Winterpark holiday lettings

Why visit Winterpark

• Charming streets: Stroll through picturesque avenues lined with delightful shops and cafes, perfect for leisurely exploration.
• Beautiful beaches: Enjoy the sun-kissed sands and serene waters of Naples' stunning beaches, ideal for relaxation.
• Historic attractions: Visit the iconic Naples Pier and the engaging Naples Zoo for a glimpse into the area's heritage.
• Outdoor experiences: Discover nearby national parks offering opportunities for adventure and immersion in nature.
• Diverse accommodation: Choose from a range of holiday rentals, from cosy condos to luxurious villas, tailored to your needs.

Popular types of accommodation around Winterpark

At Vrbo, we offer a diverse selection of vacation rentals in Winterpark, catering to every traveler's needs. Whether you're seeking a cosy condo, a spacious private holiday home, or a luxurious villa, you'll find the perfect fit for your getaway. Popular options include Winterpark condos and beautiful Naples vacation rentals. Let us help you discover the ideal Winterpark rentals for an unforgettable holiday experience.

• Condos: These are the most sought-after holiday rentals in Winterpark, offering modern amenities and convenient locations.
• Houses: A popular choice for families or groups, these homes provide ample space and a homely atmosphere.
• Villas: Luxurious and spacious, villas are ideal for those seeking a lavish getaway with private outdoor areas.
• Apartments: A practical option, apartments offer urban living with easy access to local attractions.
• Cottages: Quaint and charming, cottages provide a peaceful retreat in a picturesque setting.**

Top attractions near Winterpark

Winter Park, Naples, Florida, offers a delightful array of attractions, including stunning beaches, charming streets, and a picturesque marina. Visitors can immerse themselves in the local culture while enjoying outdoor experiences. Notable points of interest include the historic Naples Pier, the engaging Naples Zoo, and the serene national park nearby, making it an ideal destination for those seeking both relaxation and adventure.

• Naples Beach: A stunning stretch of golden sands, Naples Beach is perfect for sunbathing and enjoying the gentle waves. The vibrant beach vibes make it a great spot for relaxation and casual beach activities.
• Fifth Avenue South: This charming street is a bustling hub of upscale shops, galleries, and eateries. With its lively city vibes, it's ideal for leisurely strolls and indulging in local cuisine.
• Naples Pier: A picturesque jetty offering breathtaking views of the sunset, Naples Pier is perfect for fishing and leisurely walks. The excursions vibes make it a fantastic spot for spotting dolphins and enjoying the coastal atmosphere.

Things to do recommended for couples

Fancy a romantic getaway in Winterpark? Enjoy a playful round of mini-golf at Coral Cay Adventure Golf, just 559m away, or embrace adventure with water sports at Marco Island, located 9.3km away. Both offer a delightful experience for couples seeking fun together.

Things to do recommended for families

Families will find delight at East Naples Community Park, offering wellness vibes just 1.2km from Winterpark. For a splash of fun, Sun N Fun Lagoon, 5.6km away, provides thrilling water adventures. Alternatively, Eagle Lakes Community Park, 3.1km away, invites relaxation amid nature.

Things to do recommended for groups

Explore the vibrant atmosphere of Tin City, a shopping haven just 1.2km from Winterpark. For golf enthusiasts, the New Smyrna Beach Municipal Golf Course and Evergreen Golf and Country Club, both within 1.6km, offer excellent outdoor sports experiences perfect for group fun.

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

If you're travelling with a group, family, pets, or planning for extended stays, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking suggestions for you.

• Traveling to Winterpark with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options, and much more, on Vrbo.
• Traveling to Winterpark with young kids: Travelling with young children can be quite a task. It’s essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it would be wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Winterpark: For many families, a holiday wouldn't be the same without their furry companion. If this resonates with you, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Winterpark: If you're in search of holiday rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Winterpark

Winterpark, Naples, Florida, offers a delightful blend of family-friendly activities, romantic escapes, and recreational pursuits. From the charming streets of Winter Park to the sun-kissed Naples beaches, visitors can enjoy picturesque settings perfect for leisurely strolls or exciting excursions. Explore the vibrant local culture and serene parks, while indulging in the area’s exquisite dining options. Whether you're seeking relaxation or adventure, Winterpark and its nearby attractions promise an unforgettable holiday experience.

• Naples: Situated a mere 1.2km from Winterpark, Naples is a charming coastal city renowned for its stunning beaches and outdoor family activities. Visitors are drawn to the area's luxurious resorts and vibrant shopping malls, where you can indulge in a bit of retail therapy. Golf enthusiasts will find an abundance of well-maintained courses to enjoy. The local landmarks, including picturesque family-friendly beaches and a delightful theme park, promise an unforgettable experience for all ages.
• East Naples: Just 0.1.2km from Winterpark, East Naples is a delightful neighbourhood perfect for beach lovers and families seeking outdoor adventures. With easy access to golf courses and shopping centres, this area offers a mix of relaxation and recreation. Families can enjoy the beautiful beaches and nearby parks, making it an ideal spot for picnics and leisure activities. Whether you’re hitting the links or splashing about in the ocean, East Naples provides a welcoming atmosphere for all visitors.
• Old Naples: Located 1.2km from Winterpark, Old Naples is a historic neighbourhood that exudes charm and character. This area is perfect for families and those who appreciate a city-themed experience. Old Naples is home to quaint shopping streets and upscale resorts, making it a delightful place to explore. The nearby beaches are perfect for a day of sunbathing, while the vibrant street life offers plenty of opportunities for dining and entertainment. Experience the blend of history and modernity that makes Old Naples a must-visit destination.

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 simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for a longer stay often results in even better deals. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new journeys, pick up right where you left off, or easily view and manage your travel arrangements. You can now find the properties you've previously saved and booked under Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.