Deals & Discount Filters
Apartments for Rent in Winter Park
42 Rentals
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2 BEDS, 2 BATHS$1,9504240 Jack Frost Ct Unit 4410
4240 Jack Frost Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,2004060 Ice Castle Way Unit 10
4060 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,200
4010 Ice Castle Way Unit 7
4010 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,500
4080 Looking Glass Ln Unit 2905
4080 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,400
4031 Ice Castle Way Unit 3303
4031 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,000
4775 Lakewood Blvd Unit H2
4775 Lakewood Blvd, Naples, FL 34112 -
Looking For Cheaper Options?Explore the Best Affordable Neighborhoods in Naples
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2 BEDS, 2 BATHS$2,680
4030 Northlight Dr
4030 Northlight Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,750
385 Palm Dr Unit 1732
385 Palm Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,500
83 Glades Blvd Unit 1612
83 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,400
4040 Ice Castle Way Unit 2802
4040 Ice Castle Way, Naples, FL 34112 -
1 BED, 1 BATH$1,500
3325 Arpt Rd S Unit A8
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$3,300
4210 Looking Glass Ln Unit 4210
4210 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,200
3608 Arctic Cir Unit 514
3608 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$5,000
30 Glades Blvd Unit 1473
30 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,500
3400 Frosty Way Unit 5
3400 Frosty Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,950
4130 Looking Glass Ln Unit 6
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$5,000
34 Glades Blvd Unit 1461
34 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$5,100
83 Glades Blvd Unit 3
83 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,200
1470 Green Valley Cir Unit 301
1470 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$1,650
3511 Antarctic Cir Unit 2406
3511 Antarctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,795
4261 Jack Frost Ct Unit 4707
4261 Jack Frost Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,800
1460 Green Valley Cir Unit 403
1460 Green Valley Cir, Naples, FL 34104 -
1 BED, 1 BATH$1,550
3325 Arpt Rd S Unit B8
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$5,000
51 Glades Blvd Unit 2
51 Glades Blvd, Naples, FL 34112 -
2 BEDS, 1 BATH$1,600
3325 Arpt Rd S Unit F2
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$2,700
3676 Arctic Cir Unit 112
3676 Arctic Cir, Naples, FL 34112 -
2 BEDS, 1 BATH$1,600
3325 Arpt Rd S Unit H4
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$1,600
1420 Green Valley Cir Unit 802
1420 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$2,350
150 Round Key Cir Unit G-15
150 Round Key Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,950
4060 Ice Castle Way Unit 3
4060 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 1 BATH$1,635
3325 Arpt Rd S Unit R3
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$3,500
4230 Jack Frost Ct Unit 7
4230 Jack Frost Ct, Naples, FL 34112 -
4 BEDS, 2 BATHS$3,500
108 Payne Ct
108 Payne Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,850
4130 Looking Glass Ln Unit 3802
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,1954759 Lakewood Blvd
4759 Lakewood Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,7954011 Ice Castle Way Unit 7
4011 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,8004040 Ice Castle Way Unit 2
4040 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,200
Bright & Spacious First-Floor Condo in Win...
4031 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,700
5 miles from 5th Avenue and Downtown Naples!
3676 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,200
Charming 2/2 Condo in Winterpark, Naples
3607 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,950
4130 Looking Glass Ln
4130 Looking Glass Ln, Naples, FL 34112
Naples at a Glance
Winter Park Neighborhood in Naples, FL
If you’re looking for apartments in Winter Park, Naples, Apartment Finder has you covered! With great rent specials, price drops, and the best values in Winter Park, one of these 42 rentals is sure to fit your list of apartment must-haves. Use our custom filters to narrow your search. Are you looking for a cozy studio apartment or a one-bedroom for yourself, a two-bedroom apartment for you and a roommate, or something more spacious with three-four beds? Apartment Finder has a wide variety of floorplans to meet every need.
Next, select the amenities you can't live without. Start with the basics and make sure your new place offers in-unit air conditioning, a washer and dryer, and a dishwasher. Then, take your living experience to the next level and look at apartments with a garage, swimming pool, and a gym. You can even combine amenties and ensure that your wheelchair accessible apartment has an elevator, or that your pet-friendly place has a balcony.
If filtering for amenities isn't specific enough, you can find apartments that fit your lifestyle when you search by specialty. Look at income-restricted apartments, senior living, short-term rentals, or student housing and find a place that caters to your exact needs. When you've found the perfect floorplan with all the essential amenities included, filter by price to make sure your new place fits your budget. Click on any of these properties to see photos and floor plans, read reviews, check out the rent calculator, and learn more about the neighborhood with information on nearby parks, shopping malls, and transit stops. With more than one million rentals currently available, Apartment Finder is the place to find your Winter Park apartment.
Top Budget-Friendly Neighborhoods in Naples
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Green Boulevard Apartments 786 Sq Ft $1,621/mo
- Saxon Manor Isles 708 Sq Ft $1,679/mo
- The Glades 709 Sq Ft $1,713/mo
- Golden Gate Villas 667 Sq Ft $1,753/mo
- Keystone Place 785 Sq Ft $1,760/mo
- Kensington Park 762 Sq Ft $1,774/mo
- Shores at Berkshire Lakes 854 Sq Ft $1,779/mo
- Golden Gate 782 Sq Ft $1,786/mo
- Preserve-Shores at Berkshire Lake 878 Sq Ft $1,823/mo
- Canterbury Village 878 Sq Ft $1,823/mo
Discover the cheapest neighborhoods in Naples
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Naples $2,512/mo
- Bonita Springs $2,149/mo
- Estero $1,949/mo
- Marco Island $3,298/mo
- Fort Myers $1,755/mo
- Lehigh Acres $1,577/mo
Getting Around Naples
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.