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Explore Similar Homes Within 2 Miles of 33888, FL

  • /32

    $1,599 per month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 694-0332

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884
  • /22

    $1,700 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.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 592-8670

    141 Poe Dr, Winter Haven, FL 33884
  • /12

    $1,850 per month

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

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    Conveniently located near LegoLand, shopping, golf, and more! This 2 bed 1 bath is spacious and turn-key! All new appliances, ceiling fans, comfy beds, and totally updated for you. Tucked away in the Orchid Springs area, this community is not age restricted. Call for a tour!

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 264-1123

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /32

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit A1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 312-0563

    3110 Gowan Dr Unit A1, 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
  • /13

    $2,420 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    3936 Cypress Landing N Unit 1, Winter Haven, FL 33884

    **Welcome to 3936 Cypress Landing N, Winter Haven, FL 33884** — a beautifully maintained rental that blends comfort, style, and Florida ease. Tucked into a quiet, well-kept community, this inviting home offers bright, open living spaces designed for everyday living and effortless entertaining. Enjoy a spacious layout with generous natural light, a functional kitchen ideal for home-cooked meals,

    Glen Gilzean Beachfront Realty Inc

    3936 Cypress Landing N Unit 1, Winter Haven, FL 33884
  • /22

    $1,329 - $1,880 per month

    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
  • /15

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • Townhouse for Rent

    2672 Rutledge Ct, Winter Haven, FL 33884

    Welcome to this stunning villa in The Verandahs, a highly desirable community in Winter Haven! Just minutes from Legoland, Publix, a brand-new hospital, and plenty of shopping and dining options, this home offers both convenience and comfort. This spacious home features two generously sized bedrooms and a versatile bonus room—perfect for a third bedroom, home office, or den. The thoughtful

    Mike Webb TRADE WINDS REALTY

    2672 Rutledge Ct, Winter Haven, FL 33884
  • /55

    $1,097 - $2,305 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
  • /41

    $2,500 per month

    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft
    • House for Rent

    1718 Upland Ln, Winter Haven, FL 33884

    Welcome to your dream home! This stunning new build blends modern elegance with everyday comfort. The spacious 4-bedroom, 3-bathroom residence offers an open-concept layout perfect for entertaining, with high ceilings, abundant natural light, and sleek finishes throughout. The gourmet kitchen features stainless steel appliances and a large island that flows seamlessly into the living and dining

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1718 Upland Ln, Winter Haven, FL 33884
  • /44

    $1,380 - $2,265 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
  • /20

    $1,495 per month

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    5605 Struthers Ct, Winter Haven, FL 33884

    AVAILABLE NOW ! – Bright & Spacious 2BR/2BA Duplex Just Minutes From LEGOLAND!Step into comfort with this roomy 2-bedroom, 2-bath duplex that offers easy living in an unbeatable location. The open living and dining layout creates a light-filled space that’s perfect for relaxing, hosting guests, or enjoying quiet evenings at home.The kitchen offers plenty of cabinet space for all your

    Tricia Hohn HAINES AND HAVEN RESIDENTIAL

    5605 Struthers Ct, Winter Haven, FL 33884
  • /16

    $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
  • /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
  • /50

    $859 - $2,006 per month

    Carlton Arms of Winter Haven

    Studio - 3 Beds

    7676 Carlton Arms Blvd, Winter Haven, FL 33884

    *Call or email for today’s availabilityConveniently located on SR540/US27, Carlton Arms of Winter Haven offers 122 wooded lakefront acres with beautiful grounds, free amenities and great service! Country club living at great monthly rents.

    7676 Carlton Arms Blvd, Winter Haven, FL 33884
  • /20

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • Townhouse for Rent

    2664 Rutledge Ct, Winter Haven, FL 33884

    Welcome home to this beautifully maintained 2-bedroom, 2-bath residence tucked away in a quiet neighborhood of Winter Haven. This spacious home features an open and inviting layout with plenty of natural light and modern conveniences throughout.? Features include: • Two spacious bedrooms with ample closet space • Two full bathrooms — clean, bright, and updated • Bonus room/office perfect for

    Caspian Collany COLLANY PROPERTIES

    2664 Rutledge Ct, Winter Haven, FL 33884
  • /50

    $1,297 - $1,575 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
  • /12

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • House for Rent

    57 Saint Kitts Cir, Winter Haven, FL 33884

    Pet-Friendly! (Conditions Apply). 18 month lease. First, last and security with monthly payment option. Beautiful 3-Bedroom, 2-Bath Home with Garage in a Quiet, Secluded Neighborhood. Many restaurants and amenities nearby. Close to Legoland, Bok Tower, and a short trip to Orlando This well-maintained home offers a spacious open floor plan featuring 3 generously sized bedrooms and 2 full

    Sherri Hudson LANDSEARCH LLC

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

    $1,365 - $1,675 per month

    Della Vita Apartments

    2 - 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
  • /20

    $2,250 per month

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

    3805 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease November 15, 2025! 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,

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3805 Osprey Pointe Cir, Winter Haven, FL 33884
  • /14

    $1,300 - $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

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • House for Rent

    3998 Cypress Landing S, Winter Haven, FL 33884

    AMAZING LOCATION! IMMEDIATE MOVE IN! Can be rented FULLY FURNISHED or Unfurnished!! Welcome to this beautifully updated home in theheart of Winter Haven. This 3 bedroom 2 bathroom home has almost 1700sqft of living plus an enclosed lanai adding almost 300 sqft of livingspace which is great for entertaining or could even be used as another bedroom or office space. Enjoy all the natural

    Brooke Curtis PROBITY REALTY

    3998 Cypress Landing S, Winter Haven, FL 33884
  • /15

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    5605 Struthers Ct Unit 5605, Winter Haven, FL 33884

    Property Id: 22259232 bedrooms 3 closets, 2 Bathrooms. 1080 s/ft. Completely renovated with Brand New Custom 2 showers, 20x20 Porcelain Tile floors throughout, Brand New kitchen cabinets and Countertops, Black Refrigerator, stove cooktop, new dishwasher appliances, New ceiling fans with lights and a lot of room in the back for you to allow the kids to run. It has its own porch which is a

    5605 Struthers Ct Unit 5605, Winter Haven, FL 33884
  • /25

    $1,900 per month

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    810 Terranova Rd, Winter Haven, FL 33884

    FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.

    Mark Peters LA ROSA REALTY LLC

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

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • House for Rent

    7172 Summit 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

    7172 Summit Dr, Winter Haven, FL 33884
  • /31

    $2,499 per month

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    175 Cloverdale Rd, Winter Haven, FL 33884

    Beautiful single-family home featuring 3 bedrooms, including a spacious master suite, plus a flex room that can be used as an office or playroom. The home offers a private dining room, a cozy living area with a coffee table setup, and a two-car garage. Enjoy the covered outdoor space perfect for barbecues, a screened private pool, and a basketball court, ideal for entertaining and family fun. The

    Viviane de Fraga Kalkmann WRA BUSINESS & REAL ESTATE

    175 Cloverdale Rd, Winter Haven, FL 33884
  • /17

    $1,980 per month

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • House for Rent

    3319 Fox Ridge 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 $2244.90. That covers your base rent, $1980.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3319 Fox Ridge Dr, Winter Haven, FL 33884
  • /39

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 2,836 Sq Ft
    • House for Rent

    5328 Michael Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home located in the desirable Bentley Place community of Winter Haven! Offering over 2,800 square feet of living space, this spacious two-story residence is ideal for growing families, remote professionals, or anyone seeking comfort, functionality, and style. As you enter, you're greeted by a formal living and dining room combo,

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    5328 Michael Dr, Winter Haven, FL 33884
  • /2

    $2,099 per month

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • House for Rent

    7152 Summit 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, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,888 square feet, this well-maintained home offers a high standard of rental living,

    7152 Summit Dr, Winter Haven, FL 33884
  • /11

    $1,800 per month

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

    2673 Rutledge Ct, Winter Haven, FL 33884

    Great townhome with Reserve behind and beside it, so no neighbors. Community has a nice pool, dock to fish etc. House has been completely repainted and is very clean inside. Huge master bedroom bathroom and closet, also has a den that can be converted to a 3rd bedroom, washer ad dryer hookups inside the house etc. Close to US 27, Legoland, easy access to Orlando, fantastic location Application

    Chace Vaughn TOWN & COUNTRY REAL ESTATE

    2673 Rutledge Ct, Winter Haven, FL 33884
  • /18

    $2,260 per month

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • House for Rent

    5530 Bess Ln, 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 $2404.90. That covers your base rent, $2260.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5530 Bess Ln, Winter Haven, FL 33884
  • /38

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • House for Rent

    3102 Laurel Oak Ln, Winter Haven, FL 33884

    Beautiful Energy-efficient home for Long-Term rental! Built on 2023, like new home, The open floor concept is very spacious and great for family gatherings and entertaining! in the growing community of VILLAMAR, with an open floor concept, very spacious with 1,840 Sqft perfect for family gatherings! 4 Bedrooms 2 full Bathrooms, The kitchen features 42" Dusk cabinets, Ashen granite countertops,

    Tatiana Rojas TBO REAL ESTATE PARTNERS INC

    3102 Laurel Oak Ln, Winter Haven, FL 33884
  • /15

    $1,940 per month

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • House for Rent

    80 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 Coming soon! This home is

    80 Lake Daisy Blvd, Winter Haven, FL 33884
  • /12

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Property for Rent

    114 Venus Ave, Winter Haven, FL 33884

    Discover convenience in this cute 1 bedroom, 1 bathroom home located in a 55+ community with direct access to beautiful Lake Dexter. This home features a bonus room perfect for storage, a hobby space, or an extra guest room. Rent includes water and landscaping. Nestled in the desirable Cypress Gardens area, you’ll love being close to shopping, dining, and all that Winter Haven has.

    Nadia Aguilar EXIT REALTY 4CORNERS

    114 Venus Ave, Winter Haven, FL 33884
  • /16

    $2,190 per month

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    368 Cloverdale Rd, 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

    368 Cloverdale Rd, Winter Haven, FL 33884
  • /24

    $1,495 per month

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    5607 Struthers Ct, Winter Haven, FL 33884

    For Rent ~ Spacious 2BR/2BA Duplex Near LEGOLAND – Excellent Location!This inviting 2-bedroom, 2-bathroom duplex apartment offers the perfect blend of comfort, space, and convenience. Featuring an open-concept living and dining area, the home provides a bright and airy layout ideal for both relaxing and entertaining. The well-equipped kitchen includes plenty of storage space to keep

    Tricia Hohn HAINES AND HAVEN RESIDENTIAL

    5607 Struthers Ct, Winter Haven, FL 33884
  • /10

    $2,180 per month

    • 3 Beds
    • 2 Baths
    • 2,053 Sq Ft
    • House for Rent

    529 Vittorio Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained 2021 single-family home in the sought-after Villamar community. This bright and open 3BR/2BA home with a den features high ceilings, plenty of natural light, French doors, and plank flooring throughout—NO carpet! The modern open floor plan offers spacious living areas and an oversized primary bedroom with ample comfort. Additional perks include a built-in

    529 Vittorio 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
  • /7

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • House for Rent

    5626 Struthers Ct, Winter Haven, FL 33884

    This property at 5626 Struthers Ct features a beautifully maintained 2-bedroom, 1-bath residence located in a quiet, established neighborhood. With washer/dryer included, a brand-new central A/C system, and a spacious open yard, this home offers comfort and convenience in one perfect package.Features:* 2 bedrooms / 1 bathroom* Washer & dryer included* New central air* Tile

    5626 Struthers Ct, Winter Haven, FL 33884
  • /4

    $1,220 per month

    • 2 Beds
    • 1 Bath
    • Property for Rent

    20 Stebbins Dr Unit 20, Winter Haven, FL 33884

    Own your own home in a quiet, well-maintained neighborhood! This 2 bed/1 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Grove Shores, a professionally managed community. Ask about our special incentive programs! This one won't last long!

    Tori Coil Grove Shores

    20 Stebbins Dr Unit 20, Winter Haven, FL 33884
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