We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Winter Park Smoking Friendly Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $143 Average
    |||
    |||
    $0$1,000+
    Suitability
    Suitability
    More filters
    Travelers to Winter Park are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    11 Matching Rentals in the Winter Park AreaView all 2,712 rentals
    Sort by:
    Default
    Winter Park
    Studio, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 5 miles of Winter Park.
    Perfect Location Close to Disney!1 / 41
    (2)Excellent
    Orlando
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Orlando
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Orlando
    Studio, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Shared Indoor Pool
    • Internet Access
    • Parking
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore your fun side at Westgate Lakes Resort & Spa! This expansive lakefront resort offers myriad amenities and activities the entire family will enjoy. From tropical swimming pools and other recreational opportunities to spacious villas large enough to accommodate even the biggest families, this...
    View all property information
    Location Information
    Orlando, Central Florida 32819
    Rental Home - 1 Bathroom, Sleeps 5
    Make Inquiry
    Orlando
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Balcony
    • Washer
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NO TIMESHARE PRESENTATION! Town Center is ideally located just 1mile in the middle of Disney, Universal, and Sea World ;FREE SHUTTLE SERVICE TO AND FROM THE THEME PARKS numerous family restaurants and shopping opportunities nearby. Complex is self-contained with13 POOLS, movie theater, tennis...
    View all property information
    Location Information
    Orlando, Central Florida 34747
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Orlando
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the entire family to this spacious pool home with large private yard. Just minutes from Orlando International Airport. Relax in your home away from home with easy access to downtown Orlando, all of Central Florida's theme parks (Disney, Universal Studios, Sea World etc.), Lake Nona Medical...
    View all property information
    Location Information
    Orlando, Central Florida 32825
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    Orlando
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Children's Pool
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Westgate Town Center*, located just one mile from the Walt Disney World Resort, overlooks beautiful Lake Wilson and offers an impressive array of amenities to owners and visitors! Guests will enjoy retail shops, jet-skis to ride, video arcades, restaurants, and a health spa. In the units,...
    View all property information
    Location Information
    Orlando, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Orlando
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Westgate Town Center*, located just one mile from the Walt Disney World Resort, overlooks beautiful Lake Wilson and offers an impressive array of amenities to owners and visitors! Guests will enjoy retail shops, jet-skis to ride, video arcades, restaurants, and a health spa. In the units,...
    View all property information
    Location Information
    Orlando, Central Florida 34747
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Orlando
    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfy big townhouse in nice working class neighborhood has everything you need to make your stay in Orlando fantastic. Total of 5 beds, full kitchen and a fantastic share pool. Near everything in Orlando. Also lots of shopping nearby. FL MALL is 5 min away! Enjoy our Entire Home which is a very...
    View all property information
    Location Information
    Orlando, Central Florida 32822
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    Orlando
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Children's Pool
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Orlando, Central Florida 32819
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Save time - get the best Winter Park rentals sent straight to your email!
    Get the List
    Orlando
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very comfortable and clean bedroom, hot water, clean towels and linens, toiletries included. WiFi. Full access to kitchen, 15 min away from Universal Studios / IOA; Downtown Orlando, The Orlando International Outlet, The Florida Mall and The Mall at Millenia 10 min away; 25 min away from Disney...
    View all property information
    Location Information
    Orlando, Central Florida 32839
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Winter Park Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    78° 62°
    October
    72° 55°
    November
    67° 49°
    December

    Additional Winter Park Info

    Go to map view
    • Local time: 01:35 PM (EDT)
    List your property
    Owner log in