Pinewood Country Estates vacation rentals

We found 215 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.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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 common type of rental, with about 10 available in the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups. Additionally, there are several villas, condos, and cottages that offer unique amenities such as private pools, BBQ areas, and access to nearby recreational activities.
Are there any beach house rentals in Pinewood Country Estates?
In Pinewood Country Estates, beach house rentals are available, offering a unique blend of comfort and convenience for travelers. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or decks for enjoying the pleasant Florida weather. Located in a tranquil setting, they provide easy access to nearby attractions, making them ideal for families or groups looking to relax and explore the area. Find your rental near the beach in Pinewood Country Estates.
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, travelers can expect a range of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare meals at their convenience. Many properties also come with private pools, providing a refreshing escape right at home. Outdoor spaces such as decks or patios are common, superb for enjoying the Florida sunshine or dining al fresco. Additionally, onsite parking is typically available, making it easy for guests with vehicles. Many rentals also include coffee and tea makers, ensuring that guests can start their day with a warm beverage.
Can I find family house rentals in Pinewood Country Estates?
In Pinewood Country Estates, Florida, there are some family-friendly house rentals available, with around 22 options to choose from. This charming neighborhood offers spacious homes that cater well to families, featuring amenities such as full kitchens for preparing meals together, ample living areas for relaxation, and outdoor spaces great for kids to play. Many properties also include conveniences like Wi-Fi and air conditioning to ensure a comfortable stay.

Located near the vibrant attractions of the Sunshine State, visitors can enjoy nearby parks, recreational activities, and access to local dining options.
Can I rent a vacation home with a pool or hot tub in Pinewood Country Estates?
In Pinewood Country Estates, there are several vacation homes available for rent that come with pools and hot tubs, with around 23 options featuring pools and 11 options with hot tubs. This residential area in Florida offers a peaceful environment, ideal for families or groups looking to relax. Many of these rentals include amenities such as spacious outdoor areas, great for lounging by the pool, as well as fully equipped kitchens for preparing meals. Travelers can expect comfortable living spaces, air conditioning, and some properties may even have additional features like barbecue grills and lush gardens, enhancing the overall leisure experience.
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.
Can I book pet-friendly vacation rentals in Pinewood Country Estates?
In Pinewood Country Estates, there are several pet-friendly vacation rentals available, making it a great choice for travelers who wish to bring their furry companions. The area offers a variety of accommodations, ranging from cozy single-family homes to larger properties that are great for families or groups. Many of these rentals come equipped with amenities such as spacious backyards, fully equipped kitchens, and outdoor seating areas, allowing for a comfortable and enjoyable stay.

For those looking to explore, Pinewood Country Estates is conveniently located near several parks and recreational areas where pets are welcome. The nearby parks provide ample space for walks, picnics, and outdoor activities, ensuring that both pets and their owners can enjoy the natural beauty of the surroundings.
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 most popular time to visit Pinewood Country Estates is during the summer months, particularly in July. This peak season, which extends from July to September, attracts families and travelers looking to enjoy the area's beautiful beaches and recreational activities under the warm Florida sun. Expect vibrant days filled with opportunities for swimming, boating, and exploring the stunning natural landscapes.

In July, temperatures typically range from the mid-70s to mid-90s Fahrenheit, creating ideal conditions for outdoor adventures. Visitors can take advantage of the nearby beaches, engage in water sports, or simply relax in the sun. The lively option during this peak season means you'll find plenty of local events and activities that cater to all interests.

For those considering a more budget-friendly option, October presents a wonderful opportunity to experience Pinewood Country Estates. This month marks the beginning of the low season, offering a quieter escape while still showcasing the area's beauty. Cooler temperatures in the low 70s to low 80s Fahrenheit make it comfortable for hiking and enjoying nature walks without the summer crowds.

Ultimately, your decision on when to visit Pinewood Country Estates should align with your vacation preferences—whether you crave the excitement of summer activities or the tranquility of the shoulder season in October.
Are there any remote work vacation rentals in Pinewood Country Estates?
In Pinewood Country Estates, Florida, travelers seeking remote work vacation rentals will find around 24 options available. This neighborhood offers a tranquil environment, making it suitable for those looking to balance work and relaxation. Many of the rentals come equipped with essential amenities for remote work, including free Wi-Fi and safe in-room setups, ensuring a productive atmosphere.

The properties often feature spacious living areas where guests can comfortably work, as well as well-equipped kitchens for preparing meals. Additionally, the area's serene surroundings provide opportunities for outdoor activities, allowing for a refreshing break after a day of work. 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, Florida, United States of America?
In Pinewood Country Estates, visitors can enjoy a peaceful suburban atmosphere with proximity to several attractions. The nearby Everglades National Park offers stunning natural beauty and opportunities for outdoor activities like hiking and wildlife viewing. Just a short drive away, the vibrant city of Miami provides access to iconic beaches, the Art Deco Historic District, and cultural venues like the Pérez Art Museum Miami.

For those interested in shopping and dining, the Dadeland Mall and the Village of Merrick Park in Coral Gables are excellent options, featuring a variety of stores and restaurants.
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.

More Vacation Ideas