Ideal Location, Charming 4 bedroom home w Pool, fenced yard.

Winter Park, Florida
$313 avg/night
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Traditional Old Winter Park home ready for your event, special occasion, vacation, wedding, golf weekend, or executive rental. Very close to Rollins, UCF and Full Sail (perfect for graduations and alumni).

* Fully Updated Kitchen, granite counter-tops, all Bamboo flooring, Travertine and slate.
* Pool, BBQ, 65 Flat Screen TV in main room, Additional Flat screen TV in Master Bedroom, DVD, Cable, Super Fast Internet!
* 1 King Bed, 1 Queen Bed, 2 Full beds w/feather-beds (the bestsleep ever!) and linens in each room. One Queen sleeper sofa, and love seat. Seriously, you won't want to get out of bed in the morning!
* Open family room and dining room with a view of the pool. Great for entertaining with expandable dining room table.
* Full sized Washer and Dryer.

* Less than 3 miles to Park Ave. in Winter Park, 2 miles to Baldwin Park Lake and downtown Orlando.
* Blue Jacket Park and Playground 5 blocks away.
* Convenient walking and running paths around Baldwin Lake.
* East End Market (high end restaurants and boutique shops), ABC liquors, Stardust coffee house, Big Daddys Bar, Salty Donut, Grazie Italian, Domu Japanese, sandwich shops, Lolas Sushi, Red Light craft beer bar, yoga/spinning, 2 gas stations, dog grooming & vet all within walking distance.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2200 Sq Ft (204 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Office Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Ecotours Nearby Golf Nearby Sailing Nearby Theme Parks Nearby Water Park Nearby
  • ENTERTAINMENT

    Books DVD Player Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property Smooth Flooring In Public Areas Tile Flooring In Public Areas Wheelchair-accessible Parking Wheelchair-accessible Van Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Wynn S.

    Submitted Jan 21, 2026

    Stayed Jan 17, 2026

    Great location, near many good restaurants and Park Avenue shops. Peaceful and quiet neighborhood that has good walking paths. The house is very clean and well kept with modern bathroom fixtures, kitchen

  • Jessica N.

    Submitted Jan 13, 2026

    Stayed Jan 3, 2026

    These are the most amazing hosts ever! We had a fire in our house and had to find a place quickly. They let us check in early and were so caring during our time of need. We brought our dog and they even had a basket filled with treats for her. We also didn’t know when we were going to find a long term place to stay. The owners told us not to stress and said that if we needed more time they would help us. They also gave us late check out to give us time to move our stuff. They checked in on us throughout our stay to see how we were doing and if we needed anything else. The beds were comfy, the place was clean and it had everything we needed. In a world where we sometimes only hear the bad, this was a nice reminder of how wonderful people can be.

  • Daniel S.

    Submitted Jan 2, 2026

    Stayed Dec 19, 2025

    Gary and Stacey have a lovely, cozy home and are both very professional, courteous, and communicative.

  • Amy S.

    Submitted Nov 18, 2025

    Stayed Nov 14, 2025

    The house was beautiful, clean, great location, all the amenities away from home. Stacey was amazing, great communication, super helpful. We would definitely come back if she would have us again

  • Blair H.

    Submitted Oct 27, 2025

    Stayed Oct 13, 2025

    location convenient to Winter Park and downtown Orlando. Property is dog friendly with a nice fenced in back yard. House is clean and fully stocked with what we needed.

  • Susan F.

    Submitted Jan 31, 2025

    Stayed Jan 15, 2025

    Perfect location and has everything needed to stay comfortably. Easy to remote work and also vacation and enjoy the many things to do close by! Lovely fenced back yard with pool. Very relaxing!

  • Mary B.

    Submitted Jan 12, 2025

    Stayed Dec 23, 2024

    Very nice property and perfect location. Walkable to shops and restaurants. Very safe area. The house was homey with comfortable beds and plenty of space.

  • Tamara M.

    Submitted Jan 6, 2025

    Stayed Dec 30, 2024

    The location was wonderful. The walk to the Blue Jacket Park brought back many memories of my Boot camp experience. It is now a posh location close to many wonderful restaurants and short drive to downtown Winter Park.

  • rosemary l.

    Submitted Dec 2, 2024

    Stayed Nov 21, 2024

    House suited our family well. The beds were comfortable. The house was clean. The pool was ready for us but the weather too chilly. We had my son's dog with us and there was enough grass that she could run a bit in the fenced backyard. I would recommend this rental for a stay in the Orlando/Winter Park area.

  • Susan C.

    Submitted Nov 6, 2024

    Stayed Oct 26, 2024

    Spacious, comfortable and well equipped property with an old Florida vibe. Ideally located for a week with family. Bonus was the Halloween walkabout in the adjacent Baldwin Park neighborhood. A great time had by all family members.

  • Annette B.

    Submitted Jun 25, 2024

    Stayed Jun 20, 2024

    Our stay was nice. The house was exactly as advertised, no surprises on arrival. The owner communicated well with us. Check in and check out were simple. The house is a bit older but clean and maintained. The pool was nice to use in the June heat. Lots of extra towels available. We had a party of 8 adults. The kitchen was stocked with what we needed for preparation. The location was just what we were looking for as we wanted Orlando but not theme park. The area of winterpark is adorable. We really had no complaints. Being able to park in the carport is a bonus as the car didn’t get crazy hot in the sun.

Your dates are Available!

Total

Includes taxes and fees
$313+
View details