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- Fleming Island
- Rentals by Owner
Discover Your Ideal Fleming Island, Florida Rental by Owner for a Comfortable Stay
Discover Your Perfect Fleming Island Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Sustainable Travel
Fleming Island Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Security/Safety
- Sports/Activities
- Child Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Fleming Island vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Fleming Island
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 region’s unique climate and seasonal charm while booking a rental by owner through Rent By Owner ensures a seamless and dependable stay in Fleming Island, Florida.
Peak Season Highlights
Spring (March to May)
During the spring months, you can enjoy pleasant weather in the area, making it an ideal time to explore your rental by owner and experience this destination’s natural beauty.
Fall (September to November)
Autumn offers cooler temperatures and lower humidity, providing a comfortable environment for outdoor activities while booking your stay here during peak season.
Off-Season Highlights
Summer (June to August)
The summer months tend to be hotter and more humid, which may influence your decision to book here for a quieter, more relaxed experience during off-peak times.
Winter (December to February)
Winters in this part of Florida are mild, offering a tranquil atmosphere that appeals to visitors seeking a peaceful retreat away from the busy seasons.
Weekly Weather Forecast for Fleming Island
How to Book Your Fleming Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Fleming Island
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 meals in the fresh air after a day of exploring the region.
- Relax by a private swimming pool, ideal for cooling off during warm Florida days.
- Take advantage of spacious patios or decks to unwind while soaking up the sunshine.
- Benefit from dedicated outdoor grilling stations, making barbecues simple and enjoyable.
- Stroll through landscaped gardens or lush lawns that provide serene surroundings for outdoor activities.
- Make use of outdoor fire pits for cozy evenings under the stars with family or friends.
- Access to recreational areas like tennis courts or golf courses nearby enhances your outdoor experience here.
Top Attractions Around Fleming Island
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, explore scenic parks, or indulge in local dining options, all just moments from your rental by owner in Fleming Island, Florida.
Family Activities
- Clay County Fairgrounds: Enjoy family-friendly events and seasonal festivals held at this popular venue in the area.
- Pavilion at Fleming Island: Spend a relaxing day outdoors with picnics, open-air concerts, and community gatherings suitable for all ages.
- Black Creek Trail: Explore scenic walking and biking paths that wind through the region’s natural beauty, perfect for active family outings.
- Julington Creek Fishing & Recreation: Experience fishing, kayaking, and other water activities in nearby waters that provide fun for the whole family.
Adult Activities
- Golfing at Fleming Island Golf Club: Enjoy a day on the pristine fairways and scenic views that make this golf course a top choice for enthusiasts seeking a relaxing yet engaging experience.
- Exploring the St. Johns River by Boat: Rent a boat or join a guided tour along the river to take in the natural beauty and diverse wildlife unique to this part of Florida.
- Visiting Oakleaf Town Center: Discover a variety of shopping, dining, and entertainment options that cater to adults looking for a leisurely day out in the region.
- Enjoying Local Cuisine: Dine at highly-rated restaurants nearby that showcase fresh, regional ingredients, offering a delightful culinary experience specific to the area.
Other Places to Stay in Fleming Island, FL
Fleming Island Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region’s scenic parks and waterways to enjoy kayaking, fishing, or nature walks right from your rental stay.
- Visit nearby dining options: Discover charming restaurants and cafes that showcase the region’s fresh local cuisine for a truly authentic experience.
- Plan day trips to surrounding attractions: Use your accommodation as a comfortable base for exploring other popular destinations within easy driving distance.
- Utilize your rental's amenities: Make the most of features such as outdoor spaces or in-unit comforts to relax and unwind after your daily adventures in the area.
Transportation Options
- Personal Car Rentals: Renting a car here offers the flexibility to explore the region at your own pace, ensuring convenient access to all local attractions and amenities.
- Public Transit Services: The area's public transportation options provide an affordable way for you to navigate around without the hassle of parking or driving yourself.
- Rideshare Services: Ridesharing apps are widely available, offering a reliable and quick transportation solution for getting around the destination comfortably.
- Taxi Services: Taxis remain a dependable choice for direct, on-demand transportation, especially if you prefer a more personalized service while staying in the region.
Local Customs Options
- Southern Hospitality: Expect warm welcomes and friendly greetings that reflect the area's reputation for genuine southern hospitality.
- Local Fishing Traditions: Participate in or observe the area's fishing customs, which are a cherished part of outdoor life here in this region.
- Community Festivals: Enjoy lively local festivals that celebrate the area's cultural heritage and bring residents together in joyful gatherings.
- Respect for Nature: Be mindful of environmental practices and conservation efforts that are integral to preserving the natural beauty of this destination.
Frequently Asked Questions About Fleming Island Rentals by Owner
1. What are the top vacation rentals in Fleming Island?
There are a lot of options in Fleming Island. If you plan on staying in the Fleming Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Fleming Island:
- Charming Home/Quiet Neighborhood/Large Private Fenced Yard/Wifi
- 2147 Trailwood Dr · Fleming Island Retreat~Spacious Home~Pet Friendly
- Charming Orange Park Home Near Doctors Lake!
- Breathtaking 5 BR Retreat - Pet Friendly!
- Absolutely Gorgeous home walking distance to Dr's Lake on Fleming Island!
- Sunset 🧡 Palms Villa (Military +Pet Friendly)
- Ranch Property
- Spacious 3BR/2BA House
- The House on Center Way | House in Middleburg
- Queen Suite on The Lake
2. How many Rentbyowner vacation rentals are available in Fleming Island?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 36 in the Fleming Island 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 Fleming Island.
3. What is the cancellation policy for a rental property booked through Rent By Owner in Fleming Island?
4. How do I contact the owner if I have questions about my stay in this Florida destination?
5. Are there any house rules I should be aware of when staying at a rental by owner in this region?
6. What amenities are typically included in rentals by owner in this part of Florida?
7. Is there a minimum stay requirement for booking a rental by owner in this area?
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