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Apartments for Rent in Winter Park, Bonita Springs-Naples, FL

Average rent

$2,665
decreased by14%

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Eco-living
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4270 Jack Frost Ct Apt 5 #Apt 5 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

4270 Jack Frost Ct Apt 5 #Apt 5, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$1,900

Condo for rent

4069 Northlight Dr #1805 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

4069 Northlight Drive - 1805

4069 Northlight Dr #1805, Bonita Springs-Naples, FL 34112

2 beds

2 baths

$3,000

Condo for rent

Available Feb 6

4021 Ice Castle Way Apt 4 #4 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

4021 Ice Castle Way Apt 4 #4, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,650

Condo for rent

4180 Looking Glass Ln Unit 4102 #4102 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

4180 Looking Glass Ln Unit 4102 #4102, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$2,700

Condo for rent

3400 Frosty Way Apt 5 #5 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

3400 Frosty Way Apt 5 #5, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$3,500

Condo for rent

3504 Antarctic Cir - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

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

Find rentals with popular amenities

Outdoor Space

In-Unit Laundry

Dishwasher

Swimming Pool

4210 Looking Glass Ln Unit 4210 #4210 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

4210 Looking Glass Ln Unit 4210 #4210, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$2,000

Condo for rent

4030 Northlight Dr - Photo 1 of 1

5d+ ago

Winter Park house for rent in Bonita Springs-Naples

4030 Northlight Dr, Bonita Springs-Naples, FL 34112

Furnished | Assigned parking | Swimming pool

2 beds

2 baths

$2,680

House for rent

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4031 Ice Castle Way Unit 3303 #3303 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - Naples, FL

4031 Ice Castle Way Unit 3303 #3303, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$2,400

Condo for rent

3676 Arctic Cir #112 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

3676 Arctic Cir #112, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Residents lounge

2 beds

2 baths

$2,700

Condo for rent

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2972 Kings Lake Blvd Unit 2972 #2972 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

2972 Kings Lake Blvd Unit 2972 #2972, Bonita Springs-Naples, FL 34112

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$3,000

Condo for rent

Description

Property Status: Active This 2 bedroom, 2 bath condo has it all, including a vaulted ceiling in the living room, giving the condo a spacious open feeling. The kitchen is well equipped and has an eating area as well. The master bedroom has a king-size bed and walk-in closet. The master bath has a walk-in shower. The guest bedroom has a queen size bed and the guest bath has a tub shower combo. There is a washer and dryer in the unit and a newer central air conditioning and heating system. The screened lanai has a partial view of the lake, which is great for walking and bikin

3138 Kings Lake Blvd Unit 7547 #7547 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

3138 Kings Lake Blvd Unit 7547 #7547, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,900

Condo for rent

Description

Property Status: Active Discover this charming condo in the highly desirable neighborhood of Kings Lake. This spacious - end unit offers open living areas with vaulted ceilings, an enclosed lanai, a fireplace, and covered parking. Situated on the second floor, this home is filled with natural light and designed for comfort. Kings Lake is a vibrant community featuring three scenic lakes, a bike and jogging path, community pool, and tennis/pickleball courts. Conveniently located just minutes from the beaches and downtown, this condo is the perfect blend of relaxation and lif

4775 Lakewood Blvd Unit H2 #H2 - Photo 1 of 1

5d+ ago

House for rent in Naples

SINGLE_FAMILY - Other - NAPLES, FL

4775 Lakewood Blvd Unit H2 #H2, Naples, FL 34112

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$4,000

House for rent

Description

Property Status: Active Available for Season until mid April 2026. eautiful furnished Naples Lakewood attached Villa for rent with a minimum rental period of 3 month just 3 miles to 5TH AVE South and Beaches. This charming 2 split bedroom / 2 bath / 1 car garage / enclosed lanai and front patio is located just off Davis Blvd & Round Key Cir. Fully furnished with laminate/wood planks throughout and tile in bathrooms and lanai. The enclosed lanai overlooks the former golf course and partial lake with beautiful morning sun. The front patio offers you western exposure with the

1798 Kings Lake Blvd #104 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

1798 Kings Lake Blvd #104, Bonita Springs-Naples, FL 34112

Assigned parking | Swimming pool | Outdoor space

2 beds

2 baths

$2,100

Condo for rent

Description

Stunning Remodeled 2/2 Condo in The Hamptons at Kings Lake – Unobstructed Lake View Ready for a Long-Term Tenant Welcome to this beautifully remodeled 2-bedroom, 2-bathroom condo that offers the perfect blend of modern comfort and serene lakeside living. Located on the ground floor of The Hamptons at Kings Lake, this spacious unit boasts 1,312 square feet of living space, including a large 210-square-foot lanai that offers breathtaking, unobstructed views of the tranquil lake. Features: Brand New Kitchen: White cabinetry, new stainless steel appliances, and a sleek we

1765 Courtyard Way #104 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

1765 Courtyard Way #104, Bonita Springs-Naples, FL 34112

Furnished | Garage parking | Assigned parking

2 beds

2 baths

$2,700

Condo for rent

Description

3-D VIRTUAL WALKTHROUGH AVAILABLE HERE: https my matterport com show ?m=VkCSr2HRCVc Feel secluded without being secluded. This freshly updated 2 bed 2 bath first floor condo awaits your arrival. Enjoy a spacious kitchen with new cabinets and large marble slab countertops. Access to screened in Lani can be had from the living room glass sliding doors as well as from the master bedroom glass sliding doors. The community pool is a short walk guided by shade from the trees. One car port is available with an overflow parking lot. ***BASIC CABLE, LAWN, AND TRASH INCLUDED IN TH

2964 Francis Ave #13 - Photo 1 of 1

5d+ ago

House for rent in Naples

2964 Francis Avenue - 13

2964 Francis Ave #13, Naples, FL 34112

On-site laundry

1 bed

1 bath

$1,345

House for rent

Available Nov 10

Description

Cozy and convenient 1-bedroom, 1-bathroom single-family home available for annual lease in desirable East Naples. This home has been converted into a duplex, offering a private and spacious layout with its own entrance tucked away in the back for added privacy and tranquility. The interior features sleek black appliances and tile flooring throughout, making for low-maintenance living. A community laundry room is attached for shared use. Water and sewer fees apply separately. Shared driveway provides parking for your vehicle. Ideally located close to dining, shopping, ente

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These rentals are 10%-30% cheaper than the local average price for similar rentals.

150 Round Key Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Naples

150 Round Key Cir, Naples, FL 34112

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$2,500

House for rent

Available Apr 8

Description

Charming villa in a great location - just 10 minutes to Downtown Naples, beaches and restaurants! Two bedrooms, two bathrooms, large lanai to enjoy and relax in - perfect for your winter getaway! Fully furnished and ready for you - pack your bags and come to sunny SWFL!

4619 Chippendale Dr #1 - Photo 1 of 1

5d+ ago

House for rent in Naples

4619 Chippendale Drive - 1

4619 Chippendale Dr #1, Naples, FL 34112

3 beds

2 baths

$3,000

$2,700

Price drop

House for rent

Available Apr 6

Description

Welcome to your dream home in Naples! This stunning single family home boasts 3 bedrooms, 2 bathrooms, and a spacious 2 car garage. The wood and tile flooring throughout adds a touch of elegance, while the washer and dryer hookup provides convenience for your busy lifestyle. The open lanai is perfect for enjoying the beautiful Florida weather, and the family room is ideal for entertaining guests or relaxing with loved ones. With availability starting in April 2026, you won't want to miss out on this incredible opportunity. Located just 3.4 miles from shopping and dining, y

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1875 Florida Club Dr #7112 - Photo 1 of 1

1d ago

Condo for rent in Naples

1875 Florida Club Dr #7112, Naples, FL 34112

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$2,395

$2,199

Price drop

Condo for rent

Description

**WEEKEND SPECIAL AT $2,199/mo!** Welcome to 1875 Florida Club Dr, Apt 7112, a beautifully updated first-floor, end-unit condo located in the highly desirable Napoli Luxury Condominiums. This spacious home offers 3 bedrooms, 2 bathrooms, and 1,189 sq ft of well-designed living space with peaceful preserve and pond views from a private screened lanai. The bright, modern kitchen features granite countertops, stainless steel appliances, white shaker cabinetry, and updated hardware. Both bathrooms have been fully renovated with contemporary finishes, and the home showcas

1501 Chesapeake Ave - Photo 1 of 1

13h ago

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1501 Chesapeake Ave, Naples, FL 34102

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$4,290

Condo for rent

Description

The advertised rate of $4,290/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this waterfront second-floor condo across Naples Bay from the City Dock and Crayton Cove. Enjoy canal views from the screened lanai, ma

1865 Florida Club Dr Apt 6203 - Photo 1 of 1

9h ago

Condo for rent in Naples

CONDOS - Other - NAPLES, FL

1865 Florida Club Dr Apt 6203, Naples, FL 34112

In-unit laundry | Swimming pool | Fitness center

2 beds

1 bath

$1,750

Condo for rent

Description

Property Status: Active Welcome to Napoli Luxury Condominiums - your beautiful ANNUAL UNFURNISHED second-floor condo is ready for effortless everyday living. This spacious two-bedroom, one-bath residence features volume ceilings and tile and vinyl flooring throughout. Napoli offers an incredible array of amenities, including a clubhouse, resort-style pool, fitness center, billiards room, sand volleyball, lighted tennis courts, pickleball, racquetball, barbecue areas, and scenic walking paths perfect for biking and jogging through lush tropical landscaping. A full-time, on-

6700 Dennis Cir - Photo 1 of 1

5d+ ago

Bretonne Park condo for rent in Bonita Springs-Naples

6700 Dennis Cir, Bonita Springs-Naples, FL 34104

Garage parking | Swimming pool | Dishwasher

2 beds

2 baths

$2,795

Condo for rent

Available Mar 10

Description

Welcome to Florida living in this exceptionally maintained first-floor condo with a detached garage, located in the highly desirable Chatham Square community. This inviting residence features two bedrooms plus a den, two full baths, and a bright, clean, and cohesive feel. unwind on your screened lanai, sip your morning coffee, and enjoy peaceful sunrise views in your own private retreat. This paradise in Southwest Florida. Glen Eagle is perfectly located less than 4 miles from downtown Naples, where you’ll enjoy Fifth Avenue’s fine dining, boutique shopping, art galleries,

1405 Curlew Ave #NA - Photo 1 of 1

5d+ ago

Royal Harbor apartment for rent in Naples

$2,250 - 2 Bedroom 2 Bathroom Apartment In Naples With Great Amenities

1405 Curlew Ave #NA, Naples, FL 34102

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$2,250

Apartment for rent

Available May 1

Description

Amazing 2 bedroom, 2 bathroom apartment in Naples. Amenities included: wheelchair accessible, central air, dishwasher, stainless steel appliance, updated kitchen, updated bathroom, and washer dryer. Utilities included: water. Is not pet friendly. Date Available: May 1st 2026. $2,250/month rent. Please submit the form on this page or contact Nicole Zeitler at 716-374-2746 to learn more. This property is managed by a responsible landlord using Avail landlord software.

1865 Florida Club Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Naples

1865 Florida Club Dr, Naples, FL 34112

In-unit laundry | Air conditioning | On-site laundry

2 beds

1 bath

$2,150

Apartment for rent

Description

Welcome to your new home in the heart of South Naples, Naples, FL! This charming property offers a serene living experience in a vibrant district, ensuring you have access to both relaxation and convenience. With a variety of nearby amenities, including a fantastic restaurant and a well-stocked department store, everything you need is just moments away. This inviting residence features spacious bedrooms and well-appointed bathrooms, allowing you to unwind in comfort. The efficient floor plan ensures that every inch of space is utilized effectively. You will appreciate the

1417 Chesapeake Ave Apt 101 - Photo 1 of 1

5d+ ago

Royal Harbor condo for rent in Naples

CONDOS - Ranch - NAPLES, FL

1417 Chesapeake Ave Apt 101, Naples, FL 34102

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$2,650

Condo for rent

Description

Property Status: Active 1st floor end unit, just minutes to downtown Naples 5th Ave, 3rd Street, Tin City, Marinas, Grocery stores, Naples Pier, Restaurants, Shopping, White Sand Beaches and much more! This home has been recently renovated from top to bottom! Enjoy cooking in the large kitchen with stainless appliances and granite counter tops. Have your morning coffee or evening cocktails on the spacious screened lanai overlooking lush landscaping and the refreshing pool. Walk or bike to Tin City, Naples 5th Ave, beaches and 3rd Street! Owner willing to take less than a 1

Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Winter Park Apartments For Rent
Updated: March 17, 2026

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Learn more about renting in Winter Park, Bonita Springs-Naples, FL

Winter Park, Bonita Springs-Naples apartment availability

Winter Park's rental market offers a good selection of listings, with an average of 11 rentals available each month. The majority of these rentals are 2-bedroom apartments, making it an ideal neighborhood for small families or roommates. Many of these apartments offer convenient amenities, including a dishwasher and in-unit laundry, which are available in over 68% and 70% of the apartments, respectively. Additionally, about 60% of the apartments in Winter Park feature a swimming pool, perfect for those who enjoy outdoor relaxation. With its range of amenities and cozy 2-bedroom apartments, Winter Park is a great option for renters looking for a comfortable and convenient living space.

Winter Park, Bonita Springs-Naples rental market trends

The Winter Park rental market in Bonita Springs-Naples has experienced a significant shift in 2024. The average monthly rent across all property types has decreased by 100% year-over-year, currently standing at $3,304.67. This drastic change is reflected in the average rent prices by bed count, with 2-bedrooms being the only available data point at $3,304.67, also showing a 100% decrease.

In terms of seasonal fluctuations, January has emerged as the month with the highest rent, while May has the lowest. The rent increase from May to January is a substantial 47.56%. This indicates that renters looking for a better deal should consider searching during the off-season, specifically in May, when prices are significantly lower. Conversely, those looking to rent in January can expect to pay a premium.

Why Winter Park, Bonita Springs-Naples is a great place to live

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.

Methodology: How we got this data

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 2024 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.

Winter Park Apartments for rent FAQ

What is the average size of an apartment in Winter Park, FL?

The average size of a 2 bedroom apartment rental in Winter Park is 1253 square feet.

Can I afford an apartment for rent in Winter Park, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Winter Park average rent prices.

What type of apartment rental is most common in Winter Park, Bonita Springs-Naples, FL?

2 bedroom apartments are the most common type of rentals in Winter Park, Bonita Springs-Naples, FL right now.

What type of apartment rental is least common in Winter Park, Bonita Springs-Naples, FL?

2 bedroom apartments are the least common type of rentals in Winter Park, Bonita Springs-Naples, FL right now.

Looking for apartments in Winter Park, Bonita Springs-Naples, FL near you?

🔑Available apartment rentals25
💰Best rent deal2964 Francis Ave #13
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos