- USA
- Florida
- Tallahassee
- Waukeenah
- Rentals by Owner
Discover Your Ideal rental by owner in Waukeenah, Florida for a seamless and trustworthy booking experience
Discover Your Perfect Waukeenah Rentals by Owner
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Rentals by Owner
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Sustainable Travel
Waukeenah Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Parking
- Security/Safety
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
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- TV
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Waukeenah vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Waukeenah
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider visiting during the region’s optimal seasons when weather conditions enhance your experience and rental availability aligns with your plans.
Peak Season Highlights
Spring (March to May)
During the spring months, you can enjoy pleasant weather ideal for exploring this region's natural beauty. This is a popular time for visitors seeking mild temperatures and vibrant scenery.
Fall (September to November)
Autumn offers cooler temperatures and fewer crowds, making it an excellent choice for a peaceful getaway. The area's scenic landscapes are especially attractive during this season.
Off-Season Highlights
Summer (June to August)
In the summer, the area experiences higher temperatures and increased humidity, attracting those who enjoy warm weather for outdoor activities and relaxation.
Winter (December to February)
The winter months tend to be quieter, with cooler temperatures providing a more subdued atmosphere. It’s a suitable time for travelers looking for lower rates and fewer visitors.
Weekly Weather Forecast for Waukeenah
How to Book Your Waukeenah vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Waukeenah
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- You can enjoy a spacious outdoor seating area or picnic space to relax and dine al fresco under the Florida sun.
- Many vacation rentals feature a private swimming pool, perfect for cooling off during warm days in this scenic region.
- If you appreciate outdoor activities, expect amenities like a fire pit or outdoor fireplace for cozy evenings outside.
- Look for properties that include a well-maintained backyard or garden area to stroll through and unwind amidst nature.
- Some rentals offer access to private or shared walking trails nearby, allowing you to explore the area's natural beauty.
- A covered porch or veranda is often available, offering shade and comfort while enjoying outdoor views here in the region.
- Outdoor recreational features such as a barbecue grill or outdoor kitchen make it easy to entertain family and friends during your stay.
Top Attractions Around Waukeenah
What attractions are nearby?
Within this charming area, you'll find a variety of outdoor activities and local attractions to enjoy during your stay, offering a perfect blend of relaxation and adventure just moments from your rental by owner in Waukeenah, Florida.

Family Activities
- Waukeenah Nature Trails: Embark on family-friendly hikes along scenic trails where you can explore local flora and fauna, making the most of your outdoor experience in this charming region.
- Local Fishing Spots: Enjoy a relaxing day casting lines at nearby fishing locations, perfect for creating memorable family moments in the tranquil waters surrounding this area.
- Community Parks and Play Areas: Spend quality time at well-maintained parks featuring playgrounds and picnic spots, ideal for families seeking outdoor fun in the region.
- Wildlife Observation Opportunities: Discover diverse bird species and other wildlife by visiting local conservation areas, offering educational and engaging activities for kids here.
Adult Activities
- Exploring Nature at Lake Waukeenah: You can enjoy peaceful boat rides and fishing activities on the serene waters surrounding this scenic area.
- Hiking and Birdwatching in Nearby Trails: Take advantage of the local trails that offer tranquil walks and opportunities to spot native bird species, immersing yourself in the region's natural beauty.
- Visiting Local Historic Sites: Discover the area's rich history by exploring nearby historic landmarks that provide insight into the region’s cultural heritage.
- Relaxing at Community Parks: Spend your leisure time unwinding in well-maintained parks that feature picnic areas and scenic spots perfect for a restful day outdoors.
Waukeenah Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Activities: Research nearby outdoor activities and events to maximize your experience in this charming region.
- Choose a Comfortable Rental: Select a well-reviewed rental by owner that offers the amenities you need for a relaxing stay here.
- Explore Off-the-Beaten-Path Locations: Discover hidden gems and lesser-known spots around the area for a more authentic visit.
- Respect the Environment and Community: Be mindful of local customs and natural surroundings to help preserve the beauty of this destination.
Transportation Options
- Personal Vehicles: Renting or driving your own vehicle offers the most flexibility when exploring the charming area surrounding this destination.
- Local Taxi Services: Accessible taxi services provide convenient transportation options for getting around within the region and reaching nearby destinations effortlessly.
- Rental Car Services: Several rental companies operate in the vicinity, allowing you to book a reliable vehicle to navigate the area's scenic routes comfortably.
- Public Transportation: Although limited, local buses serve the region and can be a cost-effective way to travel between key spots nearby the vacation rentals here.
Local Customs Options
- Southern Hospitality Etiquette: You’ll notice that warm greetings and friendly gestures are customary here, reflecting the region’s welcoming spirit.
- Local Dining Customs: When dining in this area, it's common to share dishes family-style, emphasizing community and togetherness during meals.
- Respect for Nature and Outdoors: The region values outdoor activities, so following proper outdoor etiquette is appreciated when exploring local parks or nature spots.
- Community Events and Festivals: Participating in local events is a cherished tradition here, offering you an authentic experience of regional customs and camaraderie.
Frequently Asked Questions About Waukeenah Rentals by Owner
1. What are the top vacation rentals in Waukeenah?
There are a lot of options in Waukeenah. If you plan on staying in the Waukeenah area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Waukeenah:
- New Lakeside Cabin in Tallahassee, secluded & near town
- Cozy Cottage surrounded by antebelllum homes close to downtown.
- Secluded pool home on 4+ acres
- Charming Monticello Retreat: Explore History, Shops, and Local Delights
- Historic Cottage - Near FSU & Thomasville
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- Beautiful Family Home
- 5 BD 2-story home, family friendly quiet country setting, volleyball court!
- Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
- Entire Brand New house in historic Monticello Fl
2. How many Rentbyowner vacation rentals are available in Waukeenah?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 33 in the Waukeenah area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waukeenah.
3. What is the cancellation policy for rental by owner accommodations in Waukeenah, Florida?
4. How do I inquire about availability and rates for a rental in this region?
5. Are there any specific house rules or additional fees to be aware of when booking in the area?
6. What amenities are typically included in rental by owner properties around here?
7. How do I verify the credibility of a rental by owner in Waukeenah, Florida?
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