Discover winter rentals Leon County - We found 305 exact matches
About Leon County Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Leon County, FL perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Leon County. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Leon County and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Leon County Winter Rentals
What are the top rated 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:
- Life is better by the pool, near FSU,nPrivate pool, Pet friendly, sleeps 8!
- ~ 8 Mi to FSU: Bright Tallahassee Retreat!
- Tallahassee Luxury 4 bedrooms 3.5 baths, King Bed, and Home Movie Theatre
- Gorgeous 5 Bed, 4 Bath, Sleeps 12+, 3 Privacy Suites, Pool, Fire Pit, Private
- Modern Townhome less than 5 miles from FSU- 3b/2b
- Luxurious Living, Fully Renovated w/Amenities
- Groups Hot Tub 4b 4b Private Fun
- The Famous Senator Cabin
- Relax! New Hottub in this 5⭐️ home Family Friends beautiful neighborhood 🏈
- Palmer & Tally - Fenced in Yard + Private Pool
How much does it cost to rent a place to stay near Leon County in the wintertime?
The average cost for winter rentals in Leon County is $355 per night. Vacation Cottage has a wide list of great winter places to stay near Leon County that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Leon County that allow pets?
Yes, here are the top cottage/chalet rentals in Leon County that allow you to bring your pet or dog:
- Private Garden Guest House with separate entrance near FSU, downtown and TMH.
- Pristine Elegance meets Chic Charm!
- Drury Plaza Hotel Tallahassee
- Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
See all pet-friendly vacation rentals in Leon County on Vacation Cottage
Do you have any winter rentals in Leon County that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Leon County to find what works for you.
Are there winter accommodations in Leon County that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 305 private swimming pools or indoor pools accommodations near Leon County along with other great amenities.
Do any winter holiday rentals in Leon County have hot tubs?
About 305 holiday rentals in Leon County boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Leon County?
Yes, there are many luxury places to stay in Leon County for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Leon County with all the best amenities for your next trip.
