Find Winery Hotels in Historic Downtown, FL
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Our top choices for Historic Downtown hotels with winery
8.6 out of 10, Excellent, (885)
"Clean room. Great staff"
Tonya
$55 nightly
The price is $62
Dec 21 - Dec 22
Total with taxes and fees
9.2 out of 10, Wonderful, (1003)
"Clean room, excellent desk staff, very professional and she went out of her way to make our stay special!"
Paul
$107 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
Log Cabin near Ocala and World Equestrian Center ideal for family retreats.
Log Cabin near Ocala and World Equestrian Center ideal for family retreats.Reddick
10.0 out of 10, Exceptional, (82)
"Great log cabin in a beautiful countryside setting. We will definitely be visiting again. Host was very helpful, wonderful and welcoming. "
Jennifer B.
$306 nightly
The price is $339
Dec 19 - Dec 20
Total with taxes and fees
30 miles from UF, 15 min to WEC, Ocala Speedway, I75, 20 min to downtown Ocala.
30 miles from UF, 15 min to WEC, Ocala Speedway, I75, 20 min to downtown Ocala.Ocala
9.8 out of 10, Exceptional, (17)
"Great stay once again"
Carol
$481 nightly
The price is $537
Dec 21 - Dec 22
Total with taxes and fees
Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, Jacuzzi
Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, JacuzziFort King District
6.0 out of 10, (1)
"The listing indicated the rental was a house. However it is almost a studio apartment attached to a house.The space itself was clean and convenient for my overnight stay. Future renters should be aware there are dogs on the property that are quite vocal and the refrigerator is dorm sized but cold."
Kristine G.
$198 nightly
The price is $218
Dec 19 - Dec 20
Total with taxes and fees
The Ocala Modern Ranch Retreat
The Ocala Modern Ranch RetreatOcala
9.6 out of 10, Exceptional, (7)
"Very cozy home with all the small details covered. Owner is quick and precise with communication. Close to Rainbow Springs which was a relaxing experience. Would definitely stay at this property again."
Kerry C.
$304 nightly
The price is $335
Jan 12 - Jan 13, 2026
Total with taxes and fees
Close to WEC, Beach, Crystal River, & Everything in Central Florida
Close to WEC, Beach, Crystal River, & Everything in Central FloridaHistoric District
6.0 out of 10, (1)
"This place is in a great location and neighborhood in the close to downtown Ocala and my place of work for the week. As advertised it is a two bedroom, only one bathroom though. While it had everything we needed the cleanliness could be improved, particularly bathroom and windows. Jamie was very easy to communicate with and responded quickly when we had an issue with check-in. "
Ivette P.
$317 nightly
The price is $317
Jan 6 - Jan 7, 2026
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Historic Downtown Hotel Reviews
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