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Winter Park House Rentals with pool(13)

13 Results
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 night min stay
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 night min stay
(22)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 - 3 night min stay
(6)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
4 - 6 night min stay
1 Review
$300
per night
2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 night min stay
2 Reviews
$180
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(8)
$132 - $300
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night min stay
(17)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(9)
$1,750
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
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Recent Winter Park Reviews

Birthday with Girlfriends

5 of 5
Stayed with girlfriends here to celebrate a birthday the last weekend in January. It was awesome. Very nice home, very comfortable. Enjoyed cocktails in the gazebo and a fire in the fire pit with s'mores when we got home at night. I hope to use some of the décor ideas in my own home. Very convenient to Park Ave where my girlfriends an I spent our days.
  • Submitted: Mar 20, 2015
  • Stayed: Jan 2015

Home away from home.

5 of 5
We were vacationing in Florida for my brothers wedding. With this house we were able to entertain everyone in comfort. From a BBQ dinner to an after wedding get together with extended family members we felt right at home. With my mom, dad, brother, sis in law, husband, myself and two kids we definately filled up the house but it didn't feel crowded at all. It was so nice to be able to sit down in the evenings around the kitchen table together just like we would at our own homes. Juan and his family were very accommodating and willing to answer any and all questions we had. We won't hesitate to call on them again the next time we're in the area.
  • Submitted: Mar 17, 2015
  • Stayed: Mar 2015

Great House for Family/Friend Get Togethers

5 of 5
House was exactly as described and pictured. I was born, raised and went to school in this specific area of Orlando/Winter Park and this house felt like coming home. Convenient to tons of shopping, dining and recreation activities. The house was immaculately cleaned before our arrival and the owner was easy to deal with and returned our deposit promptly after inspecting the house. Pool is raised on side adjacent to house and it was great to hang out at edge of pool with a fire in the firepit and others relaxing in pool side chairs. Would recommend to anyone looking for the experience of being in an established traditional Florida neighborhood with all the modern comforts.
  • Submitted: Sep 4, 2013
  • Stayed: Aug 2013