111+ Pet Friendly Hotels and Vacation Rentals in Osprey |
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  3. Sarasota
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Osprey Pet Friendly Vacation Rentals

About Osprey Vacation Rentals

There are more than 111 places to stay in Osprey and many that are available that welcome pets. These options include dog-friendly 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 pet-friendly places to stay in Osprey.

Are you seeking a last-minute pets-allowed 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 PetFriendly Osprey, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at 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 745.66 ft² on average, with prices averaging US $259 a night.

PetFriendly 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 pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Osprey

Type Count
Vacation Homes 59
Holiday Apartments 23
Villas 2
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Osprey

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Osprey.

Weather in Osprey, FL

View the weather forecast for Osprey before booking your hotel or rental.

December - February
High 79°F       Low 51°F
March - May
High 91°F       Low 53°F
June - August
High 92°F       Low 72°F
September - November
High 90°F       Low 57°F

Stay Near Osprey, FL

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Osprey's attractions.


Oscar Scherer State Park
Historic Spanish Point
The Oaks Club
Nancy's Consignments
Lido Beach
Venice Beach
Siesta Key Beach
St. Armands Circle
Englewood Beach
Turtle Beach
IMG Academy
Nokomis Beach
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
John and Mable Ringling Museum of Art
Manasota Beach
Crescent Beach
Caspersen Beach
Siesta Key Marina

Other Places to Stay in Osprey, FL


Historic Spanish Point 766 Properties
Nancy's Consignments 744 Properties
The Oaks Club 719 Properties
Sorrento Shores 464 Properties
Oscar Scherer State Park 446 Properties
Rivendell 319 Properties
Bay Acres 316 Properties
Osprey Village 47 Properties

Frequently Asked Questions About Osprey?

What are the top vacation rentals in Osprey?

Find the best options in or near Osprey for pet-friendly travel. If you are planning a trip or vacation in Osprey, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Osprey:

Which vacation homes in Osprey are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Osprey? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Osprey:

How many PetFriendly vacation rentals are available in Osprey?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 111 in the Osprey area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Osprey.

Nearby Neighborhood (5) 
Neighborhood Property Count
Vamo Pet Friendly Hotels and Vacation Rentals in Sarasota, Florida 56
Palmer Ranch Pet Friendly Hotels and Vacation Rentals in Sarasota, Florida 37
Bay Acres Pet Friendly Hotels and Vacation Rentals in Sarasota, Florida 316
Sorrento Shores Pet Friendly Hotels and Vacation Rentals in Sarasota, Florida 464
Rivendell Pet Friendly Hotels and Vacation Rentals in Sarasota, Florida 319

People Also Ask

There are 111 Osprey, FL Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Osprey