768

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

Section Image
  • /15

    $1,740 Per Month

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • House for Rent

    175 Southern Breeze Lp, Winter Haven, FL 33880

    From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Apply now or schedule your self-tour today and take the first step toward getting more than

    175 Southern Breeze Lp, Winter Haven, FL 33880
  • /12

    $1,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881

    Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1300 rent per month plus one month security deposit and utilities

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
  • /27

    $1,600

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft
    • Condo for Rent

    690 Avenue C SE Unit 690, Winter Haven, FL 33880

    690 Avenue C SE Unit 690, Winter Haven, FL 33880
  • /12

    $1,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881

    Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1300 rent per month plus one month security deposit and utilities

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
  • /2

    $1,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    1308 3rd St NE, Winter Haven, FL 33881

    Beautiful and spacious 2/1 for rent. Located at 1308 3rd st ne, Winter Haven, FL 33881.Freshly painted, newer kitchen cabinets, large backyard space.House is located across from an older community residence on a very quiet street.Requirements:-Show proof of income-First month and deposit to move in

    1308 3rd St NE, Winter Haven, FL 33881
  • /20

    $850

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    1131 5th St SW Unit 4 downstairs, Winter Haven, FL 33880

    Centrally located to restaurants, Aldis, Lowe's and other shopping within walking distance. Small quiet apartments - property has security lights for safety.

    1131 5th St SW Unit 4 downstairs, Winter Haven, FL 33880
  • /20

    $850

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    1131 5th St SW Unit 4 downstairs, Winter Haven, FL 33880

    Centrally located to restaurants, Aldis, Lowe's and other shopping within walking distance. Small quiet apartments - property has security lights for safety.

    1131 5th St SW Unit 4 downstairs, Winter Haven, FL 33880
  • /22

    $1,295

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    320 Spirit Landings Cir Unit New Apartment, Winter Haven, FL 33880

    - New Beautiful, Spacious Apartment - Great location, near restaurants, hospitals, and highways.- New development in quiet neighbourhood

    320 Spirit Landings Cir Unit New Apartment, Winter Haven, FL 33880
  • /11

    $1,685

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    711 Avenue B NE, Winter Haven, FL 33881

    This is a 3/2 home in Winter Haven Fl. This home is move in ready and had been freshly updated. Call for your showing today. Close to downtown and convenient to all winter haven has to offer.Washer Dryer hook upsCentral heat and airScreened porchLong term or short term approved.

    711 Avenue B NE, Winter Haven, FL 33881
  • /22

    $1,295

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    320 Spirit Landings Cir Unit New Apartment, Winter Haven, FL 33880

    - New Beautiful, Spacious Apartment - Great location, near restaurants, hospitals, and highways.- New development in quiet neighbourhood

    320 Spirit Landings Cir Unit New Apartment, Winter Haven, FL 33880
  • /11

    $1,685

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    711 Avenue B NE, Winter Haven, FL 33881

    This is a 3/2 home in Winter Haven Fl. This home is move in ready and had been freshly updated. Call for your showing today. Close to downtown and convenient to all winter haven has to offer.Washer Dryer hook upsCentral heat and airScreened porchLong term or short term approved.

    711 Avenue B NE, Winter Haven, FL 33881
  • /9

    $925 Per Month

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 3, Winter Haven, FL 33881

    MOVE IN SPECIAL--$500 OFF FIRST MONTH RENT IF YOU MOVE IN BY SEPTEMBER 1!No Application Fee for Approved Applicants!Apply today and, if approved and you move forward with signing a lease and taking possession of the home, your application fee will be refunded!Check out this awesome 2 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking,

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 3, Winter Haven, FL 33881
  • /24

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    2221 9th St SE, Winter Haven, FL 33880

    Check out this 2 bedroom 2 bath on Lake Lulu. This lakefront apartment offers so much. 2 levels, open kitchen with real wood cabinets, exposed wood been ceiling in living room, large bedrooms, screen lanai and 2nd floor balcony overlook beautiful lake views. New carpeting, freshly painted, 1 car carport with additional storage. Great location in chain of lakes. Easy access to shopping and Publix.

    2221 9th St SE, Winter Haven, FL 33880
  • /19

    $1,425 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880

    FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the

    Linda Andre COLDWELL BANKER REALTY

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880
  • /20

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • House for Rent

    204 Chaucer Ln, Winter Haven, FL 33884

    Centrally located 2 bedroom 2 bath. This home has been updated with new flooring and paint throughout. 2 car garage, screen lanai, fenced yard.**This home comes with high speed internet up to 1 Gig at an exclusive group rate of $60/month (In addition to advertised rent), and includes 24/7 premium support and setup to help get you connected at move-in**Administration Fee:Upon

    204 Chaucer Ln, Winter Haven, FL 33884
  • /42

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884

    Lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club. 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows and sliding glass patio door, NEW kitchen countertops, and fresh interior paint.

    Kayly Malinas JOHN WOOD REALTY, INC.

    704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884
  • /12

    $1,075 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    3025 St Paul Dr, Winter Haven, FL 33880

    Updated paint 2 bedrooms one bath quad. Kitchen with breakfast bar. Large living room/dining room combo. Two large bedrooms. Inside utility room with washer and dryer hook ups. Yard service is included in the rent. Tenants must carry renters' insurance. $1075.00 per month. Call today for your private showing. Pet free/smoke free.

    3025 St Paul Dr, Winter Haven, FL 33880
  • /35

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884

    Second floor Eagle Pond condominium in the highly desirable 24-hour guard-gated community of Cypresswood Golf and Country Club. High ceilings, breakfast bar, and open-concept living area are just a few features this property offers. The spacious primary bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway,

    Kayly Malinas JOHN WOOD REALTY, INC.

    1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884
  • /13

    $1,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    1734 35th St NW, Winter Haven, FL 33881

    Comfortable 3-Bedroom 2-Bath in Winter Haven is ready for you to call this home! Lawn care is included with the rent on this large lot for stress-free living. Kitchen features stainless steel appliances with built-in microwave. Washer/dryer hookups for your convenience. Pets up to 50 lbs. are welcome with associated fees, 2 pet max. Schedule your tour today!Applications do not hold the

    1734 35th St NW, Winter Haven, FL 33881
  • /41

    $1,750 Per Month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    204 6th Jpv St, Winter Haven, FL 33880

    Three bedroom, one bathroom home located in Winter Haven. This property features a roof installed in 2025 and an AC system installed in 2025 for energy efficiency and year round comfort. The interior floor plan includes a remodeled kitchen, a remodeled bathroom, and low maintenance ceramic tile flooring throughout with no carpet. Enjoy a functional layout with bright living spaces and a spacious

    Juan Corrales DALTON WADE INC

    204 6th Jpv St, Winter Haven, FL 33880
  • /2

    $1,595 Per Month

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • House for Rent

    876 Crestwood Dr, Winter Haven, FL 33881

    This home located in a quiet and desirable area of Winter Haven. This well-maintained property offers a comfortable layout with plenty of natural light, creating a warm and inviting living space.The home features spacious bedrooms, a cozy living area, and a functional kitchen with ample cabinet space, perfect for everyday living. The property also includes a nice outdoor area, ideal for

    876 Crestwood Dr, Winter Haven, FL 33881
  • /25

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft
    • House for Rent

    253 W Lake Ina Dr, Winter Haven, FL 33884

    No HOA! Pet Friendly!Welcome to this beautifully updated 2-bedroom, 2-bathroom single-family home featuring a spacious driveway, an open floor plan, and an oversized Florida room that's perfect for relaxing or entertaining year-round.This home boasts luxury vinyl flooring throughout and tastefully upgraded bathrooms. The bright and inviting living area flows seamlessly into the dining

    Katrina Anarumo RENT A FLORIDA HOME

    253 W Lake Ina Dr, Winter Haven, FL 33884
  • /13

    $995 Per Month

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Condo for Rent

    3039 St Paul Dr, Jan Phyl Village, FL 33880

    Beautiful 2-bedroom unit off of Winter Lake Rd in Winter Haven is move-in ready! Enjoy the vaulted ceiling and exposed beams in the living room. Kitchen features include breakfast bar, granite counters, & custom cabinets. Washer/dryer hookups and lawn care for stress-free living. Up to 2 small pets welcome-30 lbs. or less. Schedule your showing today!Applications do not hold the property

    3039 St Paul Dr, Jan Phyl Village, FL 33880
  • /12

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • House for Rent

    253 Meadowbrook Blvd, Winter Haven, FL 33881

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home, with 1,426 SqFt of living space, in one of Winter Haven’s most convenient and desirable locations! Designed with both comfort and style in mind, this house offers an open-concept floor plan that is perfect for entertaining, family gatherings, and everyday living. The modern kitchen offers stainless steel appliances, generous

    Hanorayma Balbas CAISSA REALTY INVESTMENT INC

    253 Meadowbrook Blvd, Winter Haven, FL 33881
  • /41

    $1,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Townhouse for Rent

    2500 21st St NW, Winter Haven, FL 33881

    Virtually Staged. Check out this 2 bedroom 2 1/2 bath townhome in the Casa Del Sol community. This home offers an open kitchen with breakfast bar and 2 pantry closets, formal dining room, tile floors downstairs and wood flooring upstairs spacious bedroom both with private ensuite master baths. Master suite has lake view. Screen rear patio as well as private courtyard, 1 car garage. Community

    2500 21st St NW, Winter Haven, FL 33881
  • /14

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft
    • Property for Rent

    64 Stebbins Dr Unit 64, Winter Haven, FL 33884

    Why keep renting when you can own for less? Step into your own 2 bed / 2 bath home-brand new, spacious, and designed for real living. Located in Grove Shores, a beautifully maintained, professionally managed community, this is your chance to upgrade your lifestyle without increasing your monthly cost. Call today to schedule your tour-opportunities like this don't last.

    Tori Coil Grove Shores

    64 Stebbins Dr Unit 64, Winter Haven, FL 33884
  • /12

    $1,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,373 Sq Ft
    • House for Rent

    2416 Ave B SW, Winter Haven, FL 33880

    Welcome to this Fully Furnished Pool Home for RentA stunning property located in the beautiful Winter Haven, FL. This home boasts three spacious bedrooms and two full bathrooms, offering ample space for comfortable living. The property is fully furnished, allowing you to move in with ease and start enjoying your new home immediately. The private swimming pool is a standout

    2416 Ave B SW, Winter Haven, FL 33880
  • /9

    $1,320 Per Month

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    403 8th St NE, Winter Haven, FL 33881

    1 month free !This charming home offers a unique loft space upstairs, perfect for an office, extra living area, or creative nook. Sitting on a large yard, this property gives you plenty of outdoor room to enjoy.Located just minutes from Winter Haven Hospital, shopping, dining, and everyday conveniences, you’ll love the easy access to everything you need. The home includes a one-car garage,

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    403 8th St NE, Winter Haven, FL 33881
  • /15

    $1,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • House for Rent

    2366 Lake Dr NW, Winter Haven, FL 33881

    Welcome to 2366 Lake Dr in Winter Haven — a freshly updated home offering both style and functionality. Inside, you’ll find spacious bedrooms with modern flooring, ceiling fans, and ample natural light. The bathrooms feature clean tile finishes and practical layouts, while the kitchen is equipped with essential appliances including a range oven, range hood, and dishwasher, making everyday living

    2366 Lake Dr NW, Winter Haven, FL 33881
  • /5

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    679 Avenue G SE Unit 1, Winter Haven, FL 33880

    Welcome to this comfortable and private studio efficiency located in Winter Haven! This back-room unit features its own private entrance, bathroom, and kitchen, offering convenience and independence. Water and utilities are included in the monthly rent, making budgeting simple and stress-free. The space offers a functional layout ideal for comfortable everyday living. Conveniently located near

    Jules Paul First World Realty Group,LLC

    679 Avenue G SE Unit 1, Winter Haven, FL 33880
  • /9

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • House for Rent

    638 W Central Ave, Winter Haven, FL 33880

    ABOUT THE HOMEUpdated downstairs apartment at 638 W Central Ave featuring vinyl flooring throughout, no carpet, an in-unit washer and dryer, and a convenient 2-bedroom/1.5-bath layout. Located within a fenced triplex property near Downtown Winter Haven with convenient access to dining, shopping, medical offices, parks, and everyday amenities.BEFORE SCHEDULINGPlease schedule a

    638 W Central Ave, Winter Haven, FL 33880
  • /9

    $1,150 Per Month

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Townhouse for Rent

    1507 7th St SW Unit 1511, Winter Haven, FL 33880

    Beautiful 2 Bedroom, 1 Bathroom Property. Great opportunity across a supermarket. Must view today

    Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

    1507 7th St SW Unit 1511, Winter Haven, FL 33880
  • /22

    $1,450 Per Month

    • 3 Beds
    • 1 Bath
    • 1,420 Sq Ft
    • House for Rent

    120 3rd Jpv St, Winter Haven, FL 33880

    Enjoy the comfort and ease of living with ALL TILE flooring throughout the home. Need a little extra space for relaxation or entertainment? This property boasts a generously sized family bonus room, perfect for unwinding after a long day or hosting gatherings with friends and family.Beyond the kitchen appliances, this home also offers washer/dryer hookups in the laundry area, providing

    120 3rd Jpv St, Winter Haven, FL 33880
  • /7

    $975 Per Month

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft
    • Apartment for Rent

    710 Avenue C SW Unit 4A, Winter Haven, FL 33880

    This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!

    Pedro Cartagena 1513 REALTY LLC

    710 Avenue C SW Unit 4A, Winter Haven, FL 33880
  • /17

    $1,499 Per Month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE, Winter Haven, FL 33881

    This beautifully maintained first floor 2-bedroom, 2-bathroom condo offers a blend of comfort and convenience in the heart of Winter Haven.This Condo Offers a screened-in porch where you'll be able to enjoy your morning coffee or unwind after a long day.Residents have access to a range of community amenities, including a refreshing pool and well-maintained common

    1550 11th St NE, Winter Haven, FL 33881
  • /16

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • House for Rent

    2375 Brassie Ct, Winter Haven, FL 33884

    Beautiful 3-bedroom, 2-bathroom home for rent in Winter Haven! This newer home features an open floor plan, modern kitchen, spacious bedrooms, and a 2-car garage. Enjoy community amenities including a pool and park. Plus, the home is equipped with solar panels, helping keep electricity costs exceptionally low—typically around $15–$20/month depending on usage. Great location and move-in ready!

    Karina Turcios LPT REALTY, LLC

    2375 Brassie Ct, Winter Haven, FL 33884
  • /8

    $1,025 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    1439 34th St NW, Winter Haven, FL 33881

    Remodeled 2-bedroom home is ready for someone to call it home! Water, lawncare, and garbage included in the rent. *Pets Allowed Based on Pet Screening Results. Fees/rents based on results.*Tenants are required to sign up for our Resident Benefits Package that includes the following benefits for $49.50/month: Credit Building, Resident Rewards, Identity Theft Protection,

    1439 34th St NW, Winter Haven, FL 33881
  • /15

    $1,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • House for Rent

    168 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Beautiful home offers 3 bedroom and 2 bathroom with ceramic tile type flooring. Home has 2 attached car garage. This home offers a spacious kitchen, updated bathrooms and is located in a beautiful

    Ethel Gumaru FIRSTKEY HOMES LLC

    168 Southern Breeze Loop, Winter Haven, FL 33880
  • /11

    $1,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft
    • 3 /2 Single Family Home fenced yard

    407 Ave a SE, Winter Haven, FL 33880

    Great location! This 3 bedroom 2 bath home is conveniently located in downtown Winter Haven and near the hospital, downtown, doctor offices, restaurants and shopping. Updated Kitchen with granite counter tops, stainless steel appliances, and inside laundry. Owner's recently added a screened back porch with brick pavers and ceiling fan.Administration Fee:Upon approval tenants will be

    407 Ave a SE, Winter Haven, FL 33880
  • /39

    $1,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Townhouse for Rent

    2500 21st St NW Unit 44, Winter Haven, FL 33881

    Virtually Staged. Check out this 2 bedroom 2 1/2 bath townhome in the Casa Del Sol community. This home offers an open kitchen with breakfast bar and 2 pantry closets, formal dining room, tile floors downstairs and wood flooring upstairs spacious bedroom both with private ensuite master baths. Master suite has lake view. Screen rear patio as well as private courtyard, 1 car garage. Community

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2500 21st St NW Unit 44, Winter Haven, FL 33881

Showing Results 81 - 120, Page 3 of 7

How to Rent a Home