Osprey vacation rentals

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your current months are March, 2024 and April, 2024.
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April 2024
Discover a selection of 30 homes, 10 apartments, and other vacation rentals in Osprey that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include hot tub and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

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The historic city of Osprey awaits you

The area's history and live music are just a few of the reasons to vacation in Osprey. This welcoming city is known for its beaches, bars and gardens. Siesta Key Beach and Venice Beach are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Osprey

Are you searching for attractions to visit while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Osprey a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Stoneybrook Golf & Country Club (1.9 mi / 3 km)
  • Mote Marine Laboratory & Aquarium (10.9 mi / 17.5 km)
  • Sarasota National Golf Course (13.7 mi / 22 km)
  • Pelican Pointe Golf and Country Club (9.6 mi / 15.4 km)
  • Islandside Golf Course at Longboat Key Club (11.3 mi / 18.1 km)
  • Harborside Golf Course at Longboat Key Club (11.3 mi / 18.1 km)

Exploring the beaches and other natural features in Osprey

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Osprey is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Siesta Key Beach (6.2 mi / 10 km)
  • Venice Beach (7.3 mi / 11.8 km)
  • Lido Beach (9.3 mi / 15 km)
  • St. Armands Circle (10 mi / 16.1 km)
  • Turtle Beach (2.7 mi / 4.4 km)
  • Point of Rocks (4.4 mi / 7.1 km)

Seasonal weather averages in Osprey

If you're hoping to enjoy some warm-weather activities on your vacation, August, July, September and June are the hottest months to visit, when temperatures average 82°F.

Transportation options to and around Osprey

Fly into Sarasota-Bradenton Intl. Airport (SRQ), the closest airport, located 13.8 mi (22.2 km) from the city center.

Frequently asked questions

What is the best area to stay in Osprey when booking a vacation rental?

Among the most popular areas to get a vacation 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 vacation rental accommodation in Osprey?

Houses are the most popular type of vacation 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 vacation rental in Osprey?

Property type, length of stay and season are some of the conditions that can determine the price of a vacation home. Simply enter your travel dates to find your ideal escape. From cozy country cottages to sprawling villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Osprey?

The average price for a vacation 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 vacation rentals in Osprey?

Pack a squeezy toy and a bone for your beloved pooch because Osprey has 32 vacation 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 vacation 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 vacation rental that suits your style with all the features you're looking for.

Are there large group vacation 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 vacation rentals in Osprey that welcome kids?

Osprey has 32 family-friendly vacation 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 vacation is a cinch with these awesome family-friendly attractions:

  • Siesta Key Beach
  • Venice Beach
  • Turtle Beach

Are there one-bedroom vacation rentals in Osprey?

Yes, there are six one-bedroom properties in Osprey to pick from. A one-bedroom vacation property is a superb choice if it's just the two of you or if you're traveling 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 vacation rentals in Osprey?

Take off with your loved ones and experience complete comfort and privacy in one of the 10 two-bedroom vacation rentals Osprey has to offer.

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