Fleming Island holiday homes

We found 484 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Fleming Island that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Fleming Island

Showing deals for:18 Dec - 25 Dec

The long wooden dock extends into the river, flanked by tall cypress trees, leading to covered boat slip.
Immerse yourself in waterfront tranquility at this stunning river house, where every moment is painted with the peaceful presence of Julington Creek which connects to the nearby St Johns River.
The living room's wall-to-wall windows frame an ever-changing canvas of rippling waters, inviting you to sink into the oversized sofa and watch the late afternoon sun dance across the surface..
When evening calls, choose the perfect fireside retreat with Adirondack chairs facing the long wooden dock and river.
Exceptional
(5 reviews)

River House with Dock, Waterfront Stunner Sunrise to Sunset

St. Johns

7% off
NZ$9,857
for 7 nights, 1 home
NZ$1,408 per night
includes taxes & fees
River House with Dock, Waterfront Stunner Sunrise to Sunset
Private kitchen
Living area
Living area
Dining
Exceptional
(25 reviews)

Heated Pool~Luxurious Oasis in Julington Creek~Sleeps 10

Jacksonville

7% off
NZ$5,874
for 7 nights, 1 home
NZ$839 per night
includes taxes & fees
Heated Pool~Luxurious Oasis in Julington Creek~Sleeps 10
Dining
Pool
Living area
Interior
Exceptional
(27 reviews)

A Little Southwest in the Southeast! Great Pool Home in Jacksonville!

Jacksonville

8% off
NZ$7,171
for 7 nights, 1 home
NZ$1,024 per night
includes taxes & fees
A Little Southwest in the Southeast! Great Pool Home in Jacksonville!
Exterior detail
Interior
Private kitchen
Interior
Exceptional
(20 reviews)

Cottontail Manor-4 BR Across-Ortega Yacht Club/Timuquana CC. Rvsde/Avndl/NAS

Jacksonville

5% off
NZ$5,471
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
Cottontail Manor-4 BR Across-Ortega Yacht Club/Timuquana CC. Rvsde/Avndl/NAS
Exterior detail
Private kitchen
Interior
Exterior detail
Exceptional
(6 reviews)

Charming Florida Cottage~5min SanMarco~Spacious 4BR house

Jacksonville

7% off
NZ$3,616
for 7 nights, 1 home
NZ$517 per night
includes taxes & fees
Charming Florida Cottage~5min SanMarco~Spacious 4BR house
Room
Private kitchen
Living area
Interior
Exceptional
(20 reviews)

⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️

Orange Park

6% off
NZ$3,948
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️
Living area
Private kitchen
Exterior
Living area
Exceptional
(7 reviews)

1/1 Hospitals | River| Trendy-Chic Avondale Townhouse

Jacksonville

8% off
NZ$3,842
for 7 nights, 1 home
NZ$549 per night
includes taxes & fees
1/1 Hospitals | River| Trendy-Chic Avondale Townhouse
Bathroom
Pool
Living area
Private kitchen
Exceptional
(13 reviews)

Cozy Home with Heated Private Pool and Patio

Jacksonville

8% off
NZ$3,978
for 7 nights, 1 home
NZ$568 per night
includes taxes & fees
Cozy Home with Heated Private Pool and Patio
Terrace/patio
Pool
Living area
Interior
Exceptional
(19 reviews)

Suite Peace- New luxury apartment near NAS JAX and Orange park

Jacksonville

8% off
NZ$2,208
for 7 nights, 1 apartment
NZ$315 per night
includes taxes & fees
Suite Peace- New luxury apartment near NAS JAX and Orange park
Living area
Room
Interior
Private kitchen
Exceptional
(13 reviews)

Cosmic Quarters, Whole House, Sleeps 6

Jacksonville

7% off
NZ$2,111
for 7 nights, 1 apartment
NZ$302 per night
includes taxes & fees
Cosmic Quarters, Whole House, Sleeps 6
Property grounds
Private kitchen
Living area
Exterior
Exceptional
(8 reviews)

1/1 Near 5 Historic pts | Hospital | Shops | River

Jacksonville

8% off
NZ$3,722
for 7 nights, 1 home
NZ$532 per night
includes taxes & fees
1/1 Near 5 Historic pts | Hospital | Shops | River

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The captivating area of Fleming Island awaits your stay

Enjoy the entertainment and other features of Fleming Island. This city's football games, restaurants and shopping attract many visitors, as does its romantic and scenic location. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Fleming Island

Are you hoping to find things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Fleming Island a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Eagle Harbor Golf Club (1.4 mi / 2.3 km)
  • The Champions Club at Julington Creek (6.6 mi / 10.6 km)
  • Latitude 30 (11.5 mi / 18.6 km)
  • St. John's Golf and Country Club (12.9 mi / 20.7 km)
  • World Golf Village - King & Bear Golf Course (15.2 mi / 24.4 km)
  • World Golf Village (16.5 mi / 26.5 km)

Exploring the natural features in Fleming Island

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Fleming Island is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Clay County Fairgrounds (4.8 mi / 7.7 km)
  • Mandarin Park (5.8 mi / 9.3 km)
  • Spring Park (7.3 mi / 11.8 km)
  • Cummer Museum of Art and Gardens (15.5 mi / 25 km)
  • Crystal Springs Park (15.9 mi / 25.5 km)
  • Metropolitan Park (16.4 mi / 26.3 km)

Transport to and around Fleming Island

The nearest airport is in Jacksonville, FL (CRG-Jacksonville Executive at Craig), located 20.7 mi (33.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to St. Augustine, FL (UST-Northeast Florida Regional), which is 24 mi (38.6 km) away.

Frequently asked questions

What is the best area to stay in Fleming Island when booking a holiday rental?
When considering a holiday rental in Fleming Island, Florida, a popular area to stay is the neighbourhood surrounding the scenic St. Johns River. This area is particularly appealing due to its picturesque views and the array of outdoor activities available. The proximity to local parks and recreational areas makes it a fantastic choice for families and nature enthusiasts alike.In this part of Fleming Island, you'll find a variety of rental properties that cater to different tastes and budgets, making it easy to find something that suits your needs. Nearby attractions include the beautiful Black Creek Park, where you can enjoy hiking, picnicking, and observing local wildlife. Additionally, the Fleming Island Marina offers opportunities for boating and fishing, which are popular pastimes in the area.Another highlight is the local shopping and dining scene, which features charming boutiques and restaurants that showcase the region's culinary delights.
Are there any houseboat rentals in Fleming Island?
In Fleming Island, several houseboat rentals are available, offering a unique and picturesque way to enjoy the area. These rentals typically feature amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks for relaxing and taking in the scenic views of the St. Johns River. Many houseboats are equipped with modern conveniences, including air conditioning and Wi-Fi, ensuring a comfortable stay.
What is the most popular type of holiday rental accomodation in Fleming Island?
In Fleming Island, holiday houses are the most popular type of holiday rental, with about 24 available throughout the area. These houses typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for families or groups looking to enjoy a relaxing getaway. Additionally, there are several houseboats and apartments available, providing a great experience on the water or in a more compact setting.
Are there any family house rentals in Fleming Island?
In Fleming Island, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area offers spacious homes, often featuring multiple bedrooms and large living areas, great for families to relax together. Many properties include fully equipped kitchens, allowing for convenient meal preparation, as well as outdoor spaces where kids can play and families can enjoy barbecues.Nearby attractions such as the scenic St. Johns River provide opportunities for outdoor activities like fishing and kayaking, while local parks offer playgrounds and picnic areas for family outings. The proximity to Jacksonville adds to the appeal, with its vibrant cultural scene, shopping, and dining options.
Can I rent a holiday home with a pool or hot tub in Fleming Island?
In Fleming Island, there are several holiday homes available for rent that come with pools or hot tubs, providing an excellent option for relaxation and leisure during your stay. This charming area, located along the St. Johns River in Florida, offers a mix of residential communities and scenic landscapes.Travellers can expect amenities such as private swimming pools, spacious outdoor areas for entertaining, and fully equipped kitchens for convenient self-catering. Many properties also feature comfortable living spaces, superb for families or groups looking to unwind after a day of exploring.
Are there pet-friendly house rentals in Fleming Island?
In Fleming Island, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, ensuring a comfortable stay.The area offers a variety of attractions for pet owners, including the nearby Black Creek Park, which features walking trails and open spaces where pets can roam freely. Additionally, the parks in the vicinity are superb for leisurely strolls, allowing you to enjoy the beautiful Florida weather with your pets.
Are there any remote work holiday rentals in Fleming Island?
In Fleming Island, there are around 36 holiday rentals that cater to remote work needs. This charming area in Florida offers a variety of properties, including spacious homes with dedicated office spaces and high-speed internet access. Many rentals come equipped with amenities such as free Wi-Fi, desks, and comfortable chairs, ensuring that guests can work efficiently while enjoying their stay.The location is conveniently situated near the scenic St. Johns River, providing opportunities for outdoor activities and relaxation after a day of work. Additionally, the neighbourhood features local parks, shops, and dining options, making it a pleasant environment for both work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Fleming Island?
In Fleming Island, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals comfortably. Many properties also feature decks or patios, superb for enjoying the pleasant Florida weather and relaxing outdoors. Additionally, travellers can expect conveniences such as blenders for smoothies or cocktails and coffee or tea makers to start the day off right. For families with young children, many rentals provide travel cribs to ensure a comfortable stay for little ones.
When is the best time to visit Fleming Island for a holiday rental?
September is a charming time to visit Fleming Island, as the summer crowds begin to wane, and the weather remains warm and inviting. This month often features comfortable temperatures ranging from 20 to 30 degrees Celsius, making it ideal for outdoor activities such as kayaking on the St. Johns River or exploring the scenic parks that dot the area.The peak season in Fleming Island typically spans from February to April, attracting visitors eager to enjoy the mild winter climate and partake in various outdoor adventures. This period is great for those looking to indulge in fishing, golfing, or simply relaxing by the water, all while soaking up the beautiful Floridian sunshine.For those planning a holiday rental with a focus on value, November presents a fantastic opportunity. During this quieter month, you can enjoy the pleasant weather while taking advantage of lower rental rates. Whether you're interested in peaceful walks along the riverbanks or exploring local wildlife, November offers a serene atmosphere without the hustle and bustle of peak travel times.Ultimately, the best time to visit Fleming Island hinges on your preferences for activity levels and the kind of experience you seek.
What are the top attractions in Fleming Island?
In Fleming Island, visitors can enjoy a range of attractions that highlight the area's natural beauty and recreational opportunities. The St. Johns River is a central feature, offering options for boating, fishing, and scenic views. Outdoor enthusiasts can explore the nearby Black Creek Park, which provides walking trails, picnic areas, and access to kayaking.For those interested in golf, the Fleming Island Plantation Golf Club is a great spot, featuring a well-maintained course amid picturesque landscapes. Additionally, the local community hosts various events throughout the year, providing a glimpse into the vibrant culture of the area.Families may appreciate the proximity to the Fleming Island Centre, where shopping, dining, and entertainment options abound, making it a convenient hub for visitors.
Are all fees included in the Fleming Island holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Fleming Island holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Fleming Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Fleming Island holiday homes?
You can find great discounts on holiday homes in Fleming Island on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Fleming Island holiday home booking on Bookabach?
To find Fleming Island holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Fleming Island?
A long-stay holiday home in Fleming Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Fleming Island holiday home?
Book your Fleming Island holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Fleming Island?
Prices for holiday homes in Fleming Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Fleming Island to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.