. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a library, express check-out, and free newspapers.
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
13.38 mi from city center
$152 nightly
The price is $172 total per night
$172 total
Apr 29 - Apr 30
Total with taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 5.35 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
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.
Best 5 star hotels in Osprey
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Osprey. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Osprey hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Osprey 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Osprey with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $89 to $440
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 11,259 5 star hotels in Osprey!
Osprey hotels essential information
Accommodation | 11,259 hotels |
|---|---|
Lowest Price | $89 |
Highest Price | $440 |
Popular hotels | Casey Key Resorts - Mainland, Kompose Boutique Hotel, Golden Host Resort - Sarasota, Tropical Beach Resorts, Tropical Breeze Resort, Azul Resort Siesta Key, Spark by Hilton Sarasota Siesta Key Gateway, Lido Beach Resort, Carlisle Inn |
Recent Reviews
Azul Resort Siesta Key
3/5 Okay
"parking was tight . i have a pick up and the space next to me was extremely tight. i had to continuosly back truck out to open doors in order load and unload our bags. reception office said hours were 9-5 but wasnt open until about 9:50 am. "
A verified traveler stayed at Azul Resort Siesta Key
Posted 1 hour ago
