Compare HOTELS, RESORTS, AND RENTALS in Osprey, Florida, USA
About Osprey Vacation Rentals
There are more than 117 places to stay in Osprey that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Osprey.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Osprey, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Osprey. Places to stay near Osprey are 759.7 ft² on average, with prices averaging AU $404 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Osprey with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Osprey, FL
Frequently Asked Questions About Osprey?
What are the top hotels or resorts in Osprey?
You have a lot of choices in or near Osprey. If you need a hotel in the Osprey area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Osprey:
- Casey Key Resorts - Mainland
- Casey Key Resorts - Mainland
- Mid-century Waterfront Home with pool
- Rare private beachfront estate on the Gulf.
- 2-bedroom Spacious townhome in Osprey
- Furnished and meticulous! Near Nokomis, Venice and Siesta Beaches.
- Pet-Friendly Modern Retreat Near Siesta Key
- Sarasota Vacation paradise!
- Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
- Luxury Condo on the water with Intercostal view
How many hotels, resorts, or rentals are available in Osprey?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 117 in the Osprey area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Osprey.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Vamo Hotel & Resort Deals in Sarasota, Florida | 57 |
| Palmer Ranch Hotel & Resort Deals in Sarasota, Florida | 43 |
| Bay Acres Hotel & Resort Deals in Sarasota, Florida | 653 |
| Sorrento Shores Hotel & Resort Deals in Sarasota, Florida | 555 |
| Rivendell Hotel & Resort Deals in Sarasota, Florida | 385 |
