Winterpark vacation rentals

Why visit Winterpark

• Beautiful Beaches: Enjoy stunning sandy shores and crystal-clear waters perfect for sunbathing and swimming.
• Vibrant Local Culture: Explore charming streets filled with unique shops, art galleries, and delightful eateries.
• Outdoor Adventures: Engage in various recreational activities like biking, hiking, and water sports in scenic parks.
• Scenic Marina: Take in breathtaking views and enjoy boating or fishing in the picturesque marina.
• Diverse Accommodation Options: Choose from cozy condos, spacious vacation homes, or luxurious villas for your stay.

Popular types of accommodation around Winterpark

If you’re wondering about the best accommodations in Winterpark, look no further. Our selection includes the most popular choices: cozy condos, spacious houses, and luxurious villas. Whether you’re seeking Winterpark rentals or charming Winter Park apartments, we have a variety of options to suit your needs. Explore our Winterpark vacation rentals today and experience the perfect getaway in this beautiful destination.

• Condos: The top choice for visitors to Winterpark, offering modern amenities and convenient access to local attractions.
• Houses: A favored option for families and groups seeking spacious accommodations with a homey feel.
• Villas: Elegant and luxurious stays that provide a serene atmosphere for relaxation and leisure.
• Apartments: A practical and economical choice, perfect for those wanting to explore the area while enjoying a comfortable stay.
• Cottages: Quaint and charming retreats that offer a cozy escape amidst the beautiful surroundings.**

Top attractions near Winterpark

Winterpark, Naples offers a delightful mix of attractions for every traveler, featuring beautiful beaches, vibrant streets, and a scenic marina. Whether you're seeking cultural experiences, outdoor adventures, or simply a relaxing day by the water, you'll find plenty to explore in this charming destination. Ideal for families, groups, or solo adventurers, Winterpark promises a memorable getaway filled with diverse activities and stunning coastal views.

• Naples Beach: Experience the serene beauty of Naples Beach, just 3 miles from Winterpark. With its soft sands and gentle waves, it’s perfect for sunbathing, swimming, and beachside relaxation.
• Fifth Avenue South: Only 2 miles from Winterpark, Fifth Avenue South is a vibrant hub filled with charming shops, gourmet restaurants, and art galleries, offering a lively city atmosphere for shopping and dining.
• Naples Pier: Located 3 miles away, Naples Pier provides stunning sunset views and opportunities for fishing and dolphin watching, making it ideal for excursions and leisurely strolls.

Things to do recommended for couples

For a romantic getaway in Winter Park, enjoy a round of mini-golf at Coral Cay Adventure Golf, just 0.9 miles away, or indulge in thrilling water sports at Marco Island Ski & Watersports, 15 miles away. Both offer adventure and fun for couples.

Things to do recommended for families

Families visiting Winterpark can enjoy the wellness vibes at East Naples Community Park, just 2 miles away, or have a splash-tastic day at Sun N Fun Lagoon, 9 miles away. Eagle Lakes Community Park, 5 miles from Winterpark, offers more relaxation and fun for everyone.

Things to do recommended for groups

Groups visiting Winterpark can enjoy shopping and entertainment at Tin City, located 2 miles away. For sports enthusiasts, the New Smyrna Beach Municipal Golf Course and Evergreen Golf and Country Club, both within 0.6 and 0.4 miles respectively, offer great outdoor vibes and golfing experiences.

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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Winterpark with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Fortunately, you can easily filter for these options and more on Vrbo.
• Traveling to Winterpark with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety while also looking for kid-friendly amenities, like a private swimming pool. Additionally, think about how close you are to family-oriented attractions.
• Taking your pets with you to Winterpark: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and comfy beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Winterpark: If you're in search of vacation rentals with special offers for month-long stays, 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Winterpark

Winterpark in Naples, Florida, offers a delightful blend of family-friendly activities, romantic spots, and recreational opportunities. As you explore this charming community, you'll discover beautiful homes, serene parks, and vibrant local businesses. Nearby, enjoy excursions that showcase the area's natural beauty and warm atmosphere, making it the perfect destination for relaxation and adventure. Don't miss the chance to experience the unique charm of Winterpark and its surrounding neighborhoods.

• Naples: Nestled on the picturesque Gulf of Mexico, Naples is a vibrant city known for its stunning beaches and upscale lifestyle. Travelers flock to Naples for a delightful mix of outdoor activities and family experiences. The city boasts a range of attractions, including luxurious resorts, extensive shopping areas, and world-class golf courses. Visitors can unwind on the soft sandy beaches, enjoy thrilling rides at local theme parks, or explore the charming downtown area filled with shops and restaurants. Naples is a perfect destination for those seeking relaxation and adventure alike.
• East Naples: East Naples is a flourishing neighborhood that provides easy access to some of the best outdoor experiences in the region. With its proximity to beautiful beaches and parks, this area is ideal for families looking to enjoy quality time together. Golf enthusiasts will appreciate the numerous golf courses available, while shoppers can explore various shopping centers. East Naples combines the charm of a family-friendly environment with the excitement of recreational opportunities, making it a great place for visitors to relax and have fun.
• Old Naples: Located just 2 miles from Winterpark, Old Naples is a historic neighborhood that exudes charm and character. Known for its beautiful beaches and family-friendly atmosphere, Old Naples offers a unique city-themed experience. Visitors can stroll along picturesque streets lined with boutique shops and delightful dining options. The local beaches are perfect for sunbathing and swimming, while the vibrant shopping areas provide plenty of opportunities to find one-of-a-kind treasures. With its rich history and coastal allure, Old Naples is a must-visit destination for any traveler.

Best time to go to Winterpark

If you're planning a trip to Winterpark, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	65.7°F (18.7°C)	No Rain (Dry)	Mostly Sunny	High	Average
February	68.2°F (20.1°C)	No Rain (Dry)	Sunny	High	Slightly High
March	70.3°F (21.3°C)	No Rain (Dry)	Sunny	High	Slightly High
April	75.4°F (24.1°C)	No Rain (Dry)	Sunny	Average	Average
May	78.8°F (26.0°C)	Light Rain	Mostly Sunny	Average	Average
June	82.2°F (27.9°C)	Light Rain	Mostly Sunny	Average	Average
July	83.7°F (28.700000000000003°C)	Light Rain	Mostly Sunny	Average	Average
August	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Low	Slightly Low
September	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Low	Slightly Low
October	78.6°F (25.9°C)	Light Rain	Mostly Sunny	Low	Slightly Low
November	73.0°F (22.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
December	69.3°F (20.700000000000003°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? One effective way to do this is by being flexible 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 rental that fits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. It truly benefits you to take on the planning role. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your trips with ease. You can create new itineraries, manage your existing plans, or review your bookings all in one place. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To start exploring your Trip Boards, simply visit: https://www.vrbo.com/trips.