Historic Kenwood Rentals by Owner

Why Choose Rent By Owner for your Historic Kenwood vacation rental?

What makes our Rentals by Owner special?

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

Best Times to Visit Historic Kenwood

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit here can enhance your experience, as this destination offers distinct advantages during different seasons, making it important to consider your preferred travel conditions when booking your rental by owner.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences warm and pleasant weather, making it ideal for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 60°F - 70°F
winter
Winter (December to February)

Winter brings mild temperatures and lower humidity, providing a comfortable climate for enjoying the region’s scenic beauty without the summer crowds.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Summer (June to August)

In summer, the region tends to be hotter and more humid, which may limit daytime outdoor pursuits but offers a quieter experience for travelers seeking solitude.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
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Fall (September to November)

Fall sees slightly cooler temperatures and less tourist activity, allowing you to enjoy the area's natural and cultural offerings comfortably.

Average Temperature Daytime: 75°F - 80°F - Nighttime: 60°F - 65°F

Weekly Weather Forecast for Historic Kenwood

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 outdoor dining with a private patio or BBQ grill available at your rental.
  • Relax by a sparkling swimming pool to escape the warm Florida sun.
  • Take advantage of lush landscaped gardens that provide serene walking paths.
  • Utilize convenient covered parking options for easy access during your stay.
  • Make the most of outdoor lounge areas perfect for socializing and unwinding.
  • Explore nearby outdoor recreational spaces such as parks and walking trails.
  • Benefit from backyard amenities like fire pits or shaded sitting areas for evening gatherings.
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Family Activities

  • Kenwood Historic District Art Walk: You can explore local art galleries and enjoy family-friendly exhibitions that showcase the vibrant culture of the area.
  • Scenic Bayshore Dr. Park: Relax with a picnic or take a leisurely walk along the waterfront, offering beautiful views and open space for children to play.
  • St. Petersburg Museum of History: Discover fascinating local history exhibits that engage children and provide educational fun for the whole family.
  • Nearby Beaches and Waterfront Activities: Spend a day building sandcastles or swimming at nearby beaches, making the most of the region’s coastal charm.
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Adult Activities

  • Explore the Historic Kenwood Art District: Discover vibrant galleries and local art studios that showcase the region's creative spirit, perfect for a leisurely cultural stroll.
  • Visit the St. Petersburg Museum of Fine Arts: Immerse yourself in world-class collections housed nearby, offering an enriching experience just minutes from your rental stay.
  • Enjoy Waterfront Dining: Savor fresh seafood and regional cuisine at charming restaurants along the area's scenic waterfront, ideal for relaxing evenings out.
  • Take a Guided Historic Walking Tour: Learn about the area's rich history and architecture through engaging tours that reveal its unique story and character.

Other Places to Stay in Historic Kenwood, FL

Historic Kenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Art and Culture: Take time to visit the vibrant art galleries and cultural spots in the area to fully experience its creative spirit.
  • Plan Your Visit During Off-Peak Hours: Visiting popular local spots early or later in the day helps you avoid crowds and enjoy a more relaxed experience.
  • Utilize Public Transportation or Rideshares: Making use of local transit options can make exploring the region convenient and economical, especially with your rental's proximity.
  • Discover Hidden Gems Near Your Rental: Ask your host or explore on foot to find unique cafes or parks within walking distance, enriching your stay here.

Transportation Options

  • Car Rentals: Convenient car rental services are available nearby, allowing you to explore the historic area and its surroundings at your own pace.
  • Public Transit: The local bus system provides an affordable and reliable way to navigate the region without the need for a personal vehicle.
  • Rideshare Services: Popular rideshare options like Uber and Lyft operate within the area, offering quick and flexible transportation options for visitors.
  • Bicycle Rentals: Biking is an excellent way to experience the neighborhood's charm, with several rental shops providing bikes suitable for exploring here.

Local Customs Options

  • Respect for Historic Preservation: Locals in the area take pride in maintaining the charm of their historic neighborhoods, so visitors are encouraged to honor preservation efforts when exploring the community.
  • Engaging with Local Artisans: Supporting local artists and craftsmen is a common custom here, reflecting the area's vibrant arts scene and appreciation for unique, handmade creations.
  • Participating in Community Events: Attending neighborhood festivals or gatherings offers an authentic way to connect with residents and experience the area's cultural traditions firsthand.
  • Practicing Eco-Friendly Habits: Visitors often adopt environmentally conscious behaviors such as recycling and conserving water to help preserve the region’s natural beauty and livability.

Frequently Asked Questions About Historic Kenwood Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Historic Kenwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1629 in the Historic Kenwood 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 Historic Kenwood. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary depending on the specific listing. It is recommended to review the cancellation terms carefully on the rental's page or contact the owner directly to understand any applicable fees or timeframes.

4. How do I ensure my reservation is secure when booking a rental here?

Booking through a reputable platform provides secure payment options and protections. Always confirm the reservation details directly with the owner if possible, and review the platform's policies for added security.

5. Are there any additional fees I should be aware of when booking a vacation rental in this destination?

Additional fees such as cleaning charges, service fees, or taxes may apply. These are typically detailed during the booking process or on the rental listing, so reviewing the breakdown before finalizing your reservation is advisable.

6. What amenities are commonly included in rentals by owner in this region?

Most rentals offer amenities like Wi-Fi, parking, kitchen facilities, and linens. Specific amenities vary by property, so it’s best to check each listing for the exact features offered.

7. How can I contact the owner if I have questions about my stay or the property?

Contact information for the owner is usually provided on the listing. You can reach out directly through the messaging system or contact details provided on the booking platform to clarify any concerns or special requests.

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