Nearby rentals
Renter hub
Property management
Filters
The average rent in Winter Park, Bonita Springs-Naples, as of June 2026, is flat compared to last month but down 1.42% year-over-year.
Average rent
Track prices
Great for
All rentals
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
2 beds
2 baths
$2,300
Condo for rent
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
4210 Looking Glass Ln #4210, Bonita Springs-Naples, FL 34112
In-unit laundry | Furnished | Swimming pool
2 beds
2 baths
$1,850
Condo for rent
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
4021 Ice Castle Way #4, Bonita Springs-Naples, FL 34112
In-unit laundry | Furnished | On-site laundry
2 beds
2 baths
$2,600
Condo for rent
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
4180 Looking Glass Ln #4102, Bonita Springs-Naples, FL 34112
In-unit laundry | Swimming pool | Walk-in closets
2 beds
2 baths
$2,550
Condo for rent
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
3504 Antarctic Cir, Bonita Springs-Naples, FL 34112
In-unit laundry | Swimming pool | Walk-in closets
2 beds
2 baths
$3,000
Condo for rent
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
3510 Antarctic Cir #1, Bonita Springs-Naples, FL 34112
Furnished | On-site laundry | Swimming pool
2 beds
2 baths
$2,350
Condo for rent
Available Apr 21
Dishwasher
In-Unit Laundry
Swimming Pool
Outdoor Space
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
2 beds
2 baths
$3,000
Condo for rent
Available Feb 6
5d+ ago
Winter Park house for rent in Bonita Springs-Naples
2 beds
2 baths
$2,680
House for rent
Be the first to hear about new listings matching your search.
5d+ ago
Winter Park condo for rent in Bonita Springs-Naples
In-unit laundry | Swimming pool | Residents lounge
2 beds
2 baths
$2,700
Condo for rent
5d+ ago
Kings Lake condo for rent in Bonita Springs-Naples
In-unit laundry | Air conditioning | On-site laundry
2 beds
2 baths
$1,990
Condo for rent
5d+ ago
Foxfire house for rent in Bonita Springs-Naples
1417 Foxfire Ln, Bonita Springs-Naples, FL 34104
In-unit laundry | Furnished | Garage parking
3 beds
2 baths
$10,000
House for rent
5d+ ago
Kings Lake condo for rent in Bonita Springs-Naples
2972 Kings Lake Blvd #2972, Bonita Springs-Naples, FL 34112
In-unit laundry | Air conditioning | Swimming pool
2 beds
2 baths
$3,000
Condo for rent
5d+ ago
Townhouse for rent in Naples
3063 Connecticut Ave #101, Naples, FL 34112
In-unit laundry | Air conditioning | Garage parking
4 beds
3.5 baths
$3,500
House for rent
Available Mar 5
5d+ ago
Kings Lake condo for rent in Bonita Springs-Naples
Furnished | Garage parking | Assigned parking
2 beds
2 baths
$1,620
Condo for rent
3d ago
1 bed
1 bath
$1,395
Apartment for rent
5d+ ago
2155 Great Blue Dr, Naples, FL 34112
In-unit laundry | Air conditioning | Swimming pool
1–3 beds
1–2 baths
$1,400–$2,494
Apartment for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
House for rent in Naples
3 beds
2 baths
$2,695
House for rent
5d+ ago
House for rent in Naples
319 Reynolds Ct #M12, Naples, FL 34112
In-unit laundry | Garage parking | On-site laundry
2 beds
2 baths
$2,400
House for rent
2h ago
Verified
2 beds
2 baths
$4,110
Condo for rent
4d ago
1 bed
1 bath
$1,307–$1,425
Apartment for rent
5d+ ago
Condo for rent in Naples
1810 Florida Club Cir #1109, Naples, FL 34112
In-unit laundry | Swimming pool | Fitness center
2 beds
2 baths
$2,300
Condo for rent
5d+ ago
House for rent in Naples
3 beds
2 baths
$3,300
House for rent
1d ago
Royal Harbor condo for rent in Naples
2 beds
2 baths
$4,495
$2,500
Price drop
Condo for rent
5d+ ago
House for rent in Naples
5257 Whitten Dr #NA, Naples, FL 34104
In-unit laundry | Furnished | Air conditioning
2 beds
2 baths
$2,500
House for rent
Available Jun 1
5d+ ago
Condo for rent in Naples
1810 Florida Club Cir #1204, Naples, FL 34112
In-unit laundry | On-site laundry | Swimming pool
2 beds
2 baths
$1,850
Condo for rent
Are you a rental professional?
241 rentals
400 rentals
230 rentals
1,677 rentals
42 rentals
787 rentals
72 rentals
63 rentals
50 rentals
96 rentals
29 rentals
9 rentals
16 rentals
8 rentals
16 rentals
6 rentals
18 rentals
108 rentals
17 rentals
24 rentals
Two-bedroom apartments in Winter Park average around $2,700 per month in 2025, down 17.4% from the previous year. These units dominate the rental market and represent the primary housing option available to renters in this area.
Winter Park's rental market averaged around $2,700 per month across all property types in 2025, down 17.4% from 2024. Rental costs vary seasonally, with January seeing the highest prices at about 40% more than May, making late spring a more budget-friendly time to search.
Apartments in Winter Park average around 1,240 square feet across all unit types. Two-bedroom units, which make up the majority of available rentals, also average around 1,240 square feet.
Two-bedroom apartments are the most common rental type in Winter Park, with about 15 listings available monthly. The rental market is currently dominated by these units, which represent the primary housing option for renters in the area.
Winter Park stands out for its commitment to environmental sustainability and vibrant social life. The neighborhood's focus on eco-friendliness is evident in its use of non-toxic paint, waste recycling and composting programs, rainwater harvesting, and community solar projects. Residents can also enjoy the nearby parks and recreation areas, made easily accessible by the neighborhood's high walk score. Winter Park's social scene thrives due to its variety of restaurants, well-maintained street infrastructure, and reliable transit options, making it simple to get around and meet up with friends. With a strong emphasis on both sustainability and community, Winter Park offers a unique and appealing lifestyle for its residents.
One-bedroom, three-bedroom, and studio apartments have no current listings available in Winter Park. The rental market focuses exclusively on two-bedroom units at this time.
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 | 25 |
|---|---|
| 💰Best rent deal | 2996 Francis Ave |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |