DEAL
1 bd: $1,450
2 bd: $1,905 • 3 bd: $2,340
The Carlton at Lake Dexter
| 1015 Mahaffey RD, Winter Haven, FL 33884
Pets welcome • Dishwasher • Patio/Balcony
NEW 18 HRS AGODEAL
1 bd: $1,397
2 bd: $1,700 • 3 bd: $2,150
The Waverly at Winter Haven
| 1015 Lake Forest BLVD, Winter Haven, FL 33884
30 units available • Pets welcome • Parking
NEW 5 HRS AGODEAL
1 bd: $1,399
2 bd: $1,799
Prose Cypress Pointe
| 3110 Gowan DR, Winter Haven, FL 33884
24 units available • Pets welcome • Fitness Center
DEAL3D WALKTHROUGH
1 bd: $1,400
2 bd: $1,547 • 3 bd: $1,781
Vista Lake Ned
| 4025 Lake Ned Village Cir, Winter Haven, FL 33884
7 units available • Pets welcome • Car-dependent
DEAL
Studio: $912
1 bd: $954 • 2 bd: $1,267
Carlton Arms of Winter Haven
| 7676 Carlton Arms Blvd, Winter Haven, FL 33884
Pets welcome • Dishwasher • Car-dependent
$1,599/mo
2 beds2.5 baths1,798 sq ft
Lakeside Townhomes
| 111 Maclandon Ct, Winter Haven, FL 33884
1 unit available • Dishwasher • Car-dependent
![Property at 5667 Struthers Ct, Winter Haven, FL, 33884, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/335b0973-412d-44ab-bcd4-8df56e4af69b/islphoto/genIsl.0_2.webp)
$1,350/mo
2 beds1 bath775 sq ft
5667 Struthers Ct, Winter Haven, FL 33884
End of results (Download All)
Here are some rentals close to your search
$4,000/mo
4 beds3 baths2,728 sq ft
7740 Lake Hatchineha Rd, Haines City, FL 33844
Parking • A/C
DEAL
1 bd: $1,290
2 bd: $1,595 • 3 bd: $1,995
Serenity at Lake Wales
| 105 Serenity Lp, Lake Wales, FL 33859
18 units match • Pets welcome • Dishwasher
NEW 18 HRS AGO3D WALKTHROUGH
Studio: $1,300
1 bd: $1,655 • 2 bd: $2,100
The Breeze
| 265 East St, Winter Haven, FL 33881
52 units match • Pets welcome • Fitness Center
NEW 18 HRS AGODEAL
1 bd: $1,380
2 bd: $1,740 • 3 bd: $2,165
Alera at Hunters Glen
| 3005 Willow Glen CIR, Lake Wales, FL 33859
27 units match • Pets welcome • Parking
$2,200/mo
2 beds2.5 baths1,119 sq ft
244 E Park Ave Unit 201, Lake Wales, FL 33853
$2,200/mo
1 bed1 bath800 sq ft
912 Lake Jessie Dr Unit 2, Winter Haven, FL 33881
A/C • Dishwasher
![Property at 2398 Magnolia Dr, Lake Wales, FL, 33855, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/ee7337b4-33ab-431b-91ef-753487aba818/islphoto/genIsl.0_1.webp)
$2,100/mo
4 beds2 baths1,824 sq ft
2398 Magnolia Dr, Lake Wales, FL 33855
![Property at 2376 McKinley Dr, Lake Wales, FL, 33853, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/7acee9da-832e-42a5-aef0-8f31a35602b2/islphoto/genIsl.0_2.webp)
$2,098/mo
4 beds2 baths1,824 sq ft
2376 McKinley Dr, Lake Wales, FL 33853
![Property at Lakeshore Club - 1300 S Lake Howard Dr, Winter Haven, FL, 33880, 1-3 bed, 1.5-2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/422c11fa-672e-47b4-a735-c661992e3b72/islphoto/genIsl.0_3.webp)
$1,500+/mo
1-3 bed1.5-2 baths995-1,933 sq ft
Lakeshore Club
| 1300 S Lake Howard Dr, Winter Haven, FL 33880
![Property at 244 E Park Ave Unit 204, Lake Wales, FL, 33853, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/e45cca57-df95-4f2a-a8ba-edadd2302595/islphoto/genIsl.0_2.webp)
$2,000/mo
2 beds1 bath847 sq ft
244 E Park Ave Unit 204, Lake Wales, FL 33853
![Property at 3478 Evening Star Dr, Winter Haven, FL, 33881, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/30bed523-eb72-42cb-83f8-a65cf8aa4262/islphoto/genIsl.0_1.webp)
$2,000/mo
4 beds2 baths1,900 sq ft
3478 Evening Star Dr, Winter Haven, FL 33881
![Property at 2533 Pine Pl, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/10530783-ee61-41bd-8bb3-62ca0c2a4b96/islphoto/genIsl.0_3.webp)
$1,995/mo
3 beds2.5 baths1,625 sq ft
2533 Pine Pl, Winter Haven, FL 33881
![Property at 2527 Pine Pl, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/126db9b9-3a3e-43e0-8b97-12db602c66ec/islphoto/genIsl.0_3.webp)
$1,995/mo
3 beds2.5 baths1,625 sq ft
2527 Pine Pl, Winter Haven, FL 33881
![Property at 2562 Pine Pl, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/f028b5ab-08dc-424b-a404-e25ac2a961ce/islphoto/genIsl.0_1.webp)
$1,950/mo
3 beds2.5 baths1,625 sq ft
2562 Pine Pl, Winter Haven, FL 33881
![Property at 2568 Pine Pl, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/6d7663d7-f873-4a91-8d0b-97e1e1116602/islphoto/genIsl.0_1.webp)
$1,950/mo
3 beds2.5 baths1,625 sq ft
2568 Pine Pl, Winter Haven, FL 33881
![Property at 2574 Pine Pl, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/fbb30f16-5e10-450f-a477-e6ab5de88e76/islphoto/genIsl.0_1.webp)
$1,950/mo
3 beds2.5 baths1,625 sq ft
2574 Pine Pl, Winter Haven, FL 33881
![Property at 111 Roosevelt Dr SE, Winter Haven, FL, 33884, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/82a2da2c-4119-4f1b-a608-115c65fb7049/islphoto/genIsl.0_1.webp)
$1,929/mo
3 beds2 baths1,531 sq ft
111 Roosevelt Dr SE, Winter Haven, FL 33884
![Property at 2759 Sycamore St, Winter Haven, FL, 33881, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/572ed0eb-f5d6-4268-b922-a81cca9cf203/islphoto/genIsl.0_2.webp)
$1,900/mo
3 beds2.5 baths1,625 sq ft
2759 Sycamore St, Winter Haven, FL 33881
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$1,895/mo
3 beds2.5 baths1,625 sq ft
2614 Tanoak Ter, Winter Haven, FL 33881
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$1,860/mo
3 beds2 baths2,154 sq ft
2233 9th St SE, Winter Haven, FL 33880

Based on information submitted to the MLS GRID as of Tue Sep 02 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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