Discover Your Perfect Old Town Vacation Homes

Old Town Luxury Rentals

Old Town Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Old Town Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best 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
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.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
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.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

image
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.

Average Temperature Daytime: 88°F - Nighttime: 70°F
image
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.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Old Town

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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.
image
image

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.
image

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?

2. How many vacation rentals have private pools in Old Town?

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?

The cancellation policies vary by listing, so you should review the specific property’s terms before booking. For detailed information, refer to the listing details or contact the owner directly.

6. How do I know if a vacation rental is available during my travel dates?

Availability is displayed on each property's listing page. To ensure your dates are open, check the calendar and reach out to the host if you have any questions about availability.

7. Are there any additional fees associated with my booking in this destination?

Additional fees such as cleaning or service charges may apply and are specified in the listing. Always review the total cost breakdown before confirming your reservation.

8. What amenities can I expect in vacation rentals in this area?

Amenities vary by property but typically include essentials like Wi-Fi, kitchen facilities, and parking. Specific amenities are listed on each property page, so check those details to find accommodations that meet your needs.

9. How can I communicate with the property owner before booking?

You can contact the owner directly through the messaging feature provided on the listing page. This allows you to ask questions about the property, clarify details, or request additional information before finalizing your reservation.

Old Town Top Rated Vacation Rentals