Downtown Winter Park · CondoRated 5.0 out of 5 from 65 reviews5.0 (65)Trailhead Lodge 414Sleeps 6 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 91 reviews4.5 (91)Zephyr Mountain Lodge # 2317Sleeps 5 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 57 reviews5.0 (57)Zephyr Mountain Lodge # 2408Sleeps 8 · 3 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 86 reviews4.5 (86)Iron Horse unit J 3309Sleeps 10 · 2 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 84 reviews4.5 (84)Iron Horse Unit C 4053Sleeps 4 · Studio · 1 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 52 reviews5.0 (52)Zephyr Mountain Lodge # 2515Sleeps 10 · 3 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 80 reviews4.5 (80)Zephyr Mountain Lodge # 1517Sleeps 10 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 47 reviews5.0 (47)Zephyr Mountain Lodge # 1216Sleeps 4 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 70 reviews4.5 (70)Zephyr Mountain Lodge # 1406Sleeps 5 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 69 reviews4.5 (69)Zephyr Mountain Lodge # 1416Sleeps 8 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 41 reviews5.0 (41)Founders Pointe # 4364Sleeps 5 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 39 reviews5.0 (39)Zephyr Mountain Lodge # 1706Sleeps 10 · 3 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 39 reviews5.0 (39)Zephyr Mountain Lodge # 2222Sleeps 8 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 38 reviews5.0 (38)Founders Pointe # 4367Sleeps 4 · Studio · 1 BAAdd dates for price
Downtown Winter Park · CondoRated 5.0 out of 5 from 38 reviews5.0 (38)Journey Way 16Sleeps 8 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 36 reviews5.0 (36)Trademark Unit 72Sleeps 10 · 4 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 53 reviews4.5 (53)Iron Horse unit H 5108Sleeps 8 · 2 BR · 3 BAAdd dates for price
Tabernash and Granby · CondoRated 5.0 out of 5 from 35 reviews5.0 (35)Lodge at Ten Mile Building 162 Unit 304Sleeps 6 · 2 BR · 2 BAAdd dates for price
Downtown Winter Park · CondoRated 4.5 out of 5 from 46 reviews4.5 (46)Telemark unit 518Sleeps 4 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 44 reviews4.5 (44)Zephyr Mountain Lodge # 2304Sleeps 4 · 1 BR · 1 BAAdd dates for price
Downtown Winter Park · CondoRated 5.0 out of 5 from 29 reviews5.0 (29)Trailhead Lodge 724Sleeps 8 · 2 BR · 2 BAAdd dates for price
Fraser · CondoRated 5.0 out of 5 from 28 reviews5.0 (28)Cozens Pointe 303 (bldg H)Sleeps 7 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 28 reviews5.0 (28)Zephyr Mountain Lodge # 2702Sleeps 10 · 3 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 38 reviews4.5 (38)Iron Horse unit J 4209Sleeps 10 · 2 BR · 3 BAAdd dates for price
Winter Park base · TownhomeRated 4.5 out of 5 from 34 reviews4.5 (34)202 Antler Way (Lakota)Sleeps 8 · 3 BR · 2.5 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 34 reviews4.5 (34)Founders Pointe # 4659Sleeps 4 · 1 BR · 1 BAAdd dates for price
Tabernash and Granby · HouseRated 5.0 out of 5 from 22 reviews5.0 (22)965 Elkdale DriveSleeps 10 · 4 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 22 reviews5.0 (22)Iron Horse Unit H 3108Sleeps 6 · 2 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 22 reviews5.0 (22)Slopeside 97 BSleeps 10 · 3 BR · 3 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 31 reviews4.5 (31)Founders Pointe # 4463Sleeps 5 · 1 BR · 1 BAAdd dates for price
Downtown Winter Park · CondoRated 5.0 out of 5 from 21 reviews5.0 (21)Trailhead Lodge 321Sleeps 8 · 2 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 30 reviews4.5 (30)Fraser Crossing # 3319Sleeps 5 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 29 reviews4.5 (29)Fraser Crossing # 3135Sleeps 8 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 27 reviews4.5 (27)Fraser Crossing # 3314Sleeps 8 · 2 BR · 2 BAAdd dates for price
Fraser · TownhomeRated 5.0 out of 5 from 18 reviews5.0 (18)Summit Trail Lodge A2Sleeps 12 · 4 BR · 4 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 25 reviews4.5 (25)Iron Horse Unit D 6094Sleeps 7 · 2 BR · 2 BAAdd dates for price
Downtown Winter Park · TownhomeRated 5.0 out of 5 from 16 reviews5.0 (16)266 Lions Gate Dr.Sleeps 8 · 4 BR · 3.5 BAAdd dates for price
Winter Park base · TownhomeRated 5.0 out of 5 from 16 reviews5.0 (16)500 Antler Way (Lakota)Sleeps 11 · 5 BR · 3.5 BAAdd dates for price
Downtown Winter Park · CondoRated 5.0 out of 5 from 16 reviews5.0 (16)Hi Country Haus Building 16 unit 11Sleeps 9 · 3 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 22 reviews4.5 (22)Iron Horse Unit C 4103Sleeps 6 · 1 BR · 1 BAAdd dates for price
Winter Park base · CondoRated 4.5 out of 5 from 21 reviews4.5 (21)Iron Horse Unit C 2103Sleeps 6 · 1 BR · 1 BAAdd dates for price
Fraser · HouseRated 5.0 out of 5 from 15 reviews5.0 (15)298 Jack Frost DriveSleeps 9 · 5 BR · 3 BAAdd dates for price
Fraser · HouseRated 5.0 out of 5 from 14 reviews5.0 (14)133 Balsh BoulevardSleeps 14 · 5 BR · 4.5 BAAdd dates for price
Winter Park base · TownhomeRated 5.0 out of 5 from 14 reviews5.0 (14)303 Antler Way (Lakota)Sleeps 8 · 3 BR · 2.5 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 13 reviews5.0 (13)Zephyr Mountain Lodge # 1409Sleeps 8 · 2 BR · 2 BAAdd dates for price
Downtown Winter Park · TownhomeRated 5.0 out of 5 from 12 reviews5.0 (12)Red Quill 509Sleeps 12 · 4 BR · 4.5 BAAdd dates for price
Tabernash and Granby · HouseRated 5.0 out of 5 from 10 reviews5.0 (10)121 Hemlock TrailSleeps 14 · 5 BR · 3 BAAdd dates for price
Fraser · CondoRated 5.0 out of 5 from 10 reviews5.0 (10)Cozens Pointe 101 ASleeps 6 · 2 BR · 2 BAAdd dates for price
Downtown Winter Park · CondoRated 5.0 out of 5 from 9 reviews5.0 (9)1206 Ski IdlewildSleeps 8 · 2 BR · 2 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 9 reviews5.0 (9)Founders Pointe # 4645Sleeps 4 · Studio · 1 BAAdd dates for price
Tabernash and Granby · HouseRated 5.0 out of 5 from 7 reviews5.0 (7)152 Bergamot Dr.Sleeps 11 · 5 BR · 4 BAAdd dates for price
Downtown Winter Park · TownhomeRated 5.0 out of 5 from 6 reviews5.0 (6)300 Kings Crossing Road # 3 CSleeps 6 · 3 BR · 3 BAAdd dates for price
Downtown Winter Park · TownhomeRated 4.5 out of 5 from 5 reviews4.5 (5)250 Lions Gate Dr.Sleeps 9 · 3 BR · 2.5 BAAdd dates for price
Fraser · CondoRated 5.0 out of 5 from 4 reviews5.0 (4)Timbers Building 9 Unit 6Sleeps 8 · 3 BR · 2.5 BAAdd dates for price
Winter Park base · CondoRated 5.0 out of 5 from 3 reviews5.0 (3)Fraser Crossing # 3520Sleeps 4 · Studio · 1 BAAdd dates for price
Fraser · CondoRated 5.0 out of 5 from 2 reviews5.0 (2)Silvercrest B101Sleeps 8 · 3 BR · 3 BAAdd dates for price
Fraser · CondoRated 5.0 out of 5 from 2 reviews5.0 (2)Sunnyside Flats Bldg 341 unit 2Sleeps 8 · 2 BR · 2 BAAdd dates for price
