Discover Your Perfect Fleming Island Vacation Homes

Best Vacation Homes in Fleming Island

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Fleming Island Luxury Rentals

See More Fleming Island Luxury Vacation Rentals
Find More Fleming Island Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Fleming Island 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.

Best Times to Visit Fleming Island

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience and ensure you enjoy comfortable weather, making it ideal for booking your vacation rentals in Fleming Island, Florida, USA.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy pleasant weather with blooming scenery, making it ideal for outdoor activities and exploring the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Fall offers comfortable temperatures and fewer crowds, perfect for relaxing stays in this destination’s scenic surroundings.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

In summer, high humidity and hotter weather provide a lively atmosphere, though you might experience some rain showers.

Average Temperature Daytime: 85°F to 92°F - Nighttime: 70°F to 75°F
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Winter (December to February)

Winter sees milder temperatures and fewer visitors, offering a peaceful retreat in this region during the cooler months.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Fleming Island

How to Book Your Fleming Island 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 Fleming Island

More Top-Rated Vacation Rentals in Fleming Island 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 outdoor dining areas to savor meals al fresco amidst the natural beauty of the region.
  • Relax by a private swimming pool, perfect for cooling off during warm Florida days.
  • Benefit from spacious patios or decks that provide an ideal setting for entertaining guests or unwinding.
  • Make the most of lush gardens or landscaped yards that showcase the area's vibrant local flora.
  • Utilize outdoor grilling stations to prepare delicious barbecues with ease.
  • Take advantage of nearby access to scenic walking or biking trails within the region’s natural surroundings.
  • Enjoy waterfront views if your rental is situated near or on the water, adding to the peaceful ambiance here.

Top Attractions Around Fleming Island

What attractions are nearby?

Enjoy a variety of outdoor activities, local dining experiences, and scenic parks just moments from your vacation rental in this welcoming area, making it easy to explore all that Fleming Island has to offer during your stay.

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Family Activities

  • Fleming Island Golf Course: Tee off at this local golf course to enjoy a relaxing day on the fairways with family-friendly amenities and scenic views.
  • Black Creek Park: Explore walking trails, picnic areas, and playgrounds, making it an ideal spot for outdoor fun with your loved ones in the area.
  • Waterfront Park: Spend quality time by the water with activities like fishing, kayaking, or simply soaking up the sunshine along the scenic waterfront.
  • Jacksonville Symphony Orchestra at the Florida Theatre: Experience an evening of cultural entertainment that offers family-friendly concerts in a historic venue nearby.
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Adult Activities

  • Golfing at Fleming Island Golf Club: You can enjoy a challenging round of golf surrounded by scenic views at this popular course in the region.
  • Paddleboarding and Kayaking on Black Creek: Experience the tranquility of the area’s waterways by renting equipment for paddling through peaceful, natural settings.
  • Exploring Horne Park: Spend your leisure time at this local park, where you can indulge in walking trails, picnicking, or simply relaxing by the water.
  • Dining at Local Restaurants: Savor the regional flavors at highly-rated eateries nearby, offering a variety of cuisines to enhance your stay in this destination.

Other Places to Stay in Fleming Island, FL

Eagle Harbor Golf Club
Eagle Harbor Golf Club Vacation Rentals
The Golf Club At Fleming Island
The Golf Club At Fleming Island Vacation Rentals
More Places to Stay Near Fleming Island

Fleming Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's natural beauty by engaging in outdoor pursuits like boating, fishing, or hiking to fully experience the area's scenic landscapes.
  • Visit nearby dining options: Savor the flavors of authentic regional cuisine by trying out the local restaurants and eateries that offer a taste of this destination's culinary scene.
  • Plan your activities around the weather: Check the seasonal forecast to make the most of sunny days and adjust your plans accordingly for a comfortable and enjoyable stay here.
  • Connect with local guides and services: Enhance your experience by hiring knowledgeable guides or local service providers who can introduce you to hidden gems and ensure seamless exploration of the area.

Transportation Options

  • Jacksonville International Airport: This major airport provides convenient domestic and limited international flights, making arrivals and departures straightforward for travelers staying in this region.
  • Rental Car Services: Numerous rental car agencies are available nearby, offering flexible transportation options to explore the area at your own pace.
  • Public Transit - JTA Buses: The local Jacksonville Transportation Authority operates bus routes that connect different parts of the region, providing an affordable way to get around during your stay.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are readily accessible, offering quick and reliable transportation from here to various destinations within the destination area.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm and friendly attitude that reflects the region’s reputation for welcoming visitors with open arms.
  • Tasting fresh, locally caught seafood is a cherished tradition that highlights the area’s coastal charm.
  • Community Festivals: Participating in local events and festivals offers a glimpse into the area's vibrant community spirit and cultural heritage.
  • Respect for Nature: The region’s customs emphasize preserving natural resources, encouraging eco-friendly practices during your stay here.

Frequently Asked Questions About Fleming Island?

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:

2. Which vacation homes in Fleming Island are best for families?

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

3. How many Rentbyowner vacation rentals are available in Fleming Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 37 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. 

4. What is the cancellation policy for vacation rentals in Fleming Island, Florida?

The cancellation policy varies by property. To understand the specific terms, including refund eligibility and timeframes, please review the individual listing details or contact the property owner directly.

5. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply depending on the property. These details are outlined in each listing, so be sure to review them carefully before booking.

6. How do I know if a vacation rental allows pets in this area?

Pet policies differ among properties. You can find information regarding pet allowances and any restrictions in the property description or by reaching out to the owner for clarification.

7. What amenities are typically included with vacation rentals in this region?

Amenities vary but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific features offered at a particular property, please check the listing details or contact the owner directly.

8. How can I ensure my booking is secure and reliable in this destination?

Booking through verified listings with clear communication from owners helps ensure a trustworthy experience. Always read guest reviews and confirm all details directly with the property owner to guarantee a smooth stay.