Photo by Ash Feky

Fleming Island holiday lettings

We found 414 holiday rentals — enter your dates for availability

Discover a selection of 5 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:7 Nov - 14 Nov
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Why visit Fleming Island

  • Outdoor Adventures: Fleming Island is ideal for nature lovers, offering various parks and scenic spots for relaxation and activities.
  • Family-Friendly Activities: The destination caters to families with engaging options suitable for all ages, ensuring a fun-filled experience.
  • Charming Local Neighbourhoods: Explore the delightful local areas, featuring unique shops and eateries that reflect the island's character.
  • Varied Accommodation: A range of holiday rentals, from cosy condos to spacious homes, provides the perfect base for your stay.
  • Nearby City Vibe: Enjoy the lively atmosphere of nearby cities, perfect for those seeking a touch of urban excitement.

Popular types of accommodation in Fleming Island

Vrbo offers a delightful selection of vacation rentals in Fleming Island, perfect for your holiday escape. Whether you're seeking a charming private holiday home, a modern apartment, or a cosy condo, we have options to suit every traveller. From spacious Fleming Island house rentals to intimate flats, discover the ideal accommodation for your getaway. Your perfect Fleming Island home awaits!

  • Houses: The most sought-after option for holiday rentals in Fleming Island, offering a spacious and comfortable environment for families and groups.
  • Condos: A popular choice, providing modern amenities and often stunning views, ideal for couples or small families.
  • Apartments: A convenient option for those seeking flexibility and a homely atmosphere during their stay.
  • Cottages: Quaint and charming, these are perfect for a peaceful retreat in a picturesque setting.
  • Villas: Luxurious accommodations that offer an upscale experience with ample space and private amenities.**

Top attractions in and around Fleming Island

Fleming Island is an excellent destination for outdoor enthusiasts, families, and city explorers alike. Visitors can enjoy a variety of attractions, including urban parks, marinas, and the beautiful island scenery. Whether you're seeking a relaxing day out or engaging activities, Fleming Island offers a delightful mix of experiences to suit all travellers.

  • Clay County Fairgrounds: Located 3.1km from Fleming Island, this vibrant fairground offers a delightful outdoor atmosphere perfect for families. Enjoy various events and activities that embody the spirit of community and fun.
  • The Golf Club At Fleming Island: Nestled within Fleming Island, this welcoming golf club caters to families, businesses, and romantic outings. Experience beautiful greens and friendly service, making it an ideal spot for relaxation and recreation.
  • Mandarin Museum: Situated 3.7km from Fleming Island, this charming museum immerses visitors in local history and culture. Explore exhibits that celebrate the area's rich heritage and enjoy a tranquil setting.

Things to do recommended for couples

For a romantic getaway in Fleming Island, indulge in the luxury of San Jose Country Club, just 7.5km away, or enjoy the serene atmosphere at Magnolia Point Golf and Country Club, a mere 3.7km from your base. Both offer a perfect setting for couples to unwind together.

Things to do recommended for families

Families visiting Fleming Island can unwind at Westside Regional Park, just 5.6km away, enjoying its serene atmosphere. For a dose of excitement, Latitude 30 offers an adventure-filled arcade experience, 7.5km away, while Stockton Park provides another relaxing retreat, also 7.5km from Fleming Island.

Things to do recommended for groups

Groups visiting Fleming Island can enjoy shopping at the Orange Park Mall, just 3.7km away, experience outdoor sports at Eagle Harbor Golf Club, and explore the cultural charm of the Strand Theater Site, located 6.2km from Fleming Island, perfect for family and romantic outings.

What do I need to keep in mind when booking a vacation in 'Fleming Island

If you're travelling with a group, with family, bringing your pets, or seeking extended stays, be sure to use the appropriate filters to suit your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Fleming Island with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search to include these options and much more on Vrbo.
  • Traveling to Fleming Island with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Fleming Island: For many families, a getaway wouldn’t be the same without their beloved pet. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Fleming Island: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Fleming Island

Fleming Island, Florida, offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can explore the charming local neighbourhoods, enjoy the tranquil atmosphere, and partake in various outdoor pursuits. Nearby cities provide a lively vibe, perfect for those seeking relaxation or a touch of romance. Whether you're wandering through scenic parks or indulging in local cuisine, Fleming Island promises a memorable experience for every type of traveller.

  • Lakeside: Situated a mere 2.5km from Fleming Island, Lakeside is a vibrant neighbourhood that offers a delightful family-friendly atmosphere. Visitors can enjoy a variety of outdoor experiences, from exploring local parks to unwinding at nearby lakes. The area boasts convenient access to a shopping centre and a shopping mall, making it a great spot for retail therapy. For those seeking leisure, a resort in the vicinity provides relaxation options. Key attractions include a theme park and beautiful beaches, perfect for a day out with the family.
  • Orange Park: Located 3.1km away from Fleming Island, Orange Park is a bustling city that caters to families and business travellers alike. This destination features a variety of shopping venues, including a large shopping mall and centre, ensuring that visitors have plenty of options for dining and retail. Orange Park also offers access to exciting attractions such as a local beach, a theme park, and a stadium, making it an ideal spot for both leisure and entertainment. The city's blend of urban and natural experiences makes it a must-visit on your journey.
  • Fruit Cove: Just 3.1km from Fleming Island, the charming neighbourhood of Fruit Cove is a haven for outdoor enthusiasts and sports lovers. The area is home to several golf courses, providing ample opportunities for a round of golf in a picturesque setting. Visitors can also enjoy a variety of recreational activities at the local resorts. Notable attractions nearby include a sports museum, a beautiful beach, and an urban park where families can relax and enjoy nature. Fruit Cove offers a delightful mix of leisure, sport, and family-friendly activities.

Best time to go to Fleming Island

If you're planning a trip to Fleming Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February, April and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnySlightly HighSlightly Low
March64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
April70.3°F (21.3°C)Light RainMostly SunnySlightly HighAverage
May75.7°F (24.3°C)Light RainMostly SunnyAverageAverage
June80.6°F (27.0°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly High
August82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
September79.3°F (26.3°C)Light RainMostly SunnySlightly HighSlightly Low
October72.9°F (22.7°C)Light RainMostly SunnySlightly LowAverage
November64.6°F (18.1°C)Light RainMostly SunnySlightly LowAverage
December60.3°F (15.7°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that fits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a dedicated area to plan fresh adventures, pick up from where you last stopped, or manage your travel arrangements effectively. You can easily access the properties you've saved or booked, now conveniently sorted into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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. Jacksonville Naval Air Station and St. Johns Town Center are just a couple of the must-see attractions in the area. 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)
  • Golf Club at South Hampton (10.7 mi / 17.2 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)
  • Spring Park (7.3 mi / 11.8 km)
  • Dog Wood Park of Jacksonville (13.2 mi / 21.2 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 most popular type of holiday rental accommodation in Fleming Island?
Houses are the most popular type of holiday rental in Fleming Island, according to our data. Even if you have something else in mind, Vrbo has holiday homes in a variety of shapes and sizes. Compare our options to find your ideal fit.
How much does it cost to rent a holiday rental in Fleming Island?
Several factors can affect what you'll pay for your holiday rental in Fleming Island, including the type of property, season and length of stay. However, all of our holiday homes have one thing in common — amazing value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Fleming Island?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday rental. Type in your Fleming Island travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you want in your holiday home.
What are popular rental amenities in Fleming Island?
A nearby river, a swimming pool and a barbecue grill head the list of most popular rental amenities in Fleming Island. Whether you're planning to travel alone, with your other half or as a family, Vrbo can help you find a holiday rental that suits your style with all the features you'll enjoy.
What are the top attractions for families in Fleming Island?
Keep the kids busy at these awesome family-friendly attractions in Fleming Island:

  • Mandarin Museum
  • Westside Regional Park
  • Orange Park Mall

Can I find two-bedroom holiday rentals in Fleming Island?
Fleming Island has two two-bedroom properties to choose from. Go for a holiday home with all the comfort and space you want at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Fleming Island?
Whether you'd like to stay in touch with world events, reply to emails or surf social media, there are four holiday homes with WiFi in Fleming Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Fleming Island?
The minimum age can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in Fleming Island you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Fleming Island for?
It all depends on the Fleming Island property. To look over a list of options offering extended stays, just enter your travel dates and number of guests into the Vrbo search page. Enjoy having the whole property to yourself, as well as comforts such as air conditioning, a kitchen and a backyard where your little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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