Pet-Friendly Gem in Winter Park Village Area

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House in Winter Park, Florida

4 guests2 bedrooms2 beds1 full bath
Cozy Winter Park Stay Near Orlando Attractions! Soak up the Florida sunshine from this charming 2-bedroom, 1-bath home in the heart of Winter Park! Perfect for an extended stay, you’ll have everything you need — a fully stocked kitchen, in-home laundry, and free WiFi. Walk to Winter Park Village or Park Avenue for great shopping and dining, or take a short drive to downtown Orlando, Disney, or Universal for endless fun. After a day out, relax in the sunroom or unwind in your private backyard. What You’ll Love - $200 pet fee- max 2 Walking/bike riding distance to Park Avenue! Excellent shopping & restaurants- weekly Farmer's Market - Smart TV & fast WiFi - Washer & dryer - Bright sunroom - Driveway + free street parking Sleeping Arrangements - Bedroom 1: Queen Bed - Bedroom 2: Queen Bed Good to Know - No smoking or parties - Check-in: 4 PM | Check-out: 10 AM - $200 pet fee (max 2 pets) - Small step at entry - Ring doorbell (front entry only)
What this place offers
  • TV
  • Shower
  • Bathtub
  • Hair dryer
  • Air conditioning
  • Wifi
  • Oven
  • Microwave
  • Stove
  • Refrigerator
Where you'll sleep
Bedroom 1
1 queen
Bedroom 2
1 queen
About the neighborhood
Welcome to the heart of Winter Park — a friendly, tree-lined neighborhood known for its charm and convenience. From 662 Callahan Street, you’re just minutes from Park Avenue and Winter Park Village, where you’ll find trendy shops, local restaurants, and cozy cafés. The area offers a peaceful residential vibe while keeping you close to downtown Orlando and top attractions.
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Getting around
Walk: Many restaurants, cafés, and boutiques are within walking distance — perfect for exploring at your own pace. Drive: Easily reach downtown Orlando, Disney, and Universal in under 30 minutes. Rideshare: Quick and reliable for nights out or airport trips. Bike: The neighborhood is bike-friendly with quiet streets and shaded paths. Parking: Driveway and free street parking available.
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House rules
  • Check-in after 4:00 PM
  • Check-out before 10:00 AM
  • 4 guests maximum
Safety & property
  • Exterior security cameras on property
  • Smoke alarm installed
  • Fire extinguisher
Cancellation policy
Add your trip dates to get the cancellation details for your stay.