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Cypress Gardens, FL Homes for Rent

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  • /28

    $1,350 per month

    • 2 Beds
    • 2 Baths
    • 2,631 Sq Ft
    • Apartment for Rent

    1814 3rd St SE Unit B, Winter Haven, FL 33880

    Experience the comfort of this spacious 2-bedroom, 1-bath unit with durable vinyl plank flooring throughout. Open living room seamlessly flowing into the galley kitchen with dining room. The dining room has access to the open patio for relaxing and unwinding. Both bedrooms are generously sized and equipped with ceiling fans, with a shared bath nestled between them. An extra linen closet, storage

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 204-5142

    1814 3rd St SE Unit B, Winter Haven, FL 33880
  • /35

    $1,500 per month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    Unlisted Address

    Talk about location!!! This cozy ground-floor condo is perfectly positioned across from the community pool in the desirable Park Lake waterfront community. Enjoy low-maintenance living with just steps away from Chick-fil-A, Panera Bread, and Starbucks. Walmart, local restaurants, downtown shopping, medical offices, and all your essentials are only minutes from your door. Inside, you'll find vinyl

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-6287

    Unlisted Address
  • /50

    $1,547 - $1,954 per month

    Vista Lake Ned

    1 - 3 Beds

    4025 Lake Ned Village Cir, Winter Haven, FL 33884

    Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

    4025 Lake Ned Village Cir, Winter Haven, FL 33884
  • /17

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 2,037 Sq Ft
    • House for Rent

    222 Citrus Dr, Winter Haven, FL 33884

    Step into effortless living in this single-family home nestled in Winter?Haven, FL, available for immediate occupancy. As you enter, you’re greeted by an inviting and expansive open layout, where the smooth flooring—an elegant blend of tile, plush carpet, and warm hardwood—flows gracefully from room to room. The living area, featuring modern ceiling fans, creates a refreshing and breezy comfort

    Jordan Leventhal RENTAL AND REALTY GROUP

    222 Citrus Dr, Winter Haven, FL 33884
  • /16

    $2,255 per month

    • 4 Beds
    • 3 Baths
    • 2,008 Sq Ft
    • House for Rent

    120 Miller Dr, Winter Haven, FL 33884

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    120 Miller Dr, Winter Haven, FL 33884
  • /16

    $1,200 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    3601 Cypress Gardens Rd Unit 5, Winter Haven, FL 33884

    Spacious second floor apartment offering 2 bedrooms, 2 bathrooms, conveniently located in SE Winter Haven off of Cypress Gardens Road just minutes away from Legoland Florida Resort and an abundance of shopping, dining, and grocery options. Applications approved based on creditworthiness and monthly income equal to at least three times monthly rent. Application fee is $39.99 per adult and

    Kayly Malinas JOHN WOOD REALTY, INC.

    3601 Cypress Gardens Rd Unit 5, Winter Haven, FL 33884
  • /12

    $1,300 per month

    • 2 Beds
    • 2 Baths
    • 823 Sq Ft
    • Condo for Rent

    630 Pavare Ct, Winter Haven, FL 33884

    Property Id: 1928966630 Pavare Ct, a charming 2-bedroom, 2-bath in the desirable Orchid Springs community.Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with ceramic tile flooring and soothing neutral paint tones. The great room effortlessly flows into the dining area and kitchen, creating an ideal setting for daily living. The kitchen is

    630 Pavare Ct, Winter Haven, FL 33884
  • /8

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft
    • House for Rent

    265 Paine Dr, Winter Haven, FL 33884

    Welcome to this beautiful 3-bedroom, 2-bathroom home located on a spacious corner lot in a quiet neighborhood off Cypress Gardens Road. This home features tile flooring, modern fixtures, and plenty of natural light throughout. Home Features: 3 spacious bedrooms, 2 full bathrooms with updated vanities and fixtures. Open living & dining area with wood laminate and tile flooring, Updated kitchen

    Raven Mundy GARRISON PROPERTY SERVICES LLC

    265 Paine Dr, Winter Haven, FL 33884
  • /14

    $1,555 per month

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • House for Rent

    164 Beverly Dr, Cypress Gardens, FL 33884

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    164 Beverly Dr, Cypress Gardens, FL 33884
  • /8

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Apartment for Rent

    1804 3rd Ct SE, Winter Haven, FL 33880

    Very nice apartment for rent in the center of Winter Haven, FL. Located in a very good area close to all major stores.

    Othner Stfleurose OSF REAL ESTATE SERVICE

    1804 3rd Ct SE, Winter Haven, FL 33880
  • /16

    $1,865 per month

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft
    • House for Rent

    129 Lowell Rd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    129 Lowell Rd, Winter Haven, FL 33884
  • /16

    $1,740 per month

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • House for Rent

    924 Avenue T SE, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    924 Avenue T SE, Winter Haven, FL 33880
  • /13

    $1,740 per month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    924 Ave T SE, Winter Haven, FL 33880

    Sign a lease today and get HALF OFF your 2nd full month rent for free! Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering,

    924 Ave T SE, Winter Haven, FL 33880
  • /22

    $2,050 per month

    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft
    • House for Rent

    2112 Bretton Ridge Blvd, Cypress Gardens, FL 33884

    This beautifully maintained 4-bedroom, 2-bath home for rent offers a bright, open-concept layout with soaring ceilings, a gas cooktop, walk-in pantry, cozy breakfast nook, and a luxurious primary suite featuring double vanities, a garden tub, separate shower, and spacious walk-in closet; enjoy added comforts like a generous laundry room with ample counter space, energy-efficient Low E double-pane

    Rhansel Acevedo Rodriguez EXP REALTY LLC

    2112 Bretton Ridge Blvd, Cypress Gardens, FL 33884
  • /15

    $2,220 per month

    • 4 Beds
    • 2 Baths
    • 1,774 Sq Ft
    • House for Rent

    1947 Bretton Ridge Dr, Winter Haven, FL 33884

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    1947 Bretton Ridge Dr, Winter Haven, FL 33884
  • /12

    $1,350 per month

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft
    • Condo for Rent

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884

    Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE

    Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884
  • /14

    $1,325 - $1,825 per month

    The Arbours at Garden Grove

    1 - 3 Beds

    4900 Cypress Gardens Rd, Winter Haven, FL 33884

    A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

    4900 Cypress Gardens Rd, Winter Haven, FL 33884
  • /12

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 705 Sq Ft
    • Condo for Rent

    400 El Camino Dr Unit 220, Winter Haven, FL 33884

    This charming one bedroom one bathroom condo rental is situated in a peaceful 55+ community, located on the second floor of the San Miguel Building of Orchid Springs #400. The condo is tastefully designed with a decorative fireplace in the cozy living room, where you can unwind and relax after a busy day. Additionally, the bedroom boasts a small bonus room that fills with sunlight and offers a

    Raven Mundy GARRISON PROPERTY SERVICES LLC

    400 El Camino Dr Unit 220, Winter Haven, FL 33884
  • /19

    $2,119 per month

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft
    • House for Rent

    4005 Cypress Landing S, Winter Haven, FL 33884

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2 bathrooms, and approximately 1,937 square feet, this well-maintained home offers a high standard of

    4005 Cypress Landing S, Winter Haven, FL 33884
  • /37

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    2040 San Marcos Dr SE Unit 203, Winter Haven, FL 33880

    Welcome to this charming upstairs 2-bedroom, 2-bath condo with an oversized loft in the Park Lake Community in the Penwood Building. Featuring beautiful wood accents, a cozy fireplace this home offers inviting spaces with plenty of personality. Large windows provide peaceful tree-lined views, and residents can enjoy access to both a serene community dock on Lake Lulu which is on the Chain of

    Natalie Middlebrook STAR REALTY OF WINTER HAVEN

    2040 San Marcos Dr SE Unit 203, Winter Haven, FL 33880
  • /18

    $1,779 per month

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • House for Rent

    2936 Whispering Trails Dr, Winter Haven, FL 33884

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,728 square feet, this well-maintained home offers a high standard of

    2936 Whispering Trails Dr, Winter Haven, FL 33884
  • /31

    $1,595 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    2160 San Marcos Cir SE Unit 512, Winter Haven, FL 33880

    **No Deposit, Partial Deposit, or Full Deposit Options for renters are available — supported by ObligoExperience modern lakeside living in this beautifully upgraded 2-bedroom, 2-bathroom loft condo located at 2160 San Marcos Cir SE, Unit 512, in Winter Haven, FL. This newly constructed 1,250 sq ft upstairs unit offers a bright, open layout enhanced by fresh interior paint, luxury vinyl

    Avi Sela SAFETYNET REALTY

    2160 San Marcos Cir SE Unit 512, Winter Haven, FL 33880
  • /19

    $2,049 per month

    • 4 Beds
    • 2 Baths
    • 2,237 Sq Ft
    • House for Rent

    3013 Whispering Trails Dr, Winter Haven, FL 33884

    Featuring a sparkling community pool!Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,237 square feet, this

    3013 Whispering Trails Dr, Winter Haven, FL 33884
  • /35

    $1,860 per month

    • 3 Beds
    • 2 Baths
    • 2,154 Sq Ft
    • Apartment for Rent

    2233 9th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Waterfront corner unit townhome on Lake Lulu! Chain of lakes living! Check out this 3 bedroom 2 bath 2160 sq ft townhome. This property offers stunning views of Lake Lulu. The home boast an open floor plan. Spacious bedrooms. 2 car garage with workshop. Spacious Laundry room with washer and dryer connections. Large screen room with amazing water

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2233 9th St SE, Winter Haven, FL 33880
  • /13

    $1,745 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    622 Lake Dexter Cir, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1889.90. That covers your base rent, $1745.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    622 Lake Dexter Cir, Winter Haven, FL 33884
  • /40

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    2956 Whispering Trails Dr, Winter Haven, FL 33884

    Charming 3 Bedroom, 2 Bathroom Home for rent in a Gated Community, just minutes from Legoland! This 1,500 sq. ft. rental home is ready for its new tenant(s)! Nestled in the highly desirable Whispering Trails community, this property offers a spacious open layout with a split floorplan, spacious living room, and a large kitchen featuring an oversized island and breakfast bar with plenty of

    Kim Connahey HOUSE OF GLASS REAL ESTATE PM

    2956 Whispering Trails Dr, Winter Haven, FL 33884
  • /45

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    2900 Whispering Trails Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable gated community of Whispering Trails. Built in 2017 and ideally situated just minutes from Hwy 27, this home offers both comfort and convenience.Step inside to a spacious open floorplan featuring sleek, low-maintenance contemporary concrete flooring and a large kitchen with stainless steel appliances

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    2900 Whispering Trails Dr, Winter Haven, FL 33884
  • /29

    $1,425 per month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Condo for Rent

    900 Avenue Z SE Unit A3, Winter Haven, FL 33880

    Now available for rent in the heart of Winter Haven, FL – this beautifully maintained 2 bedroom, 1 bathroom condo offers 840 SQFT of comfortable living space and comes fully furnished for your convenience. Nestled in a quiet, well-kept community with a refreshing pool, this ground-floor unit is walking distance to Publix, McDonald's, Panda Express, and a variety of other dining and shopping

    Nomar Rosa LPT REALTY, LLC

    900 Avenue Z SE Unit A3, Winter Haven, FL 33880
  • /18

    $800 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Condo for Rent

    1111 Cypress Gardens Blvd Unit 9, Winter Haven, FL 33884

    Studio apartment for rent off of Lake Roy. Water and lawn care is included with monthly rent. Application Fee runs $50 for each adult with a onetime $50 Lease Fee. For this home owner is asking for $1000 Security Deposit, making total move in cost assuming one adult to be $1,900. 1 small pet OK with $25 monthly fee. (Service animals no charge)

    Daniel Gonzalez AT YOUR SERVICE REALTY, LLC

    1111 Cypress Gardens Blvd Unit 9, Winter Haven, FL 33884
  • /24

    $1,800 per month

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft
    • Townhouse for Rent

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    Beautiful 2-Bedroom, 2.5-Bathroom Townhouse in Park Lake – Move-In Ready! Welcome to your new home! This stunning townhouse offers the perfect blend of comfort, convenience, and style. Interior Features: Spacious living and dining areas with ceramic tile floors and a large sliding glass door that fills the space with natural light.The sliding door opens to a generously sized, screen-enclosed

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /17

    $1,930 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    669 Lake Dexter Cir, Winter Haven, FL 33884

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    669 Lake Dexter Cir, Winter Haven, FL 33884

Why Live in Cypress Gardens

Cypress Gardens, FL, named after Florida’s first theme park, is a vibrant community of over 10,000 residents located just 5 miles from Historic Downtown Winter Haven. This Central Florida locale is known for its numerous lakes, including Lake Eloise and Lake Lulu, which are part of Winter Haven's famous chain of lakes. The area offers a mix of waterfront homes with private docks, traditional ranch-style houses, and contemporary custom homes, with median home prices around $290,000, lower than both county and state medians. The subtropical climate allows for year-round outdoor activities, and the community avoids the severe weather risks of coastal areas, though wind damage during hurricane season is a consideration. Cypress Gardens is home to Legoland Florida, a major attraction that includes a water park and hosts events like the annual Pirate Fest. The community's primary commercial corridor, Cypress Gardens Boulevard, provides access to retail and dining, leading directly to downtown Winter Haven. Notable local dining includes Harry’s Old Place on Ned Lake. Students in Cypress Gardens attend Polk County Public Schools, which are rated highly for sports and diversity. The area is well-connected via U.S. Highway 17 and U.S. Highway 27, with Lakeland less than 15 miles away and both Orlando and Tampa approximately 50 miles distant. Public transportation is accessible through Citrus Connection bus stops, and Winter Haven Hospital is conveniently located downtown.

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