Discover winter rentals Jacksonville - We found 2772 exact matches
About Jacksonville Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Jacksonville, 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 Jacksonville. 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 Jacksonville and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Jacksonville Winter Rentals
What are the top rated Winter Rentals in Jacksonville?
There are a lot of options in Jacksonville. If you plan on staying in the Jacksonville area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Jacksonville:
- Idyllic Beach Suite with Big Ocean Views
- Oceanfront Views at Sea View on AIP Resort
- Beautiful Oceanfront Condo With Breathtaking Beach Views
- Penthouse 7th floor with spectacular Ocean views! Immaculate, Beach Front Condo!
- Ocean Breeze Escape with incredible views
- Beautiful Oceanfront Condo w/Breathtaking Beach Views~21 Yrs. of 5 Star Reviews
- Ocean Front Amelia Island, Beachfront Pool, 20% Off Sunglasses at Eye Envy store
- Luxury Condominium Next Door to the Ritz Carlton
- Oceanfront House with Private Beach, Patio, and Gameroom
- Pet Friendly, Oceanfront Downstairs Unit of Private Home, Pet Friendly
How much does it cost to rent a place to stay near Jacksonville in the wintertime?
The average cost for winter rentals in Jacksonville is $409 per night. Vacation Cottage has a wide list of great winter places to stay near Jacksonville that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Jacksonville that allow pets?
Yes, here are the top cottage/chalet rentals in Jacksonville that allow you to bring your pet or dog:
- Graceful Southern Guesthouse + outdoor living area
- 904 Nomad's Nest Mid-Century modern entertainment home with cabin vibes, 2 MEGA gamerooms, pingpong, pooltable, gym, patio
- The Addison on Amelia Island
- NEW! 1920 Carriage House on Private 5 Acre Riverfront Parklike Estate with DOCK
See all pet-friendly vacation rentals in Jacksonville on Vacation Cottage
Do you have any winter rentals in Jacksonville that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Jacksonville to find what works for you.
Are there winter accommodations in Jacksonville that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 2772 private swimming pools or indoor pools accommodations near Jacksonville along with other great amenities.
Do any winter holiday rentals in Jacksonville have hot tubs?
About 2772 holiday rentals in Jacksonville boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Jacksonville?
Yes, there are many luxury places to stay in Jacksonville for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Jacksonville with all the best amenities for your next trip.
