Winter Park Lodging with Stay Winter Park
Book today to experience all Winter Park has to offer
When you Book Local and Book Direct, StayWinterPark is your #1 source for the best lodging deal and and assist with a personalize experience for your getaway.
Featured Winter Park Vacation Rentals
View some of our best properties selected just for you
Leland Creek Home
- 5 Bedrooms
- 4 Bathrooms
- Sleeps 10
Arrow at Winter Park Unit 284
- 5 Bedrooms
- 3 Bathrooms
- Sleeps 10
Bear Crossing 845
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8
25 Discovery Lane - Rendezvous
- 4 Bedrooms
- 4 Bathrooms
- Sleeps 10
Arrow at Winter Park Unit 286
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 11
Beaver Village Unit #0821
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Arrow at Winter Park Unit 248
- 4 Bedrooms
- 3 Bathrooms
- Sleeps 10
Timber Run Dogwood Unit 108
- 2 Bedrooms
- 1 Bathrooms
- Sleeps 6
Hi Country Haus Unit 0503
- 1 Bedrooms
- 1 Bathrooms
- Sleeps 4
Recent Client Testimonials
Hear what some of our clients say...
“Beautiful condo, great location near downtown Winter Park. Great for groups
Rachel
“Great space, new furnishings and very clean. Would stay here again any time of year.
Scott
“We had a blast at this studio right in the Winter Park village. 2 min walk to the slopes. Smaller place but well equipped and location is second to none! I would stay again!
Dan
“Convenient to town, river and mountain - what more could we have wanted? Terrific unit for families with plenty of space. StayWinterPark does a great job with managing logistics
Sean
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