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 Springs Pet Friendly 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
    Price
    per night
    $176 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travelers get your favorite Winter Springs area vacation rental. You're so close to securing your perfect getaway. Book today.
    9 Matching Rentals in the Winter Springs AreaView all 68 rentals
    Sort by:
    Default
    The following rentals are within 10 miles of Winter Springs.
    Pleasant Point River Retreat1 / 5
    (7)Very good
    Geneva
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    2br - 1000ft2 - Winter Park House1 / 13
    (1)Excellent
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Ninovan on the Shore, A river retreat with history1 / 27
    (1)Excellent
    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2016
    The most beautiful and relaxing mini-vacation I have ever taken with the family. The house was immaculate and well stocked. Annemarie is the best hostess ever! always...
    See all reviews
    About this property
    A quiet house with a large cabin feel, tucked away from the hustle and bustle of Orlando and Daytona Beach but is within short driving distances from some of Florida's amazing springs and nature walks! The house boast an amazing view of the Saint John's river, the Lake Monroe Conservation area, and...
    View all property information
    Location Information
    Sanford, Central Florida 32771
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 13
    Make Inquiry
    Oviedo
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Waterfront
    • Wi-Fi
    • Balcony
    • Patio
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new five-bedroom, four-bathroom home sits on 5 acres located just fifteen minutes outside of the City Beautiful, Orlando, and five minutes from SR417. Gator Palace is perfect for large families and groups. Within walking distance of The Black Hammock, this residency comfortably sleeps 12...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Oviedo
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new two-bedroom, one-bathroom cottage sits on five acres located just fifteen minutes away from downtown Orlando and five minutes from SR 417. You will be within walking distance of The Black Hammock. This quaint cottage comfortably sleeps four people and can be added as an extension of...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to everything. Minutes off major highway I-4. 2 bedrooms, 2 baths. Large living area, fully stocked kitchen, laundry, dinning room, great private porch & pool area. Plus outdoor shower. 30-40 minutes to attractions. 60 minutes to the beaches. Our guests call our home a fun & relaxing...
    View all property information
    Location Information
    Maitland, Florida 32751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Three-Bedroom Two Bath Lake Jesup Home at Gator Den1 / 21
    (1)Excellent
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Porch
    • Patio
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 4, 2015
    The house was exactly what we needed. It's a quality home located on Lake Jessup. We liked the location. It's walking distance to the Black Hammock and local Lady Gator bar...
    See all reviews
    About this property
    This beautiful three-bedroom, two-bathroom home on Lake Jesup is surrounded by wildlife but also 5 minutes from SR 417 and 15 minutes to downtown Orlando. Gator Den comfortably sleeps six people in its 1,720 square foot layout. This home is perfect for those who love to fish! From your backyard you...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***** Available for Christmas and New Years Holiday ***** Amazing Location in Orlando. Close to I4 and 436 not far from the major atractions and just a short 50 minutes drive to Daytona Beach! Beautiful 3 bedrooms/2bath condo. First floor, no steps, gated upscale community. Spacious, cozy,...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Inquiry
    Save time - get the best Winter Springs rentals sent straight to your email!
    Get the List
    Winter Springs Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    MCO
    Orlando Intl Airport
    19.8 miles from Winter Springs
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    67° 47°
    December
    67° 47°
    January
    68° 48°
    February

    Top-rated Winter Springs Things to Do

    Browse all things to do

    Additional Winter Springs Info

    Go to map view
    • Local time: 03:04 AM (EST)
    List your property
    Owner log in