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Explore Similar Homes Within 2 Miles of 33888, FL

  • /49

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • House for Rent

    4004 Cypress Landing S, Winter Haven, FL 33884

    Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 356-8719

    4004 Cypress Landing S, Winter Haven, FL 33884
  • /48

    $1,650 per month

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

    715 Magnolia Place, Winter Haven, FL 33884

    Gorgeous sunset views over Lake Winterset... this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 431-3989

    715 Magnolia Place, Winter Haven, FL 33884
  • /32

    $1,650 per month

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

    7903 Waterview Way, Winter Haven, FL 33884

    2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

    7903 Waterview Way, Winter Haven, FL 33884
  • /25

    $1,480 - $2,175 per month

    The Waverly at Winter Haven

    1 - 3 Beds

    1015 Lake Forest Blvd, Winter Haven, FL 33884

    Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

    1015 Lake Forest Blvd, Winter Haven, FL 33884
  • /26

    $4,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft
    • House for Rent

    1787 Lake Hill Dr, Winter Haven, FL 33884

    Beautiful 4-bedroom/3.5-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 to at least 3x monthly rent

    Kayly Malinas JOHN WOOD REALTY, INC.

    1787 Lake Hill Dr, Winter Haven, FL 33884
  • /22

    $1,441 - $1,841 total monthly price

    Prose Cypress Pointe

    1 - 2 Beds

    3110 Gowan Dr, Winter Haven, FL 33884

    Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

    3110 Gowan Dr, Winter Haven, FL 33884
  • /27

    $2,150 per month

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • House for Rent

    1063 Michelangelo Ln, Winter Haven, FL 33884

    Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a

    Jacob Bellamy REMAX EXPERTS

    1063 Michelangelo Ln, Winter Haven, FL 33884
  • /54

    $1,219 - $2,405 per month

    The Carlton at Lake Dexter

    1 - 3 Beds

    1015 Mahaffey Rd, Winter Haven, FL 33884

    A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

    1015 Mahaffey Rd, Winter Haven, FL 33884
  • /34

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    616 Crystals Blvd, Winter Haven, FL 33884

    Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The

    Jeff Inman FHG REALTY, LLC

    616 Crystals Blvd, Winter Haven, FL 33884
  • /118

    $1,260 - $2,215 per month

    Alera at Hunters Glen

    1 - 3 Beds

    3005 Willow Glen Cir, Lake Wales, FL 33859

    Set Your Own Pace at Alera at Hunters GlenDiscover a modern vision for upscale apartment living at Alera at Hunters Glen—where style meets simplicity in Lake Wales, FL. Embrace the freedom of a lock-and-leave lifestyle in a sophisticated community designed for those who live life on their own terms. With a seamless blend of contemporary design and refined elegance, Alera is where your

    3005 Willow Glen Cir, Lake Wales, FL 33859
  • /11

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • House for Rent

    1019 Mockingbird Cir, Winter Haven, FL 33884

    3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly

    Donna Williams REMAX EXPERTS

    1019 Mockingbird Cir, Winter Haven, FL 33884
  • /34

    $1,290 - $3,045 per month

    Serenity at Lake Wales

    1 - 3 Beds

    105 Serenity Loop, Lake Wales, FL 33859

    Serenity at Lake Wales will feature a mix of well-designed one, two and three bedroom apartments with a market leading amenity package with a fresh, modern design. Community amenities include but are not limited to: resort- style swimming pool, luxurious, modern clubhouse, state-of-the-art fitness center, outdoor kitchen/grill, dog park, car wash and on-site leasing office. Unit amenities include

    105 Serenity Loop, Lake Wales, FL 33859
  • /79

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,749 Sq Ft
    • House for Rent

    4970 Mandolin Ct, Winter Haven, FL 33884

    Enjoy year-round lakeside living in the desirable Mandolin community! This beautifully maintained 4-bedroom, 2-bath single-story home is available for annual rental and offers a spacious, open layout with soaring cathedral ceilings. The bright central kitchen features granite countertops, a pantry, breakfast bar, and newer appliances, seamlessly flowing into the expansive family room with sliding

    Daniel McIntee LPT REALTY, LLC

    4970 Mandolin Ct, Winter Haven, FL 33884
  • /65

    $959 - $1,793 per month

    Carlton Arms Of Winter Haven

    Studio - 3 Beds

    7676 Carlton Arms Blvd, Winter Haven, FL 33884

    Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

    7676 Carlton Arms Blvd, Winter Haven, FL 33884
  • /26

    $2,900 per month

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

    341 Sterling Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Experience refined living in this beautifully renovated residence designed for both elegance and comfort. This exceptional 4-bedroom, 3-bath home has a newer roof and AC as well as featuring a desirable split floor plan, soaring ceilings in select areas, and an abundance of natural light that enhances the home’s open, airy feel. The designer kitchen

    David Small KELLER WILLIAMS REALTY SMART 1

    341 Sterling Dr, Winter Haven, FL 33884
  • /50

    $1,236 - $1,831 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
  • /37

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • House for Rent

    44 Saint Kitts Cir, Winter Haven, FL 33884

    Now available for rent in desirable Planter’s Walk! This beautifully updated 3-bedroom, 2-bath home features ceramic tile flooring throughout, a remodeled kitchen with quartz countertops and new cabinets, vaulted ceilings, and a spacious open layout filled with natural light. Enjoy a large Florida room, screened porch, and a fully fenced backyard with shed—perfect for relaxing or entertaining.

    Manny Quiros RE/MAX HERITAGE PROFESSIONALS

    44 Saint Kitts Cir, Winter Haven, FL 33884
  • /26

    $1,160 - $1,575 per month

    Della Vita Apartments

    1 - 3 Beds

    4200 Mahogany Run, Winter Haven, FL 33884

    Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

    4200 Mahogany Run, Winter Haven, FL 33884
  • /24

    $1,800 per month

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

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
  • /14

    $1,500 - $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
  • /22

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    236 Ruby Lake Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

    Scott Kline KLINE REAL ESTATE SERVICES

    236 Ruby Lake Ln, Winter Haven, FL 33884
  • /17

    $1,945 per month

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft
    • House for Rent

    331 Cloverdale Rd, 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 $2089.90. That covers your base rent, $1945.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    331 Cloverdale Rd, Winter Haven, FL 33884
  • /16

    $1,750 per month

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

    14 Lamplight Ln, Winter Haven, FL 33884

    Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

    Leila Torres LA ROSA REALTY PRESTIGE

    14 Lamplight Ln, Winter Haven, FL 33884
  • /16

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • House for Rent

    546 Lake Dexter Blvd, 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 $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    546 Lake Dexter Blvd, Winter Haven, FL 33884
  • /25

    $1,850 per month

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

    2727 Rutledge Ct, Winter Haven, FL 33884

    For Rent – 2727 Rutledge Court | $1,950/monthMove-in ready and available now! This end-unit townhome offers 2 bedrooms, 2 bathrooms, plus a flexible office/bonus room that can easily serve as a third bedroom, with 1,536 square feet of bright, low-maintenance Florida living.At $1,950 per month, rent includes internet, cable, lawn care, community pool access, a fishing dock, and a beautiful

    Veronica Bard LA ROSA REALTY PRESTIGE

    2727 Rutledge Ct, Winter Haven, FL 33884
  • /2

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • House for Rent

    206 Kingshill Ct SE, 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    206 Kingshill Ct SE, Winter Haven, FL 33884
  • /20

    $2,150 per month

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • House for Rent

    3904 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease April 1, 2026! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3904 Osprey Pointe Cir, Winter Haven, FL 33884
  • /16

    $1,935 per month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • House for Rent

    92 Lake Daisy Blvd, 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

    92 Lake Daisy Blvd, Winter Haven, FL 33884
  • /21

    $2,500 per month

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

    112 Lagoon Rd, Winter Haven, FL 33884

    For Rent – Winter Haven, FL Welcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location. “The property includes an efficient that you can rent out to help cover the rent payment.” Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor

    Zulmy Serrano AGENT TRUST REALTY CORPORATION

    112 Lagoon Rd, Winter Haven, FL 33884
  • /15

    $2,060 per month

    • 3 Beds
    • 2 Baths
    • 1,821 Sq Ft
    • House for Rent

    5800 Driftwood Dr, 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 Coming soon! This home is

    5800 Driftwood Dr, Winter Haven, FL 33884
  • /49

    $1,990 per month

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Townhouse for Rent

    36 Enclave Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Corner - unfurnished unit @ The Enclave, located within the manned, gated Cypresswood Golf & Country Club in Winter Haven, Florida. This premier community features an 18-hole championship golf course designed by award-winning architect Ron Garl. The course is open 365 days a year, from sunrise to sunset. Residents enjoy access to outstanding

    Jimmy Aguilar 3D TEAM REALTY LLC

    36 Enclave Dr, Winter Haven, FL 33884
  • /17

    $1,815 per month

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

    669 Lake Dexter Cir, 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 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    669 Lake Dexter Cir, Winter Haven, FL 33884
  • /12

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • House for Rent

    865 Terranova Rd, Winter Haven, FL 33884

    Discover this stunning 4-bedroom, 2-bath home, now available in a highly desirable gated community. Perfectly zoned for the acclaimed A-rated Chain of Lakes Elementary, this residence offers the ideal blend of comfort and convenience for today’s families.Step inside to an expansive open floor plan—ideal for modern living and effortless entertaining. Enjoy a spacious, fully fenced

    Annette Newkirk HOMELIFE REALTY COASTAL PROPERTIES LLC

    865 Terranova Rd, Winter Haven, FL 33884
  • /20

    $2,010 per month

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • House for Rent

    104 Lake Daisy Terrace, 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 Coming soon! This home is

    104 Lake Daisy Terrace, Winter Haven, FL 33884
  • /3

    $1,325 per month

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft
    • Property for Rent

    76 Stebbins Dr Unit 76, Winter Haven, FL 33884

    Find your place in the world at Grove Shores, a well-maintained, professionally managed manufactured home community. Right now, we are offering a 2019 model year, 896 sq. ft., 2 bed/2 bath home for only $55,900! You owe it to yourself to call our representatives and schedule a viewing of this home before someone else snaps it up!

    Tori Coil Grove Shores

    76 Stebbins Dr Unit 76, Winter Haven, FL 33884
  • /16

    $1,890 per month

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    822 Terranova 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 Coming soon! This home is

    822 Terranova Rd, Winter Haven, FL 33884
  • /16

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft
    • House for Rent

    4023 Ashton Club Dr, Lake Wales, FL 33859

    Welcome to Lake Ashton Living! This beautifully maintained, fully furnished home offers the perfect blend of comfort, convenience, and resort-style amenities — available for 6-month to 1-year lease terms. Situated in the desirable Lake Ashton community, this residence features an inviting open floor plan filled with natural light and beautiful views throughout. The spacious master suite provides

    Brian Vogel LEGACY REAL ESTATE CENTER INC

    4023 Ashton Club Dr, Lake Wales, FL 33859
  • /20

    $2,775 per month

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft
    • House for Rent

    356 Fish Hawk Dr, 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 $2919.90. That covers your base rent, $2775.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    356 Fish Hawk Dr, Winter Haven, FL 33884
  • /31

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • House for Rent

    620 Reflections Loop, Winter Haven, FL 33884

    Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring,

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    620 Reflections Loop, Winter Haven, FL 33884
  • /16

    $2,160 per month

    • 4 Beds
    • 2 Baths
    • 1,946 Sq Ft
    • House for Rent

    264 Daisy Estates Dr, 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

    264 Daisy Estates Dr, Winter Haven, FL 33884
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