Cheap Houses for Rent in Winter Haven, FL

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ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
This three bedroom, two bathroom home is located in the gated Cypresswood golf subdivision. Enjoy the numerous HOA amenities, including a private gated community entrance with 24/7 guard, pool, fitnes

$1,895/mo

3 beds2 baths1,998 sq ft

553 Saint Andrews Rd, Winter Haven, FL 33884

Pets welcome • Parking • A/C

ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
This gorgeous home in Winter Haven 3 BD and 2 Bath The community is loaded with amenities and this gorgeous 3-bedroom, 2-bathroom home comes with all new stainless appliances and a spacious two-car ga

$1,895/mo

3 beds2 baths1,491 sq ft

416 McKenna Dr, Winter Haven, FL 33881

Pets welcome • Parking • Car-dependent

ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
Enjoy living in this beautiful one-story home in the Inman Groves Community. The home features 4 bedrooms, 2 baths, with an open floor plan. The floor is all tile, the kitchen has all brand new, stain

$1,895/mo

4 beds2 baths1,848 sq ft

668 Grove St, Winter Haven, FL 33881

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
NOW AVAILABLE! Be the first to live in this almost-new, move-in ready home. This 3-bedroom, 2-bathroom property features an open layout with luxury vinyl floors in the common areas, carpeted bedrooms,

$1,895/mo

3 beds2 baths1,614 sq ft

3671 Giorgio Dr, Winter Haven, FL 33884

Pets welcome • A/C • Dishwasher

ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
This 3-bedroom, 2-bath home, built in 2022 by Southern Homes, is in a gated community with direct access to Lake Rochelle's boat ramp. The open floor plan with vaulted ceilings connects the living, di

$1,899/mo

3 beds2 baths1,834 sq ft

485 Lanham Dr, Winter Haven, FL 33881

Dogs welcome • Laundry in unit • Parking

ABOUT THIS HOME
Cheap House for Rent in Winter Haven:
Rent With Confidence. Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour driv

$1,900/mo

3 beds2 baths1,632 sq ft

3992 Warbler Dr, Winter Haven, FL 33880

Laundry in unit • Parking • A/C

Property at 528 Drayton Rd, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,900/mo

4 beds2 baths— sq ft

528 Drayton Rd, Winter Haven, FL 33884

Property at 440 Savanna Pointe St, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,900/mo

4 beds2 baths1,867 sq ft

440 Savanna Pointe St, Winter Haven, FL 33884

Property at 2672 Rutledge Ct, Winter Haven, FL, 33884, 2 beds, 2 baths, [object Object]

$1,900/mo

2 beds2 baths1,419 sq ft

2672 Rutledge Ct, Winter Haven, FL 33884

Property at 6610 Crescent Loop, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,181 sq ft

6610 Crescent Loop, Winter Haven, FL 33884

Property at 620 Reflections Loop, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,489 sq ft

620 Reflections Loop, Winter Haven, FL 33884

Property at 1002 Biltmore Dr NW, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,927 sq ft

1002 Biltmore Dr NW, Winter Haven, FL 33881

Property at 3007 Sabal Bend Dr NE, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,449 sq ft

3007 Sabal Bend Dr NE, Winter Haven, FL 33881

Property at 1928 3rd St NE, Winter Haven, FL, 33881, 4 beds, 2 baths, [object Object]

$1,900/mo

4 beds2 baths1,691 sq ft

1928 3rd St NE, Winter Haven, FL 33881

Property at 1811 5th St SE, Winter Haven, FL, 33880, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,852 sq ft

1811 5th St SE, Winter Haven, FL 33880

Property at 517 Terranova Cir, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,661 sq ft

517 Terranova Cir, Winter Haven, FL 33884

Property at 972 Harold Pass, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,555 sq ft

972 Harold Pass, Winter Haven, FL 33884

Property at 557 Reggie Rd, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,900/mo

3 beds2 baths1,432 sq ft

557 Reggie Rd, Winter Haven, FL 33884

Property at 3640 Queens Cove Blvd, Winter Haven, FL, 33880, 4 beds, 3 baths, [object Object]

$1,910/mo

4 beds3 baths1,936 sq ft

3640 Queens Cove Blvd, Winter Haven, FL 33880

Property at 2164 Rose Blvd, Winter Haven, FL, 33881, 4 beds, 2 baths, [object Object]

$1,925/mo

4 beds2 baths1,851 sq ft

2164 Rose Blvd, Winter Haven, FL 33881

Property at 515 Terranova Cir, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,925/mo

4 beds2 baths1,536 sq ft

515 Terranova Cir, Winter Haven, FL 33884

Property at 3452 Costello Cir, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,925/mo

4 beds2 baths1,665 sq ft

3452 Costello Cir, Winter Haven, FL 33884

Property at 3074 Brenton Manor Loop, Winter Haven, FL, 33881, 4 beds, 2 baths, [object Object]

$1,950/mo

4 beds2 baths1,842 sq ft

3074 Brenton Manor Loop, Winter Haven, FL 33881

Property at 5150 Michelle St, Winter Haven, FL, 33881, 4 beds, 2.5 baths, [object Object]

$1,950/mo

4 beds2.5 baths2,121 sq ft

5150 Michelle St, Winter Haven, FL 33881

Property at 1490 Avenue E NE, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,435 sq ft

1490 Avenue E NE, Winter Haven, FL 33881

Property at 2009 N Lake Eloise Dr, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,513 sq ft

2009 N Lake Eloise Dr, Winter Haven, FL 33884

Property at 2893 Whispering Trails Dr, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,268 sq ft

2893 Whispering Trails Dr, Winter Haven, FL 33884

Property at 3268 Country Walk Club Cir, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,690 sq ft

3268 Country Walk Club Cir, Winter Haven, FL 33881

Property at 529 Vittorio Dr, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths2,053 sq ft

529 Vittorio Dr, Winter Haven, FL 33884

Property at 3911 Palazzo Pl, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,489 sq ft

3911 Palazzo Pl, Winter Haven, FL 33884

Property at 115 Southern Breeze Loop, Winter Haven, FL, 33880, 4 beds, 2 baths, [object Object]

$1,950/mo

4 beds2 baths1,758 sq ft

115 Southern Breeze Loop, Winter Haven, FL 33880

Property at 1349 Daisy Field Dr, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,950/mo

4 beds2 baths1,665 sq ft

1349 Daisy Field Dr, Winter Haven, FL 33884

Property at 237 St Georges Cir, Eagle Lake, FL, 33839, 3 beds, 2 baths, [object Object]

$1,952/mo

3 beds2 baths1,690 sq ft

237 St Georges Cir, Eagle Lake, FL 33839

Property at 7134 Summit Dr, Winter Haven, FL, 33884, 4 beds, 2 baths, [object Object]

$1,965/mo

4 beds2 baths1,842 sq ft

7134 Summit Dr, Winter Haven, FL 33884

Property at 4844 Summerfield Cir, Winter Haven, FL, 33881, 4 beds, 2 baths, [object Object]

$1,975/mo

4 beds2 baths1,688 sq ft

4844 Summerfield Cir, Winter Haven, FL 33881

Property at 800 Ware Ave NE, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,975/mo

3 beds2 baths1,000 sq ft

800 Ware Ave NE, Winter Haven, FL 33881

Property at 7185 Summit Dr, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]

$1,990/mo

3 beds2 baths1,888 sq ft

7185 Summit Dr, Winter Haven, FL 33884

Property at 1534 Marksman Rd, Eagle Lake, FL, 33839, 4 beds, 2.5 baths, [object Object]

$1,990/mo

4 beds2.5 baths2,050 sq ft

1534 Marksman Rd, Eagle Lake, FL 33839

Property at 1286 Salisbury Dr, Winter Haven, FL, 33881, 4 beds, 2.5 baths, [object Object]

$1,995/mo

4 beds2.5 baths1,816 sq ft

1286 Salisbury Dr, Winter Haven, FL 33881

Property at 434 Avenue C NE, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]

$1,995/mo

3 beds2.5 baths1,722 sq ft

434 Avenue C NE, Winter Haven, FL 33881

Property at 1241 Denali Dr, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,995/mo

3 beds2 baths1,485 sq ft

1241 Denali Dr, Winter Haven, FL 33881

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Based on information submitted to the MLS GRID as of Wed Oct 15 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The MLS data provided for the property above is provided courtesy of Redfin Corporation. Source: Southeast Florida MLS. Information is deemed reliable but not guaranteed. © 2025. The listing data on this page comes in part from the Internet Data Exchange (IDX), a collaboration between the following REALTOR(R) associations in the Southeast Florida Multiple Listing Service (MLS): Miami Association of REALTORS®, REALTOR® Association of Greater Ft. Lauderdale and South Broward Board of REALTORS®. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

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