Osprey Village holiday rentals

We found 5,605 holiday rentals — enter your dates for availability

Discover a selection of 5 flats and other holiday rentals in Osprey Village that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Osprey Village getaway

Learn about the unique charm of Osprey Village with a stay in a holiday home rental. This city has something for everyone. Siesta Key Beach and Venice Beach are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Osprey Village

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Osprey Village a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mote Marine Laboratory & Aquarium (10.9 mi / 17.6 km)
  • Sarasota National Golf Course (13.6 mi / 21.8 km)
  • Stoneybrook Golf & Country Club (1.8 mi / 3 km)
  • Pelican Pointe Golf and Country Club (9.4 mi / 15.2 km)
  • Islandside Golf Course at Longboat Key Club (11.4 mi / 18.3 km)
  • Harborside Golf Course at Longboat Key Club (11.4 mi / 18.3 km)

Exploring the natural features in Osprey Village

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Osprey Village is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Siesta Key Beach (6.3 mi / 10.2 km)
  • Venice Beach (7.3 mi / 11.7 km)
  • Lido Beach (9.5 mi / 15.2 km)
  • Turtle Beach (2.8 mi / 4.6 km)
  • Point of Rocks (4.6 mi / 7.3 km)
  • Crescent Beach (4.9 mi / 7.8 km)

Transport to and around Osprey Village

Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), the closest airport, located 13.8 mi (22.3 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Osprey Village?
Based on our data, houses are considered the most popular type of holiday property in Osprey Village. But naturally, everyone’s idea of an epic stay will differ. Stayz has holiday homes of all shapes and sizes, and we’ll help you to find the best fit for your needs.
How much does it cost to rent a holiday home in Osprey Village?
Length of stay, season and property type are some of the things that can affect the price of a holiday home. Simply enter your dates of travel to find your ideal escape. From comfy cabins to sprawling villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in Osprey Village?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside stay. Click on your Osprey Village travel dates to view your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the amenities and features you need.
Are there pet-friendly holiday homes in Osprey Village?
Yes, there are. You’ll have your pick of nine holiday homes that allow pets in Osprey Village. Lots of our pet-friendly holiday homes even have an outdoor area for your furry pal to play in, special dog beds, complimentary treats and proximity to parks and green space. Apply the “Pets allowed” filter to find a holiday home on Stayz that’s pawfect.
Can I rent a house with a pool in Osprey Village?
Tick the “pool” box in our handy filter tool and take your pick of four houses with private pools in Osprey Village on Stayz. Gentle soak, ball games or noodle joust? Downtime is up to you when your holiday home has its own swimming pool.
What are popular home amenities in Osprey Village?
The most popular home amenities people are searching for in Osprey Village are a fireplace, a garden and a barbecue grill. Whether you’re going on holiday with buddies, family or even pets, Stayz holiday homes come with the best amenities for hanging out with the people who matter most.
Are there large group holiday homes in Osprey Village?
Take your pick of six Stayz holiday properties in Osprey Village that can host a group of five or more guests. You’ll get all the space and privacy you need to hang out with the people you’re holidaying with — and no one else.
Are there holiday homes in Osprey Village that welcome kids?
With nine family-friendly holiday homes available in Osprey Village, now is a superb time to introduce your little ones to the pleasures of travel. Check our “Properties good for families” filter to look for stays packed with conveniences perfect for families on the move, such as full kitchens, outdoor spaces, bunk beds and hot tubs.
What are the top attractions for families in Osprey Village?
If you’re on holiday with the kids, include these family-friendly attractions in Osprey Village on your must-see list:

  • Oscar Scherer State Park
  • Historic Spanish Point

Are there one-bedroom holiday homes in Osprey Village?
Yes, Osprey Village has two one-bedroom homes on offer. Typically situated in desirable areas thanks to their smaller size, a one-bedroom home is great if you’re travelling with your partner or a pal. And with plenty of home comforts like full kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while enjoying this amazing destination.
Can I find two-bedroom holiday homes in Osprey Village?
Pick from four two-bedroom holiday homes in Osprey Village. Settle the kids into the second room or maybe fill it with a couple of your best friends. There’s a comfy spot for whoever’s fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Osprey Village?
Whether you want to keep up with the latest headlines, check emails or surf your social networks, there are two holiday homes with WiFi in Osprey Village. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Osprey Village?
Choose from nine holiday homes with air conditioning in Osprey Village providing that cooling breeze and extra element of comfort. Simply enter your dates of travel and then use our handy filters to help you find stays with air conditioning.
How old do you have to be to rent a holiday home in Osprey Village?
We advise checking with the Osprey Village holiday property you’re looking at on Stayz as the minimum age differs. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home in Osprey Village for?
It’s up to the Osprey Village property. To look at a list of options offering extended stays, simply enter your dates and number of guests into Stayz. Enjoy having the whole property to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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