Discover Your Perfect Historic Kenwood Vacation Homes

Best Vacation Homes in Historic Kenwood

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Historic Kenwood Luxury Rentals

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Historic Kenwood Pet Friendly Vacation Rentals

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Historic Kenwood Large Vacation Homes

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Why Choose Rent By Owner for your Historic Kenwood Vacation Rental Homes?

What makes our Vacation Rentals 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.

Popular Areas for Historic Kenwood Vacation Rentals

Where are the best neighborhoods to stay in Historic Kenwood?

When choosing where to stay in St. Petersburg, Florida, exploring the charming neighborhoods surrounding Historic Kenwood can enhance your visit. Known for its vibrant community and classic Florida architecture, this area offers a welcoming atmosphere that combines local culture with easy access to nearby attractions. Staying within or near Historic Kenwood allows you to enjoy a peaceful, authentic experience while remaining close to the city's bustling downtown and scenic waterfront. Whether you're seeking a cozy retreat or a stylish getaway, selecting a property in this neighborhood provides a reliable and memorable base for your Florida vacation.

Kenwood

This charming neighborhood offers a mix of historic charm and modern amenities, making it an ideal base for exploring the region’s vibrant arts scene and scenic waterfront. Here, you can enjoy the relaxed atmosphere while being close to key attractions in St. Petersburg.

View 24+ Rentals in Kenwood

North Kenwood

Located just north of the city center, this area provides convenient access to local parks and cultural sites, making it perfect for visitors seeking a peaceful retreat with easy connectivity to downtown St. Petersburg.

View 1568+ Rentals in North Kenwood

United Central

A lively neighborhood that combines historic architecture with contemporary flair, United Central is an excellent choice for those wanting to explore the local art scene and enjoy nearby dining options within walking distance.

View 72+ Rentals in United Central

Best Times to Visit Historic Kenwood

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this charming destination can enhance your experience, as the region offers different attractions and weather conditions throughout the year, so consider your preferences when planning your stay in Historic Kenwood.

Peak Season Highlights

spring
Spring (March to May)

During the springtime, this area experiences warm weather and an influx of visitors seeking outdoor activities and events, making it a lively season for booking vacation rentals.

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

The winter months attract travelers looking to escape colder climates, resulting in increased demand for vacation rentals in the region's charming neighborhoods.

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

Off-Season Highlights

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Summer (June to August)

While summer brings hot weather, it’s also less crowded, offering you a more relaxed experience when booking your vacation rentals here.

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

Autumn sees a slight dip in visitors, making it an ideal time for those seeking quieter surroundings and comfortable temperatures when renting in the area.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for Historic Kenwood

How to Book Your Historic Kenwood Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Historic Kenwood

More Top-Rated Vacation Rentals in Historic Kenwood Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 deck ideal for relaxing and entertaining amidst the area's charming surroundings.
  • Take advantage of a lush, well-maintained garden space that enhances your outdoor experience during your stay.
  • Make use of a sparkling outdoor swimming pool, perfect for cooling off after exploring the region's vibrant attractions.
  • Experience the convenience of on-site parking amenities designed to make your visit hassle-free in this popular destination.
  • Revel in outdoor dining options like barbecue grills or picnic areas that let you savor meals al fresco.
  • Utilize a spacious backyard or yard, providing ample space for outdoor activities or family gatherings.
  • Benefit from access to nearby parks or walking trails, offering scenic routes to enjoy the natural beauty of the region.

Top Attractions Around Historic Kenwood

What attractions are nearby?

Nearby, you can explore a variety of engaging activities within the area, from cultural attractions to outdoor experiences, making this destination an ideal spot for memorable adventures during your stay.

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Family Activities

  • Kenwood Historic District Walking Tour: Discover the charming architecture and rich history of this neighborhood on a guided or self-guided stroll, ideal for family explorers wanting to learn more about the area’s cultural background.
  • St. Petersburg Museum of Fine Arts: Engage with inspiring art collections and interactive exhibits that make this museum a perfect family-friendly destination in the region.
  • Vinoy Park Waterfront Activities: Enjoy outdoor fun by the waterfront with picnicking, playgrounds, and scenic views, offering a relaxing day out suitable for all ages.
  • Sunken Gardens: Experience a lush tropical oasis where your family can explore exotic plants and serene pathways, making it a memorable stop during your visit here.
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Adult Activities

  • Explore the Historic Kenwood Arts District: Discover local galleries and art studios that showcase vibrant works, offering a unique cultural experience close to your vacation rental.
  • Enjoy a Stroll through Vinoy Park: Relax along the waterfront with scenic views and picturesque walking paths that highlight the area's natural beauty.
  • Visit the St. Petersburg Museum of Fine Arts: Immerse yourself in impressive collections and thought-provoking exhibits within easy reach from your accommodations.
  • Cycle along the Pinellas Trail: Experience an active adventure on this popular trail that runs through the region, perfect for exploring the area's charming neighborhoods.

Other Places to Stay in Historic Kenwood, FL

Kenwood
Kenwood Vacation Rentals
More Places to Stay Near Historic Kenwood

Historic Kenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local art scene: Take advantage of the area's vibrant arts community by visiting galleries and studios to immerse yourself in the creative atmosphere that makes this destination unique.
  • Enjoy outdoor activities: Make the most of nearby parks and waterfront areas for leisurely walks, picnics, or biking, allowing you to experience the region’s natural beauty firsthand.
  • Discover hidden dining gems: Savor local cuisine at small cafes and restaurants that showcase the flavors and culinary traditions treasured here.
  • Plan your transportation wisely: Consider convenient options like biking or short drives to explore the area efficiently, ensuring you maximize your time in this charming destination.

Transportation Options

  • Public Transit: The area is serviced by the local public transportation system, providing affordable and convenient access to explore St. Petersburg and beyond.
  • Ride-Sharing Services: Popular ride-sharing options like Uber and Lyft are readily available, offering flexible and quick transportation throughout this destination.
  • Bicycle Rentals: Biking is a great way to experience the neighborhood and nearby attractions, with several rental shops catering to visitors here.
  • Driving Your Own Vehicle: Having your own car gives you the freedom to navigate the region at your own pace and visit surrounding sites easily.

Local Customs Options

  • Artistic Appreciation: Locals here deeply value the vibrant arts scene, often sharing stories about community art festivals and gallery open houses that celebrate creative expression.
  • Historic Preservation: Respect for historic architecture is evident as residents take pride in maintaining the area's early 20th-century homes and participating in preservation events.
  • Southern Hospitality: Visitors are welcomed warmly, with friendly gestures and local traditions that emphasize kindness and community spirit throughout this charming neighborhood.
  • Environmental Consciousness: There is a strong emphasis on sustainability, seen in community initiatives and eco-friendly practices embraced by residents to protect the region's natural beauty.

Frequently Asked Questions About Historic Kenwood?

1. What are the top vacation rentals in Historic Kenwood?

There are a lot of options in Historic Kenwood. If you plan on staying in the Historic Kenwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Historic Kenwood:

2. How many vacation rentals have private pools in Historic Kenwood?

There are 66 vacation rentals with private pools near Historic Kenwood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Historic Kenwood are best for families?

If you are looking for a family-friendly vacation home in Historic Kenwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Historic Kenwood:

4. 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 1885 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. 

5. What is the cancellation policy for vacation rentals in this historic neighborhood?

You should review the specific listing details or contact the property owner directly to understand the cancellation terms, as policies can vary between properties in the area.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are usually detailed on the listing. It's best to read the full description or reach out to the owner for clarification.

7. How do I know if the vacation rental has all necessary amenities for a comfortable stay?

Property listings typically include a comprehensive list of amenities. For specific questions or special requirements, you can contact the host directly to confirm availability.

8. What is the process for checking in and checking out of the rental property?

The check-in and check-out procedures are outlined in the listing description or provided by the host. Make sure to review these instructions prior to your arrival to ensure a smooth experience.

9. Is there a minimum stay requirement for booking here?

Minimum stay policies vary between listings. You should verify this information on the specific property page or communicate with the owner to plan your visit accordingly.

Historic Kenwood Top Rated Vacation Rentals

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