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2 Bedroom Rentals in Winter Haven, FL
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67 listings
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3 bedsHouses

2 Bedroom Rentals for Rent in Winter Haven, FL

2 Bedroom Rentals for Rent in Winter Haven, FL

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24 of 67 Listings
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2 Bedroom Rentals for Rent in Winter Haven, FL

24 of 67 Listings

  1. 5850 Cypress Gardens Boulevard Unit 608 — photoNew8Active

    $1,450/mo

    2 bd · 2 ba · 1,260 sqft

    5850 Cypress Gardens Boulevard Unit 608, Winter Haven, FL

    Margarita Lijeron · United Realty Group Inc.

  2. 2539 Pine Pl — photo31Active

    $1,795/mo

    2 bd · 3 ba · 1,425 sqft

    2539 Pine Pl, Winter Haven, FL

    Jacob Hara · TRANSCEND REALTY

  3. 686 Augusta Rd — photo37Active

    $2,200/mo

    2 bd · 2 ba · 1,662 sqft

    686 Augusta Rd, Winter Haven, FL

    Kayly Malinas, PA · JOHN WOOD REALTY, INC.

  4. 3008 Saint Paul Dr #3008 — photo6Active

    $1,349/mo

    2 bd · 1 ba · 914 sqft

    3008 Saint Paul Dr #3008, Winter Haven, FL

    Adan Ordonez · ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

  5. 259 Winter Ridge Blvd #259 — photo12Active

    $1,395/mo

    2 bd · 2 ba · 1,073 sqft

    259 Winter Ridge Blvd #259, Winter Haven, FL

    Carmen Montes · CHARLES RUTENBERG REALTY ORLANDO

  6. 1550 11th St NE #F4 — photo16Active

    $1,450/mo

    2 bd · 2 ba · 1,148 sqft

    1550 11th St NE #F4, Winter Haven, FL

    Julia Lombardo · LOMBARDO TEAM REAL ESTATE LLC

  7. 235 6th St NW #303 — photo1Active

    $1,400/mo

    2 bd · 2 ba · 1,123 sqft

    235 6th St NW #303, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  8. 730 26th St NW — photo22Active

    $1,295/mo

    2 bd · 1 ba · 696 sqft

    730 26th St NW, Winter Haven, FL

    Milton De La Cruz · LAKELAND HOMES AND REALTY, LLC

  9. 3107 Woodhill Rd — photo15Active

    $1,450/mo

    2 bd · 1 ba · 1,050 sqft

    3107 Woodhill Rd, Winter Haven, FL

    Adam Bartomeo · BARTOMEO REALTY

  10. 3141 Woodhill Ct — photoPrice Reduced16Active

    $1,395/mo

    2 bd · 1 ba · 1,050 sqft

    3141 Woodhill Ct, Winter Haven, FL

    Adam Bartomeo · BARTOMEO REALTY

  11. 3114 Woodhill Rd — photo12Active

    $1,450/mo

    2 bd · 1 ba · 1,050 sqft

    3114 Woodhill Rd, Winter Haven, FL

    Adam Bartomeo · BARTOMEO REALTY

  12. 6 Bernie Hill Ct — photo18Active

    $1,350/mo

    2 bd · 2 ba · 924 sqft

    6 Bernie Hill Ct, Winter Haven, FL

    Nabil Ghandour · ALL ACCESS REALTY, INC

  13. 2500 21st St NW #50 — photo13Active

    $1,495/mo

    2 bd · 3 ba · 1,184 sqft

    2500 21st St NW #50, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  14. 648 Avenue P SW — photo7Active

    $1,400/mo

    2 bd · 1 ba · 625 sqft

    648 Avenue P SW, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  15. 1802 Garden Lake Dr #1802 — photo19Active

    $1,500/mo

    2 bd · 2 ba · 1,103 sqft

    1802 Garden Lake Dr #1802, Winter Haven, FL

    Christin Davis · PROPERTY MANAGEMENT OF POLK

  16. 19 Lamplight Ln — photoPrice Reduced11Active

    $1,550/mo

    2 bd · 2 ba · 938 sqft

    19 Lamplight Ln, Winter Haven, FL

    Anya Kovalenko · LPT REALTY, LLC

  17. 3064 Saint Paul Dr #3066 — photo10Active

    $1,400/mo

    2 bd · 1 ba · 3,456 sqft

    3064 Saint Paul Dr #3066, Winter Haven, FL

    Rossy Reyes · LA ROSA REALTY KISSIMMEE

  18. 606 Pavare Ct #606 — photo16Active

    $1,295/mo

    2 bd · 2 ba · 823 sqft

    606 Pavare Ct #606, Winter Haven, FL

    Amy Reynolds · LOCKHART & ASSOCIATES INC

  19. 8 Moonlight Ln — photo13Active

    $1,800/mo

    2 bd · 2 ba · 1,120 sqft

    8 Moonlight Ln, Winter Haven, FL

    Andrea Muzzy · HOUSE OF GLASS REAL ESTATE PM

  20. 828 Cinnamon Dr E — photoPrice Reduced19Active

    $1,550/mo

    2 bd · 2 ba · 905 sqft

    828 Cinnamon Dr E, Winter Haven, FL

    Tracey Crews · SUPERIOR PROPERTY MGMT & SALES

  21. 101 Eagle Pond Dr #101 — photoPrice Reduced24Active

    $1,550/mo

    2 bd · 2 ba · 1,017 sqft

    101 Eagle Pond Dr #101, Winter Haven, FL

    Kayly Malinas, PA · JOHN WOOD REALTY, INC.

  22. 3046 Spirit Lake Dr — photo8Active

    $1,250/mo

    2 bd · 1 ba · 900 sqft

    3046 Spirit Lake Dr, Winter Haven, FL

    Lamanda Jones · CENTURY 21 WATSON & MYERS REALTY

  23. 2001 San Marcos Dr SE #2 — photo8Active

    $1,400/mo

    2 bd · 2 ba · 960 sqft

    2001 San Marcos Dr SE #2, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  24. 1606 Eagle Pond Dr — photo41Active

    $1,400/mo

    2 bd · 2 ba · 1,017 sqft

    1606 Eagle Pond Dr, Winter Haven, FL

    Lienyvette Grimaldo · MAZELG REALTY

123

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BeachesMLS
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively 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.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-10-10 23:06:56 UTC
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Winter Haven, FL community profile

Population
58,351
Median income
$56,564
Housing units
26,800
People per sq. mi.
605.3
Area
96.4 sq. mi.

Source: HJN community data