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Winter Park Area Vacation Rentals with pool(314)

314 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(20)
$300 - $700
per night
2 - 4 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
(32)
$295 - $600
per night
3 - 4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night min stay
(41)
  • 3 BR,
  • 4 BA,
  • Sleeps 12
2 - 7 night min stay
(29)
$215 - $876
per night
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(26)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 11
2 night min stay
(22)
$150 - $225
per night
2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 night min stay
(18)
  • 2 BR,
  • 1 BA,
  • Sleeps 7
1 - 2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 2 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 5 night min stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 5 night min stay
$300 - $350
per night
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 4 night min stay
(11)
  • Studio,
  • 1 BA,
  • Sleeps 6
2 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(4)
$250 - $375
per night
2 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
(11)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night min stay
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 5
1 - 4 night min stay
(11)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night min stay
(12)
$125 - $245
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(10)
  • 2 BR,
  • 1 BA,
  • Sleeps 8
1 - 2 night min stay
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Recent Winter Park Area Reviews

Great little place

5 of 5
We had 2 adults and 2 young boys that spent 4 nights here and loved it. All the amenities were literally minutes away....laundry facility was one floor down, shuttle pickup was 3 floors down and out the door, pool/hot tub/gym was a short inside walk, ski in/out was 2 floors up and out the door with ski lockers available so you don't have to haul your gear back to the room, and parking was down the elevator and right outside. It was later in the skiing season so at the end of the day the skiing back to the hill was slushy and difficult with the two little ones but was still convenient. One day we took the shuttle back to the resort which was also awesome. We were the first ones dropped off so the ride was only 5 minutes. The owners were great to work with. The condo was very clean and had a lot of hooks to hang your gear at the end of the day. There wasn't a DVD player but there were a lot of channels available. I read a handful of negative reviews on the Iron Horse resort but those were for the resort owned rooms. The lobby was very nice and I honestly didn't have any complaints. This condo had all the pots and pans, utensils, glasses and plates you need. Also had a Ninja blender and there was a small bottle of dish soap, dishwasher tablets and a small salt and pepper shaker included. The front desk isn't always open so make sure to call first and the girl at the front desk isn't the friendliest person but if you get to know her she was better. I would recommend this place to everyone!
  • Submitted: Apr 9, 2015
  • Stayed: Apr 2015

AMAZING LOCATION

5 of 5
This property was an amazing value, especially considering the location!! You are right at the base of the mountain, plus you get a free locker for your ski's. Check in/out was a breeze. The owner, and property manager were very nice and accommodating. You will not regret booking this rental!
  • Submitted: Apr 6, 2015
  • Stayed: Feb 2015

trailhead lodge

5 of 5
what a wonderful stay! The location was great.and four and a half. The condo is very clean and spacious for a one bedroom unit. all of the amenities were there.
  • Submitted: Apr 4, 2015
  • Stayed: Mar 2015