Osceola holiday lettings

We found 37 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Osceola that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, 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 options that are accessible or non-smoking.

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, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Osceola getaway

Learn about the unique charm of Osceola with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Exploring the natural features in Osceola

Whether you're an outdoor enthusiast or just want to take in the scenery, Osceola is a great place to spend some time outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Salmon River Falls (11.6 mi / 18.7 km)
  • Salmon River Fish Hatchery (13.5 mi / 21.8 km)
  • Salmon River (20.8 mi / 33.5 km)
  • Constable Hall (15.6 mi / 25 km)
  • Hall Island (9.7 mi / 15.6 km)
  • Trout Brook State Forest (15.8 mi / 25.4 km)

Travelling to and around Osceola

Fly into Rome, NY (RME-Griffiss Intl.), the closest airport, located 24.3 mi (39.2 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Osceola?
Chalets are the most popular type of holiday rental in Osceola, according to our data. Even if you have a different idea in mind, Vrbo has properties in all shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a holiday rental in Osceola?
Length of stay, property type and season are some of the conditions that can affect the price of a holiday home. Simply add your travel dates to find your perfect fit. From comfy cabins to sprawling luxury villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Osceola?
Prices for beach houses in Osceola can vary depending on the style and size of the property and time of year you’re travelling. Just enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use the filters to narrow down your search by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Osceola?
Yes, there are. Choose from two stays that allow pets in Osceola on Vrbo. Our furry kids deserve a break too, so simply use our search function for pet-friendly holiday rentals to book a perfect pad where your pooch can share in the good times.
What are popular rental amenities in Osceola?
When it comes to rental amenities that guests are looking for in Osceola, a nearby waterfront, a firepit and a barbecue grill rank the highest. With Vrbo holiday homes, you’ll enjoy options to suit your taste and style, whether you’re going on a holiday with your partner, your friends or even pets.
Are there large group holiday rentals in Osceola?
With two holiday rentals that can host 10 people or more in Osceola, there’s no need to leave anyone off your guest list. From fun family holidays to events like Thanksgiving or Christmas parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals in Osceola that welcome kids?
Gather your whole crew for an adventure in Osceola at one of our two family-friendly holiday homes. Lots of these stays offer amenities that are perfect for getaways with children, like full kitchens, multiple bedrooms and swimming pools. Just click on the “Properties good for families” filter box and pick out your favourite.
How old do you have to be to rent a holiday rental in Osceola?
The minimum age can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in Osceola you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a holiday rental in Osceola for?
It’s down to the Osceola property. To view all available options offering extended stays, just enter your dates and guest number into Vrbo’s search page. You can enjoy having the whole property to yourself, as well as amenities such as air conditioning, a kitchen and an outdoor space where the kids can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

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