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Holiday Rentals and Homes in Winter Haven, FL

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    Travellers to Winter Haven are booking March dates now. Secure your holiday rental today, and have the perfect trip.
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    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Winter Haven
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Winter Haven
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Winter Haven
    5 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Grill
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
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    • Wheelchair access
    • Child-friendly
    • ?
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    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
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
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    • 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
    Winter Haven
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • 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
    1 / 29
    Winter Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • 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
    1 / 21
    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    • Waterfront
    • Porch
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Lakefront house on the Chain of Lakes in Winter Haven right next to Winter Haven Municipal Airport across from Brown's Seaplane base. Enjoy the beautiful sunrise over Lake Jessie. The 1300 Sq ft house has 2 bedrooms, 1,5 bathrooms, a large living room with cable TV, an additional sleep sofa in... View all property information
    Location Information
    Winter Haven, Central Florida 33881
    Winter Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • 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
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    Winter Haven
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Located in Winter Haven, FL, The Hotel is the closest hotel to Lego land, a short 10 minute walk. Disney World, Universal Studios, and Sea World are less than 1 hour. Guests staying at this amazing hotel can take a relaxing boat excursion in the interconnecting freshwater lakes and canals, try a... View all property information
    Location Information
    Winter Haven, Central Florida 33884
    Winter Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Very nice fully furnished 2 bedroom, two bath, first floor condo, with patio. Everything we could think of for a great get away vacation!. 3 Tv's, coffee pot, dishes, towels and linens, Queen bed in master and single in guest room. One regular bath and one walk in shower. FREE wifi, FREE local and... View all property information
    Location Information
    Winter Haven, Central Florida 33880
    Winter Haven
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Patio
    • Grill
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    In Winter Haven, Florida on Lake Dexter. An hour southwest of Orlando. Detached 3 bedroom, 2 bathroom house with screened-in lenai overlooking beautiful Lake Dexter. 2 car garage. Laundry facility within. Private, friendly, quiet community of Cypress Landing. Club House, heated pool, community... View all property information
    Location Information
    Winter Haven, Central Florida 33884

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

    Auburndale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 / 51
    5 of 5 stars (8) Excellent
    Auburndale
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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...
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    1 / 17
    4 of 5 stars (1) Very good
    Auburndale
    4 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Wonderful four bedroom, three bathroom villa centrally located between Walt Disney World Resort and LEGOLAND, FL. This home features two master bedrooms, spa and games room. Fully equipped with everything you will need in a home away from home you couldn't ask for more! Two bedrooms features... View all property information
    Location Information
    Auburndale, Florida 33844
    4 of 5 stars Reviewed 6 April 2015
    Overall, very nice place. Disappointed in the size of the pool, very small. We paid extra for the pool heater and it barely warmed the water. The 'hot tub' was Luke warm at best...
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    Auburndale
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This beautiful 2 story house sits in a quite neighborhood on a cul-de-sac. With plenty of room to stretch out and relax you are 5 minutes to I-4 then less than a 1/2 hour from the Disney Parks or 35 minutes to Tampa. There is plenty of room including a family room, reading room, formal dining,... View all property information
    Location Information
    Auburndale, Florida 33823
    1 / 8
    Lake Alfred
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • 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
    1 / 14
    Auburndale
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Best open floor plan in Saratoga; great for families (kid + pet friendly) or entertaining. Spacious home, very livable, great amenities and located walking distance from racetrack, practice track, Fasig Tipton Sales Paddocks, AND downtown. 3 bedrooms, 2 sleeper sofas, 2.5 bathrooms, sitting room,... View all property information
    Location Information
    Auburndale, Florida