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 near Cypresswood Golf & Country Club

1099 Clubhouse Rd, Winter Haven, Florida 33884-1200
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
    £92 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    20 Matching Rentals in the Winter Haven AreaView all 23 rentals
    Saltwater Pool Villa Next to Legoland and Near All Disney Attractions1 / 22
    (3)Very good
    Winter Haven
    3.8 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check-in Check-out
    Show Prices
    Payment Protection
    Winter Haven
    4.4 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Winter Haven
    3.2 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Winter Haven
    3.2 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME! Lake Mariam Vacation Home (1), is part of a duplex that sits on 2.6 acres of Lakefront Property. If hospitality & quality sleeping accommodation is what you want, our space focuses on that & much more. Rejuvenate from a day of Adventure or Business in our Lakefront property home. ONLY 4...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Escape the Quarantine Mid Century Modern Tampa / Orlando- Pro Sanitized1 / 9
    (3)Excellent
    Winter Haven
    4.3 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With boat ramp access and a location surrounded by central Florida's lakes, this Winter Haven vacation rental is an angler's paradise! The 1-bedroom, 1-bathroom home features a fully equipped kitchen and covered front porch, making it the perfect spot to reel in a relaxing getaway. Ski the day away...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Lake Rochelle Rental (Lakefront)1 / 27
    (13)Excellent
    Winter Haven
    5.8 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Parking
    • Internet Access
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Winter Haven
    3.2 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland1 / 26
    (71)Very good
    Winter Haven
    5.4 miles from Cypresswood Golf & Country Club
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Patio
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*17241 / 25
    (9)Excellent
    Winter Haven
    3.2 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Save time - get the best Winter Haven rentals sent straight to your email!
    Get the List
    5*Centrally Located*Private Bed/Bath&Entrance*(View Room)1 / 47
    (8)Excellent
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Housekeeping Included
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3/2 Winter Haven Lakefront Home! Large Florida room and Den. Near Legoland1 / 18
    (9)Excellent
    Winter Haven
    8.5 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Back to School Special! Prime Location Lakefront Pool Home1 / 19
    (12)Excellent
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Golf and Country Club Condo1 / 14
    (3)Excellent
    Winter Haven
    0.3 miles from Cypresswood Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Winter Haven, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Winter Haven
    4.2 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entertainment is truly endless at this 3-bedroom, 2-bath Winter Haven vacation rental home. With 2 separate lakes less than a block away, Legoland just 4 miles away, and beautiful golf courses within just a few miles, this lovely home is truly perfect for the entire family. Spend an evening touring...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Florida’s lakes and biggest attractions are calling you and your family to stay at this vacation rental in Winter Haven! From Legoland and Disney World to the famous Chain of Lakes and golf courses galore, this charming home in Cypress Inlet is minutes from it all. Take your boat out on Lake...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you’re planning to try your hand at fishing in the region’s world-famous Chain of Lakes or scheming up a surprise family retreat to Legoland with the kiddos, this Winter Haven home is ideally located for your getaway! With 1 bedroom, 1 bathroom and access to a boat ramp on Lake Eloise, this...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fitting spot for fishermen and magic seekers, this Winter Haven retreat will have you reeling in a catch and finding thrills at Florida's top attractions! With a boat ramp on Lake Eloise and a location less than 2 miles from Chain of Lakes Park, you will find plenty of relaxing afternoons right...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Winter Haven
    4.0 miles from Cypresswood Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fishermen, rejoice! You’ve just found your home-away-from-home for your next fishing retreat! Located on Lake Eloise, this Winter Haven vacation rental offers 1 bedroom and 1 bathroom for a family of fishers seeking an activity-filled getaway. Let the kiddos run wild at Legoland and Disney World,...
    View all property information
    Location Information
    Winter Haven, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    The following rentals are within 10 kilometres of Winter Haven.
    Eloise
    4.5 miles from Cypresswood Golf & Country Club
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your lakeside paradise awaits at this 4-bedroom, 3-bath Winter Haven vacation rental home, perfect for 12! The home features luxury amenities, including a 26-foot dock, swimming pool, hot tub, gazebo bar, and game room! Spend each day water skiing on Lake Lulu, toasting cocktails on the dock bar,...
    View all property information
    Location Information
    Eloise, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    List your property for free!
    List your holiday rental where Tripadvisor travellers can find it.
    Add a Listing
    List your property
    Owner log in