Deals & Discount Filters
Apartments for Rent in Winter Park
38 Rentals
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2 BEDS, 2 BATHS$3,750385 Palm Dr Unit 1732
385 Palm Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$5,200306 Palm Dr Unit 2
306 Palm Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,300
4083 Northlight Dr
4083 Northlight Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,000
364 Tern Dr Unit 4
364 Tern Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,795
1400 Green Valley Cir Unit 1004
1400 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$4,500
96 Glades Blvd Unit 513
96 Glades Blvd, Naples, FL 34112 -
Looking For Cheaper Options?Explore the Best Affordable Neighborhoods in Naples
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2 BEDS, 2 BATHS$5,000
348 Tern Dr Unit 4
348 Tern Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,850
4140 Looking Glass Ln Unit 5
4140 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,000
4210 Looking Glass Ln Unit 4210
4210 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,895
4250 Jack Frost Ct Unit 4505
4250 Jack Frost Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,000
4180 Looking Glass Ln Unit 4108
4180 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,650
3618 Arctic Cir Unit 3618
3618 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,500
4110 Looking Glass Ln Unit 3011
4110 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,650
1390 Green Valley Cir Unit 1104
1390 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 1 BATH$1,600
3325 Arpt Rd S Unit S2
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$3,000
3504 Antarctic Cir
3504 Antarctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,800
4130 Looking Glass Ln Unit 3802
4130 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,800
4060 Ice Castle Way Unit 10
4060 Ice Castle Way, 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, 1 BATH$1,600
3325 Arpt Rd S Unit G6
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$1,650
1460 Green Valley Cir Unit 403
1460 Green Valley Cir, Naples, FL 34104 -
2 BEDS, 2 BATHS$5,000
51 Glades Blvd Unit 2
51 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$3,525
4230 Jack Frost Ct Unit 7
4230 Jack Frost Ct, 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 -
2 BEDS, 2 BATHS$2,680
4030 Northlight Dr
4030 Northlight Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,100
3607 Arctic Cir Unit 404
3607 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$5,100
360 Palm Dr Unit 474
360 Palm Dr, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,300
4080 Looking Glass Ln Unit 2905
4080 Looking Glass Ln, Naples, FL 34112 -
2 BEDS, 2 BATHS$4,500
83 Glades Blvd Unit 1612
83 Glades Blvd, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,7005 miles from 5th Avenue and Downtown Naples!
3676 Arctic Cir, Naples, FL 34112 -
2 BEDS, 2 BATHS$1,950Charming Naples Condo with Resort-Style Li...
4230 Jack Frost Ct, Naples, FL 34112 -
2 BEDS, 2 BATHS$2,100
Charming 2/2 Condo in Winterpark, Naples
3607 Arctic Cir, Naples, FL 34112 -
2 BEDS, 1 BATH$1,600
3325 Arpt Rd S
3325 Arpt Rd S, Naples, FL 34105 -
2 BEDS, 2 BATHS$1,850
4140 Looking Glass Ln
4140 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 38 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 789 Sq Ft $1,540/mo
- Kensington Park 762 Sq Ft $1,668/mo
- Keystone Place 786 Sq Ft $1,684/mo
- The Glades 709 Sq Ft $1,708/mo
- Alvista at Laguna Bay 864 Sq Ft $1,712/mo
- Tall Pines 864 Sq Ft $1,712/mo
- Marbella Isles 864 Sq Ft $1,712/mo
- Lone Oak 864 Sq Ft $1,712/mo
- Shores at Berkshire Lakes 857 Sq Ft $1,722/mo
- Preserve-Shores at Berkshire Lake 878 Sq Ft $1,735/mo
Discover the cheapest neighborhoods in Naples
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Naples $2,316/mo
- Bonita Springs $2,206/mo
- Estero $1,791/mo
- Marco Island $3,842/mo
- Fort Myers $1,642/mo
- Ave Maria $1,250/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.