Winter Park Lodging

Beaver Village Condominiums are located at the entrance of the town of Winter Park and 1.5 miles from Winter Park Resort. The large complex is set in a campus setting with three clusters and a centrally located clubhouse with a heated indoor pool, hot tubs, sauna, and laundry facilities. With condos ranging in size from 1 to 4 bedrooms, Beaver Village is an affordable option for families and groups. The free town shuttle picks up at Beaver Village during ski season.

Escape to Fancy Fox, a luxurious 4-bedroom villa in downtown Winter Park. Enjoy mountain views from the rooftop hot tub, a gourmet kitchen, spacious living areas, and family-friendly amenities. Just steps from dining, shopping, and outdoor adventures. Perfect for groups up to 10 seeking an elegant mountain retreat. #FancyFox #WinterPark #LuxuryVilla #RooftopHotTub #MountainViews #FamilyGetaway

Modern luxury meets mountain ease at Stage Coach, a beautifully curated 4-bedroom, 3.5-bath retreat located just blocks from downtown Winter Park and surrounded by walkable trails, restaurants, and outdoor adventure. Whether you're here to hike, dine, bike, or unwind, this home offers everything you need for a premium, year-round mountain experience.

Escape to Hygge Hideaway, a spacious 4-bedroom cabin in Winter Park’s Bear Trail neighborhood. Enjoy stunning mountain views, a private hot tub, and cozy nights by the fireplace. Perfect for families or groups, this rustic-chic retreat offers modern comforts like a chef’s kitchen, smart TVs, and luxury touches throughout. #HyggeHideaway #WinterPark #CozyCabin #MountainViews #HotTub #FamilyFriendly #GroupGetaway

A pet friendly rental townhome offers a great spot to find solitude as well as 2 living area, large enough to accommodate 10 people and has been remodeled with all the comforts for a wonderful vacation. A spacious living on the main level has furniture, gas fireplace, flat screen TV and large windows offering mountain views. You can also access the front deck to relax on. Kitchen offers a small island for easy meal prep, granite counter tops, 5 burner gas range and pantry that leads to the rear deck with a second gas fireplace, built in grill, and overhead radiant heating. The dining area is adjacent to the kitchen and has seating for up to 8. The main level has a master bedroom has king bed, TV with attached bath and a powder room and access to the rear deck.

Escape to Fancy Fox, a luxurious 4-bedroom villa in downtown Winter Park. Enjoy mountain views from the rooftop hot tub, a gourmet kitchen, spacious living areas, and family-friendly amenities. Just steps from dining, shopping, and outdoor adventures. Perfect for groups up to 10 seeking an elegant mountain retreat. #FancyFox #WinterPark #LuxuryVilla #RooftopHotTub #MountainViews #FamilyGetaway

Skyview is a sleek 4-bedroom townhome with stunning views, a private hot tub, and a chef’s kitchen. Just minutes from Winter Park’s slopes and downtown, this stylish retreat offers luxury living, endless fun, and all the space you need for a memorable getaway. #Skyview #WinterParkRetreat #MountainLuxury #PrivateHotTub #FamilyFun

Welcome to Alpenglow Retreat—your luxury escape in the heart of Winter Park! - Riverfront villa in downtown - Sleeps 8 with premium bedding - Rooftop deck w/ hot tub, minibar & views - Gourmet kitchen, fireplace, 73" Smart TV - Game room w/ NBA JAM arcade & Xbox - Walk to shops, dining & shuttle - 6 min drive to Winter Park Resort - Family-friendly: crib, booster seat, W/D - Heated two-car garage

This charming condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature.

Après Chalet is a luxurious 4-bedroom villa in the heart of Winter Park, blending modern style with mountain charm. Enjoy rooftop hot tub views, a game room, and high-tech features like Sonos and high-speed Wi-Fi. Just steps from Hideaway Park concerts, downtown dining, shops, and minutes from Winter Park Resort. Ideal for families or groups with sleeping for 12, a gourmet kitchen, and designer touches. Adventure awaits with hiking, biking, and skiing nearby.