Pinewood Country Estates vacation rentals

We found 221 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Pinewood Country Estates to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for spending time at your vacation home, such as parking and air conditioning. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Pinewood Country Estates

Why visit Pinewood Country Estates

  • Family-friendly adventures: Pinewood Country Estates is an ideal base for outdoor activities and entertainment suitable for all ages.
  • Proximity to theme parks: Enjoy easy access to nearby world-famous theme parks for thrilling experiences and family fun.
  • Charming neighborhoods: Explore the welcoming residential areas, showcasing the natural beauty and friendly locals of Polk County.
  • Diverse accommodation options: Choose from private vacation homes, luxurious villas, or cozy condos tailored to your family's needs.
  • Access to leisure activities: Relax and rejuvenate at the local country club, enhancing your vacation experience.

Popular types of accommodation around Pinewood Country Estates

If you’re looking for the perfect getaway in Pinewood Country Estates, you’re in the right place. Our most popular types of accommodations include houses, luxurious villas, and comfortable condos. Whether you prefer a spacious rental vacation home or a cozy retreat, we have a variety of vacation properties to suit your needs. Plus, enjoy access to a country club for an added touch of relaxation and leisure during your stay.

  • Houses: The top choice for visitors to Pinewood Country Estates, offering spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Villas: A close second, these luxurious properties provide stylish living spaces and often come with amenities like private pools.
  • Condos: A popular option for those looking for a blend of convenience and comfort, typically featuring shared facilities.
  • Apartments: These cozy spaces are perfect for travelers seeking a home-like environment during their stay.
  • Cottages: A charming and quaint option, ideal for a peaceful getaway amidst nature.**

Top attractions near Pinewood Country Estates

Pinewood Country Estates in Davenport, Florida, is perfect for family-friendly outdoor vacations filled with entertainment. Visitors can enjoy nearby attractions such as theme parks, lakes, and golf courses that cater to a variety of interests, including outdoor activities and cultural experiences. Exploring the homes in Pinewood Country Estates adds a unique touch to your stay, making it an ideal base for discovering the local area.

  • Walt Disney World® Resort: Experience the magic at this world-renowned theme park, featuring enchanting rides, beloved characters, and spectacular entertainment. It's perfect for family fun and creates unforgettable memories.
  • Orange County Convention Center: Immerse yourself in the vibrant culture at this arts center, hosting various exhibits and events that showcase local and international artistry, making it a hub for creativity and inspiration.
  • ChampionsGate Golf Club: Enjoy a round of golf at this family-friendly course, where friendly staff ensure a welcoming atmosphere. It's ideal for excursions and perfecting your swing amidst beautiful scenery.

Things to do recommended for couples

Ready for a romantic getaway in Davenport? Enjoy a day at the Ridgewood Lakes Golf and Country Club for luxury vibes, then challenge each other at Disney's Winter Summerland Miniature Golf Course. End your evening with a delightful experience at True Blue Winery, perfect for a cozy night out.

Things to do recommended for families

Families will have an amazing time at ESPN Wide World of Sports Complex, just 6 miles away, for a thrilling sports experience. Enjoy water fun at Disney's Typhoon Lagoon Water Park, 9 miles away, or relax at Northeast Regional Park, located 8 miles away, perfect for wellness and relaxation.

Things to do recommended for groups

Groups visiting Pinewood Country Estates can enjoy shopping and dining at Disney Springs™, explore the entertainment options at Old Town, or hit the links at Mystic Dunes Golf Club for a fun day outdoors.

*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 Pinewood Country Estates

If you're traveling with a group, with family, bringing pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pinewood Country Estates with a group: Think about how many bedrooms you'll require, as well as any features like a complete kitchen or outdoor area for group gatherings. The good news is that you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Pinewood Country Estates with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can be beneficial.
  • Taking your pets with you to Pinewood Country Estates: For many, a family vacation isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pinewood Country Estates: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Pinewood Country Estates

Pinewood Country Estates is a perfect base for family-friendly adventures in Davenport, Florida. Explore nearby attractions that offer outdoor recreation, delightful excursions, and a welcoming atmosphere. From charming residential neighborhoods to vacation homes, visitors can enjoy the warmth of friendly locals while discovering the natural beauty of Polk County. Whether you're seeking relaxation or entertainment, Pinewood Country Estates provides an ideal setting for unforgettable family memories.

  • Orlando: Orlando is a bustling metropolis known for its vibrant culture and entertainment options. Situated in proximity to Pinewood Country Estates, this city is a hub for family-friendly activities and outdoor adventures. Visitors flock to Orlando to explore world-renowned theme parks such as Walt Disney World and Universal Studios, as well as shopping areas and arts centers. The city's landmarks include iconic attractions like the Orlando Science Center, beautiful beaches, and film studios, offering a diverse range of experiences that cater to all ages.
  • Bridgewater at Town Center: Located a mere 0.2 miles from Pinewood Country Estates, Bridgewater at Town Center is a charming neighborhood that provides a delightful blend of family-friendly and entertainment-themed experiences. This area features a variety of resorts and a renowned golf course, making it perfect for both relaxation and recreation. Visitors can easily access local attractions such as theme parks, film studios, and picturesque streets, ensuring a fun-filled outing for everyone in the family.
  • Oakpoint: Just 0.3 miles from Pinewood Country Estates, Oakpoint is a vibrant neighborhood ideal for sports enthusiasts and families alike. This area offers access to top-notch resorts and golf courses, providing ample opportunities for outdoor activities. Oakpoint's close proximity to theme parks, film studios, and a stadium means that visitors can enjoy a diverse range of attractions. Whether you're looking to engage in sports or spend quality time with loved ones, Oakpoint is the perfect destination for a well-rounded vacation experience.

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. Furthermore, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Plan your group getaway by booking an eligible Vrbo, and you’ll earn OneKeyCash on your entire reservation. Being the planner truly has its rewards. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on qualifying bookings. Sign up today and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly area to plan your next adventures, resume your previous work, or manage your existing travel plans. You can easily access your saved or booked properties, organized into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Pinewood Country Estates?
In Pinewood Country Estates, vacation houses are the most popular type of rental, with about 13 available in the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and private outdoor spaces, which are superb for families or groups looking to enjoy the tranquil setting. Additionally, there are several villas, condos, and apartments, offering a variety of choices for travelers. Most of these accommodations come equipped with modern amenities, such as Wi-Fi, air conditioning, and often a pool or patio space for relaxation.
Are there any beach house rentals in Pinewood Country Estates?
In Pinewood Country Estates, Florida, there are about 10 beach house vacation rentals available. These properties are typically situated in tranquil neighborhoods, providing a peaceful retreat while still being close to the beautiful beaches and local attractions. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces for relaxation or dining al fresco.
How much does it cost to rent a vacation home in Pinewood Country Estates?
Prices for vacation rentals in Pinewood Country Estates 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 Pinewood Country Estates 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 Pinewood Country Estates vacation house rentals?
You can find great discounts on house rentals in Pinewood Country Estates 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 Pinewood Country Estates?
In Pinewood Country Estates, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals conveniently. Many vacation rentals feature private pools, with some offering heated options for year-round enjoyment. Additionally, amenities like coffee and tea makers are commonly available, providing a cozy touch for morning routines.
Are there any family house rentals in Pinewood Country Estates?
In Pinewood Country Estates, there are around 23 family-friendly house rentals available, offering a variety of options for visitors. This charming community provides a friendly setting, ideal for families looking to enjoy a peaceful getaway. Many of the homes come equipped with spacious living areas, full kitchens for preparing meals together, and outdoor spaces for children to play safely.

Additionally, travelers can expect amenities such as Wi-Fi and air conditioning to ensure comfort throughout their stay. The neighborhood is conveniently located near local parks and recreational facilities, superb for family outings and outdoor activities.
Can I rent a vacation home with a pool or hot tub in Pinewood Country Estates?
In Pinewood Country Estates, there are plenty of vacation homes available for rent that come with either pools or hot tubs, with around 27 options featuring pools and 13 options boasting hot tubs. This charming residential area offers a tranquil setting, making it ideal for relaxation. Many of these properties include spacious outdoor areas, superb for enjoying the Florida sunshine, and often feature amenities like fully equipped kitchens, comfortable living spaces, and private backyards. Additionally, some rentals may include outdoor dining areas and lounge chairs, providing an inviting space for gatherings or quiet evenings under the stars.
Are there any Pinewood Country Estates vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pinewood Country Estates 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.
Are there pet-friendly vacation rentals in Pinewood Country Estates?
In Pinewood Country Estates, there are several pet-friendly vacation rentals available, making it an excellent choice for travelers looking to bring their furry companions along. These rentals typically feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely. Many properties also come with private patios or backyards, great for enjoying the Florida sunshine.

The neighborhood is known for its serene environment, with easy access to parks and recreational areas. Nearby, you'll find spots that are great for walking dogs, and the lush landscapes provide a friendly setting for outdoor activities.
Can I find long-stay vacation rentals in Pinewood Country Estates?
A long-stay vacation rental in Pinewood Country Estates 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 Pinewood Country Estates for a vacation rental?
The best time to visit Pinewood Country Estates is during the peak season, which runs from July to September. This vibrant period attracts families and sun-seekers who flock to the area to enjoy the warm Florida sunshine and a plethora of outdoor activities. July, in particular, stands out as the most popular month, with temperatures typically ranging from the mid-70s to the low 90s Fahrenheit. This is ideal for those looking to bask by the pool, explore nearby beaches, or partake in water sports.

During these summer months, you'll have access to a variety of recreational options, including fishing, kayaking, and hiking in the nearby scenic parks. The area is also known for its lively community events and festivals, creating a festive atmosphere that enhances your vacation experience.

For travelers seeking a more budget-friendly option, consider visiting in October. This month offers a wonderful opportunity to enjoy pleasantly warm weather and fewer crowds, making it easier to explore the local attractions at a leisurely pace.
Are there any remote work vacation rentals in Pinewood Country Estates?
In Pinewood Country Estates, Florida, there are several options for remote work vacation rentals, with around 27 available in the area. These rentals cater specifically to remote workers, offering essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable desk chairs to ensure productivity during your stay. Many properties also feature additional conveniences like laptop workspaces, computer monitors, and safes for secure storage of important documents or valuables.

This community is ideally located near various local attractions and parks, providing a nice balance between work and leisure. After a productive day, you can explore nearby amenities or enjoy the tranquil surroundings of the neighborhood. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Pinewood Country Estates vacation rental?
Book your Pinewood Country Estates 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 Pinewood Country Estates?
In Pinewood Country Estates, visitors can enjoy attractions that highlight the natural beauty and recreational opportunities of the area. The nearby Everglades National Park offers unique ecosystems and wildlife viewing, making it a must-visit for nature enthusiasts. Additionally, the community is close to various golf courses that cater to both beginners and seasoned players, providing a relaxing way to spend the day outdoors. The local parks, such as Pinewood Park, offer playgrounds, walking trails, and picnic areas, great for family outings.
Can I change or cancel my Pinewood Country Estates home rental booking on Vrbo?
To find Pinewood Country Estates 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 Pinewood Country Estates 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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