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.

Holiday Rentals with Pools in Winter Haven, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    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}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    €0
    €193 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Travellers to Winter Haven are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    Applied filters:
    Nearby
    Clear All
    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Winter Haven
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Winter Haven
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    2 bedroom. 2 bath fully furnished condo. Great views of pond and Lake Lulu from bedroom and living room balcony. Lake Lulu is on the famous 'Chain of Lake' which connects 16 lakes via canals. Great for fishing, swimming, scuba diving, water skiing,os just cruising. Boat rentals are nearby. Complex... View all property information
    Location Information
    Winter Haven, Central Florida 33880
    Winter Haven
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A truly elegant house with sweeping marble staircase situated on possibly the cleanest prettiest spring feed lake on the famous 6,000 acre 16 interconnecting chain of lakes in Winter haven ' LAKE WINTERSET ' Fish from your dock for Bass, Bream, Sunfish, or gaze on the wildlife whilst watching... View all property information
    Location Information
    Winter Haven, Central Florida 33884
    Winter Haven
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Private Garden
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A truly elegant house with sweeping marble staircase situated on possibly the cleanest prettiest spring feed lake on the famous 6,000 acre 16 interconnecting chain of lakes in Winter haven ' LAKE WINTERSET ' Fish from your dock for Bass, Bream, Sunfish, or gaze on the wildlife whilst watching... View all property information
    Location Information
    Winter Haven, Central Florida 33884
    Winter Haven
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A truly elegant house with sweeping marble staircase situated on possibly the cleanest prettiest spring feed lake on the famous 6,000 acre 16 interconnecting chain of lakes in Winter haven ' LAKE WINTERSET ' Fish from your dock for Bass, Bream, Sunfish, or gaze on the wildlife whilst watching... View all property information
    Location Information
    Winter Haven, Central Florida 33884
    1 / 29
    Winter Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lake front Vaction home W/ private boat dock, swimming pool. 4 bedrm. (2 queen,1 double, 3 twin) Beds: 2 Queen Beds, 1 Double Bed, 3 Twin Beds View all property information
    Location Information
    Winter Haven, Central Florida 33884
    Winter Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nestled among majestic palms and tropical landscaping, this Country Club Shores home also available VRBO #704978 is situated on a deep sailboat water canal with 113 feet of waterfront, and offers outstanding boating opportunities - all just two blocks away from Sarasota Bay! Southern exposure on... View all property information
    Location Information
    Winter Haven, Central Florida 33884

    The following rentals are within 10 kilometers of Winter Haven, Florida.

    1 / 51
    5 of 5 stars (8) Excellent
    Auburndale
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • Grill
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Much loved by Northern State Visitors and Canadians, this gated community home also attracts many Europeans wishing to sample a true American Lifestyle. Situated away from the noisy and impersonal hotels of the tourist areas, yet central to everything and with good communication roads to East and... View all property information
    Location Information
    Auburndale, Florida 33823
    5 of 5 stars Reviewed 27 March 2015
    Roy- We really enjoyed staying at your home in Auburndale. It was everything we wanted and more. House is fully equipped with everything you could possibly need, decorated...
    5 of 5 stars Reviewed 8 February 2014
    We loved this home away from home. The home was cozy and comfortable. The park was friendly and very quiet. The location was perfect. We can not say enough about what the home had...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Auburndale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    NEWLY RENOVATED HOME LOCATED THE HAMPTONS. THIS IS A COMMUNITY ON A GOLF COURSE. THE HOME IS LOCATED ACROSS FROM THE GREEN AND COMES WITH A GOLF CART. RENT INCLUDES ALL UTILITIES,INTERNET,CABLE AND PHONE. THERE IS A HEATED POOL AND HOT TUB AND LOTS OF SOCIAL ACTIVITIES. THIS IS A COMMUNITY ON A... View all property information
    Location Information
    Auburndale, Florida 33823
    1 / 8
    Lake Alfred
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • Porch
    • Washer
    • Private Outdoor...
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3 Br, 2 bathroom house located on a quiet street in Lake Alfred Florida. Newly renovated and painted throughout with all new furniture. Hot tub and pool. 25 minutes from Disney, just 9 miles from Legoland. Beds: 2 Queen Beds, 2 Twin Beds, 1 Sofa Bed View all property information
    Location Information
    Lake Alfred, Florida 33850