Osteen Cottage Rentals
Cottage
10.0(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
Parking
Ocean View
Balcony/Terrace
View
US $260/Night
7 Nights - US $1,821
Cottage
10.0(3 Reviews)
1 Bedroom
1 Bath
- Parking
Kitchen
Air Conditioner
Internet
US $425/Night
7 Nights - US $2,978
Cottage
10.0(125 Reviews)
2 Bedrooms
1 Bath
4 Guests
960 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $197/Night
7 Nights - US $1,376
Cottage
10.0(104 Reviews)
2 Bedrooms
1 Bath
3 Guests
900 ft²
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
US $167/Night
7 Nights - US $1,166
Cottage
9.6(68 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $312/Night
7 Nights - US $2,182
Cottage
9.0(19 Reviews)
1 Bedroom
1 Bath
3 Guests
380 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $146/Night
7 Nights - US $1,020
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $314/Night
7 Nights - US $2,195
Cottage
10.0(41 Reviews)
1 Bedroom
2 Baths
2 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,417
Cottage
5.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
Child Friendly
US $225/Night
7 Nights - US $1,575
Cottage
2 Bedrooms
2 Baths
5 Guests
997 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $167/Night
7 Nights - US $1,168
House
10.0(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
1587 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $185/Night
7 Nights - US $1,295
Why Choose Rent By Owner for your Osteen Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Osteen
How to Book Your Osteen Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Osteen
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Osteen, FL
Wiregrass Prairie Preserve
Pell's Citrus & Nursery
Lemon Bluff
Osteen Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Osteen?
There are a lot of options in Osteen. If you plan on staying in the Osteen area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Osteen:
- The perfect home base for exploring Florida! 3BR, 2BA executive home with Pool
- Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
- Charming bungalow in Sanford's historical district
- Fully Renovated "Old Florida" Apartment
- Mediterranean/Spanish Estate Home on Lake Sidney
- Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
- Day Trip to Disney: Deltona Escape w/Patio
- Serenity @ Court
- Historic Hotspot Walk to Downtown Fun Luxury Beds
- The Blue Aztec
2. How many Cottages are available in Osteen?
Currently, the total number of properties listed by RBO in 2026 is over 10 in the Osteen area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Osteen.
More Rentals You May Like Near Osteen
US $159/Night
7 Nights - US $1,110
House
10.0(9 Reviews)
2 Bedrooms
2 Baths
8 Guests
Private Pool- Parking
Pool- Kitchen
US $226/Night
7 Nights - US $1,582
House
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
1001.04 ft²
- Parking
- View
- Air Conditioner
- Internet
US $152/Night
7 Nights - US $1,064
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $196/Night
7 Nights - US $1,374
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
893.4 ft²
- Parking
- Internet
- Child Friendly
Wellness Facilities
US $218/Night
7 Nights - US $1,524
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $209/Night
7 Nights - US $1,466
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
1399.31 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $249/Night
7 Nights - US $1,746
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
7 Guests
1000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $186/Night
7 Nights - US $1,301
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
904.17 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $233/Night
7 Nights - US $1,629
New
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
825 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $100/Night
7 Nights - US $700
House
10.0(1 Review)
5 Bedrooms
4 Baths
10 Guests
1765.28 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $330/Night
7 Nights - US $2,311
House
9.6(23 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $142/Night
7 Nights - US $993
