Leon County Winter Rental
New
Apartment
2 Bedrooms
1 Bath
4 Guests
951 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $202/Night
7 Nights - US $1,414
House
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
979.52 ft²
- Fireplace/Heating
- Parking
Air Conditioner
Internet
US $786/Night
7 Nights - US $5,504
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $449/Night
7 Nights - US $3,146
House
2 Bedrooms
2 Baths
6 Guests
1008 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $144/Night
7 Nights - US $1,008
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1668.41 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
US $297/Night
7 Nights - US $2,081
House
10.0(263 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
Private Pool- Fireplace/Heating
Pool
Ocean View
US $131/Night
7 Nights - US $920
House
10.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
2497.23 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Breakfast
US $282/Night
7 Nights - US $1,975
Apartment
10.0(100 Reviews)
1 Bedroom
1 Bath
2 Guests
273 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $133/Night
7 Nights - US $928
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1539.24 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $269/Night
7 Nights - US $1,883
House
10.0(68 Reviews)
3 Bedrooms
2 Baths
6 Guests
1224 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $304/Night
7 Nights - US $2,131
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
1205.56 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $264/Night
7 Nights - US $1,848
House
10.0(60 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $186/Night
7 Nights - US $1,299
Why Choose Rent By Owner for your Leon County Winter Rental?
What makes our Winter Rental 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 Leon County
How to Book Your Leon County Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Leon County
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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 Leon County, FL
Tallahassee
Old Town
Governor's Walk
Chapel Ridge
College Town
Woodland Drives
San Luis
Capitol Hill
Lake Bradford -Cascade Lake
Killearn Estates
Killearn Lakes
Griffin Heights
Frequently Asked Questions About Leon County Winter Rentals
1. What are the top Winter Rentals in Leon County?
There are a lot of options in Leon County. If you plan on staying in the Leon County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Leon County:
- Spacious 3BR Getaway - Walkable to Downtown + Close to FSU & FAMU
- Relax in a country setting near the battlefield of Natural Bridge
- Midtown Urban Retreat- Family Friendly 3BR Retreat
- Luxe Design Quiet Midtown | Captain's Quarters
- 1 Mi to Florida State Capitol: Tallahassee Escape
- Clifden House - Luxury Stay
- Welcome to The Urban Mansion in Midtown Tallahassee
- Spacious Pet-Friendly 5BR, Sleeps 12+, Ideal for Families & Extended Stays
- Luxury Haven - Renovated w/Abundant Amenities
- Quiet Family Townhouse
2. How many Winter Rentals are available in Leon County?
Currently, the total number of properties listed by RBO in 2026 is over 317 in the Leon County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Leon County.
More Rentals You May Like Near Leon County
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $251/Night
7 Nights - US $1,757
House
10.0(58 Reviews)
4 Bedrooms
3 Baths
8 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $651/Night
7 Nights - US $4,560
House
10.0(38 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $473/Night
7 Nights - US $3,309
Cabin
10.0(35 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $186/Night
7 Nights - US $1,304
House
10.0(34 Reviews)
4 Bedrooms
4 Baths
16 Guests
2350 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $602/Night
7 Nights - US $4,217
Condo
10.0(34 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $312/Night
7 Nights - US $2,185
House
10.0(30 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $236/Night
7 Nights - US $1,655
Cabin
10.0(27 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $286/Night
7 Nights - US $2,000
House
10.0(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
2300 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $399/Night
7 Nights - US $2,790
Cabin
10.0(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $216/Night
7 Nights - US $1,511
House
10.0(22 Reviews)
6 Bedrooms
3 Baths
16 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $426/Night
7 Nights - US $2,981
House
10.0(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $178/Night
7 Nights - US $1,244
