Osprey house rentals

We found 3,770 house rentals — enter your dates for availability

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Frequently asked questions

Are there any holiday home rentals in Osprey?
Consider one of our 3,770 holiday home rentals and make a start on planning your Osprey trip. Whether you're going to stay in Osprey Village, Bay Acres, Rivendell or another much-visited neighbourhood, you'll discover the ideal house on Stayz.
How much does it cost to stay in a holiday rental house in Osprey?
Whether you're booking a budget-friendly getaway or a luxurious retreat, Stayz has a range of holiday home rentals in Osprey to choose from. Use our filters to compare prices and find the right place to start your next adventure.
When is the best time to rent a holiday house in Osprey?
It can all depend on the weather conditions you enjoy most, among other considerations. Many visitors to Sarasota County get an Osprey holiday home rental in January, when temperatures range from 14ºC to 20ºC.
Where can I rent an Osprey holiday house with great views?
When looking for your holiday home rental in Osprey, take advantage of our "Location" filter. This lets you choose the sorts of areas you want to stay in, whether that's away from the hustle and bustle or somewhere close to the action.
Does Osprey have any weekend house rentals?
You'll find some quality houses that are available for weekend rental. Simply key in your travel dates and get set for a spontaneous few days of fun. If you can't find the ideal holiday home rental in Osprey right away, adjust your dates or broaden your search to include the surrounding areas.
Are there any pet-friendly house rentals in Osprey?
With five pet-friendly holiday home rentals in Osprey, you can plan your next getaway with your furry companion by your side. As well as a comfortable bed for everyone, plenty of houses also come with perks like doggie bowls and free treats. Browse what's available by choosing the "Pets allowed" filter.
What are the top things to do in Osprey?
There's loads to do with you and your kids in Osprey besides only enjoying the conveniences and comforts of your holiday home rental. Don't miss top attractions like Siesta Key Beach and Venice Beach. After more ideas? Mote Marine Laboratory & Aquarium deserves a spot on every Osprey must-see list.
Why should I book my holiday rental house with Stayz?
From houses by the beachfront to those in vibrant downtown areas, Stayz has a wide variety of holiday home rentals to pick from. One of the best things about us? You won't have to share the property with the owner or any other guests. And with flexible cancellation policies and great customer support throughout your getaway, we'll ensure everything goes to plan.