We found 7,827 holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in Osprey that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include a garden and hot tub. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Osprey
Showing deals for:12 Feb - 19 Feb
Image gallery for Rare private beachfront estate on the Gulf.
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Frequently Asked Questions
What is the best area to stay in Osprey when booking a holiday rental?
Among the most popular areas to get a holiday rental in Osprey is Osprey Village. Find an ideal stay on Vrbo and explore this area like a local.
What is the most popular type of holiday rental accommodation in Osprey?
Houses are the most popular type of holiday rental in Osprey, according to our data. Even if you've got something different in mind, Vrbo has properties in loads of sizes and shapes. Compare our options to find your ideal match.
How much does it cost to rent a holiday rental in Osprey?
Property type, length of stay and season are some of the conditions that can determine the price of a holiday home. Simply enter your travel dates to find your ideal escape. From cosy country cottages to sprawling villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Osprey?
The average price for a holiday home by the beach in Osprey depends on when you're going and the type and size of property you're searching for. Find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use our handy filter tool to select the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday rentals in Osprey?
Pack a squeezy toy and a bone for your beloved pooch because Osprey has 32 holiday homes that put out the welcome mat to pets. Let your happy hound join in with the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Osprey?
Add a whole new level of fun to your getaway by booking one of the 22 houses with a private pool in Osprey. Use our search filter to find the kind of property you want on Vrbo, and then spend leisurely days splish-splashing around in a swimming pool that's for your use only.
What are popular rental amenities in Osprey?
Tennis, a garden and a water view are rated the most popular rental amenities in Osprey. Whether you're planning to travel alone, with a partner or as a family, Vrbo can help you find a holiday rental that suits your style with all the features you're looking for.
Are there large group holiday rentals in Osprey?
With 16 Osprey properties that can sleep five or more people, you can invite a few extra family members or buddies along. Whether you're planning an informal gathering or a special celebration, Vrbo will help you find the ideal space to fit the occasion.
Are there holiday rentals in Osprey that welcome kids?
Osprey has 32 family-friendly holiday rentals. And booking a stay that welcomes children is a cinch with our "Properties good for families" filter. As well as having the entire place to yourselves, you'll have access to amenities and perks like living rooms, yards and private pools.
What are the top attractions for families in Osprey?
Keeping the kids entertained during your Osprey holiday is a cinch with these awesome family-friendly attractions:
Siesta Key Beach
Venice Beach
Turtle Beach
Are there one-bedroom holiday rentals in Osprey?
Yes, there are six one-bedroom properties in Osprey to pick from. A one-bedroom holiday property is a superb choice if it's just the two of you or if you're travelling solo. Toss in more convenience, space and privacy than a regular hotel, and you're sure to have a trip to remember.
Can I find two-bedroom holiday rentals in Osprey?
Take off with your loved ones and experience complete comfort and privacy in one of the 10 two-bedroom holiday rentals Osprey has to offer.
Are there holiday rentals with WiFi in Osprey?
There are 16 holiday rentals with WiFi in Osprey. If you'd like to disconnect from daily life during your escape, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Osprey?
Pick your travel dates and then use the filter tool to view holiday rentals with ac in Osprey on Vrbo. With 32 air-conditioned properties available, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday rental in Osprey?
The age limit can vary across properties on Vrbo, so be sure to check the rules of the holiday home in Osprey you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Osprey for?
The amount of time you can stay in an Osprey holiday home for is up to the property. Just tap in your travel dates to view available options that offer extended stays. They come with all you need to make your extended getaway more convenient and enjoyable, like air conditioning and laundries. Some properties might also offer weekly or monthly discounted prices, so you can hang around longer for less.