$997 - $1,555 per month
Briarcrest at Winter Haven
1 - 3 Beds
200 Avenue K SE, Winter Haven, FL 33880
$1,195 - $1,598 per month
Barrington Place At Winter Haven
1 - 2 Beds
1101 Cambridge Square, Winter Haven, FL 33880
$1,375 per month
900 Avenue Z SE Unit A3, Winter Haven, FL 33880
This beautifully remodeled 2-bedroom, 1-bath 840 SQFT rental at 900 Avenue Z SE, Winter Haven, FL 33880 offers modern comfort in a quiet, tranquil neighborhood just minutes from everything Winter Haven has. The home includes an in-unit washer and dryer and can be leased furnished or unfurnished, making it ideal for a small family of three seeking convenience and flexibility. Enjoy unbeatable
Nomar Rosa LPT REALTY, LLC
$1,400 per month
2040 San Marcos Dr SE Unit 103, Winter Haven, FL 33880
Welcome to your new home just off Cypress Gardens Blvd — a spacious and inviting first-floor condo with 2 bedrooms and 2 full bathrooms. This unit features high ceilings in the living room that create an open, airy feel, and the master bedroom includes its own private ensuite for added comfort. Located in a quiet, well-kept community, you’ll also enjoy access to a sparkling pool perfect for
Christin Davis PROPERTY MANAGEMENT OF POLK
$1,200 per month
730 W Central Ave Unit 3, Winter Haven, FL 33880
Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed
Keirstin Nice CENTURY 21 MYERS REALTY
$3,850 per month
333 Lake Otis Dr SE, Winter Haven, FL 33880
Freshly renovated large pool home, near downtown and medical centers. 4 bed 3 bath with pool and modern kitchen. Will entertain an option to buy or owner financing. Shorter term leases available.
Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC
$1,400 per month
1935 Ave O SW Unit 107, Winter Haven, FL 33880
Property Id: 2240214**FALL SPECIAL** 1/2 OFF FIRST FULL MONTHHome features: Floor Plan A,Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter
$1,600 per month
674 Avenue L SE, Winter Haven, FL 33880
674 Avenue L SE, Winter Haven, FL 33880
$2,159 per month
17 Casarena Ct, Winter Haven, FL 33881
17 Casarena Ct, Winter Haven, FL 33881
$900 per month
1845 Orangewood Ave SW, Winter Haven, FL 33880
1 /1 duplex with screened front porchLaundry room with washer dryer hook upLarge yardWater included!Small pets considered for a pet fee
$1,650 per month
319 Avenue P NE, Winter Haven, FL 33881
319 Avenue P NE, Winter Haven, FL 33881
$1,450 - $1,950 per month
RainDance
1 - 2 Beds
200 Avenue C SW, Winter Haven, FL 33880
$1,330 - $2,305 per month
The Breeze
Studio - 2 Beds
265 Avenue East SW, Winter Haven, FL 33880
$1,250 per month
208 Sears Ave NE, Winter Haven, FL 33881
Single Family Home. 3 bed, 1 bath, fenced yard. Newer carpet.
Arnold Austria A+ HOME RENTALS LLC
$1,830 per month
314 Sears Ave NE, Winter Haven, FL 33881
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
Daniel Reyes MAIN STREET RENEWAL LLC
$1,550 per month
2376 Isle Royale Ct SE, Winter Haven, FL 33880
Available immediately, this freshly updated 2-bedroom, 2.5-bath waterfront townhome offers serene lake views and a peaceful cul-de-sac setting as the second-to-last end unit. Both upstairs bedrooms feature private en suite bathrooms, with brand new carpet and fresh paint throughout the home. Enjoy outdoor living from the spacious screened-in back porch and the screened balcony off the master
Sharon Billups SKYELINE REALTY LLC
$1,550 per month
403 Avenue J SE, Winter Haven, FL 33880
Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores.
Angela Chapman CAPITAL REALTY GROUP FLORIDA
$1,750 per month
311 Avenue P NW, Winter Haven, FL 33881
Beautiful 3-Bedroom Home for Rent in the Heart of Winter Haven!-Welcome to your new home! This charming and modern 3-bedroom, 2-bathroom property offers 1,440 sq ft of comfortable living space and was built in 2021 — practically new and move-in ready!-Located on Avenue P NW, this home features an open floor plan with plenty of natural light, a spacious kitchen with modern
Viviana Arias EXP REALTY LLC
$1,100 per month
658 Avenue B NW Unit 658 - Downstairs, Winter Haven, FL 33881
$1,150 - $1,225 per month
669 Avenue B NW, Winter Haven, FL 33881
Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through
$1,350 per month
2251 9th St SE, Winter Haven, FL 33880
One or more photo(s) has been virtually staged. Check out this 2 bedroom 2bath corner unit townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport. Washer and dryer hook ups. Administration Fee:Upon approval tenants will be subject to a $250 one-time administration fee. ***This property is proud to
John-Michael Elliott S & D REAL ESTATE SERVICE LLC
$1,450 per month
2241 9th St SE, Winter Haven, FL 33880
One or more photo(s) has been virtually staged. Check out this 2 bedroom 2 bath townhome. Boasts an updated kitchen with stainless steel appliances. LVP flooring downstairs and carpeting upstairs. Updated bathrooms with vaulted ceilings, back screen porch and master bedroom balcony. 2 car carport. Lawn care included. Administration Fee:Upon approval tenants will be subject to a $250 one-time
John-Michael Elliott S & D REAL ESTATE SERVICE LLC
$3,100 per month
916 Ave S SE, Winter Haven, FL 33880
Property Id: 2204782Discover your next family getaway at 'Little Haven!' The modern 3-bedroom, 2-bathroom property provides a comfortable oasis for your trip to Winter Haven. Located 3 miles from LEGOLAND and 30 miles from Disney, this home offers easy access to top attractions! Relax in the private outdoor pool, lounge on the patio, and fire up the grill for dinner. When it's time to
$1,575 - $2,050 per month
Lakeshore Club
1 - 3 Beds
1300 Lake Howard Dr SW, Winter Haven, FL 33880
$3,093 per month
919 Ave S SE Unit ID1325030P, Winter Haven, FL 33880
Feel at home in Little Haven, a family-friendly 3-bedroom, 2-bath getaway in Winter Haven.Designed for comfort and connection, this home features a private pool, an outdoor BBQ grill, a Smart TV, a drip coffee maker and Keurig, fast Wi-Fi, a fully stocked chef’s kitchen, and a washer and dryer.Early check-in and late check-out are subject to availability and may incur an additional fee of
$1,200 - $1,650 per month
The Jade
1 - 2 Beds
1150 3rd St SW, Winter Haven, FL 33880
$1,400 per month
1925 Ave O SW Unit 102, Winter Haven, FL 33880
Property Id: 2173356**FALL SPECIAL** 1/2 OFF FIRST FULL MONTHHome features: Floor Plan BPlank flooring throughout (easy to clean)Wood cabinetry + granite countertopsStainless steel appliances including dishwasher and garbage disposalCeiling fans in the bedroom and living roomIn-unit washer & dryerBedrooms and living room are
$1,350 per month
224 Lee Ave NE, Winter Haven, FL 33881
MOVE-IN READYThis home is move-in ready. Schedule your tour now or start your application today.Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and
$995 per month
722 W Central Ave Unit A, Winter Haven, FL 33880
"Charming 1-Bedroom Duplex for Rent in Winter Haven – Your Cozy Haven Awaits!"This 1-bedroom upstairs unit of a duplex is available for rent soon, located right off Lake Howard. This unit is freshly painted and offers an open floor plan to maximize the space. Lawncare is included in the rent to minimize cost for the perfect renter. This property is conveniently located near restaurants,
Shannon Cornell PMI ARRICO REALTY AND PRTP MGT
$995 per month
726 W Central Ave, Winter Haven, FL 33880
1-Bedroom Unit from Lake Howard This one-bedroom unit of a triplex is available for rent now, located right off Lake Howard. This unit is freshly painted and offers its own outdoor space perfect for entertaining. Water and lawn care are included in the rent to minimize cost for the ideal renter. This property is conveniently located near restaurants, schools, and shopping centers and offers a
Shannon Cornell PMI ARRICO REALTY AND PRTP MGT
$1,200 per month
1733 2nd St NW Unit B, Winter Haven, FL 33881
Welcome to this cozy and beautifully remodeled 2-bedroom, 1-bathroom duplex, perfect for those seeking comfort and convenience. This duplex is ideally situated just minutes from local shopping, dining, and entertainment, making it the perfect spot for those who love being close to all the action. Enjoy a spacious backyard for you to relax and play. Schedule your showing with me today! Rental
Chelsey Collins LA ROSA REALTY PRESTIGE
$1,995 per month
503 Avenue B NW Unit 503, Winter Haven, FL 33881
For Rent – 503 Avenue B NW, Winter Haven, FL 33881. Available: November 1, 2025Downtown Winter Haven | Walkable Location | Near LEGOLAND & Chain of LakesLive in the heart of Downtown Winter Haven with this well-located rental just steps from restaurants, shops, parks, and entertainment. Enjoy the vibrant local lifestyle with easy access to LEGOLAND Florida Resort, Winter Haven’s Chain
James Barris EXP REALTY LLC
$1,399 per month
628 Martin Luther King Blvd NE, Winter Haven, FL 33881
ASK ABOUT OUR MOVE IN SPECIAL - 1 MONTH FREEStep into comfort and convenience with this delightful 3-bedroom, 1.5-bath home featuring both front and back porches—perfect for morning coffee or evening unwinding. The spacious kitchen offers plenty of room for cooking and gathering, while the dedicated laundry room adds everyday practicality. Enjoy a large yard ideal for pets, play, or
Jordan Clark PALM LEAF PROPERTY MANAGEMENT
$1,900 per month
1811 5th St SE, Winter Haven, FL 33880
Ready to move in Three Beds / Two Baths located in the heart of Winter Haven, FL
Othner Stfleurose OSF REAL ESTATE SERVICE
$1,800 per month
1109 5th St SW, Winter Haven, FL 33880
1109 5th St SW, Winter Haven, FL 33880
$1,000 per month
301 Avenue B SE Unit 4, Winter Haven, FL 33880
Cozy 1-bedroom, 1-bathroom unit in Winter Haven, just 10 minutes from Legoland! This inviting home is part of a quiet quadruplex and offers a comfortable layout, perfect for singles or couples. Lease terms are 12 months. Qualification requirements include a minimum credit score of 600, clean background, and first and last month’s rent at move-in. Breed restrictions apply.
Lilhana Masis MASIS ROYALTY REAL ESTATE
$945 per month
115 8th St SE, Winter Haven, FL 33880
Encounter the charm of 115 8th St SE in Winter Haven, FL, where cozy living meets ultimate convenience. This delightful one-bedroom, one-bathroom home offers a serene retreat in a vibrant community. Located in the heart of Winter Haven, you're just moments away from local attractions, dining, and shopping options. Enjoy the ease of a single-level home without the hassle of stairs or multiple
$995 per month
722 W Central Ave, Winter Haven, FL 33880
Limited-Time Promo!!!!Apply today—we’re waiving the application fee for all approved applicants!Don’t miss out—secure your new home while this offer lasts!This 1 bedroom upstairs unit of a duplex is available soon for rent right off of Lake Howard. This unit is freshly painted and offers an open floorplan to maximize the space. Lawncare included in the rent to minimize cost for
$1,600 per month
1756 2nd St NE, Winter Haven, FL 33881
1756 2nd St NE, Winter Haven, FL 33881
$1,150 per month
514 Avenue C NE Unit 4, Winter Haven, FL 33881
Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent.
Angela Chapman CAPITAL REALTY GROUP FLORIDA
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