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

336 Kayden Cv

336 Kayden Cv, Winter Haven, FL 33884
1 / 11
$1,850

3 Beds, 2 Baths, 1,444 sq ft

Pets Allowed Pool Patio
2768 Whispering Trails Dr

2768 Whispering Trails Dr, Winter Haven, FL 33884
1 / 16
$1,905

3 Beds, 2 Baths, 1,303 sq ft
7134 Summit Dr

7134 Summit Dr, Winter Haven, FL 33884
1 / 16
$1,925

4 Beds, 2 Baths, 1,842 sq ft

Pets Allowed Yard Fenced Lot Vaulted Ceiling Double Vanities
5658 Forest Ridge Dr

5658 Forest Ridge Dr, Winter Haven, FL 33881
1 / 15
$1,710

3 Beds, 2 Baths, 1,712 sq ft

Pets Allowed
457 Kensington View Dr

457 Kensington View Dr, Winter Haven, FL 33880
1 / 19
$1,709

3 Beds, 2 Baths, 1,541 sq ft
272 Kings Pond Ave

272 Kings Pond Ave, Winter Haven, FL 33880
1 / 18
$1,689

3 Beds, 2 Baths, 1,108 sq ft

Pets Allowed Walk-In Closets
3013 Whispering Trails Dr

3013 Whispering Trails Dr, Winter Haven, FL 33884
1 / 16
$1,749

4 Beds, 2 Baths, 2,237 sq ft

Pets Allowed Pool Walk-In Closets Clubhouse
933 26th St NW

933 26th St NW, Winter Haven, FL 33881
1 / 15
$1,440

3 Beds, 2 Baths, 1,136 sq ft

Pets Allowed
380 Kensington View Dr

380 Kensington View Dr, Winter Haven, FL 33880
1 / 18
$1,699

3 Beds, 2 Baths, 1,678 sq ft
1947 Bretton Ridge Dr

1947 Bretton Ridge Dr, Winter Haven, FL 33884
1 / 15
$1,745

4 Beds, 2 Baths, 1,774 sq ft

Pets Allowed
356 Lake Daisy Cir

356 Lake Daisy Cir, Winter Haven, FL 33884
1 / 15
$1,640

3 Beds, 2 Baths, 1,149 sq ft

Pets Allowed
3627 Ave S NW

3627 Ave S NW, Winter Haven, FL 33881
1 / 14
$1,499

4 Beds, 1 Bath

Pets Allowed Fenced Lot
1002 Biltmore Dr NW

1002 Biltmore Dr NW, Winter Haven, FL 33881
1 / 5
$1,900

3 Beds, 2 Baths, 1,927 sq ft

Waterfront Deck Vaulted Ceiling
6279 Red Herring Dr

6279 Red Herring Dr, Winter Haven, FL 33881
1 / 20
$1,699

4 Beds, 2 Baths, 1,852 sq ft

Pets Allowed
347 Cloverdale Rd

347 Cloverdale Rd, Winter Haven, FL 33884
1 / 20
$1,795

4 Beds, 3 Baths, 2,022 sq ft

Pets Allowed Walk-In Closets
924 Ave T SE

924 Ave T SE, Winter Haven, FL 33880
1 / 14
$1,580

3 Beds, 2 Baths, 1,456 sq ft

Pets Allowed
6332 Bayberry Blvd NE

6332 Bayberry Blvd NE, Winter Haven, FL 33881
1 / 5
$1,350

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

108 Lantern Ln, Winter Haven, FL 33884
1 / 16
$1,595

3 Beds, 2 Baths, 1,624 sq ft

Pets Allowed
1552 Foxridge Run SW

1552 Foxridge Run SW, Winter Haven, FL 33880
1 / 16
$1,690

3 Beds, 2 Baths, 1,323 sq ft

Pets Allowed
536 Haines Trail

536 Haines Trail, Winter Haven, FL 33881
1 / 15
$1,780

3 Beds, 2 Baths, 1,942 sq ft

Pets Allowed
3217 Timberline Rd

3217 Timberline Rd, Winter Haven, FL 33880
1 / 17
$1,650

3 Beds, 2 Baths, 1,904 sq ft

Pets Allowed Fireplace
123 Kings Pond Ave

123 Kings Pond Ave, Winter Haven, FL 33880
1 / 16
$1,800

3 Beds, 2 Baths, 1,111 sq ft

Pets Allowed
1543 Jessica Blvd

1543 Jessica Blvd, Winter Haven, FL 33884
1 / 20
$1,900

3 Beds, 2 Baths, 1,487 sq ft

Dogs Allowed Pool
291 Lake Eloise Pointe Blvd

291 Lake Eloise Pointe Blvd, Winter Haven, FL 33880
1 / 17
$1,619

3 Beds, 2 Baths, 1,266 sq ft

Pets Allowed
550 Woodpecker Pike

550 Woodpecker Pike, Winter Haven, FL 33881
1 / 5
$1,195

1 Bed, 1 Bath, 575 sq ft
2116 34th St NW

2116 34th St NW, Winter Haven, FL 33881
1 / 5
$1,150

2 Beds, 1 Bath, 775 sq ft
3338 Fox Ridge Dr

3338 Fox Ridge Dr, Winter Haven, FL 33884
1 / 15
$1,540

2 Beds, 2 Baths, 1,071 sq ft

Pets Allowed
485 Lanham Dr

485 Lanham Dr, Winter Haven, FL 33881
1 / 14
$1,899

3 Beds, 2 Baths, 1,834 sq ft

Dogs Allowed
621 Squires Grove Dr

621 Squires Grove Dr, Winter Haven, FL 33880
1 / 15
$1,655

3 Beds, 2 Baths, 1,535 sq ft

Pets Allowed
905 Turnstone Ln

905 Turnstone Ln, Winter Haven, FL 33880
1 / 17
$1,870

4 Beds, 2 Baths, 1,874 sq ft

Pets Allowed Patio Walk-In Closets Fenced Lot
137 Rebecca Dr NE

137 Rebecca Dr NE, Winter Haven, FL 33881
1 / 18
$1,599

3 Beds, 3 Baths, 1,342 sq ft

Pets Allowed
428 Broward Terrace

428 Broward Terrace, Winter Haven, FL 33884
1 / 20
$1,800

3 Beds, 2 Baths, 1,216 sq ft

Pets Allowed Fireplace
1109 5th St SW

1109 5th St SW, Winter Haven, FL 33880
1 / 5
$1,800

3 Beds, 2 Baths, 1,238 sq ft
2198 Bretton Ridge Loop

2198 Bretton Ridge Loop, Winter Haven, FL 33884
1 / 15
$1,910

4 Beds, 2 Baths, 1,674 sq ft

Pets Allowed
1105 N Lake Otis Dr SE

1105 N Lake Otis Dr SE, Winter Haven, FL 33880
1 / 5
$1,600

3 Beds, 1 Bath, 1,448 sq ft
1756 2nd St NE

1756 2nd St NE, Winter Haven, FL 33881
1 / 5
$1,600

2 Beds, 1 Bath, 626 sq ft

Garden
914 Summer Glen Dr

914 Summer Glen Dr, Winter Haven, FL 33880
1 / 20
$1,899

3 Beds, 2 Baths, 1,841 sq ft

Pets Allowed Fenced Lot
810 Marcia Loop

810 Marcia Loop, Winter Haven, FL 33884
1 / 15
$1,555

3 Beds, 2 Baths, 1,508 sq ft

Pets Allowed
622 Crystal's Blvd

622 Crystal's Blvd, Winter Haven, FL 33884
1 / 10
$1,900

3 Beds, 2 Baths, 1,328 sq ft

Pets Allowed Fenced Lot Security System
2304 Whitley Ln

2304 Whitley Ln, Winter Haven, FL 33881
1 / 19
$1,949

4 Beds, 2 Baths, 1,912 sq ft

Pets Allowed Walk-In Closets
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Houses Florida Polk County Winter Haven

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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