Discover winter rentals Ocala - We found 422 exact matches
About Ocala Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Ocala, 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, cottages, 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 Ocala. 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 Ocala and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Ocala Winter Rentals
What are the top rated Winter Rentals in Ocala?
There are a lot of options in Ocala. If you plan on staying in the Ocala area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Ocala:
- Log Cabin near Ocala and World Equestrian Center ideal for family retreats.
- Off the Grid & on the Lake at Salt Springs 3BD/3BA
- Discount Just Increased! Now 12% Off — Book This Pet-Friendly Retreat
- 7min World Equestrian Center, 4bdr 3.5ba WEC, HITS, Golf, FAST SWIM, Ocala Horse
- Clean renovated LAKEFRONT home on spring fed Lake Kerr in Ocala National Forest.
- Peaceful forest cottage meticulously updated for your comfort.
- Lake Kerr Lakefront Retreat, private waterfront and dock, spacious home.
- Near Silver Springs & Downtown, with 3 King Size Beds & garage game room!
- 4 BR/2 BA, Private HEATED Pool, Split Floor Plan, 2 King Beds, Yard, 2218 SQ FT!
- Equestrian Retreat near Rainbow River - ride and relax in nature.
How much does it cost to rent a place to stay near Ocala in the wintertime?
The average cost for winter rentals in Ocala is $239 per night. Vacation Cottage has a wide list of great winter places to stay near Ocala that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Ocala that allow pets?
Yes, here are the top cottage/chalet rentals in Ocala that allow you to bring your pet or dog:
- Wow! Spectacular Lakefront Cabin with Hot Tub and Kayaks!
- Martin A -Private historic district apt with pool-suite A
- Charming 100-year-old Home < 1 Mi to Downtown
- No additional fees expect a small one for pets. Minutes from downtown Ocala.
See all pet-friendly vacation rentals in Ocala on Vacation Cottage
Do you have any winter rentals in Ocala that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Ocala to find what works for you.
Are there winter accommodations in Ocala that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 422 private swimming pools or indoor pools accommodations near Ocala along with other great amenities.
Do any winter holiday rentals in Ocala have hot tubs?
About 422 holiday rentals in Ocala boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Ocala?
Yes, there are many luxury places to stay in Ocala for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Ocala with all the best amenities for your next trip.
