Osprey Holidays
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Our guide on where to stay in Osprey
Find the best Osprey areas and neighborhoods for the activities you enjoy most. Learn more about Osprey
Sorrento Shores
While Sorrento Shores may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Oscar Scherer State Park and Nokomis Beach.
Osprey Holiday
Our pick of the best Osprey Hotel Deals
Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
The price is NZ$272 per night from 29 Dec to 30 Dec
NZ$272
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (1,119 reviews)
Clean room and a friendly staff
Reviewed on 22 Dec 2025
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,805 reviews)
Everything was amazing
Reviewed on 26 Dec 2025
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is NZ$317 per night from 4 Jan to 5 Jan
NZ$317
4 Jan - 5 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (5,170 reviews)
The room as great and the staff was so nice and helpful. I will definitely be going back.
Reviewed on 26 Dec 2025
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.
What to do in Osprey
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
NZ$101
per adult
80% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
NZ$92
per adult
92% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
NZ$252
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- South Gate Ridge Hotels
- Osprey Hotels
- South Sarasota Hotels
- Hotels near Stoneybrook Golf & Country Club
- Vamo Hotels
- Hotels near Turtle Beach
- Nokomis Hotels
- Hotels near Siesta Key Beach
- Siesta Key Hotels
- Hotels near Historic Spanish Point
- Palmer Ranch Hotels
- Rivendell Hotels
- Aloha Kai Hotels
- Venice Hotels
- Laurel Hotels
- Resort in Osprey
- Resort in Siesta Key
- Condo Rentals in Siesta Key
- Villas in Siesta Key
- Guest Houses in Siesta Key
- Cottages in Siesta Key
- Inns in Casey Key
- Lodges in Casey Key
- Villas in Casey Key
- Motels in Venice
- Villas in Legacy Trail
- Guest Houses in Legacy Trail
- B&B in Island of Venice
- Villas in Island of Venice
- Romantic Hotels in Siesta Key
- All Inclusive Hotels in Siesta Key
- Pet Friendly Hotels in Siesta Key
- Cheap Hotels in Siesta Key
- Boutique Hotels in Siesta Key
- Casino Hotels in Siesta Key
- Family Hotels in Siesta Key Village
- Family Hotels in Casey Key
- Romantic Hotels in Casey Key
- Pet Friendly Hotels in Casey Key
- Spa Hotels in Casey Key
- Family Hotels in Venice
- Business Hotels in Venice
- Historic Hotels in Venice
- Romantic Hotels in Venice
- Lgbt Welcoming Hotels in Venice
- Cheap Hotels in Island of Venice
- Beach Hotels in Island of Venice
- Visit South Gate Ridge
- Visit Vamo
- Red Barn Flea Market Plaza
- Ed Smith Stadium
- Fullers Earth Holidays
- Payne Park
- Bradenton Holidays
- Desoto Speedway
- Img Bollettieri Tennis Academy
- North Jetty Beach
- Lake Manatee State Park
- Longboat Key Holidays
- St. Armands Circle
- Nathan Benderson Park
- Sarasota Kennel Club
- Siesta Key Holidays
- Mote Marine Laboratory & Aquarium
- Van Wezel Performing Arts Hall
- Rotonda West Holidays
- River Strand Golf and Country Club
- Sarasota Classic Car Museum
- Dakin Dairy Farms
- Sarasota Holidays
- Oyster Creek Golf Club
- Stoneybrook Golf & Country Club
- Lecom Park
- Caspersen Beach
- Cortez Holidays
- Siesta Key Beach
- Lemon Bay Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
