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Houses for Rent under $2,000 in Winter Haven FL - 112 Homes

5025 Brenton Manor Ave

5025 Brenton Manor Ave, Winter Haven, FL 33881
1 / 16
$1,935

3 Beds, 2 Baths, 1,910 sq ft

Pets Allowed Yard Fenced Lot Double Vanities
413 Kensington View Dr

413 Kensington View Dr, Winter Haven, FL 33880
1 / 18
$1,889

3 Beds, 2 Baths, 1,678 sq ft
235 Lake Eloise Pointe Blvd

235 Lake Eloise Pointe Blvd, Winter Haven, FL 33880
1 / 18
$1,799

5 Beds, 2 Baths, 1,468 sq ft

Pets Allowed Patio Hardwood Floors
135 Cypress St SW

135 Cypress St SW, Winter Haven, FL 33880
1 / 5
$1,250

3 Beds, 1 Bath

Pets Allowed
64 St Kitts Cir

64 St Kitts Cir, Winter Haven, FL 33884
1 / 15
$1,645

3 Beds, 2 Baths, 1,357 sq ft

Pets Allowed
4301 Larrys Lagoon

4301 Larrys Lagoon, Winter Haven, FL 33884
1 / 15
$1,720

3 Beds, 2 Baths, 1,470 sq ft

Pets Allowed
2442 Ave C NW

2442 Ave C NW, Winter Haven, FL 33880
1 / 15
$1,740

3 Beds, 2 Baths, 1,450 sq ft

Pets Allowed
2149 Rose Blvd

2149 Rose Blvd, Winter Haven, FL 33881
1 / 5
$1,930

4 Beds, 2 Baths, 1,867 sq ft

Pets Allowed
107 Lake Elizabeth Dr

107 Lake Elizabeth Dr, Winter Haven, FL 33884
1 / 15
$1,740

3 Beds, 1.5 Baths, 1,382 sq ft
40 St Kitts Cir

40 St Kitts Cir, Winter Haven, FL 33884
1 / 15
$1,910

3 Beds, 2 Baths, 2,315 sq ft

Pets Allowed
337 Majestic Gardens Dr

337 Majestic Gardens Dr, Winter Haven, FL 33880
1 / 6
$1,670

3 Beds, 2 Baths, 1,284 sq ft

Pets Allowed
3702 Imperial Dr

3702 Imperial Dr, Winter Haven, FL 33880
1 / 15
$1,900

3 Beds, 2 Baths, 1,286 sq ft
1405 N Lake Shipp Dr

1405 N Lake Shipp Dr, Winter Haven, FL 33880
1 / 17
$1,855

3 Beds, 2 Baths, 1,632 sq ft
1705 Pebble Beach St

1705 Pebble Beach St, Winter Haven, FL 33881
1 / 16
$1,840

3 Beds, 2 Baths, 1,352 sq ft
518 Squires Grove Dr

518 Squires Grove Dr, Winter Haven, FL 33880
1 / 5
$1,999

3 Beds, 2 Baths, 1,764 sq ft

Pets Allowed Patio Walk-In Closets
924 Ave T SE

924 Ave T SE, Winter Haven, FL 33880
1 / 15
$1,775

3 Beds, 2 Baths, 1,456 sq ft
1064 Cambridge Dr

1064 Cambridge Dr, Winter Haven, FL 33881
1 / 13
$1,995

3 Beds, 2 Baths, 1,672 sq ft
1346 37th St NW

1346 37th St NW, Winter Haven, FL 33881
1 / 12
$1,595

2 Beds, 2 Baths, 1,196 sq ft

Dogs Allowed Fenced Lot
248 Avenue L NE

248 Avenue L NE, Winter Haven, FL 33881
1 / 5
$1,500

2 Beds, 1 Bath, 868 sq ft

Cats Allowed
1632 Linz Ct

1632 Linz Ct, Winter Haven, FL 33884
1 / 5
$1,750

2 Beds, 2 Baths, 1,158 sq ft

Pool Walk-In Closets Gated Tennis Court
806 Ave O SW

806 Ave O SW, Winter Haven, FL 33880
1 / 15
$950

2 Beds, 1 Bath, 600 sq ft

Pets Allowed
1661 Teagan Ln

1661 Teagan Ln, Winter Haven, FL 33884
1 / 20
$1,880

3 Beds, 2 Baths, 1,287 sq ft

Dogs Allowed Pool
398 Lake Daisy Dr

398 Lake Daisy Dr, Winter Haven, FL 33884
1 / 15
$1,635

3 Beds, 2 Baths, 1,090 sq ft

Pets Allowed
3810 McKinley Dr

3810 McKinley Dr, Winter Haven, FL 33880
1 / 20
$1,800

3 Beds, 2 Baths, 1,264 sq ft
14 Lamplight Ln

14 Lamplight Ln, Winter Haven, FL 33884
1 / 20
$1,825

3 Beds, 2 Baths, 1,490 sq ft

Pets Allowed Patio
314 Sears Ave NE

314 Sears Ave NE, Winter Haven, FL 33881
1 / 16
$1,905

3 Beds, 1 Bath, 1,584 sq ft
1343 Benevento Dr

1343 Benevento Dr, Winter Haven, FL 33884
1 / 5
$2,000

4 Beds, 2 Baths, 1,849 sq ft

Pool Walk-In Closets
2520 Ave A SW

2520 Ave A SW, Winter Haven, FL 33880
1 / 16
$1,825

3 Beds, 2 Baths, 1,310 sq ft

Pool
6332 Bayberry Blvd NE

6332 Bayberry Blvd NE, Winter Haven, FL 33881
1 / 5
$1,550

2 Beds, 2 Baths, 1,012 sq ft
108 Lantern Ln

108 Lantern Ln, Winter Haven, FL 33884
1 / 16
$1,910

3 Beds, 2 Baths, 1,624 sq ft
2037 Canton Pk Dr

2037 Canton Pk Dr, Winter Haven, FL 33881
1 / 6
$1,350

1 Bed, 1 Bath

Furnished Security System
331 Cloverdale Rd

331 Cloverdale Rd, Winter Haven, FL 33884
1 / 20
$1,980

3 Beds, 2 Baths, 1,841 sq ft

Pets Allowed
329 S Haven Ct

329 S Haven Ct, Winter Haven, FL 33880
1 / 15
$1,890

4 Beds, 2 Baths, 1,598 sq ft

Pets Allowed
4030 Cypress Landing E

4030 Cypress Landing E, Winter Haven, FL 33884
1 / 6
$1,620

3 Beds, 2 Baths, 1,353 sq ft

Pets Allowed
2761 Rochelle Dr

2761 Rochelle Dr, Winter Haven, FL 33881
1 / 16
$1,999

4 Beds, 3 Baths, 1,883 sq ft

Pets Allowed
1751 Elbert Acres Ct NE

1751 Elbert Acres Ct NE, Winter Haven, FL 33881
1 / 10
$1,925

3 Beds, 2 Baths, 1,426 sq ft
219 Dairy Rd

219 Dairy Rd, Auburndale, FL 33823
1 / 12
$1,250

2 Beds, 1 Bath, 800 sq ft

Dogs Allowed Fenced Lot
110 Polk St

110 Polk St, Auburndale, FL 33823
1 / 16
$1,559

3 Beds, 1 Bath, 1,040 sq ft

Pets Allowed Hardwood Floors
348 Corbel Ln

348 Corbel Ln, Eagle Lake, FL 33839
1 / 15
$1,820

3 Beds, 2 Baths, 1,350 sq ft

Pets Allowed
164 Beverly Dr

164 Beverly Dr, Cypress Gardens, FL 33884
1 / 14
$1,995

3 Beds, 2 Baths, 1,490 sq ft

Pets Allowed
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Houses Florida Polk County Winter Haven

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Winter Haven, FL Homes for Rent Under $2,000

If you're ready to find a single-family home for rent in Winter Haven, FL, you've come to the right place. Whether you're looking for a 4-bedroom in the suburbs or a house in the city, you can find your perfect place on Apartments.com. To get started, use our custom filters to view the best rental homes in Winter Haven. Take a look at houses with your preferred amenities, such as modern appliances, private garages, and fenced yards. Filter to view homes for rent with a pool, with utilities included, or with a finished basement. You can even search homes for rent by private owners. Click on any listing to find out more about neighborhoods, school districts, specific features, and view photos to help you picture how you'll settle into your new home.

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Find a house for rent with all the modern features, space, and amenities you’ve been looking for, at a price point that works for you. If you're looking for stainless steel appliances, walk-in closets, and hardwood floors, you can browse an extensive list of updated homes for rent. In need of a short term stay? Enjoy the convenience of a fully furnished, move-in ready house. Or, if you’re saving on rent now to buy your first home later, search for budget-friendly rentals with the essentials, such as pet-friendly leases and in-unit washers and dryers. Remember that price varies by location. Average rent for a home in Winter Haven is $1,930, ranging from $590 to $3,500. No matter your needs, you can find the best house for your lifestyle on Apartments.com.

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Winter Haven has a wide selection of rentals to fit your needs. Browse cozy 1-bedroom houses perfect for singles or couples, or filter for 3-4 bedrooms to accommodate a large family. If you're in need of a little more privacy, search for houses in gated communities, or browse homes with a basement and yard for extra usable space. Each listing includes square footage, lease information, and unique rental details. Ready to take the next step in your rental journey? Browse 112 Winter Haven, FL houses for rent and find your perfect place.