OakLeaf Plantation vacation rentals

We found 19 vacation rentals — enter your dates for availability

Discover a selection of 11 homes and other vacation rentals in OakLeaf Plantation that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

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Find out more about OakLeaf Plantation

Why visit OakLeaf Plantation

  • Family-friendly atmosphere: OakLeaf Plantation is ideal for families, offering activities and attractions for all ages.
  • Outdoor adventures: Enjoy scenic treeline trails and urban parks perfect for hiking and exploring nature.
  • Charming local culture: Experience the inviting community spirit and friendly locals while discovering trendy spots.
  • Diverse accommodations: Find various vacation rentals, from spacious homes to cozy condos, to suit your needs.
  • Proximity to attractions: Explore nearby historical sites and the Strand Theater for cultural experiences.

Popular types of accommodation around OakLeaf Plantation

Discover the charm of OakLeaf Plantation with a variety of vacation rentals to suit every traveler. Whether you're looking for spacious houses, cozy condos, or modern apartments, you'll find the perfect fit for your stay. With options for bedrooms and active townhomes available, our platform ensures transparency and savings while connecting you to the best rentals in OakLeaf Plantation, FL. Start planning your getaway today.

  • Houses: The top choice for travelers to OakLeaf Plantation, these homes offer spacious accommodations perfect for families or groups.
  • Condos: A popular option for those seeking comfort and amenities, condos provide a convenient stay with plenty of space.
  • Apartments: Ideal for solo travelers or couples, these provide a cozy and functional living space during your visit.
  • Cottages: Charming and quaint, cottages offer a delightful retreat for a peaceful getaway.
  • Guest Houses: A welcoming option for a more personal touch, guest houses often provide a homely atmosphere and local insights.**

Top attractions near OakLeaf Plantation

OakLeaf Plantation is a great destination for families and outdoor enthusiasts looking for a city-themed vacation. Explore local attractions such as urban parks, marinas, and military installations, while enjoying activities like tours, visits to the Strand Theater, and discovering rentals by neighborhood. Don't miss the scenic treeline trails and charming terrace houses that enhance your stay in this vibrant community.

  • Jacksonville Naval Air Station: A significant military installation, it offers a unique glimpse into naval aviation. With a welcoming atmosphere, visitors can learn about military history and enjoy family-friendly events held throughout the year.
  • Orange Park Medical Center: While primarily a medical facility, it fosters a community-oriented vibe. Engaging health fairs and wellness events are often hosted, making it a hub for both business and family activities.
  • Clay County Fairgrounds: A vibrant fairground showcasing outdoor events, it features fairs and festivals that cater to families. Experience live entertainment, food vendors, and a sense of community at this lively venue.

Things to do recommended for couples

For a romantic getaway in OakLeaf Plantation, indulge in the luxury of San Jose Country Club or Magnolia Point Golf and Country Club, both offering serene surroundings and upscale amenities just 14 miles away. Enjoy a day of golf or a cozy dinner together in these beautiful settings.

Things to do recommended for families

Families visiting OakLeaf Plantation can explore the nearby Jacksonville Zoo and Gardens, where kids can enjoy animal exhibits and interactive experiences. Additionally, they can have fun at the Adventure Landing amusement park, featuring water slides and arcade games perfect for a day of family entertainment.

Things to do recommended for groups

Groups visiting OakLeaf Plantation can enjoy a round of golf at the nearby golf courses, relax at local parks, or indulge in group dining experiences at family-friendly restaurants. Don't miss the chance to explore nearby nature trails for a refreshing outdoor adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around OakLeaf Plantation

If you're traveling with a group, family, pets, or planning an extended stay, be sure to apply the appropriate filters to suit your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to OakLeaf Plantation with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for these options and many others on Vrbo.
  • Traveling to OakLeaf Plantation with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to OakLeaf Plantation: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting OakLeaf Plantation: If you’re searching for vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search options as well.

Where to stay near OakLeaf Plantation

OakLeaf Plantation is a charming neighborhood in Orange Park, perfect for family-friendly getaways and outdoor adventures. Explore the inviting atmosphere filled with friendly locals and trendy spots. Nearby, you'll find historical sites and beautiful parks that cater to all ages. Discover the desirable open-concept living options and the vibrant community spirit that make this area a fantastic destination for travelers seeking both relaxation and exploration.

  • Jacksonville: Jacksonville is a vibrant metropolis that serves as the gateway to OakLeaf Plantation. This bustling city offers a blend of family-friendly activities, urban attractions, and business opportunities. Visitors can explore shopping malls, indulge in fine dining, or relax at one of the beautiful local beaches. The city's rich cultural scene is highlighted by various parks and recreational areas, making it a perfect spot for outdoor enthusiasts. Be sure to visit the iconic Jacksonville Beach and the lush neighborhoods that provide a sense of community and charm.
  • Lakeside: Located approximately 6 miles from OakLeaf Plantation, Lakeside is a delightful neighborhood that appeals to families and outdoor enthusiasts alike. Known for its serene lakes and well-maintained parks, Lakeside offers a range of recreational activities, including golfing and picnicking by the water. The area features beautiful urban parks and charming beaches, making it a great spot for relaxation and leisure. Families can enjoy spending time at local resorts or engaging in outdoor adventures while soaking in the peaceful surroundings.
  • Middleburg: Just 7 miles away from OakLeaf Plantation, Middleburg is a picturesque city known for its scenic landscapes and family-oriented atmosphere. This charming area is perfect for those who appreciate outdoor activities, with options for golfing, shopping, and visiting local resorts. Middleburg is also home to beautiful lakes and beaches, providing opportunities for water sports and relaxation. Families can explore various theme parks in the vicinity, making it a fantastic destination for a fun-filled day.

Best time to go to OakLeaf Plantation

If you're planning a trip to OakLeaf Plantation, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January55.9°F (13.3°C)Light RainMostly SunnyAverageSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnyAverageSlightly Low
March64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
April70.2°F (21.2°C)Light RainMostly SunnySlightly HighAverage
May75.7°F (24.3°C)Light RainMostly SunnyAverageSlightly High
June80.8°F (27.1°C)Light RainMostly SunnySlightly HighSlightly High
July82.4°F (28.0°C)Light RainMostly SunnySlightly HighSlightly High
August82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
September79.3°F (26.3°C)Light RainMostly SunnyAverageSlightly Low
October72.9°F (22.7°C)Light RainMostly SunnySlightly LowAverage
November64.6°F (18.1°C)Light RainMostly SunnySlightly LowAverage
December60.1°F (15.6°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area to plan new trips, keep your travel plans on track, or review and manage your reservations. The properties you’ve saved or booked are organized into categories such as Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Oakleaf Plantation?
In Oakleaf Plantation, vacation houses are the most popular type of rental, with about 10 available throughout the community. These houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking for a comfortable stay. Additionally, several condos and villas are also available, offering a range of amenities such as pools, fitness centers, and access to nearby parks.
Are there any beach house rentals in Oakleaf Plantation?
In Oakleaf Plantation, there are several beach house rentals available, primarily appealing to families and groups seeking a getaway. These vacation homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas for relaxation. Many properties also offer outdoor amenities such as decks or patios, ideal for enjoying the pleasant Florida weather.
How much does it cost to rent a vacation home in Oakleaf Plantation?
Prices for vacation rentals in Oakleaf Plantation 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakleaf Plantation to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakleaf Plantation vacation house rentals?
You can find great discounts on house rentals in Oakleaf Plantation on Vrbo, 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.
What are popular rental amenities in Oakleaf Plantation?
In Oakleaf Plantation, vacation rentals commonly feature amenities that cater to both comfort and convenience. Most properties include a fully equipped kitchen, allowing guests to prepare their own meals. Onsite parking is typically available, making it easy for travelers with vehicles. Additionally, many rentals provide a blender and a coffee/tea maker for those who enjoy homemade beverages. Outdoor spaces, such as decks or patios, are also popular, offering a pleasant area to relax and enjoy the Florida weather.
Can I find family house rentals in Oakleaf Plantation?
In Oakleaf Plantation, Florida, there are several family-friendly house rentals available. This community is known for its family-friendly atmosphere and offers a variety of spacious rooms. Many of these homes feature amenities such as full kitchens, ample living spaces for relaxation and gatherings, and outdoor areas where children can play safely.

The area is conveniently located near parks and recreational facilities, allowing families to enjoy outdoor activities together. Additionally, with local shopping and dining options just a short drive away, families can easily find everything they need during their stay.
Can I rent a vacation home with a pool or hot tub in Oakleaf Plantation?
In Oakleaf Plantation, Florida, there are several vacation homes available for rent that feature both pools and hot tubs. This family-friendly community offers a suburban atmosphere with easy access to parks and recreational facilities. Many of the rentals come equipped with private pools, inviting hot tubs, and spacious outdoor areas great for relaxation and entertaining. Inside, travelers can expect amenities like fully equipped kitchens, comfortable living spaces, and dining areas, making it an ideal choice for families or groups looking to enjoy a peaceful getaway while still being close to the attractions of the greater Jacksonville area.
Are there any Oakleaf Plantation vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oakleaf Plantation with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Oakleaf Plantation?
Yes, you can book pet-friendly vacation rentals in Oakleaf Plantation. This suburban community in Florida offers several vacation rentals that cater to pet owners. Many of these properties come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families and groups traveling with pets.

Oakleaf Plantation is known for its family-friendly atmosphere and access to various parks and outdoor activities, providing plenty of options for walks and playtime with your pets. The nearby Oakleaf Plantation Nature Trail offers scenic paths for strolls, while other local parks feature open spaces where pets can enjoy some fresh air. See all pet-friendly rentals in Oakleaf Plantation.
Can I find long-stay vacation rentals in Oakleaf Plantation?
A long-stay vacation rental in Oakleaf Plantation is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Oakleaf Plantation for a vacation rental?
The best time to visit Oakleaf Plantation is during the peak season from May to July, when the area truly comes alive with outdoor activities and family-friendly events. This period is great for travelers seeking a vibrant setting, with warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit, making it ideal for enjoying the lush surroundings and engaging in recreational activities.

July, in particular, is the most popular month to book a vacation rental, as families flock to the area to take advantage of summer festivities, including community events and local markets. The longer days and warm evenings create a ideal setting for barbecues, poolside relaxation, and exploring nearby attractions.

For those looking for a more budget-friendly option, consider visiting in November. While the pace is quieter, this month offers a unique opportunity to enjoy the pleasant fall weather and fewer crowds, allowing for a more peaceful experience. It's an excellent time for leisurely strolls in the parks or discovering the local cuisine without the hustle and bustle of peak travel.

Ultimately, Oakleaf Plantation caters to various preferences, whether you're drawn to the excitement of summer adventures or the tranquility of the shoulder months.
Are there any remote work vacation rentals in Oakleaf Plantation?
In Oakleaf Plantation, Florida, there are several remote work-friendly vacation rentals available, with around 11 options to choose from. These rentals are well-equipped to accommodate travelers who need to work while enjoying their stay. Many properties feature reliable internet access through third-party services, ensuring a stable connection for remote work. Inside the rentals, guests can expect free Wi-Fi, dedicated workspaces with desks and comfortable desk chairs, making it easy to set up an efficient work environment.

Oakleaf Plantation itself offers a family-friendly atmosphere with access to parks and recreational facilities, ideal for unwinding after work. The community is conveniently located near shopping centers and dining options, providing a superb blend of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Oakleaf Plantation vacation rental?
Book your Oakleaf Plantation vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakleaf Plantation, Florida, United States of America?
In Oakleaf Plantation, visitors can enjoy a range of attractions centered around outdoor activities and community amenities. The Oakleaf Plantation community features several beautiful parks, including the popular Oakleaf Park, which offers playgrounds, walking trails, and sports facilities, making it ideal for families and outdoor enthusiasts.

The area is also known for its golf courses, such as the Oakleaf Plantation Golf Club, where visitors can enjoy a round of golf in a picturesque setting.

For those interested in shopping and dining, the nearby Oakleaf Town Center provides a variety of retail options and restaurants, contributing to a lively community atmosphere.
Can I change or cancel my Oakleaf Plantation home rental booking on Vrbo?
To find Oakleaf Plantation vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakleaf Plantation vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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