Osprey beach rentals

We found 3,602 beach rentals — enter your dates for availability

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Frequently asked questions

Are there any beach holiday rentals in Osprey?
Pick one of our 3,602 beach holiday rentals and begin organising your escape to Osprey. Whether you want to stay in Osprey Village, Bay Acres, Rivendell or another well-known area, Stayz makes it easy to find your dream house by the coast.
How much does it cost to stay in a beach holiday rental in Osprey?
Scoring savings on your beach holiday rental in Osprey is simple with our filter tool. Search by price, amenities, location and any other individual preferences to find a getaway that fits your needs and budget. Small or spacious, rustic or regal, cottage or villa — we've got properties for all styles of seaside adventures.
When is the best time to book a beach holiday rental in Osprey?
It depends on the type of weather you enjoy, along with other considerations. Many people visiting Sarasota County stay in an Osprey beach holiday rental in January, when the average temperature ranges from 14ºC to 20ºC.
Where can I book an Osprey beach holiday rental with great views?
Use the "Location" filter to find a beach holiday rental with the views you're seeking. Start by entering the dates you want to book your house in Osprey, then narrow your options based on the sort of area you'd prefer to stay in.
What are the most popular beaches in Osprey?
Give the kids a fantastic day out at Siesta Key Beach. This coastal escape is one of the most popular beaches in Osprey. For a romantic rendezvous with your other half, consider Venice Beach. Organise a picnic or go for a leisurely stroll along the shore.
What are the top things to do in Osprey?
Get your Osprey escape off to a great start with a visit to popular attractions like Siesta Key Beach, Venice Beach and Mote Marine Laboratory & Aquarium. Stay in a Stayz beach holiday rental with the family and then uncover the best of this destination together.
Why should I book my beach holiday rental with Stayz?
Booking your beach holiday rental with Stayz means you'll have the entire place to yourselves — your own private retreat by the coast, without any distractions or interruptions from other people. Plus, our flexible payment and cancellation policies allow you to modify your plans if necessary.