Book Vacation Rentals in Live Oak, Florida — Direct
THE LOFT
A Peaceful Cabin Rental in Suwannee County
Some weekends aren't meant to be planned. They're meant to be felt — coffee on the porch while the woods wake up, a fire under the stars, nowhere you need to be. The Loft is a private one-bedroom cabin tucked into 21 wooded acres in Live Oak, Florida. It's the kind of place you find yourself talking about on the drive home.
King bed and full kitchen · Fire pit under open skies · High-speed Wi-Fi · 21 wooded acres to yourself · Peaceful Suwannee County setting
"Beautiful country setting — very peaceful."
"Perfect little place! We will definitely be back!"
Rates from $95/night
THE 1923
Historic Home Rental in North Florida
Built in 1923 and lovingly restored, this five-bedroom home in the heart of Live Oak was made for the kind of gatherings people talk about for years. Families, friend groups, work retreats — it holds everyone and still feels like home. For a group of 10, rates from $325/night come out to just $32.50 per person per night. You’d spend more on three hotel rooms and still be eating continental breakfast separately.
5 bedrooms · 3.5 bathrooms · Sleeps up to 10 · Large gathering spaces · Historic downtown Live Oak location · Full kitchen and living areas
“⭐️⭐️⭐️⭐️⭐️ What a gem! The 1923 is a true Old Florida treasure. From the moment we arrived, it was clear this home was restored with immense care and craftsmanship.”
“This house went above and beyond to help my family, and I felt welcome during our stay.”
Rates from $325/night