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504 rentals available
39m ago
4900 Cypress Gardens Rd, Winter Haven, FL 33884
In-unit laundry | Air conditioning | Garage parking
1–3 beds
1–2 baths
$1,100–$1,825
Apartment for rent
1h ago
House for rent in Winter Haven
345 Corso Loop #NA, Winter Haven, FL 33884
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$2,000
House for rent
Available Sep 1
2h ago
2 beds
1 bath
$1,030
Apartment for rent
3h ago
102 Landings Way, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Balcony
1–2 beds
1–2 baths
$1,100–$1,385
Apartment for rent
5h ago
1–2 beds
1–2 baths
$1,395–$1,895
Apartment for rent
10h ago
House for rent in Winter Haven
2375 Brassie Ct, Winter Haven, FL 33884
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$2,100
House for rent
11h ago
Studio–2 beds
1–2 baths
$1,310–$2,340
Apartment for rent
15h ago
1 bed
1 bath
$1,050
Apartment for rent
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15h ago
3 beds
1 bath
$1,600
Apartment for rent
16h ago
1–3 beds
1–2 baths
$1,269–$2,169
Price drop
Apartment for rent
23h ago
House for rent in Winter Haven
4 beds
2 baths
$2,200
$2,100
Price drop
House for rent
23h ago
1 bed
1 bath
$1,125
Apartment for rent
23h ago
House for rent in Winter Haven
3 beds
2.5 baths
$1,895
House for rent
1d ago
House for rent in Winter Haven
110 Orange Ave, Winter Haven, FL 33880
Ceiling fan | Outdoor space
3 beds
1 bath
$1,400
House for rent
1d ago
House for rent in Winter Haven
407 Avenue A Se, Winter Haven, FL 33880
Air conditioning | On-site laundry | Ceiling fan
3 beds
2 baths
$1,650
House for rent
2d ago
House for rent in Winter Haven
4 beds
2 baths
$2,200
House for rent
Available Aug 11
2d ago
Apartment for rent in Winter Haven
955 6th St Se #5, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Walk-in closets
1 bed
1 bath
$1,190
Apartment for rent
3d ago
1 bed
1 bath
$950
Apartment for rent
3d ago
1–2 beds
1 bath
$1,075–$1,350
Apartment for rent
3d ago
Apartment for rent in Winter Haven
3062 Saint Paul Dr, Winter Haven, FL 33880
Air conditioning | On-site laundry | On-site management
2 beds
1 bath
$1,045
Apartment for rent
3d ago
1–2 beds
1–2 baths
$1,245–$1,750
Apartment for rent
3d ago
Condo for rent in Winter Haven
2 beds
1 bath
$995
Condo for rent
Available Aug 7
3d ago
Condo for rent in Winter Haven
2 beds
1 bath
$1,095
$995
Price drop
Condo for rent
Available May 29
3d ago
Apartment for rent in Winter Haven
1 bed
1 bath
$1,000
Apartment for rent
Available Aug 7
3d ago
House for rent in Winter Haven
204 Chaucer Ln, Winter Haven, FL 33884
Air conditioning | Garage parking | Ceiling fan
2 beds
2 baths
$1,600
House for rent
4d ago
House for rent in Winter Haven
5 beds
3 baths
$2,250
House for rent
Available Aug 1
4d ago
House for rent in Winter Haven
3 beds
2 baths
$1,450
House for rent
Available Aug 6
4d ago
2000 15th Ct Nw, Winter Haven, FL 33881
In-unit laundry | Swimming pool | Outdoor space
2 beds
1 bath
$1,385
Apartment for rent
4d ago
Condo for rent in Winter Haven
2 beds
2 baths
$1,400
Condo for rent
4d ago
418 19th St Se, Winter Haven, FL 33884
In-unit laundry | Air conditioning | Balcony
1–2 beds
1–2 baths
$999–$1,285
Price drop
Apartment for rent
4d ago
House for rent in Winter Haven
3810 High St, Winter Haven, FL 33881
Swimming pool | Storage | Outdoor space
3 beds
2 baths
$1,825
$1,700
Price drop
House for rent
4d ago
House for rent in Winter Haven
2 beds
2 baths
$1,475
House for rent
Available Aug 5
4d ago
2 beds
1 bath
$1,300
Apartment for rent
5d+ ago
House for rent in Winter Haven
1536 Axel Cir #NA, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$1,875
House for rent
Available Aug 5
5d+ ago
House for rent in Winter Haven
240 Solis Dr, Winter Haven, FL 33880
In-unit laundry | Ceiling fan | High ceilings
3 beds
2 baths
$2,250
House for rent
5d+ ago
2 beds
1 bath
$1,400
Apartment for rent
5d+ ago
2 beds
1 bath
$1,300
Apartment for rent
5d+ ago
House for rent in Winter Haven
3 beds
1 bath
$1,500
House for rent
5d+ ago
1824 1824 & 1826 Lake Mariam Dr, Winter Haven, FL 33884
In-unit laundry | Dishwasher
2 beds
2 baths
$1,475
Apartment for rent
5d+ ago
House for rent in Winter Haven
3 beds
2 baths
$1,700
House for rent
5d+ ago
1 bed
1 bath
$1,325
Apartment for rent
5d+ ago
House for rent in Winter Haven
4 beds
2 baths
$2,300
House for rent
5d+ ago
House for rent in Winter Haven
1336 Axel Cir, Winter Haven, FL 33880
In-unit laundry | Garage parking | High ceilings
4 beds
2 baths
$2,050
House for rent
Available Aug 1
5d+ ago
119 Pine Island Dr, Winter Haven, FL 33881
In-unit laundry | Ceiling fan | Carpet
3 beds
2 baths
$1,900
House for rent
Available Aug 11
5d+ ago
Lakeside Landings house for rent in Winter Haven
6147 Grey Heron Dr, Winter Haven, FL 33881
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$1,995
House for rent
5d+ ago
Condo for rent in Winter Haven
3 beds
1 bath
$1,550
Condo for rent
Available Jan 14
5d+ ago
2 beds
1 bath
$1,335
Apartment for rent
5d+ ago
Lakes At Lucerne Park house for rent in Winter Haven
3 beds
2 baths
$1,795
House for rent
5d+ ago
2 beds
1 bath
$1,149
Apartment for rent
5d+ ago
Apartment for rent in Winter Haven
3058 Saint Paul Dr, Winter Haven, FL 33880
Ceiling fan | Carpet | On-site management
2 beds
1 bath
$1,250
$1,025
Price drop
Apartment for rent
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Residents of Winter Haven, FL appreciate the abundance of recreational options, particularly the numerous lakes that provide opportunities for fishing and boating. Families enjoy the well-rated schools and the tight-knit feel of various neighborhoods. Local parks and community events are frequently mentioned as highlights. However, some residents note concerns over limited job opportunities and occasional traffic issues, which can make commuting a bit challenging. Overall, people seem to appreciate the low cost of living and laid-back lifestyle.
Based on Zumper's July 2026 data, one-bedroom apartments in Winter Haven average around $1,210/month and two-bedrooms approximately $1,420/month.
Fall and winter months offer the best rental deals in Winter Haven, with October seeing the lowest rents of the year. March is the most competitive month with higher demand, while November and December are the least competitive with roughly 5% lower rents than peak spring pricing.
South College and Downtown Winter Haven are the most sought-after neighborhoods, generating significantly more consumer interest than the market average. For social connectivity, Mandolin, Tranquility Park, South College, and Downtown Winter Haven offer the strongest community connections with walkable amenities and restaurants.
Based on Zumper's current listings, roughly 34% of Winter Haven rentals are pet-friendly, which works out to about 159 pet-welcoming apartments each month. Downtown Winter Haven, Terranova, Lakes At Lucerne Park, and South College offer the most comprehensive pet amenities with no breed restrictions and dedicated pet spaces.
In our current listings, utilities-included rentals are extremely rare in Winter Haven, showing up in just 0.03% of units. One-bedrooms have the highest rate at 0.14% of listings, but renters should plan to handle utility costs separately.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 504 |
|---|---|
| 💰Best rent deal | 1800 3rd Ct Se |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |