Discover Your Perfect Kenwood Vacation Homes

Best Vacation Homes in Kenwood

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Kenwood Luxury Rentals

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Kenwood Pet Friendly Vacation Rentals

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Kenwood Large Vacation Homes

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Why Choose Rent By Owner for your 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 Kenwood Vacation Rentals

Where are the best neighborhoods to stay in Kenwood?

Choosing the right neighborhood to stay in within Kenwood, St. Petersburg, Florida, can greatly enhance your vacation experience. This charming area offers a variety of appealing spots that cater to different interests, whether you're looking for quiet residential streets or convenient access to local amenities. When booking your vacation rentals, consider exploring neighborhoods in Kenwood that provide easy access to nearby attractions and scenic views, ensuring a comfortable and enjoyable stay. With trusted and reliable options available, you can find the perfect place to unwind and immerse yourself in the vibrant atmosphere of this beautiful part of Florida.

Historic Kenwood

This neighborhood offers charming streets and a rich history that complements your stay in the area, making it an ideal choice for those seeking a blend of culture and comfort. Here, you can enjoy authentic local character while being close to key attractions.

View 748+ Rentals in Historic Kenwood

North Kenwood

Known for its vibrant community atmosphere, North Kenwood provides convenient access to the region’s amenities and scenic spots, perfect for travelers looking to immerse themselves in the local lifestyle. Staying here means enjoying both tranquility and accessibility in this sought-after part of town.

View 1568+ Rentals in North Kenwood

United Central

Offering a central location within the city, United Central is ideal for exploring the best of what the region has to offer, whether you're interested in nearby parks or cultural sites. Its strategic position makes it a practical base for discovering the area's highlights.

View 67+ Rentals in United Central

Best Times to Visit Kenwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience in this destination, allowing you to enjoy the region's pleasant climate and vibrant local events while making the most of your vacation rentals.

Peak Season Highlights

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March to May

During the spring months, this destination experiences warm weather and lively events, making it an ideal time to explore the area’s outdoor attractions while enjoying pleasant temperatures.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 60°F - 70°F
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November to February

The winter season offers cooler temperatures and fewer crowds, perfect for travelers seeking a more relaxed visit while still experiencing mild Florida weather.

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

Off-Season Highlights

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June to August

Summer in the area brings hot and humid conditions, but also fewer visitors. It’s a good opportunity to enjoy budget-friendly vacation rentals with less competition.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
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September to October

Early fall features milder weather and is less crowded, offering a peaceful retreat while still benefiting from warm temperatures and reduced rates.

Average Temperature Daytime: 80°F - 85°F - Nighttime: 65°F - 70°F

Weekly Weather Forecast for Kenwood

How to Book Your 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 Kenwood

More Top-Rated Vacation Rentals in 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 your stay with private outdoor pools, perfect for relaxing under the warm Florida sun.
  • Take advantage of spacious patios or decks ideal for outdoor dining and social gatherings.
  • Benefit from lush landscaped gardens that create a peaceful and inviting atmosphere.
  • Make the most of barbecue grills available for outdoor cooking enthusiasts.
  • Relax in shaded cabanas or loungers designed for ultimate comfort during sunny days.
  • Explore nearby walking or biking paths often featured in outdoor amenities for active guests.
  • Utilize backyard fire pits or fireplaces to enjoy cozy evenings outdoors with friends and family.

Top Attractions Around Kenwood

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities and local attractions just moments from your vacation rental, making it easy to explore the best that the region has to offer during your stay.

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Family Activities

  • Suncoast Seabird Sanctuary: You can enjoy a family visit to this renowned rescue center, where educational exhibits and bird encounters make for a memorable experience.
  • Vino Yacht Charters: Embark on a family-friendly boat tour from here to explore the scenic Gulf Coast waters and see local wildlife in their natural habitat.
  • St. Petersburg Pier: Spend quality time strolling along the pier, where you and your loved ones can enjoy fresh air, beautiful views, and casual dining options.
  • Fort De Soto Park: This expansive park offers pristine beaches, playgrounds, and nature trails that are perfect for outdoor family adventures close to here.
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Adult Activities

  • Beachside Relaxation: Spend your day unwinding along the pristine shores, just a short drive from your vacation rental in this vibrant destination, and enjoy the warm Gulf of Mexico waters.
  • Fishing Charters: Embark on an exciting fishing adventure tailored for adults, offering the opportunity to experience local marine life and scenic coastal views.
  • Golfing Experiences: Play a round at nearby golf courses renowned for their lush fairways and stunning landscape, perfect for relaxing and socializing in this popular region.
  • Art and Cultural Tours: Explore local galleries and cultural venues that showcase the area's creative spirit and history, ideal for enriching your visit here.

Other Places to Stay in Kenwood, FL

Historic Kenwood
Historic Kenwood Vacation Rentals
More Places to Stay Near Kenwood

Kenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take advantage of the area's local events and natural attractions by scheduling your activities in advance to maximize your time here.
  • Explore Nearby Dining Options: Enjoy the region's culinary scene by discovering nearby restaurants and cafes that showcase local flavors during your stay.
  • Utilize Local Transportation: Make the most of convenient transportation options within this destination to easily access beaches, parks, and other points of interest.
  • Choose Well-Located Vacation Rentals: Select accommodations that are centrally situated to minimize travel time and enhance your overall experience here.

Transportation Options

  • Car Rentals: Renting a car offers the flexibility to explore this area and its surroundings at your own pace, making it ideal for visitors staying in vacation rentals near local attractions.
  • Public Transit: The region is serviced by reliable bus routes that connect you smoothly to key parts of the city and nearby destinations, providing an affordable transportation option from your vacation rental.
  • Taxis and Rideshare Services: Taxis and rideshare apps like Uber and Lyft operate extensively here, allowing you to easily reach popular spots directly from your accommodation.
  • Bicycle Rentals: Bicycle rentals are available for those who prefer an eco-friendly way to enjoy the scenic views and quiet streets close to your vacation rental in this destination.

Local Customs Options

  • Respect for Local Art and History: Appreciating the area’s artistic heritage and historical landmarks is an important custom when visiting here, reflecting your respect for this destination’s cultural roots.
  • Community Engagement: Participating in neighborhood events or supporting local businesses demonstrates your commitment to the community and enhances your experience here.
  • Environmental Consideration: Being mindful of conservation efforts and practicing eco-friendly habits align with the region’s dedication to preserving its natural beauty.
  • Greeting Etiquette: Friendly, respectful interactions with residents are customary and appreciated, helping you blend seamlessly into the local scene here.

Frequently Asked Questions About Kenwood?

1. What are the top vacation rentals in Kenwood?

There are a lot of options in Kenwood. If you plan on staying in the 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 Kenwood:

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

There are 65 vacation rentals with private pools near Kenwood. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in 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 Kenwood:

4. How many Rentbyowner vacation rentals are available in Kenwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1868 in the 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 Kenwood. 

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

Cancellation policies vary depending on the individual property owner. You should review the specific listing details or contact the host directly to understand the terms related to cancellations and refunds.

6. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner. Be sure to read the listing carefully or reach out to the host to confirm these details before your arrival.

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

Reservations are secured through reputable platforms that offer secure payment options. Always verify the listing details and communicate with the host through official channels to maintain safety and reliability.

8. What amenities can I expect from a vacation rental in this region?

Amenities vary by property, but many rentals offer features suited for a comfortable stay. Check the listing description for specific amenities included during your visit.

9. Is there any local support if I encounter issues during my stay?

Local support and assistance depend on the property owner or management. Contact information will typically be provided in your confirmation details; always review the listing for support options.

Kenwood Top Rated Vacation Rentals

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