Winter Park vacation rentals

Why visit Winter Park

1. Charming neighbourhoods: Winter Park features picturesque streets and inviting communities perfect for leisurely exploration.
2. Cultural experiences: The city boasts vibrant art museums and galleries that showcase local and international talents.
3. Scenic parks and lakes: Enjoy outdoor activities in beautifully maintained parks and tranquil lakes that offer stunning views.
4. Family-friendly attractions: There are numerous activities suitable for families, ensuring fun for visitors of all ages.
5. Diverse accommodation options: From cozy villas to vacation rentals, there’s a perfect place to stay for every traveller.

Popular types of accommodation in Winter Park

Discover a variety of vacation rentals in Winter Park, perfect for your getaway! Whether you're seeking a private vacation home, a cozy villa, or a convenient condo, we have options to suit every traveller's needs. With a focus on transparency and savings, our platform connects you to the best vacation rentals in Winter Park, including those near Winter Park Resort. Explore your ideal home away from home today!

• Houses: The top choice for visitors seeking a spacious and comfortable stay, ideal for families or groups looking to enjoy a home-like atmosphere in Winter Park.
• Villas: A luxurious option for those wanting upscale amenities and beautiful surroundings, perfect for a relaxing getaway.
• Condos: A convenient choice that combines comfort with accessibility, often located near popular attractions.
• Apartments: An excellent option for solo travellers or couples seeking a cozy and functional space to unwind.
• Cottages: Charming and quaint, these offer a picturesque retreat for those wanting a serene escape.**

Top attractions in Winter Park

Winter Park, Florida, is an ideal destination for families and those seeking entertainment or cultural experiences. Visitors can enjoy urban parks, picturesque lakes, and vibrant art museums that provide a mix of outdoor activities and family-friendly fun. Whether you’re travelling solo or with loved ones, Winter Park offers a delightful blend of attractions that will make your vacation unforgettable.

1. Orlando Science Center: This interactive science museum, located 4.8km from Winter Park, offers family-friendly exhibits that inspire curiosity and exploration, making it a fun and educational experience for all ages.
2. Dr. Phillips Center for the Performing Arts: Situated 8.0km from Winter Park, this vibrant arts centre hosts a variety of performances, showcasing the best in culture and entertainment, perfect for arts enthusiasts.
3. Full Sail University: Nestled within Winter Park, this historic university is renowned for its innovative programs in entertainment and media, providing a unique glimpse into creative education.

Things to do recommended for couples

For a romantic getaway in Winter Park, indulge in tennis at the luxurious Winter Park Tennis Center. Enjoy an entertaining evening at The Social, just 8.0km away, or savour a delightful dinner at Pirate's Dinner Adventure, 14.8km from Winter Park, perfect for a charming night out.

Things to do recommended for families

Families visiting Winter Park can enjoy a day of excitement at the Kia Center for some sports action, splash around at Universal’s Volcano Bay waterpark for thrilling adventures, or relax at the Alfond Swimming Pool for family-friendly outdoor fun.

Things to do recommended for groups

Explore the vibrant Winter Park Village for shopping and entertainment, or immerse yourselves in culture at the nearby Orlando Shakespeare Theater and Enzian Theater, both offering delightful performances just 3.2km away. It's a perfect mix of family-friendly activities and romantic outings for your group!

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

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, it's important to prioritize your preferences when filtering your options. Here are some helpful booking tips for using Vrbo.

• Traveling to Winter Park with a group: Take into account how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
• Traveling to Winter Park with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
• Taking your pets with you to Winter Park: For many families, a trip isn’t truly fulfilling without their furry companions by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Winter Park: If you’re searching for vacation rentals offering discounts for stays of a month or more, 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 features like parking, 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 activities and vibrant city life, making it an ideal vacation destination. Explore its charming neighbourhoods, enjoy scenic views, and indulge in local art. With a range of accommodations, this city provides the perfect getaway for everyone. Don't miss the chance to experience winter sports and the warm hospitality of friendly locals, ensuring a memorable trip for all visitors.

• Orlando: Located a mere 8.0km from Winter Park, Orlando is a vibrant city famed for its attractions and entertainment options. Visitors flock to this bustling metropolis for family fun, business events, and world-class entertainment. A highlight of Orlando is its array of theme parks, including the iconic Walt Disney World and Universal Studios, which offer unforgettable experiences for all ages. Beyond the parks, explore the thriving arts scene and shopping districts, or unwind in one of the luxurious resorts. Orlando's convenient access to film studios and event conference venues makes it an ideal destination for both leisure and business travellers.
• Baldwin Park: Nestled around Winter Park, Baldwin Park is a charming neighbourhood that combines family-friendly activities with a lively urban experience. This picturesque area features lovely parks, scenic lakes, and a variety of shops and restaurants. Visitors can enjoy leisure activities such as cycling or strolling along the waterfront. With its proximity to modern colleges and film studios, Baldwin Park offers a unique blend of education and entertainment. The community atmosphere and vibrant local events make it a great spot for exploring with family and friends.
• Goldenrod: Located near Winter Park, Goldenrod is a bustling neighbourhood that caters to families, business travellers, and city explorers alike. This area boasts a rich array of shopping centres, from malls to local boutiques, making it a shopping haven. Goldenrod is also home to notable educational institutions, including modern and historic colleges. The nearby theme parks provide thrilling adventures, while the local dining scene offers diverse options for every palate. Goldenrod’s welcoming community vibe and convenient access to attractions make it a must-visit during your stay.

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. Peak season runs from January to March, while off-peak times, like May, August and November tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make informed choices for a fantastic getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new getaways, refine your existing travel arrangements, or keep track of your reservations. The properties you’ve saved or booked are thoughtfully categorized into Potential, Upcoming, or Current Trips for your ease of access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.