Discover Your Ideal Old Town Tallahassee Vacation Rental for an Authentic Florida Experience
Discover Your Perfect Old Town Vacation Homes
Best Vacation Homes in Old Town
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Old Town Luxury Rentals
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Old Town Pet Friendly Vacation Rentals
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Old Town Large Vacation Homes
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Why Choose Rent By Owner for your Old Town Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Old Town Vacation Rentals
Where are the best neighborhoods to stay in Old Town?
When considering where to stay in Old Town, Tallahassee, Florida, exploring the unique neighborhoods can enhance your visit. Each area offers its own charm and convenient access to local attractions, making it easy to find the perfect location for your vacation. Staying in Old Town allows you to experience the authentic ambiance of this vibrant neighborhood while enjoying the comfort and convenience of well-appointed vacation rentals. Whether you prefer a lively atmosphere or a quieter retreat, the neighborhoods within Old Town provide a range of options that cater to your needs, ensuring a memorable and seamless travel experience.
Governor's Walk
Located within this charming area, Governor's Walk offers a tranquil setting ideal for those seeking a peaceful retreat close to Tallahassee’s local attractions. Here, you can enjoy convenient access to the region’s amenities while staying in comfortable and well-appointed vacation rentals.
View 617+ Rentals in Governor's WalkHillcrest Court
This neighborhood provides a welcoming environment with easy access to the heart of Old Town, making it an excellent choice for exploring the region. Expect a variety of cozy vacation rentals that allow you to experience the character of Tallahassee and its surrounding areas effortlessly.
View 581+ Rentals in Hillcrest CourtBest Times to Visit Old Town
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience and help you make the most of your stay in this charming destination, whether you're seeking pleasant weather or local events that highlight the region’s unique character.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences pleasant weather and vibrant natural scenery, making it an ideal time for exploring nearby outdoor attractions and enjoying comfortable temperatures in your vacation rentals.
Fall (September to November)
In fall, the region offers mild weather and fewer crowds, providing a relaxed atmosphere that complements your stay at popular vacation rentals while experiencing the area's scenic autumnal beauty.
Off-Season Highlights
Summer (June to August)
Summertime can bring higher temperatures and humidity, but it also presents a quieter environment that allows you to enjoy more personalized experiences at your chosen vacation rentals without the busy tourist crowds.
Winter (December to February)
During winter, the weather cools down, creating a peaceful setting ideal for those seeking tranquility. This season often features lower occupancy rates at vacation rentals, offering a more private retreat.
Weekly Weather Forecast for Old Town
How to Book Your Old Town Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Town
Common Vacation Rentals 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
- Enjoy a private outdoor patio or balcony for relaxing and dining al fresco.
- Take advantage of a lush backyard or garden space perfect for outdoor activities.
- Make use of nearby parks or green areas within walking distance for leisure and recreation.
- Relax by an outdoor swimming pool, ideal for cooling off during warm Florida days.
- Utilize shared outdoor spaces such as communal courtyards or lounge areas.
- Benefit from convenient access to outdoor grilling facilities for family cookouts.
- Explore local trails and pathways suitable for walking or biking adventures right from your rental.
Top Attractions Around Old Town
What attractions are nearby?
In this vibrant area, you can enjoy exploring local parks, discovering charming shops, and experiencing the region's rich history—all easily accessible from your vacation rental here in Old Town, Tallahassee, Florida.
Family Activities
- Downtown Tallahassee Historic Tour: Explore the charming streets of Old Town with a guided walk through historic sites and landmarks that showcase the area's rich heritage.
- Leon County Civic Center Events: Attend family-friendly concerts, sports events, or festivals held at this local venue, offering entertainment for all ages.
- St. Marks Trail: Enjoy a scenic outdoor adventure by biking or walking along this picturesque trail that connects you to natural beauty and wildlife right here in the region.
- Local Art Galleries and Studios: Discover the creative spirit of the area by visiting various galleries showcasing regional art, perfect for inspiring family outings and cultural immersion.
Adult Activities
- Historic Walking Tours: Discover the area's rich history and architecture on guided walking tours that showcase Old Town's charming streets and historic landmarks.
- Art Galleries and Studios: Explore the local art scene by visiting galleries and studios that feature works from talented regional artists, perfect for a cultural afternoon.
- Dining Experiences: Savor delicious cuisine at top-rated restaurants and cafes in this destination, offering a variety of flavors to suit every palate.
- Local Breweries and Wineries: Enjoy tasting sessions at nearby breweries and wineries, where you can sample regional beverages and learn about their brewing or winemaking processes.
Other Places to Stay in Old Town, FL
Old Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries and Cafés: Take advantage of the area's vibrant food scene by sampling local cuisine to truly immerse yourself in this destination’s culture.
- Plan Your Activities Ahead: Utilize nearby guides and resources to schedule visits to popular spots, ensuring you make the most of your time here.
- Book Accommodations Close to Attractions: Choose a rental property near key sites to enjoy easy access and reduce travel time within this region.
- Engage with Community Events: Check for any local events or markets happening during your stay to experience authentic regional traditions and entertainment.
Transportation Options
- Public Transit: The area's local bus system offers convenient routes connecting you to key attractions and neighborhoods in Old Town, Tallahassee.
- Taxi Services: Reliable taxi companies operate throughout here, providing quick and safe transportation for exploring the region at your own pace.
- Bike Rentals: Cycling is an eco-friendly way to navigate here, with bike rental options available to discover the charming streets of Old Town comfortably.
- Car Rentals: Renting a vehicle gives you flexibility to explore Tallahassee and its surroundings at your leisure, with numerous rental agencies accessible in the area.
Local Customs Options
- Community Greetings: Embrace the Southern hospitality that is a hallmark here, where locals often greet visitors warmly as part of their friendly culture.
- Respect for History: It’s customary to show appreciation for the area's historic sites and architecture, reflecting a deep respect for its past traditions.
- Local Dining Etiquette: When visiting eateries, it’s polite to try regional specialties and follow local dining customs, enhancing your authentic experience.
- Environmental Appreciation: Many residents value eco-conscious practices, so participating in recycling and conservation efforts is appreciated in this community.
Frequently Asked Questions About Old Town?
1. What are the top vacation rentals in Old Town?
There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:
- Private Garden Guest House with separate entrance near FSU, downtown and TMH.
- Downtown Tallahassee Luxury Condo-Intro Pricing!
- Centrally Located 2b/2b Tallahassee Retreat
- Beautifully remodeled House in Downtown Tallahassee!
- NEW! Last minute booking discount—close to Tallahassee Memorial Hospital
- Quiet-Clean-Cottage-Dogs Kitchen
- Charming Midtown Gem!
- Cute Cottage nestled in the trees close to Doak Campbell Stadium
- BEST location Quiet Cottage Pets Kitchen
- Turn-Key Midtown Guest Quarters (Downtown Historic District)
2. How many vacation rentals have private pools in Old Town?
There are 10 vacation rentals with private pools near Old Town. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Old Town are best for families?
If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:
4. How many Rentbyowner vacation rentals are available in Old Town?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 707 in the Old Town 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 Old Town.
5. What is the cancellation policy for booking vacation rentals here?
6. How do I know if a vacation rental is available during my travel dates?
7. Are there any additional fees associated with my booking in this destination?
8. What amenities can I expect in vacation rentals in this area?
9. How can I communicate with the property owner before booking?
Old Town Top Rated Vacation Rentals
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