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 Haven Pet Friendly Holiday 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
    £106 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Winter Haven area holiday rental. You're so close to securing your perfect getaway. Book today.
    25 Matching Rentals in the Winter Haven AreaView all 349 rentals
    Sort by:
    Default
    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 15 kilometres of Winter Haven.
    Disney fully equiped golf front pool home Southern Dunes  4bedrooms 3 bathrooms1 / 24
    (3)Excellent
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Haines City
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Haines City
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully furnished, spacious 3 bedroom townhome (1 king, 1 queen, 1 two-twins, plus sleeper sofa)  is situated within a prime location next to the clubhouse in the stunning new Balmoral Resort, just 12 minutes from Legoland and 25 minutes from Disney World. This home is the perfect option...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bed/4.5 Bath Villa-Premium Water View1 / 35
    (1)Excellent
    Haines City
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Premium Balmoral Resort 4-Bedroom Deluxe Villa is an all-suites (2 King, 1 Queen, 2 Two-Twins) luxury single-family-style vacation home with heated screened-in private pool with stunning lake views situated within Balmoral Resort. This spacious home comfortably sleeps 10 people and is ideal for...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Haines City
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious lakefront 5-bedroom (2 king, 2 queen, 1 twin/twin) vacation home with screened-in private heated pool is the ideal home destination for larger families coming to Central Florida. This home comfortably sleeps 12 people.   The ground floor of this spacious home features a large wrap...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    Haines City
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Balmoral Resort 4-Bedroom Deluxe Villa is an all-suites (2 King, 1 Queen, 1 Twin/Twin) luxury single-family-style vacation home with private pool situated within Balmoral Resort. This spacious home comfortably sleeps 10 people and is ideal for larger families and groups coming for all the great...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Balmoral Resort 4-Bedroom Deluxe Villa is an all-suites (2 King, 1 Queen, 1 twin/twin) luxury single-family-style vacation home with private pool situated within Balmoral Resort. This spacious home comfortably sleeps 10 people and is ideal for larger families and groups coming for all the great...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Haines City
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Premium Balmoral Resort 5-Bedroom Deluxe Villa is an all-suites luxury single-family-style vacation home (2 King, 3 Queen) with heated screened-in private pool with stunning lake views situated within Balmoral Resort. This spacious home comfortably sleeps 10 people and is ideal for larger...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    Haines City
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 6-master suite single-family-style vacation home with heated private pool is ideal for those larger families and groups visiting the world's greatest vacation destination. Comfortably sleeps 14 guests.   This home is all about comfort. All bedrooms in this home feature their own...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Save time - get the best Winter Haven rentals sent straight to your email!
    Get the List
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed 3 Bath Pool Home Additional amenities: Bar, Club House, Full Kitchen, Game Room, Gated Community, Golf Course, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge: $30.00 petFee: $150.00
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed 3 Bath Pool Home Additional amenities: Bar, Club House, Full Kitchen, Gated Community, Golf Course, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge: $30.00 petFee: $150.00
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 3 Bath, Spa pool home with Golf course views. Additional amenities: Bar, Club House, Full Kitchen, Gated Community, Golf Course, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge:...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bed 2 Bath Pool Home Additional amenities: Bar, Club House, Full Kitchen, Gated Community, Golf Course, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge: $30.00 petFee: $150.00
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Haines City
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Central Heating
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the comforts of this newly renovated fully furnished first floor end unit with golf course views from your covered porch. Master suite features a king bed with a private bathroom, separate entry and sliding doors to the private porch; second bedroom has two full size beds and sliding doors to...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Auburndale
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • Air Conditioning
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lake House is on 4 acres and a private lake (Lake Whistler - no access to the public) and across the street from a Lake Ariana which this property also attaches to. Fishing, water sports, (Jet ski rentals are available on site) comfy beds, Pool table, foosball, darts, of course flat screen...
    View all property information
    Location Information
    Auburndale, Florida 33823
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the prestigious Southern Dunes Golf & Country Club and only 20 minutes from disney, it is the perfect base for your dream vacation. Our villa comes complete with all the expected modern amenities including 4 bedrooms (sleeping space for 10 adults), 3 bathrooms (2 en-suite), a fully...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Auburndale
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Hot Tub
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather your family for an East Coast escape at this 2-bedroom, 2-bathroom Auburndale vacation rental house. This spacious home boasts 1,100 square feet of living space and comfortably sleeps 4 with room to accommodate 4 more. The property is situated in a wonderful gated community with access to a...
    View all property information
    Location Information
    Auburndale, Florida 33823
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxury home sleeps up to 8 guests. Two master bedrooms each have closets and en-suite bathrooms. Bedrooms 3 and 4 have storage closets and share an adjoining bathroom. A comfortable living and dining area provides plenty of room for eating or relaxing. The living area has colour cable TV, a...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed 3 Bath Pool Games Room Additional amenities: Bar, Club House, Full Kitchen, Game Room, Gated Community, Golf Course, Half Bath, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge: $30.00...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Haines City
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bed 2 Bath Telephone, TV, Pool Safety Fence, Kitchen, Swimming Pool, Internet Gated Community, Restaurant, Golf Course, Exercise Room, Club House, Security Additional Pet Fee Applies Additional amenities: , 15 miles to Disney, 25 miles to Universal, 22 miles to Sea World. Proximity to shopping 3...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed 3 Bed Pool Home Additional amenities: Bar, Club House, Crib/Cot, Full Kitchen, Game Room, Gated Community, Golf Course, Pool Heater, Pool Safety Fence, Restaurant, Secuity 24hrs, Tennis Courts cribs: $40.00 bbq: $70.00 highChairs: $40.00 welcomePacks: $35.00 poolHeaterCharge: $30.00 petFee:...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    PET-FRIENDLY 4 Bedroom Home with 2 Master Suites1 / 18
    (3)Excellent
    Haines City
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2012
    Our vacations to Central Florida, as well as other places in the US, have involved various lodging arrangements: staying with family, camping in our RV, and hotels. We have...
    See all reviews
    About this property
    ***(FREE POOL HEAT is offered for your stay during the WINTER MONTHS of November 1-April 30) This beautiful pet-friendly vacation home in Calabay Parc at Tower Lake is in its own gated community and would provide the perfect home for your stay here in Florida. It is built all on one level and the...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the prestigious Southern Dunes Golf & Country Club, Southern Dunes is recognized as one of Orlando's premier golf courses. It's been nationally ranked and awarded a place in Golf Week's Top 100 Modern Courses built from *********. If you're vacationing in Orlando and looking to golf,...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Haines City
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our two bedroom travel trailer rental at our beautiful Central Park RV Resort located just a short drive from the famous Florida attractions. Our unit is fully furnished, includes a kitchen with full size appliances and bathroom with a shower. TV, WI-FI, heat and A/C are all included for your...
    View all property information
    Location Information
    Haines City, Central Florida 33844
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    List your property
    Owner log in