- USA
- Florida
- Leesburg
- Howey-in-the-Hills
- Rentals by Owner
Discover Your Ideal Howey-in-the-Hills, Florida, USA Rental by Owner for a Relaxing Getaway
Discover Your Perfect Howey-in-the-Hills Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Howey-in-the-Hills Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
Why Choose Rent By Owner for your Howey-in-the-Hills vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Howey-in-the-Hills
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the area's pleasant climate and vibrant local events while benefiting from favorable rental rates through Rent By Owner in Howey-in-the-Hills, Florida.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy warm temperatures and pleasant weather, making it an ideal time to explore the area’s outdoor activities and scenic views.
Spring (March to May)
Springtime here offers blooming landscapes and comfortable temperatures, perfect for enjoying extended outdoor stays and local events.
Off-Season Highlights
Summer (June to August)
In the summer, expect higher temperatures and increased humidity, which can be ideal for water activities but may be less comfortable for some travelers seeking cooler weather.
Fall (September to November)
Autumn features cooler temperatures and quieter surroundings, offering a peaceful retreat for those looking to avoid the crowds while still enjoying pleasant weather.
Weekly Weather Forecast for Howey-in-the-Hills
How to Book Your Howey-in-the-Hills vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Howey-in-the-Hills
Common Rentals by Owner 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 outdoor dining areas, perfect for entertaining guests in the pleasant climate of this region.
- Take advantage of private patios or decks to relax and soak up the scenic surroundings.
- Make use of swimming pools or hot tubs available in select rentals for a refreshing escape.
- Explore landscaped gardens or backyard spaces that offer tranquil outdoor settings.
- Use outdoor grills or BBQ facilities to prepare meals while enjoying the area's warm weather.
- Benefit from access to tennis courts or other recreational sports amenities nearby.
- Relax on spacious verandas or porches that provide picturesque views characteristic of this destination.
Top Attractions Around Howey-in-the-Hills
What attractions are nearby?
Discover a variety of outdoor activities and scenic attractions just moments from your rental by owner in the area, perfect for enjoying the natural beauty and leisure opportunities Florida has to offer.

Family Activities
- Lakeside Park: Enjoy a relaxing afternoon at this scenic park where your family can picnic, play on the playground, or take a leisurely stroll along the water’s edge.
- Historic District Tours: Discover the charm of the area with family-friendly walking tours that highlight the local history and unique architecture of the town.
- Nearby Golf Courses: Introduce young golf enthusiasts to the sport at local courses that cater to families, offering fun and beginner-friendly options.
- Community Events and Festivals: Experience vibrant local gatherings and seasonal festivals that bring families together for entertainment and cultural activities in this inviting region.
Adult Activities
- Golfing at the Howey-in-the-Hills Golf & Country Club: Enjoy a round of golf on this scenic course, offering stunning views and challenging play in the area.
- Spa and Wellness Treatments: Pamper yourself with luxurious spa services designed to provide relaxation amidst the peaceful surroundings of this destination.
- Boating and Water Activities on Lake Harris: Take advantage of the nearby lake for boating, fishing, or simply unwinding on the water in the region.
- Dining Experiences in Local Eateries: Explore a variety of restaurants that showcase the regional flavors, perfect for a memorable adult night out here.
Other Places to Stay in Howey-in-the-Hills, FL
Howey-in-the-Hills Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the serene outdoor spaces nearby to enjoy walking or cycling and immerse yourself in the natural beauty of this region.
- Discover Hidden Gems: Ask your rental host or check local guides for lesser-known spots that offer authentic experiences away from popular tourist areas.
- Plan Your Activities Ahead: Pre-arrange any desired excursions or boat rentals through your accommodation to maximize your time here without last-minute hassles.
- Respect Community Etiquette: Maintain a considerate demeanor and familiarize yourself with local customs to ensure a pleasant stay in the area’s welcoming community.
Transportation Options
- Private Car Rentals: Renting a car locally provides you with flexibility and convenience for exploring this charming region at your own pace.
- Taxi Services: Professional taxi services are readily available, offering reliable transportation options to get around the area comfortably.
- Ride-Sharing Apps: Popular ride-sharing platforms operate here, giving you an easy way to travel without the need for a personal vehicle.
- Public Transportation: Limited but accessible public transit options connect you to nearby cities and attractions within the region.
Local Customs Options
- Southern Hospitality: You can expect friendly and welcoming interactions that reflect the area's warm community spirit rooted in traditional Southern hospitality.
- Local Religious Customs: Respect for religious practices is important, especially during community gatherings and local church events in this quiet destination.
- Celebration of Heritage Festivals: Participating in or observing regional festivals offers insight into the area's history and cultural pride.
- Respect for Nature and Preservation: The area values environmental conservation, so maintaining cleanliness and respecting natural spaces during your stay is appreciated.
Frequently Asked Questions About Howey-in-the-Hills Rentals by Owner
1. What are the top vacation rentals in Howey-in-the-Hills?
There are a lot of options in Howey-in-the-Hills. If you plan on staying in the Howey-in-the-Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Howey-in-the-Hills:
- Spacious secluded house with ABUNDANT parking
- Stillhouse Hideaway on a Distillery and organic blueberry/blackberry farm
- Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
- LAKE HARRIS SIESTA HIDEAWAY 3
- LAKE HARRIS SIESTA HIDEAWAY 2
- Lake Harris Siesta Hideaway
- Stay in a Luxury tiny house with horses in your yard. Private & tranquil
- New luxury Tiny House(s) on 6 acres with horses. Sunsets,fire pit, & Hot tub.
- Pet Friendly Tiny Home Adventure in Bustling Clermont!
- Adventure Awaits in This Pet Friendly Tour Bus Conversion!
2. How many Rentbyowner vacation rentals are available in Howey-in-the-Hills?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 59 in the Howey-in-the-Hills 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 Howey-in-the-Hills.
3. What is the cancellation policy for rental by owner properties in this area?
4. How do I communicate with the property owner in Howey-in-the-Hills during the booking process?
5. Are there any additional fees I should be aware of when booking a rental by owner here?
6. What amenities are typically included in rentals by owner in this region?
7. Is it safe to book a rental by owner in this destination online?
More Rentals You May Like Near Howey-in-the-Hills
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety