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439 rentals available
3d ago
House for rent in Winter Haven
2103 Whispering Trails Blvd, Winter Haven, FL 33884
Swimming pool | Storage | Outdoor space
4 beds
2.5 baths
$2,145
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
3d ago
House for rent in Winter Haven
2 beds
1 bath
$900
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
3d ago
1–2 beds
1 bath
$1,135–$1,235
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
3d ago
House for rent in Winter Haven
3224 Timberline Rd, Winter Haven, FL 33880
On-site laundry | Ceiling fan | Fireplace
3 beds
2 baths
$1,800
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 6
3d ago
Condo for rent in Winter Haven
2050 San Marcos Dr Se #214, Winter Haven, FL 33880
Ceiling fan | Dishwasher
2 beds
2 baths
$1,300
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Condo for rent
3d ago
House for rent in Winter Haven
29 Enclave Dr, Winter Haven, FL 33884
In-unit laundry | Swimming pool | Walk-in closets
3 beds
2 baths
$1,995
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
3d ago
2 beds
1 bath
$1,149
Price droppedFees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Oct 30
3d ago
House for rent in Winter Haven
746 Avenue O Sw, Winter Haven, FL 33880
Assigned parking | Walk-in closets | Outdoor space
3 beds
2 baths
$1,650
Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Oct 1
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4d ago
1–2 beds
1 bath
$1,145–$1,265
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
4d ago
1 bed
1 bath
$875–$895
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
4d ago
House for rent in Winter Haven
2 beds
2 baths
$1,345
Price dropped $100Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.House for rent
4d ago
House for rent in Winter Haven
209 Whitman Rd, Winter Haven, FL 33884
Swimming pool | Ceiling fan | Dishwasher
4 beds
4 baths
$2,700
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
4d ago
Apartment for rent in Winter Haven
1925 Avenue O Sw #106, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Assigned parking
2 beds
1 bath
$1,325
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.Apartment for rent
Available Nov 15
4d ago
1–2 beds
1–2 baths
$1,295–$1,750
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
4d 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
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.Apartment for rent
4d ago
House for rent in Winter Haven
213 16th St Ne, Winter Haven, FL 33881
Swimming pool | Storage | Outdoor space
3 beds
3 baths
$2,095
Price dropped $165Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
4d ago
Townhouse for rent in Winter Haven
610 Orange Blossom Dr #NA, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$2,125
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
Available Nov 1
4d ago
House for rent in Winter Haven
5525 Forest Ridge Dr, Winter Haven, FL 33881
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$2,050
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
4d ago
Condo for rent in Winter Haven
1723 2nd St Nw #NA, Winter Haven, FL 33881
Furnished | Central heat | Outdoor space
2 beds
1 bath
$1,200
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Condo for rent
Available Nov 3
5d+ ago
House for rent in Winter Haven
1 bed
1 bath
$900
Price dropped $50Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
House for rent in Winter Haven
2 beds
1 bath
$1,100
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
Lakes At Lucerne Park house for rent in Winter Haven
525 Lucerne Blvd, Winter Haven, FL 33881
Swimming pool | Storage | Outdoor space
4 beds
2 baths
$1,950
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
5d+ ago
House for rent in Winter Haven
607 Sears Ave Ne, Winter Haven, FL 33881
Swimming pool
4 beds
2 baths
$1,690
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
5d+ ago
Townhouse for rent in Winter Haven
3 beds
2 baths
$1,899
Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
House for rent in Winter Haven
5 beds
3 baths
$2,370
Price dropped $100Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.House for rent
Available Oct 24
5d+ ago
House for rent in Winter Haven
3 beds
2 baths
$1,695
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
2 beds
1 bath
$1,475
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
5d+ ago
1 bed
1 bath
$899
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
5d+ ago
Condo for rent in Winter Haven
1004 Eagle Pond Dr #1004, Winter Haven, FL 33884
In-unit laundry | On-site laundry | Assigned parking
2 beds
2 baths
$1,450
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Condo for rent
5d+ ago
House for rent in Winter Haven
4 beds
1.5 baths
$1,850
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 3
5d+ ago
Lakeside Landings house for rent in Winter Haven
4 beds
2 baths
$1,900
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
Condo for rent in Winter Haven
1 bed
1 bath
$960
Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.Condo for rent
Available Nov 3
5d+ ago
House for rent in Winter Haven
In-unit laundry | Air conditioning | Balcony
4 beds
2 baths
$2,150
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 3
5d+ ago
House for rent in Winter Haven
3 beds
2 baths
$1,850
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
House for rent in Winter Haven
In-unit laundry | Air conditioning | Assigned parking
4 beds
1.5 baths
$1,850
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 3
5d+ ago
Mandolin house for rent in Winter Haven
6221 Botticella Blvd, Winter Haven, FL 33884
In-unit laundry | Garage parking | Walk-in closets
4 beds
2.5 baths
$1,995
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
House for rent in Winter Haven
4925 Jackson St, Winter Haven, FL 33884
In-unit laundry | Garage parking | Walk-in closets
3 beds
2 baths
$1,895
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
House for rent in Winter Haven
1026 Medinah Dr, Winter Haven, FL 33884
Swimming pool | Business center | Dishwasher
2 beds
2 baths
$1,500
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
119 Pine Island Dr, Winter Haven, FL 33881
In-unit laundry | Ceiling fan | Carpet
3 beds
2 baths
$1,750
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Oct 20
5d+ ago
2 beds
1 bath
$1,445
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Apartment for rent
5d+ ago
House for rent in Winter Haven
2 beds
1 bath
$1,450
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
House for rent in Winter Haven
3 beds
2 baths
$1,800
Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
1314 Evergreen Ct #1314, Winter Haven, FL 33881
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$1,740
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.House for rent
Available Nov 2
5d+ ago
Lake Buckeye Estates townhouse for rent in Winter Haven
3 beds
2.5 baths
$1,740
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
Available Nov 2
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As of today, Winter Haven's average rent price is $1,695 per month, which is down 3%, or $55, compared to last year. See the Winter Haven rent report.
Average rent
$1,695
YoY change
−3%
−$55/mo
Rentals, last 30 days
293
| Unit type | Average rent | vs last year |
|---|---|---|
| All bedrooms | $1,695/mo | −3% |
| 1 bedroom | $1,117/mo | −7% |
| 2 bedroom | $1,385/mo | −1% |
| 3 bedroom | $1,800/mo | −2% |
The average rent in Winter Haven, FL is $1,695 a month. 1-bedrooms average $1,117 and 2-bedrooms $1,385, based on rentals listed on Zumper in the last 30 days. See the Winter Haven rent report.
You'd need to earn about $44,680 a year to afford an average 1-bedroom here ($1,117 a month), with rent at 30% of your income. Try the rent calculator with your own numbers.
Use the cheap apartments filter to see the lowest-priced rentals in and around Winter Haven, FL.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends and availability are calculated using real-time and 2026 rental inventory and prices.
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 | 439 |
|---|---|
| 💰Best rent deal | 2850 Lake Alfred Rd |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |