Osprey rentals with pool

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Frequently asked questions

Are there any holiday rentals with a pool in Osprey?
Check out our 5,097 holiday rentals with a pool and start planning your Osprey trip. Whether you want to stay in Osprey Village, Bay Acres, Rivendell or another popular area, you'll discover the ideal poolside escape on Stayz.
How much does it cost to stay in a holiday rental with a pool in Osprey?
It doesn't get better than a holiday rental with a pool, and it doesn't have to cost a fortune with Stayz. While many factors will determine how much you'll pay for your Osprey getaway, our filters will help you find the best deal. Choose your budget and take advantage of our "Discounts" filter to search for properties that come with savings for longer stays. With an inviting pool ready and waiting for you, you'll probably want to stick around longer anyway!
When is the best time to book a holiday rental with a pool in Osprey?
If you want to enjoy Osprey at one of its busiest times, plan your escape for January. That's when temperatures range from around 14ºC to 20ºC, and when most Stayz guests unwind in a holiday rental with a pool here. Of course, there are other great times to be in this part of Sarasota County, so do some homework into which season or month is the best fit for your plans.
What holiday rentals with a pool in Osprey have nice views?
Relaxing is effortless at Stayz's holiday rentals with a pool in Osprey. Go for a swim or simply admire the outlooks. Filter your options by "Recommended" or "Guest rating" to see the very best stays where you can lose yourself in the incredible scenery as your worries float away.
Are there holiday rentals with a private pool in Osprey?
Choose a holiday rental with a private pool in Osprey and go for a morning swim or midnight dip — or whenever the mood strikes! You can keep your little ones easily occupied, and you won't have to worry about sharing with other guests. Use our "Private pool" filter to discover your perfect stay.
What are the top things to do in Osprey?
Fun times in Osprey await for the family when you book a holiday home rental with a pool. On top of visiting major attractions like Siesta Key Beach, Venice Beach and Mote Marine Laboratory & Aquarium, you'll be able to spend your downtime relaxing by the water.
Why should I book my holiday rental with a pool with Stayz?
When you stay in a Stayz holiday rental with a pool, the only people you have to share your living space with are whoever you take with you. It'll just be you and your loved ones with the entire property to yourselves having a splashing good time. Our flexible cancellation policies also mean you can book your rental house with peace of mind should your plans change.