Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Condos
Hotels
Homes
Lodges
Studios
Townhomes
Barns
Boats
Bungalows
Castles
Cottages
Estates
Farmhouses
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Winter Park: Condos, Houses & More | Page 16(564)

564 Results
2 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
    (13)
    2 - 5 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 4
      3 - 7 night minimum stay
      • 5 BR,
      • 4 BA,
      • 1 HF BA,
      • Sleeps 16
        2 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 12
          (11)
          3 - 4 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 8
            (5)
            2 - 5 night minimum stay
            • 1 BR,
            • 1 BA,
            • Sleeps 6
              (4)
              Book it Now!
              2 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (8)
                2 night minimum stay
                • 3 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 8
                  (3)
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 8
                    (15)
                    4 - 5 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • Sleeps 9
                      2 Reviews
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 8
                        (6)
                        2 - 5 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 8
                          (5)
                          2 night minimum stay
                          • 1 BR,
                          • 1 BA,
                          • Sleeps 4
                            (26)
                            3 - 5 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                              (4)
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 8
                                (19)
                                2 - 7 night minimum stay
                                • 4 BR,
                                • 4 BA,
                                • 1 HF BA,
                                • Sleeps 12
                                  (3)
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 9
                                    (7)
                                    3 - 4 night minimum stay
                                    • 5 BR,
                                    • 5 BA,
                                    • Sleeps 16
                                      2 Reviews
                                      3 - 4 night minimum stay
                                      • 5 BR,
                                      • 5 BA,
                                      • Sleeps 13
                                        3 - 4 night minimum stay
                                        • 5 BR,
                                        • 5 BA,
                                        • Sleeps 13
                                          $95 - $220
                                          per night
                                          2 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            Book it Now!
                                            2 night minimum stay
                                            • 2 BR,
                                            • Sleeps 6
                                              (20)
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                                (32)
                                                2 - 4 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  2 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                    (7)
                                                    2 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (19)
                                                      $125 - $400
                                                      per night
                                                      3 - 4 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 10
                                                        (15)
                                                        1 - 6 night minimum stay
                                                        • 8 BR,
                                                        • 8 BA,
                                                        • Sleeps 25
                                                          2 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (11)
                                                            2 - 4 night minimum stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                              Advertisement