Rentals Under $1500 in Winter Haven, FL

101 rentals

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Recommended

$1,355/mo

2 beds1 bath750 sq ft

3101 Avenue V NW Unit 3103, Winter Haven, FL 33881

Available 10/10 • Pets welcome

ABOUT THIS HOME
Rentals Under $1500 in Winter Haven, FL
** MOVE IN READY ** First level unit, 2 bed/1 bath. Close to Downtown, Restaurants, Attractions, Hospitals, Schools etc. Monthly Rent includes: Water, Trash, Sewer and Gas Fuel for Water Heater. Compl

$1,250/mo

2 beds1 bath— sq ft

117 5th St NE Unit 117, Winter Haven, FL 33881

Dogs welcome

NEW 28 HRS AGO

ABOUT THIS HOME
Rentals Under $1500 in Winter Haven, FL
LIGHT, BRIGHT, ! This three bedroom, two bath Winter Ridge all tile condo, interior just been painted. This end unit offers no neighbors to the left and has a large screened porch at the rear. All kit

$1,500/mo

3 beds2 baths1,073 sq ft

66 Winter Ridge Rd, Winter Haven, FL 33881

Available 11/03 • Laundry in unit • Parking

ABOUT THIS HOME
Rentals Under $1500 in Winter Haven, FL
Step into this clean and inviting 2-bedroom, 1-bath duplex, perfectly situated on a corner lot. The home features all ceramic tile flooring throughout for easy maintenance. The living room flows seaml

$1,150/mo

2 beds1 bath775 sq ft

2116 34th St NW, Winter Haven, FL 33881

Laundry in unit • A/C

ABOUT THIS HOME
Rentals Under $1500 in Winter Haven, FL
FOR RENT - 2 BEDROOM/2 BATH CONDOMINIUM - TAKE A DIP IN THE BEAUTIFUL SWIMMING POOL AT WINTER RIDGE, PLAY BINGO WITH THE NEIGHBORS IN THE CLUBHOUSE, OR TAKE YOUR FAMILY TO HAVE FUN FISHING OFF THE PRI

$1,500/mo

2 beds2 baths1,073 sq ft

506 Winter Ter Unit 506, Winter Haven, FL 33881

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Rentals Under $1500 in Winter Haven, FL
Experience the comfort of this spacious 2-bedroom, 1-bath unit with durable vinyl plank flooring throughout. Open living room seamlessly flowing into the kitchen with dining area. Access to small open

$1,400/mo

2 beds1 bath730 sq ft

1814 3rd St SE Unit D, Winter Haven, FL 33880

Laundry in unit • Parking • A/C

Property at 722 W Central Ave Unit A, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$995/mo

1 bed1 bath620 sq ft

722 W Central Ave Unit A, Winter Haven, FL 33880

Property at 1601 Havendale Blvd NW Unit 101, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$1,238/mo

1 bed1 bath— sq ft

1601 Havendale Blvd NW Unit 101, Winter Haven, FL 33881

Property at 67 Deena Way Unit 67, Winter Haven, FL, 33880, 2 beds, 1.5 baths, [object Object]

$1,200/mo

2 beds1.5 baths1,680 sq ft

67 Deena Way Unit 67, Winter Haven, FL 33880

Property at 955 6th St SE Unit 2, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,195/mo

1 bed1 bath560 sq ft

955 6th St SE Unit 2, Winter Haven, FL 33880

Property at 1733 2nd St NW Unit A, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,200/mo

2 beds1 bath750 sq ft

1733 2nd St NW Unit A, Winter Haven, FL 33881

Property at 115 8th St SE, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$995/mo

1 bed1 bath620 sq ft

115 8th St SE, Winter Haven, FL 33880

Property at 907 Lake Jessie Dr Unit A, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$1,399/mo

1 bed1 bath546 sq ft

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

Property at 645 7th St NE Unit 647, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,275/mo

2 beds1 bath900 sq ft

645 7th St NE Unit 647, Winter Haven, FL 33881

Property at 1250 5th St NE, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,275/mo

2 beds1 bath— sq ft

1250 5th St NE, Winter Haven, FL 33881

Property at 1214 Fairlane Ct Unit 2, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$745/mo

1 bed1 bath150 sq ft

1214 Fairlane Ct Unit 2, Winter Haven, FL 33881

Property at 2701 Avenue T NW Unit 6, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$745/mo

1 bed1 bath120 sq ft

2701 Avenue T NW Unit 6, Winter Haven, FL 33881

Property at 2701 Avenue T NW Unit 1, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$750/mo

1 bed1 bath120 sq ft

2701 Avenue T NW Unit 1, Winter Haven, FL 33881

Property at 2000 Avenue G NW Unit 2000, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,125/mo

2 beds1 bath832 sq ft

2000 Avenue G NW Unit 2000, Winter Haven, FL 33880

Property at 113 Avenue C SE Unit B, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,095/mo

1 bed1 bath550 sq ft

113 Avenue C SE Unit B, Winter Haven, FL 33880

Property at 1800 3rd Ct SE, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,075/mo

1 bed1 bath450 sq ft

1800 3rd Ct SE, Winter Haven, FL 33880

Property at 1800 3rd Ct SE Unit F, Winter Haven, FL, 33880, 1 bed, 1.5 baths, [object Object]

$1,075/mo

1 bed1.5 baths450 sq ft

1800 3rd Ct SE Unit F, Winter Haven, FL 33880

Property at 933 26th St NW, Winter Haven, FL, 33881, 3 beds, 2 baths, [object Object]

$1,470/mo

3 beds2 baths1,136 sq ft

933 26th St NW, Winter Haven, FL 33881

Property at 3801 Avenue J NW Unit A, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,400/mo

2 beds1 bath750 sq ft

3801 Avenue J NW Unit A, Winter Haven, FL 33881

Property at 550 Woodpecker Pike, Winter Haven, FL, 33881, 1 bed, 1 bath, [object Object]

$1,295/mo

1 bed1 bath575 sq ft

550 Woodpecker Pike, Winter Haven, FL 33881

Property at 1063 Spirit Lake Rd, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,045/mo

1 bed1 bath600 sq ft

1063 Spirit Lake Rd, Winter Haven, FL 33880

Property at 1908 Fruitland Park Cir, Eagle Lake, FL, 33839, 2 beds, 2 baths, [object Object]

$1,295/mo

2 beds2 baths924 sq ft

1908 Fruitland Park Cir, Eagle Lake, FL 33839

Property at 1736 3rd St NW Unit B, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,200/mo

2 beds1 bath793 sq ft

1736 3rd St NW Unit B, Winter Haven, FL 33881

Property at 3135 Woodhill Rd Unit 3109, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,350/mo

2 beds1 bath950 sq ft

3135 Woodhill Rd Unit 3109, Winter Haven, FL 33881

Property at 351 2nd St Unit 2, Winter Haven, FL, 33881, 0 beds, 1 bath, [object Object]

$1,000/mo

0 beds1 bath— sq ft

351 2nd St Unit 2, Winter Haven, FL 33881

Property at 208 Sears Ave NE, Winter Haven, FL, 33881, 3 beds, 1 bath, [object Object]

$1,250/mo

3 beds1 bath696 sq ft

208 Sears Ave NE, Winter Haven, FL 33881

Property at 5764 E County Road 542 Unit 1, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,350/mo

2 beds1 bath864 sq ft

5764 E County Road 542 Unit 1, Winter Haven, FL 33880

Property at 5764 CR 542 Winter Haven Triplex - 5764 K-Ville Ave, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,350/mo

2 beds1 bath864 sq ft

5764 CR 542 Winter Haven Triplex

| 5764 K-Ville Ave, Winter Haven, FL 33880

Property at 1075 Crestwood Dr Unit 1075, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,450/mo

2 beds1 bath800 sq ft

1075 Crestwood Dr Unit 1075, Winter Haven, FL 33881

$780/mo

1 bed1 bath— sq ft

2601 Avenue S NW, Winter Haven, FL 33881

Property at 301 Avenue B SW Unit 4, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,000/mo

1 bed1 bath1,052 sq ft

301 Avenue B SW Unit 4, Winter Haven, FL 33880

Property at 3135 Woodhill Rd Unit 3121, Winter Haven, FL, 33881, 2 beds, 1 bath, [object Object]

$1,450/mo

2 beds1 bath950 sq ft

3135 Woodhill Rd Unit 3121, Winter Haven, FL 33881

Property at 240 2nd St SW #103, Winter Haven, FL, 33880, 1 bed, 1 bath, [object Object]

$1,499/mo

1 bed1 bath778 sq ft

240 2nd St SW #103, Winter Haven, FL 33880

Property at 2480 Avenue B SW Unit B, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,450/mo

2 beds1 bath1,804 sq ft

2480 Avenue B SW Unit B, Winter Haven, FL 33880

Property at 3008 Saint Paul Dr Unit 3008, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,359/mo

2 beds1 bath914 sq ft

3008 Saint Paul Dr Unit 3008, Winter Haven, FL 33880

Property at 329 7th St SW Unit C, Winter Haven, FL, 33880, 2 beds, 1 bath, [object Object]

$1,275/mo

2 beds1 bath870 sq ft

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

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Based on information submitted to the MLS GRID as of Thu Oct 09 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Rentals Under $1500 in Winter Haven, FL

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