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Holiday Rentals near Cypresswood Golf & Country Club

1099 Clubhouse Rd, Winter Haven, Florida 33884-1200
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    Travellers to Winter Haven are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 25 Rentals in Winter Haven
    7.1 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Lake Rochelle Rental (Lakefront)1 / 29
    (35)Excellent
    9.4 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland1 / 26
    (71)Very good
    8.7 kilometres from Cypresswood Golf & Country Club
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*17241 / 25
    (35)Excellent
    5.2 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Home 5 Minutes From Legoland1 / 17
    (21)Excellent
    2.9 kilometres from Cypresswood Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Are you ready to get back to Living?  This is a GREAT place to start. Come!1 / 24
    (84)Very good
    6.1 kilometres from Cypresswood Golf & Country Club
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    • Sauna
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    Winter Haven, Central Florida
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Fantastic Water Front Home on the Chain of Lakes1 / 67
    (8)Excellent
    10.8 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Winter Haven, FL Pet Friendly Residential Retreat1 / 44
    (16)Excellent
    14.1 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful Lake Front home with pool:30 min  from Disney and Universal Studios.1 / 27
    (12)Excellent
    5.2 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    5.2 kilometres from Cypresswood Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.6 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    About this property
    Welcome to Winter Haven! Pack up the SUV and bring the family or friends for a fun weekend away! This great home is a 3 bedroom, 1 bath home & sleeps up to 9 comfortably is the perfect place for the family or friends who want to spend time on the lakes or at Legoland or the newly opened Peppa Pig...
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 9
    8.2 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    5.0 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Conveniently located 10 minutes from Legoland!1 / 28
    (31)Excellent
    7.1 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Lake House W/ Private Dock, Game Room, and Lots To Do1 / 47
    (5)Very good
    7.9 kilometres from Cypresswood Golf & Country Club
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    College Students! Off Campus Life!1 / 15
    (3)Excellent
    3.6 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    10.4 kilometres from Cypresswood Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Winter Haven Home with Dock & Hot Tub!1 / 41
    (38)Excellent
    7.3 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    7.5 kilometres from Cypresswood Golf & Country Club
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    5.0 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Spectacular Waterfront Home in Winter Haven1 / 50
    (22)Excellent
    6.0 kilometres from Cypresswood Golf & Country Club
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Balcony
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    Pet friendly
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    Winter Haven, Central Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Newly updated 3/ 2 kid friendly, only minutes to Legoland.1 / 27
    (19)Excellent
    4.5 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*17221 / 20
    (27)Excellent
    5.2 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    2.6 kilometres from Cypresswood Golf & Country Club
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Waterfront
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    Pet friendly
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    About this property
    Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making memories at our gorgeous Mediterranean home! No detail has been missed with gorgeous travertine tile and crown moulding throughout the home. The kitchen is full of natural light...
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    Lake Hamilton, Central Florida
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
    2.6 kilometres from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making memories at our gorgeous Mediterranean home! No detail has been missed with gorgeous travertine tile and crown moulding throughout the home. The kitchen is full of natural light...
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    Location Information
    Lake Hamilton, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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