Winter Park holiday homes

Why visit Winter Park

• Scenic Urban Parks and Lakes: Enjoy picturesque strolls and relaxed picnics in beautiful parks and along tranquil lakes.
• Cultural Experiences: Immerse yourself in local art and history through engaging museum visits and cultural events.
• Family-Friendly Ambience: Discover neighbourhoods that offer a blend of vibrant urban charm and relaxed, welcoming community vibes.
• Outdoor Adventures: Explore abundant outdoor activities, from leisurely walks to engaging waterway excursions.
• Local Boutique Charm: Browse unique local shops and soak in the distinctive atmosphere of this delightful city.

Top attractions in and around Winter Park

Winter Park, Florida, offers an array of attractions perfect for families and culture enthusiasts alike. Explore scenic urban parks and beautiful lakes, or immerse yourself in the local art scene at its renowned museum. This charming city provides plenty of outdoor experiences, making it an ideal destination for those seeking entertainment and relaxation in a vibrant setting. Whether you’re enjoying a leisurely stroll or engaging in cultural activities, Winter Park has something for everyone.

• Lake Virginia: Enjoy a picturesque day by the water at Lake Virginia, where you can relax on the beach, take in stunning scenery, and indulge in outdoor activities, perfect for a romantic getaway or a serene escape.
• Dr. Phillips Center for the Performing Arts: Immerse yourself in the vibrant cultural scene at this renowned arts centre, showcasing a variety of performances, from concerts to theatre, offering an enriching experience for culture enthusiasts.
• Harry P. Leu Gardens: Discover the beauty of nature at this botanical garden, ideal for families and couples alike, featuring lush landscapes, vibrant flowers, and tranquil walking paths perfect for a leisurely day outdoors.

Things to do recommended for couples

Experience Winter Park, Florida like a local couple. Enjoy a leisurely stroll through charming streets, savour a cosy café lunch, and embrace a serene boat ride on the lake, capturing moments that feel as delightful as a Kiwi holiday escape.

Things to do recommended for families

Families will love exploring the beautiful Mead Botanical Garden, where kids can discover nature trails and a butterfly garden. Take a scenic boat tour on the Winter Park Chain of Lakes, offering a chance to spot local wildlife and enjoy stunning views.

Things to do recommended for groups

Experience the thrill of motor racing at Orlando Speedworld, located 24km from Winter Park. This adventure-packed venue offers an exciting atmosphere perfect for group travellers looking to enjoy some adrenaline-fueled fun together.

What do I need to keep in mind when booking a vacation in Winter Park

If you're heading off with a group, family, or pets, or if you're considering an extended stay, it's important to refine your search based on your key priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Winter Park with a group: Consider how many bedrooms you'll require, along with amenities like a fully equipped kitchen or an outdoor area for a group get-together. Thankfully, on Vrbo, you can filter for these features and many others.
• Traveling to Winter Park with young kids: Traveling with little ones can be a challenge. You have to make sure they’re comfortable and safe, and that they have age-appropriate facilities like a private pool. It’s also wise to think about how close you are to attractions that are friendly for families.
• Taking your pets with you to Winter Park: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that all members of the family feel comfortable and at home.
• Planning for a long term stay visiting Winter Park: If you're seeking holiday 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 accommodations. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Winter Park

Winter Park, Florida offers a delightful blend of family-friendly charm and urban appeal. Enjoy the scenic walkways, local parks, and inviting neighbourhoods that capture the essence of a vibrant city. Experience the unique local culture through its boutique shops and serene waterways, making it an ideal destination for an engaging and relaxed holiday. Embrace the welcoming atmosphere and explore the city’s rich history and modern vibrancy during your stay.

• Orlando: Nestled in central Florida, Orlando is a bustling metropolis where Winter Park finds its urban embrace. Renowned for its diverse travel experiences, Orlando offers a blend of family fun, entertainment-themed adventures, and business opportunities. Visitors can explore an array of attractions, from vast shopping areas and vibrant arts centres to expansive resorts. The city's famous theme parks, an iconic film studio, and sun-kissed beaches provide a dynamic backdrop for a memorable holiday.
• Baldwin Park: Located in the vicinity of Winter Park, Baldwin Park is a charming neighbourhood that caters to travellers seeking family-friendly, outdoor, and city-themed experiences. The area is replete with community facilities such as modern education centres and bustling shopping malls. With nearby landmarks including a theme park, a contemporary college university, and a film studio, Baldwin Park offers a delightful blend of culture, recreation, and urban life.
• Rose Isle: Just 3km from Winter Park, Rose Isle presents a serene retreat with an emphasis on family, outdoor, and entertainment-themed activities. This neighbourhood is perfect for those who enjoy golfing at scenic courses and relaxing in resort settings. Its close proximity to attractions such as a theme park, a sports facility stadium, and a picturesque lake ensures that visitors have plenty of opportunities to enjoy both leisure and adventure in a relaxed environment.

Best time to go to Winter Park

If you're planning a trip to Winter Park, it's a good idea to check both the weather and property rates. The warmest month is August.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly Low
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Average
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Average
November	68.2°F (20.1°C)	No Rain (Dry)	Mostly Sunny	Slightly Low
December	64.0°F (17.8°C)	No Rain (Dry)	Mostly Sunny	Average

Booking with Vrbo is simple

Are you aiming to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, if you're able to book an extended stay, you may unlock significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to organise options by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, refine your existing arrangements, or manage your bookings. The properties you’ve saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.