OakLeaf Plantation holiday lettings

We found 20 holiday rentals — enter your dates for availability

Discover a selection of 11 homes and other holiday rentals in OakLeaf Plantation that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Why visit OakLeaf Plantation

  • Family-friendly activities: OakLeaf Plantation offers numerous attractions suitable for all ages, ensuring a delightful experience for families.
  • Charming OakLeaf Town Center: Discover trendy shops and delightful cafés perfect for a leisurely day out.
  • Welcoming atmosphere: Enjoy the friendly locals and historical charm of nearby Orange Park, enhancing your holiday experience.
  • Diverse accommodation options: Choose from private holiday homes, modern apartments, and cosy condos tailored for comfort and convenience.
  • Outdoor experiences: Explore urban parks, marinas, and fairgrounds, ideal for those seeking adventure and relaxation.

Popular types of accommodation around OakLeaf Plantation

Planning a getaway to OakLeaf Plantation? The excitement begins with selecting the perfect accommodation. Explore our top choices, including private holiday homes, modern apartments, and cosy condos. With a range of convenient amenities available, you’re sure to find the ideal home in OakLeaf Plantation for your stay. Enjoy transparency and savings as you discover the best vacation rentals tailored for British travellers.

  • Houses: The top choice for holidaymakers at OakLeaf Plantation, offering spacious and comfortable living for families or groups.
  • Condos: A popular option, providing modern amenities and a convenient location for easy access to local attractions.
  • Apartments: Ideal for couples or solo travellers, these self-contained units offer a homely feel during your stay.
  • Cottages: A delightful retreat, perfect for those seeking a quaint and cosy atmosphere.
  • Guest Houses: A charming alternative, providing a friendly environment and a personal touch to your holiday experience.**

Top attractions near OakLeaf Plantation

OakLeaf Plantation is ideal for family, city-themed, and business holidays. Visitors can explore a variety of attractions, including urban parks, marinas, and fairgrounds, which cater to those seeking outdoor and family-friendly experiences. Whether you're travelling with loved ones or on a business trip, there's something for everyone in and around OakLeaf Plantation to enjoy.

  • Crystal Springs Park: A delightful urban park located 5.6km from OakLeaf Plantation, offering a family-friendly atmosphere with ample outdoor space for picnics, walking trails, and recreational activities, all within a vibrant city setting.
  • Clay County Fairgrounds: Situated 8.1km away, this fairground is ideal for family outings, featuring various events and activities throughout the year, ensuring a lively outdoor experience for visitors of all ages.
  • Ortega Yacht Club Marina: Located 6.8km from OakLeaf Plantation, this marina offers a unique adventure with opportunities for boating, fishing, and enjoying the beach vibes, perfect for outdoor enthusiasts.

Things to do recommended for couples

If you’re seeking a romantic getaway near OakLeaf Plantation, consider visiting the San Jose Country Club, located 8.7km away. With its luxurious ambiance, it’s the perfect setting for couples to enjoy a delightful day together, surrounded by beautiful landscapes and elegant facilities.

Things to do recommended for families

Families can experience the excitement of the Jacksonville Equestrian Center, just 3.7km from OakLeaf Plantation, or unwind at the serene Westside Regional Park, located 5.6km away. For a leisurely day out, Stockton Park, 6.8km away, offers delightful relaxation for all ages.

Things to do recommended for groups

Explore the vibrant Orange Park Mall for shopping and entertainment, just 4.3km from OakLeaf Plantation. Enjoy a cultural evening at the nearby Strand Theater Site, only 1.2km away, or indulge in outdoor sports at Bent Creek Golf Course, located 3.1km from your base.

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

If you’re travelling with friends, family, pets, or planning an extended stay, be sure to apply the appropriate filters to suit your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to OakLeaf Plantation with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can filter for all of these options and more on Vrbo.
  • Traveling to OakLeaf Plantation with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to OakLeaf Plantation: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting OakLeaf Plantation: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to consider adding options such as a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay near OakLeaf Plantation

OakLeaf Plantation offers a delightful blend of family-friendly activities and vibrant neighbourhoods. Explore the OakLeaf Town Center, where you'll find trendy shops and delightful cafés. Just a stone's throw away, Orange Park presents a warm atmosphere filled with friendly locals and historical charm. This charming area is perfect for both business and leisure travellers, ensuring a memorable experience for all who visit.

  • Westside: Located a mere 3.7km from OakLeaf Plantation, Westside is a vibrant neighbourhood that caters to families, business travellers, and city enthusiasts alike. Visitors can indulge in shopping at the local mall or enjoy a relaxing stay at a nearby resort. The area's attractions include a large stadium and a sports facility stadium, making it a prime spot for sports fans. For family fun, a nearby theme park offers thrilling rides and entertainment for all ages, ensuring a memorable day out.
  • Lakeside: Also situated 3.7km from OakLeaf Plantation, Lakeside is a picturesque neighbourhood that combines outdoor adventure with family-friendly activities. The area boasts both shopping centres and malls for those looking to indulge in retail therapy. Visitors can unwind at the lakeside beach or explore the local theme park, which promises a day filled with excitement. The natural beauty of the lake enhances the overall experience, making Lakeside a perfect spot for those who appreciate scenic views and outdoor pursuits.
  • Middleburg: Just 4.3km away from OakLeaf Plantation, Middleburg is a charming city renowned for its stunning scenery and outdoor activities. Families will enjoy the variety of resorts and shopping options available. The city is close to a beautiful lake, a lively theme park, and a sandy beach, providing ample opportunities for both relaxation and adventure. Middleburg's inviting atmosphere makes it an ideal destination for those seeking a blend of nature and family experiences.

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

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, refine your existing arrangements, or manage your bookings with ease. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Oakleaf Plantation?
Prices for holiday 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 holiday 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.
Are there any Oakleaf Plantation holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oakleaf Plantation 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 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 find long-stay holiday rentals in Oakleaf Plantation?
A long-stay holiday rental in Oakleaf Plantation 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Oakleaf Plantation for a holiday rental?
The best time to visit Oakleaf Plantation for a holiday rental is during the vibrant summer months, particularly in July. This period falls within the peak season from May to July, when families and adventure seekers flock to the area to enjoy the warm Florida sunshine and various outdoor activities. With temperatures typically ranging from the mid-20s to low 30s Celsius, it's superb for exploring the local parks, indulging in water sports, or simply relaxing by the pool.

July is especially lively, as you'll find community events and outdoor festivals that showcase the local culture. The atmosphere is buzzing with excitement, making it an ideal choice for those looking to immerse themselves in the community spirit and enjoy time with fellow holidaymakers.

If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to enjoy the area's natural beauty without the bustling crowds. The pleasantly mild weather during this time, along with the opportunity to explore local attractions at a leisurely pace, makes it a hidden gem for those seeking a relaxing getaway.
How early should I book a Oakleaf Plantation holiday rental?
Book your Oakleaf Plantation holiday 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 holiday 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 several attractions and amenities that cater to various interests. The neighbourhood is renowned for its family-friendly parks, with the Oakleaf Plantation Community Park featuring playgrounds, sports fields, and walking trails, great for outdoor activities. Nearby, the Oakleaf Village Centre offers shopping and dining options, creating a convenient hub for residents and visitors alike.

For those who appreciate nature, the area is close to the scenic Black Creek, which provides opportunities for kayaking and fishing, while the surrounding landscapes are ideal for hiking and exploring. Additionally, the community hosts various events throughout the year, fostering a friendly and engaging atmosphere.
Can I change or cancel my Oakleaf Plantation home rental booking on Vrbo?
To find Oakleaf Plantation holiday 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 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 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, Vrbo 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 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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