29

Winter Haven, FL Condos for Rent under $1,500

Section Image
  • /11

    $1,275 per month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Condo for Rent

    2001 San Marcos Dr SE, Winter Haven, FL 33880

    Welcome to your next home in the heart of Winter Haven, Florida! This spacious property invites you to experience comfortable living, conveniently located near several department stores for all your shopping needs. Key property features include a generous floor area, perfect for relaxation and entertaining. The bedrooms offer a peaceful retreat, ensuring you unwind after a long day. The

    2001 San Marcos Dr SE, Winter Haven, FL 33880
  • /17

    $1,395 per month

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

    900 Avenue Z SE Unit C2, Winter Haven, FL 33880

    Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped

    Nomar Rosa LPT REALTY, LLC

    900 Avenue Z SE Unit C2, Winter Haven, FL 33880
  • /17

    $1,299 per month

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

    3060 St Paul Dr, Jan Phyl Village, FL 33880

    This cozy 2-bedroom, 1-bathroom apartment offers 761.5 square feet of comfortable living space. Enjoy modern conveniences in a practical layout.- Electric range, dishwasher, microwave, and refrigerator included- Garbage disposal for convenience- Efficient forced air heating and central cooling system- Durable tile flooring- Washer and dryer hookups for easy laundry

    3060 St Paul Dr, Jan Phyl Village, FL 33880
  • /11

    $1,200 per month

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

    1103 Cypress Gardens Blvd Unit 30, Winter Haven, FL 33884

    This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1103 Cypress Gardens Blvd Unit 30, Winter Haven, FL 33884
  • /8

    $980 per month

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

    42 Carla Ct, Winter Haven, FL 33880

    Property Id: 2490448$980. monthly direct deposit. Rent times 3 to get in. $2940.total. F/L/S No exceptions. Workforce housing. Concrete apt. building. Downstairs unit. Parking space and oak trees where birds sing to you in the morning and evening. Small covered patio. Laundry room w/hook ups. I know someone who is selling a used washer/dryer. Monthly yard maintenance and pest control

    42 Carla Ct, Winter Haven, FL 33880
  • /12

    $1,375 per month

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

    1550 11th St NE Unit G-3, Winter Haven, FL 33881

    Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind

    William Beasley STAR REALTY OF WINTER HAVEN

    1550 11th St NE Unit G-3, Winter Haven, FL 33881
  • /19

    $1,500 total monthly price

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

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880
  • /12

    $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
  • /8

    $1,350 total monthly price

    • 1 Bed
    • 1.5 Baths
    • 974 Sq Ft
    • Condo for Rent

    7708 Waterview Way Unit 7708 Waterview Way, Winter Haven, FL 33884

    Beautiful Condo, Professionally painted with new carpet in April, 2026. Vaulted ceiling and stair access between 3 levels. MBR on main floor with a loft bedroom. 2 wall-mounted Visio tv’s.

    7708 Waterview Way Unit 7708 Waterview Way, Winter Haven, FL 33884
  • /16

    $1,500 per month

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

    100 El Camino Dr Unit 111, Winter Haven, FL 33884

    Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.

    Sharon Gastelbondo LPT REALTY, LLC

    100 El Camino Dr Unit 111, Winter Haven, FL 33884
  • /12

    $1,375 total monthly price

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

    448 Avenue A NE Unit Cozy Cottage, Winter Haven, FL 33881

    This cozy Cottage is a 1/1 in Winter Haven Fl. Walk to downtowns restaurant and local shops and breweries. Close to Legoland. Short term unit with small kitchenette. Fenced yard with private spa. This home is set up for short term rental and has kitchenette with Convection Microwave, coffee pot, and all dishware. Washer Dryer, queen bed, TVs in the living room and bedroom. This is a duplex

    448 Avenue A NE Unit Cozy Cottage, Winter Haven, FL 33881
  • /21

    $1,450 per month

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

    1707 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main

    Kayly Malinas JOHN WOOD REALTY, INC.

    1707 Eagle Pond Dr, Winter Haven, FL 33884
  • /10

    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 854 Sq Ft
    • Condo for Rent

    163 Ave a SE Unit 2, Winter Haven, FL 33880

    Downstairs rental near Downtown Winter Haven! Freshly renovated and full of charm. Enjoy hard-surface flooring throughout, generous bedrooms sizes, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today!Security deposit is $1,300 and pet fees are $250 per pet. No

    163 Ave a SE Unit 2, Winter Haven, FL 33880
  • /14

    $1,200 per month

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

    2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880

    FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These

    Linda Andre COLDWELL BANKER REALTY

    2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880
  • /6

    $1,350 per month

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

    430 Ave B NE Unit A, Winter Haven, FL 33881

    This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss out!Resident Benefits Package,

    430 Ave B NE Unit A, Winter Haven, FL 33881
  • /27

    $1,400 per month

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

    1101 Eagle Pond Dr, Winter Haven, FL 33884

    Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness

    Lienyvette Grimaldo MAZELG REALTY

    1101 Eagle Pond Dr, Winter Haven, FL 33884
  • /18

    $899 per month

    • Studio
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    2227 9th St SE, Winter Haven, FL 33880

    Check out this waterfront studio apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store.We’re excited to announce a brand-new amenity now available exclusively to our residents at this property— on-site storage units for

    2227 9th St SE, Winter Haven, FL 33880
  • /12

    $1,300 per month

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

    900 Avenue Z SE Unit C 6, Winter Haven, FL 33880

    Nice area, closed to Legoland, complex is on a lake, quiet neighborhood

    Mayra Roberto Linked Realty Inc

    900 Avenue Z SE Unit C 6, Winter Haven, FL 33880
  • /8

    $1,350 per month

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

    430 Ave B NE Unit B, Winter Haven, FL 33881

    2 BD/1 BA APARTMENT AVAILABLE FOR LONG-TERM LEASE! This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss

    430 Ave B NE Unit B, Winter Haven, FL 33881
  • /12

    $1,350 per month

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

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884

    Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE

    Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884
  • /9

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    163 Ave a SE Unit 1, Winter Haven, FL 33880

    Freshly renovated and full of charm, this downstairs unit puts you right by downtown Winter Haven. Enjoy hard-surface flooring throughout, in-unit laundry hookups, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today!Security deposit is $1,300 and pet fees are $250

    163 Ave a SE Unit 1, Winter Haven, FL 33880
  • /9

    $1,025 per month

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

    907 Lake Jessie Dr Unit A, Winter Haven, FL 33881

    GORGEOUS 1 BED/1 BATH HOME IN WINTER HAVEN! This beautiful 1/2 duplex is incredible. Large backyard, shared laundry facility, locked hallway entry, NO CARPET throughout, and just across the street you have a breathtaking lake view. Conveniently located close to food and shopping, there so much to love about your next home. Don't wait, call us today!Resident Benefits Package, including

    907 Lake Jessie Dr Unit A, Winter Haven, FL 33881
  • /9

    $1,075 per month

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

    493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880

    493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880
  • /9

    $1,200 per month

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

    103 4th St SE, Winter Haven, FL 33880

    Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location. Cozy and updated 1 bedroom,

    103 4th St SE, Winter Haven, FL 33880
  • /11

    $1,300 per month

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

    163 Ave a SE Unit 3, Winter Haven, FL 33880

    NEWLY RENOVATED!!! 2 bedroom, 1 bath unit with washer and dryer hookups. Featuring vinyl flooring throughout, spacious living room with separate dining room, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

    163 Ave a SE Unit 3, Winter Haven, FL 33880
  • /11

    $1,300 per month

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

    163 Ave a SE Unit 4, Winter Haven, FL 33880

    NEWLY RENOVATED!!! 2 bedroom, 1.5 bath unit. Featuring brand new carpet in living area, spacious living room with separate flex space that can be used as den or office, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

    163 Ave a SE Unit 4, Winter Haven, FL 33880
  • /8

    $949 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    329 7th St SW Unit A, Winter Haven, FL 33880

    329 7th St SW Unit A, Winter Haven, FL 33880
  • /9

    $1,200 per month

    • 2 Beds
    • 1 Bath
    • 984 Sq Ft
    • Saint Paul Dr

    3049-3055 St Paul Dr Unit 3049, Winter Haven, FL 33880

    3049-3055 St Paul Dr Unit 3049, Winter Haven, FL 33880
  • /20

    $990 per month

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

    129 Alachua Dr, Winter Haven, FL 33884

    This spacious furnished queen bedroom offers:- Queen bed with quality mattress and linens- Large closet with ample storage- Nightstands with lamps- Dedicated desk and chair for work or study- Full-length mirror- Mini fridge with freezer- Window blinds for privacy- Ceiling fan with light fixture- Area rugs for a cozy touchThe bedroom includes a private bathroom with glass shower, updated vanity,

    129 Alachua Dr, Winter Haven, FL 33884

Rental Home Trends in Winter Haven, FL

Rental Home Trends

Number of Condos for Rent
29
Median Condo Rent
$1,350
Median 1 Bedroom Condo Rent
$1,150
Median 2 Bedroom Condo Rent
$1,375
Median 3 Bedroom Condo Rent
$1,700
How to Rent a Home