Fleming Island Accommodations

Boat Rental

Watch the magnificent sunsets from Island Life!

10.0

Exceptional

(12 Reviews)

2 Bedrooms 1 Bath 6 Guests

CA $538/Night 7 Nights - CA $3,766

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Boat Rental

New Floating Luxury: Unique Houseboat Retreat

9.2

Exceptional

(6 Reviews)

1 Bedroom 1 Bath 4 Guests 1097.92 ft²

CA $435/Night 7 Nights - CA $3,047

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Price Dropped

Boat Rental

New Floating Luxury: Unique Houseboat Retreat

9.4

Exceptional

(32 Reviews)

1 Bedroom 1 Bath 4 Guests 1100 ft²

CA $465/Night 7 Nights - CA $3,255

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House

Lake View Retreatpool10qn Beds

5 Bedrooms 3 Baths 16 Guests 3498.27 ft²

CA $1,330/Night 7 Nights - CA $9,307

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~Oak Tree Oasis Sleeps 10 Extra Parking~

Price Dropped

House

~Oak Tree Oasis Sleeps 10 Extra Parking~

7.6

Very Good

(8 Reviews)

1 Bedroom 2 Baths 10 Guests 1937 ft²

CA $281/Night 7 Nights - CA $1,968

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House

Bermuda Drive Abode

1 Bedroom 2 Baths 6 Guests 1603.82 ft²

CA $281/Night 7 Nights - CA $1,969

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Apartment

Beautiful Golfcourse home in Gorgeous Fleming Island

1 Bedroom 1 Bath 6 Guests

CA $263/Night 7 Nights - CA $1,840

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House

Rustic Owl w/2Kings In Fleming Island

10.0

Exceptional

(36 Reviews)

3 Bedrooms 2 Baths 9 Guests 1833 ft²

CA $355/Night 7 Nights - CA $2,483

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House

A Home Away From Home

10.0

Exceptional

(6 Reviews)

3 Bedrooms 2 Baths 8 Guests 2549 ft²

CA $2,685/Night 7 Nights - CA $18,793

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House

Unique Gem 3-bedroom 85” TV living 75” master Pool

10.0

Exceptional

(2 Reviews)

3 Bedrooms 2 Baths 12 Guests

CA $465/Night 7 Nights - CA $3,253

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House

NEW Spacious 5-2 BigYard Wash&Dryer Fence 6TV Beach45min 1 of 7 local properties

10.0

Exceptional

(2 Reviews)

5 Bedrooms 2 Baths 13 Guests

CA $377/Night 7 Nights - CA $2,638

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Luxurious Home w/Spectacular Glass Room & Patios

Highly Rated

House

Luxurious Home w/Spectacular Glass Room & Patios

9.8

Exceptional

(178 Reviews)

4 Bedrooms 3 Baths 14 Guests 2940 ft²

CA $345/Night 7 Nights - CA $2,414

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More Top-Rated Accommodations in Fleming Island Area

Why Choose Rent By Owner for your Fleming Island Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

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 Accommodations stay?

To make the most of your stay here, consider visiting during the shoulder seasons when the weather is pleasant and crowd levels are lower, allowing you to fully enjoy this destination's natural beauty and local charm in Fleming Island, Florida.

Peak Season Highlights

Spring (March to May)

During spring, you'll enjoy pleasant weather ideal for exploring the area's natural beauty and outdoor activities. This is a popular time for travelers seeking comfortable temperatures and vibrant local events.

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

Fall (September to November)

Autumn offers comfortable temperatures and fewer crowds, making it an excellent time to experience the region's serene environment and scenic landscapes.

Average Temperature Daytime: Ranging from 75°F to 85°F - Nighttime: Approximately 55°F to 65°F

Off-Season Highlights

Summer (June to August)

In summer, the area experiences higher temperatures and increased humidity, which may be less ideal for outdoor pursuits but suitable for indoor relaxation and local events.

Average Temperature Daytime: Often exceeding 90°F - Nighttime: Around 70°F to 75°F

Winter (December to February)

Winters are milder here, with cooler temperatures that attract visitors looking to escape colder climates elsewhere. It’s a quieter period for travel and accommodation bookings.

Average Temperature Daytime: Between 55°F to 65°F - Nighttime: Around 40°F to 50°F

Weekly Weather Forecast for Fleming Island

How to Book Your Fleming Island Accommodations

What's our booking process?

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

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

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 Accommodations in Fleming Island Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 pool, perfect for relaxing under the sun in this scenic area.
Benefit from spacious patios or decks ideal for outdoor dining and entertaining guests.
Take advantage of lush landscaped yards that offer privacy and a peaceful environment.
Make use of outdoor grills to host barbecues while enjoying the pleasant climate here.
Discover shaded lounging areas where you can unwind after exploring the surrounding region.
Access serene gardens or green spaces for walking or outdoor activities.
Utilize parking facilities designed to accommodate your outdoor excursions comfortably.

Top Attractions Around Fleming Island

What attractions are nearby?

While staying here, you can enjoy a variety of nearby activities, including exploring local parks, engaging in water sports on the nearby waterways, or discovering scenic trails that showcase the natural beauty of Fleming Island, Florida. Whether you're interested in outdoor adventures or relaxing by the water, this destination offers diverse options to enhance your visit and make your stay memorable.

Family Activities

Black Creek Park Explore walking trails, playgrounds, and picnic spots suitable for a fun family day outdoors in the area.
Music & Arts Festival Enjoy local cultural festivities that provide entertainment and interactive activities for children and adults alike.
Cricket Cove Marina Engage in scenic boat rentals and watersports, perfect for families looking to experience aquatic adventures on the region’s waterways.
The Island Hotel & Golf Club Play a family-friendly game of golf or unwind with dining options overlooking beautiful landscapes in this popular local spot.

Adult Activities

Golfing at Eagle Harbor Golf Club Enjoy a relaxing day on the greens at this scenic golf course, perfect for both beginners and seasoned players seeking a tranquil experience.
Kayaking and Canoeing in the St. Johns River Explore the region’s natural beauty by paddling along the calm waters, offering an excellent way to connect with nature here.
Visit the Fleming Island State Park Immerse yourself in outdoor activities such as hiking, picnicking, or birdwatching in this peaceful state park within easy reach of your accommodations.
Fishing Excursions Cast a line in local lakes and rivers, providing a rewarding experience for anglers looking to enjoy the region’s abundant freshwater fishing opportunities.

Other Places to Stay in Fleming Island, FL

Eagle Harbor Golf Club

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The Golf Club At Fleming Island

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Fleming Island Travel Tips

How Can You Make the Most of Your Stay?

Plan outdoor activities early: Take advantage of the area's beautiful natural scenery by scheduling outdoor outings during the cooler parts of the day to enjoy the best weather.
Explore local dining options: Discover the region’s culinary scene by visiting nearby eateries that showcase the authentic flavors and regional specialties.
Utilize nearby recreational facilities: Make the most of parks, golf courses, or water activities in the vicinity for a fun-filled stay.
Book accommodations with flexible amenities: Choose properties that offer convenient features like kitchenettes or laundry services to enhance your comfort during your visit.

Transportation Options

Jacksonville International Airport Located nearby, this major airport offers convenient flights, making your arrival and departure in the region straightforward.
Local Bus Services Public transportation options within the area provide an affordable way to explore Fleming Island and its surroundings comfortably.
Rental Car Agencies Numerous rental car services are available, giving you the flexibility to explore the destination and nearby attractions at your own pace.
Taxi and Ride-Sharing Services Reliable taxi companies and ride-sharing options like Uber and Lyft operate throughout the region, ensuring easy transit for your plans here.

Local Customs Options

Southern Hospitality: Visitors often notice the region's warm and welcoming attitude, reflecting the area's friendly community spirit.
Respect for Nature: Local customs emphasize preserving the natural beauty of the region, encouraging environmentally conscious behaviors among guests.
Community Events: Participating in seasonal festivals and gatherings is a cherished tradition that offers a genuine experience of local culture.
Historic Appreciation: Respecting and preserving historic landmarks and stories is an important aspect of experiencing here authentically.

Frequently Asked Questions about Fleming Island Accommodations

1. What are the top Accommodations 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 Accommodations in Fleming Island:

2. How many Accommodations are available in Fleming Island?

Currently, the total number of properties listed by RBO in 2026 is over 39 in the Fleming Island area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Fleming Island. 

3. What is the cancellation policy for accommodations in Fleming Island, Florida?

The cancellation policies vary by property. You should review the specific listing details or contact the host directly on RentByOwner.com to understand the terms and any applicable fees.

4. How do I check the availability of accommodations in this region?

Availability can be confirmed by searching for your desired dates on RentByOwner.com and reviewing the current booking status listed for each property.

5. Are there options for flexible booking in Fleming Island, Florida?

Flexible booking options depend on individual listings. It's recommended to read the cancellation and reservation policies on each property's page or contact the owner for more information.

6. What amenities are typically included in accommodations here?

Amenities vary between properties but often include essentials like Wi-Fi, parking, and kitchen facilities. Please refer to the detailed listing description for specific amenities offered.

7. How can I contact the property owner for special requests or questions?

You can reach out to the property owner directly through the contact information provided on the listing page on RentByOwner.com to discuss any special requests or inquiries.