2 BEDS, 2 BATHS
$2,195
Deals & Discount Filters
Apartments for Rent in Winter Park
43 Rentals
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2 BEDS, 2 BATHS$1,8504130 Looking Glass Ln
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,8504130 Looking Glass Ln
4130 Looking Glass Ln, 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$2,200
4060 Ice Castle Way Unit 10
4060 Ice Castle Way, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,350
4080 Looking Glass Ln Unit 2905
4080 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,750
385 Palm Dr Unit 1732
385 Palm Dr, Naples, FL 34112 -
Looking For Cheaper Options?Explore the Best Affordable Neighborhoods in Naples
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2 BEDS, 2 BATHS$1,850
4130 Looking Glass Ln Unit 3802
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,600
1420 Green Valley Cir Unit 802
1420 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$5,200
306 Palm Dr Unit 412
306 Palm Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,500
83 Glades Blvd Unit 1612
83 Glades Blvd, Naples, FL 34112 -
1 BED, 1 BATH$1,475
3325 Arpt Rd S Unit A8
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, 2 BATHS$5,100
83 Glades Blvd Unit 3
83 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,650
3511 Antarctic Cir Unit 2406
3511 Antarctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,795
1460 Green Valley Cir Unit 403
1460 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$2,200
1470 Green Valley Cir Unit 301
1470 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$5,000
30 Glades Blvd Unit 1473
30 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,700
3676 Arctic Cir Unit 112
3676 Arctic Cir, 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$3,300
4210 Looking Glass Ln Unit 4210
4210 Looking Glass Ln, 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$4,000
4775 Lakewood Blvd Unit H2
4775 Lakewood Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,680
4030 Northlight Dr
4030 Northlight Dr, Naples, FL 34112 -
2 BEDS, 1 BATH$1,485
3325 Arpt Rd S Unit R3
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$4,200
3608 Arctic Cir Unit 514
3608 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,500
4230 Jack Frost Ct Unit 7
4230 Jack Frost Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,100
3607 Arctic Cir Unit 404
3607 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,500
3400 Frosty Way Unit 5
3400 Frosty Way, Naples, FL 34112 -
2 BEDS, 1 BATH$1,500
3325 Arpt Rd S Unit F2
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 1 BATH$1,650
3325 Arpt Rd S Unit L1
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$5,100
360 Palm Dr Unit 474
360 Palm Dr, Naples, FL 34112 -
1 BED, 1 BATH$1,495
3325 Arpt Rd S Unit B8
3325 Arpt Rd S, Naples, FL 34105 -
3 BEDS, 2 BATHS$2,850
4553 Beechwood Lake Dr
4553 Beechwood Lake Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,500
96 Glades Blvd Unit 513
96 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,350
4080 Looking Glass Ln Unit 2905
4080 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,500
4083 Northlight Dr
4083 Northlight Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,950
4130 Looking Glass Ln Unit 3807
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,000
1440 Green Valley Cir Unit 601
1440 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$1,800
364 Tern Dr Unit 4
364 Tern Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,995
1400 Green Valley Cir Unit 1004
1400 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 1 BATH$1,350
3325 Arpt Rd S Unit I1
3325 Arpt Rd S, Naples, FL 34105
Showing 42 of 43 results, Page 1 of 2
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 43 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 787 Sq Ft $1,538/mo
- Golden Gate Villas 660 Sq Ft $1,671/mo
- The Glades 709 Sq Ft $1,705/mo
- Keystone Place 782 Sq Ft $1,709/mo
- Kensington Park 762 Sq Ft $1,734/mo
- Golden Gate 767 Sq Ft $1,748/mo
- Wyndemere 821 Sq Ft $1,844/mo
- Lone Oak 813 Sq Ft $1,901/mo
- Briarwood-Maplewood 826 Sq Ft $2,002/mo
- Rural Estates 808 Sq Ft $2,041/mo
Discover the cheapest neighborhoods in Naples
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Naples $2,315/mo
- Bonita Springs $2,139/mo
- Estero $1,891/mo
- Marco Island $4,038/mo
- Fort Myers $1,744/mo
- Ave Maria $1,150/mo
- Lehigh Acres $1,317/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.