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Winter Park Vacation Rentals with Pool(164)

164 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(22)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(10)
$300 - $600
per night
3 - 4 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(21)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(54)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(8)
$150 - $375
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 5 night minimum stay
(32)
  • 1 BR,
  • 1 BA,
  • Sleeps 5
1 - 4 night minimum stay
(3)
$300 - $900
per night
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 4 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
  • Studio,
  • 1 BA,
  • Sleeps 4
2 - 5 night minimum stay
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 5 night minimum stay
(20)
  • 2 BR,
  • 3 BA,
  • Sleeps 9
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night minimum stay
(5)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 5 night minimum stay
(34)
$90 - $200
per night
2 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 6 night minimum stay
(12)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 8
1 - 5 night minimum stay
(4)
$100 - $550
per night
1 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
1 - 5 night minimum stay
(3)
$65 - $245
per night
1 - 5 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 5 night minimum stay
(28)
$125 - $285
per night
3 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night minimum stay
(11)
$65 - $250
per night
1 - 5 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 5 night minimum stay
(18)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 5 night minimum stay
(8)
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Recent Winter Park Reviews

The Perfect Fall Getaway

4 of 5
My husband and I decided to take a short retreat in the mountains! We picked this condo in Winter Park! The owners were very quick to send all instructions. There was no one else in the building when we stayed here and it was extremely quiet and peaceful! It even snowed 5 inches while we were there and it was a beautiful view from the balcony! We hooked up our phone to the speakers to play music and it sounded great throughout the whole condo. The floors were also heated, so we never felt cold. There were plenty of pots and pans to cook up a nice meal! The laundry was convenient to throw our clothes in after returning from the Hot Sulfur Springs! We will definitely be returning in the future! Thanks for a perfect getaway!
  • Submitted: Nov 2, 2014
  • Stayed: Oct 2014

Beautiful, Fun and quiet place but right in the middle of the action!

5 of 5
This is a terrific place in a fabulous location. Beautifully decorated and so comfortable for a couple or a family. The views are spectacular, and you feel like you are secluded, but it is right in the middle of bustling Winter Park with walking to most places you'd like to be. The bus stops right by to take you right to the mountain for skiing or tubing. Great restaurants are right around the corner and fun things to do right down the block. Can't wait to get back.
  • Submitted: Oct 14, 2014
  • Stayed: Mar 2014

Blown away!

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: This unit was awesome. Great area, great resort, great condo, great price. Upon arrival, I was blown away by the unit given the price I paid. Kitchen was stocked with cooking supplies, spices, blender, coffee machine, along with some staples (coffee grounds, sugar, garbage bags, dish detergent, laundry detergent, etc.). Nick and Charlotte were very quick to answer the emails I sent, and I didn't have any issues with the check in/out. If I ever find myself in this area again, I'll definitely be booking this unit again.
  • Submitted: Sep 13, 2014
  • Stayed: Aug 2014