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Cypress Gardens, FL Homes for Rent

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  • /22

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • House for Rent

    141 Poe Dr, Winter Haven, FL 33884

    Great 3 BR/2BA Home in Garden Grove area of SE Winter Haven. Ceramic tile throughout with NEW carpet in bedrooms. NEW paint inside and out. Eating space in kitchen with sliding door to screened Lanai. Lawn Maintenance and garbage are included. Sorry NO PETS!

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 622-7397

    141 Poe Dr, Winter Haven, FL 33884
  • /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

    $1,360 - $1,791 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
  • /22

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft
    • House for Rent

    112 Lagoon Rd, Winter Haven, FL 33884

    For Rent – Winter Haven, FLWelcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location.?? Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor laundry area for added

    Zulmy Serrano AGENT TRUST REALTY CORPORATION

    112 Lagoon Rd, Winter Haven, FL 33884
  • /16

    $1,720 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 lease is signed by all applicants and security deposits are collected.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 Want to tour on your own? Click the “Self

    129 Lowell Rd, 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

    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

    120 Miller Dr, Winter Haven, FL 33884
  • /14

    $1,620 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
  • /26

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,659 Sq Ft
    • House for Rent

    1050 Michelangelo Ln, Winter Haven, FL 33884

    Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience.Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1050 Michelangelo Ln, Winter Haven, FL 33884
  • /12

    $1,200 per month

    • 1 Bed
    • 2 Baths
    • 823 Sq Ft
    • Condo for Rent

    630 Pavare Ct, Winter Haven, FL 33884

    Property Id: 1928966630 Pavare Ct, a charming 1 bedroom, 2-bath in the desirable Orchid Springs community. With Bonus Room for office or Den 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

    630 Pavare Ct, Winter Haven, FL 33884
  • /27

    $2,950 per month

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft
    • House for Rent

    415 Smiley Ct, Winter Haven, FL 33884

    READY TO MOVE !!!! 3 spacious bedrooms + 1 versatile study/office ??? Large great room with excellent natural light ??? Open kitchen integrated into the dining room, ideal for family sharing ?? 3 full bathrooms: ?? Covered garage for 3 vehicles ?? Large private pool with terrace area for outdoor enjoyment ?? Large side garden, perfect for games, pets, or relaxing Located in a quiet and safe area,

    Adriana Sanchez AGENT TRUST REALTY CORPORATION

    415 Smiley Ct, Winter Haven, 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
  • /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
  • /14

    $1,251 - $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
  • /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
  • /25

    $1,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884

    This property at 5850 Cypress Gardens Blvd features 2 bedrooms and 1.5 bathrooms within a spacious 1,400 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is equipped with a dishwasher for convenience. The bedrooms provide comfortable living quarters, and the half bathroom adds extra privacy for guests. The full bathroom is designed for

    5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884
  • /22

    $2,050 per month

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

    2112 Bretton Ridge Blvd, Cypress Gardens, FL 33884

    GREAT RENTAL OPPORTUNITY IN WINTER HAVEN! 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

    Rhansel Acevedo Rodriguez EXP REALTY LLC

    2112 Bretton Ridge Blvd, Cypress Gardens, FL 33884
  • /19

    $1,849 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, 2.0 bathrooms, and approximately 1,937 square feet, this well-maintained home offers a high standard of

    4005 Cypress Landing S, 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
  • /20

    $1,669 per month

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

    2936 Whispering Trails Dr, Winter Haven, FL 33884

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,728 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    2936 Whispering Trails Dr, 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

    $1,929 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
  • /15

    $2,165 per month

    • 5 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • House for Rent

    2037 Whispering Trails Blvd, 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

    2037 Whispering Trails Blvd, Winter Haven, FL 33884
  • /20

    $1,690 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 $1834.90. That covers your base rent, $1690.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    622 Lake Dexter Cir, Winter Haven, FL 33884
  • /8

    $2,050 per month

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    2893 Whispering Trails Dr, Winter Haven, FL 33884

    Modern, elegant and functional: this single residence seamlessly blends the latest in design and technology. Enjoy kitchen, bright and open living spaces, a home office ready for remote work, and privileged access to gated community amenities with a pool. In addition, it features installed solar panels, providing energy savings and a more sustainable lifestyle. Perfect for dynamic families,

    Dailey Duarte Mendez LA ROSA REALTY LLC

    2893 Whispering Trails Dr, Winter Haven, FL 33884
  • /19

    $1,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • Townhouse for Rent

    5850 Cypress Gardens Blvd Unit 403, Winter Haven, FL 33884

    Discover the easy, maintenance-free living of this well-kept 3BR/2.5BA townhouse in SE Winter Haven. The downstairs shines with ceramic tile, a modern kitchen featuring granite countertops, wood cabinets, a breakfast bar, and a pantry. Enjoy separate living and family rooms, a handy half bath, inside laundry, and a private patio for relaxing. Upstairs, find three comfortable bedrooms, including a

    Pedro Cartagena 1513 REALTY LLC

    5850 Cypress Gardens Blvd Unit 403, Winter Haven, FL 33884
  • /11

    $2,300 per month

    • 4 Beds
    • 2.5 Baths
    • 2,341 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful property located near schools, supermarket, parks, etc. Quiet community ready for new tenants. Call agent if interested.

    Smith Josaphat FREEDOM INVESTORS REALTY INC

    Unlisted Address
  • /29

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,541 Sq Ft
    • House for Rent

    1781 Lake Hill Dr, Winter Haven, FL 33884

    NEW CONSTRUCTION! Beautiful brand new 3-bedroom/3-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal

    Kayly Malinas JOHN WOOD REALTY, INC.

    1781 Lake Hill Dr, 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
  • /31

    $1,550 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
  • /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
  • /40

    $1,700 per month

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

    2956 Whispering Trails Dr, Winter Haven, FL 33884

    NEW IMPROVED PRICE for this 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

    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

    $1,395 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

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.

Frequently Asked Questions

What are the most popular neighborhoods in Cypress Gardens, FL for renters?
The most popular neighborhoods in Cypress Gardens, FL for renters are Downtown Winter Haven, Lake Ashton, Poinsettia Park, Cypresswood and Lake Fox.
What are the most popular zip codes in Cypress Gardens, FL for renters?
The most popular zip codes in Cypress Gardens, FL for renters include 33884, 33880, 33881, 33839 and 33844.
How to Rent a Home