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Private Hot tub, Adjusting Kingbed, Gated Property

Walking distance from Historic district famous for Ghost tours, Good Eats, Antique shopping, Live theatre & Music on wkends! Message any questions! Laundry service available for week or more stays. Planned early check-in/spontaneous late check-out $15 hr. 3 hrs Max. (billed as payment request through app anytime after check-in) Please be sure to add pets to booking! Small BBQ grill & ice cooler; no ice maker. Smoking Outside Only - includes medical! (nico. vape ok) Service dogs are extra guests.

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Private updated Cottage, Cozy and Spacious

Escape to this charming, private 1-bedroom cottage with a queen bed and spacious living area—perfect for two! Enjoy stunning lake and orchard views from your cozy retreat, complete with a private picket fence, entrance, and patio area for outdoor relaxation. Fully equipped with all the comforts you need for ultimate peace and quiet. Just 9 miles east of Monticello, 20 minutes from Thomasville, and 35 minutes to Tallahassee. Unplug, unwind, and make unforgettable memories in this nature haven!

Peaceful 1BR on 1.25 Acres

Unwind in this cozy 1-bedroom home nestled in the quiet countryside of Lloyd, Florida—20 minutes from Tallahassee and minutes from I-10. A peaceful retreat on 1.25 acres features a west-facing screened-in porch perfect for enjoying your morning coffee or glowing sunsets with a glass of wine. The space is curated with new and antique furnishings and original artwork. A fully equipped kitchen is perfect for guests who love to cook. A laundry room and home office work area completes the space.

Walk to historic Monticello from this new home!

This home offers space and tranquility in historic Monticello. Relax on the screen in porch. Well equipped kitchen. Wind down in the living room recliners with high speed internet and smart TV. The king bedroom has a private bath with a step in shower. The two queen bedroom share a spacious bathroom with tub. Well stocked home with all the essentials to start a great day! Explore the quant town of Monticello.. Take the beautiful 25 minute drive to Tallahassee and Florida State University.

River Front Cottage Aucilla River, Taylor County

Furnished cottage with river view windows and a walk around deck. Open floor plan with king size bed and choice of either the full-size sleeper sofa or (2)comfy twin mattress beds . Enjoy relaxing and watch the river flow by from the swivel rocker recliner. Newly installed AC/Heating unit. Wall mounted swivel TV for easy viewing 200 channel Dish TV. Wi-Fi. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens & basic cooking condiments.

Spring Warrior Pines

We accept extra registered guests. Plenty of land for boats and vehicles. Use the cleaning station for all your hunting and fishing trips. A fire pit to enjoy the night air. Swings for the kids & for the adult kids is corn hole, checkers & horseshoe games. Furry friends are welcome and have their own suite, if needed. (fee is $30 per pet)The perimeter is fenced. We have a Baby crib and Highchair for our littlest friends. Gas and charcoal grill is available, bring the charcoal!

The Knotted Oak Cottage- Fenced & Dog Friendly

Enjoy this cozy “dog friendly” 2 BR cottage on a quiet residential street in the heart of Monticello’s historic district. This cottage is an easy walk to downtown and is ideal for couples or friends for a relaxed getaway. Well-behaved potty trained dogs ( max 2) are welcome! The cottage has a fenced in yard and is located on a perfect street for dog walking. The cottage front porch is the perfect place to unwind with a cocktail before walking to dinner. On Instagram too!

Welcome to The Schoolhouse

This special place is close to everything, making it easy to plan your visit. Discover this fully renovated 1926 two-bedroom gem in the heart of Monticello, Florida. Named for one of two schoolhouses originally associated with the church now housing Monticello’s Chamber of Commerce, the home still reflects its history. From reclaimed hardwood floors to refurbished original windows, doors, and moldings, you can experience the best of modern amenities and historic charm.

Charming Perry Home ~ 2 Mi to the Gulf!

Rest and relax in this sweet, secluded vacation rental just minutes away from the Gulf of Mexico! This 4-bedroom, 2-bathroom home is the perfect space to host your next vacation. If adventure is calling, this house puts you close to not only the ocean, but trails, museums, downtown, and more. Here you can take some time out in the boat, catch your dinner, utilize the cleaning station, grill out in the backyard, and enjoy a beverage from the tropical bar.

Fern Hollow Acres A peaceful retreat in the woods

Three bedroom lodge style house nestled in the woods in a retreat setting. Forget your worries in this spacious and serene space. Lovely grounds to walk around , enjoying deer, rabbits, owls and the occasional fox Butterfly, bees and bird sanctuary. Just 30 minutes to FSU/FAMU and the Florida Capitol. Twenty minutes to historic Monticello, Fl A short drive to the headwaters of the Wacissa River county park.with kayak and canoe rentals.

Bogetti Family Farm

Relax with the whole family at this peaceful farm. Enjoy a rest on the front porch or go for a hike around and explore the trails. Schedule an in house massage. Say hello to the friendly goats. Enjoy a day trip to the Gulf or one of the many blue springs of North Florida. 23 miles to Keaton beach, 5 miles to Walmart/Winn-Dixie, and 4 miles to shopping in historic downtown Perry. Plenty of room to park your boat