Osteen, Florida holiday accommodation: short-term house rentals & properties

Discover a selection of holiday rentals in Osteen that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, including parking and a TV. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Find the best place to stay - Osteen

Cottage on the River

Sleeps 4 · 2 bedrooms · 1 bathroom

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

Scenic Osteen will entice you

Learn about the unique charm of Osteen with a stay in a holiday home rental. Travellers appreciate the kayaking in this scenic city. 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.

Activities and attractions in Osteen

Do you want to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Osteen a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Central Florida Zoo & Botanical Gardens (9.3 mi / 14.9 km)
Venetian Bay Golf Club (14.9 mi / 24 km)
The Trophy Club Of Orlando (18 mi / 29 km)
New Smyrna Beach Golf Course (18.4 mi / 29.7 km)
Orlando Speedworld (21.4 mi / 34.4 km)
Sunglow Pier (23.9 mi / 38.4 km)

Exploring the natural landscape of Osteen

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Osteen is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

New Smyrna Beach (20.8 mi / 33.5 km)
Lake Monroe (6.5 mi / 10.4 km)
Lake Jesup (8.8 mi / 14.2 km)
Black Hammock Wilderness Area (10.1 mi / 16.3 km)
Black Bear Wilderness Area (11.5 mi / 18.5 km)
Boombah-Soldiers Creek Park (12.5 mi / 20.1 km)

How to get to and around Osteen

The nearest airport is in Orlando, FL (SFB-Orlando Sanford Intl.), located 6.9 mi (11.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Daytona Beach, FL (DAB-Daytona Beach Intl.), which is 24.2 mi (39 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Osteen?

The most in-demand types of holiday homes in Osteen are houses. Prefer something different? Stayz offers a variety of options to match the needs of our guests, so you’ll see holiday properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — grab yours today.

How much does it cost to rent a holiday home in Osteen?

The average price for a holiday home in Osteen depends on several factors, like length of stay, property type and season. Whether you’re dreaming about a sprawling villa with a pool or a comfy cabin that’s perfect for two, just add your travel dates to see stays with terrific value.

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

Prices for beach houses in Osteen may differ depending on the size and type of the property and time of year you’re travelling. Simply enter your travel dates into Stayz and how many guests to view your holiday home options and prices. From there you can use our filter tool to tailor your search by ratings, amenities, nearby activities and more.

What are popular home amenities in Osteen?

When it comes to home amenities that people are looking for in Osteen, a barbecue grill, a garden and a nearby waterfront rank highest. With Stayz holiday homes, there are options to fit your style and taste, whether you’re going on a holiday with family, friends or even pets.

What are the top attractions for families in Osteen?

You’ll find loads of cool things to see and do with the family in Osteen, such as:

AMF Deltona Lanes
Gemini Springs Park
Green Springs Park

How old do you have to be to rent a holiday home in Osteen?

We advise checking with the Osteen holiday home you’d like on Stayz as the age limit differs. However, it’s generally 16, 18 or 21.

How long can I rent a holiday home in Osteen for?

The length of time you can rent a holiday home in Osteen differs according to the property. Simply enter your desired dates to see a list of options offering extended stays. With lots of features like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you’re sure to find the perfect place to call your home away from home in Osteen.