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

Average rent

$2,680
decreased by22%

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Eco-living
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4230 Jack Frost Ct - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

4230 Jack Frost Ct, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Residents lounge

2 beds

2 baths

$1,950

$1,850

Price drop

Condo for rent

4180 Looking Glass Lane #4102 - Photo 1 of 1

3d ago

Winter Park house for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

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

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

2 beds

2 baths

$2,700

House for rent

Description

Property Status: Active Welcome to your dream rental at Winterpark in beautiful Naples, FL! This completely renovated 2 bedroom with 2 full baths offers a spacious 1,246 square feet of modern living space. Step inside to discover a fresh, open layout with stylish finishes and contemporary furniture. The kitchen is a chef’s delight, featuring sleek countertops, new high end cabinets and brand-new appliances, perfect for whipping up your favorite meals. The living area is inviting and ideal for relaxing or entertaining guests. Amenities at Winterpark include a community club

4180 Looking Glass Ln #4104 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

4180 Looking Glass Ln #4104, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$2,500

Condo for rent

4021 Ice Castle Way #4 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

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

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$3,000

Condo for rent

4021 Ice Castle Way #7 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

4021 Ice Castle Way #7, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Assigned parking

2 beds

2 baths

$3,400

Condo for rent

3504 Antarctic Cir - Photo 1 of 1

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

Find rentals with popular amenities

Swimming Pool

In-Unit Laundry

Dishwasher

Outdoor Space

4210 Looking Glass Ln #4210 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

4210 Looking Glass Ln #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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4130 Looking Glass Ln ##3802 - Photo 1 of 1

5d+ ago

Winter Park apartment for rent in Bonita Springs-Naples

4130 Looking Glass Ln ##3802, Bonita Springs-Naples, FL 34112

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

2 beds

2 baths

$1,850

Apartment for rent

3511 Antarctic Cir #2406 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

3511 Antarctic Cir #2406, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Walk-in closets

2 beds

2 baths

$3,500

Condo for rent

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Nearby rental good for social life

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

2972 Kings Lake Blvd #2972 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

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

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

3138 Kings Lake Blvd #7547 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

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

In-unit laundry | Swimming pool | Fireplace

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active AVAILABLE JANUARY 2026 AS A LONG TERM RENTAL. 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, th

83 Glades Blvd #1612 - Photo 1 of 1

5d+ ago

House for rent in Naples

Low Rise (1-3) - NAPLES, FL

83 Glades Blvd #1612, Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$4,500

House for rent

Description

Property Status: Active Beautiful, fully furnished 2 br 2 bathe villa in the Glades. Available for upcoming season Walk steps to the pool, enjoy all the wonderful amenities the Glades has to offer, including 2 golf courses, tennis, pickleball, and so much more. Close to dinning, shopping, Tin City and downtown 5th ave. Office Phone: (239) 778-1010 Copyright © 2025 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

3055 Round Table Ct - Photo 1 of 1

5d+ ago

Kings Lake house for rent in Bonita Springs-Naples

Single Family Residence - NAPLES, FL

3055 Round Table Ct, Bonita Springs-Naples, FL 34112

In-unit laundry | Furnished | Swimming pool

3 beds

2 baths

$3,600

House for rent

Description

Property Status: Active What a GREAT pool home rental in AN INCREDIBLE NAPLES LOCATION that you can now call home!! AVAILABLE starting Mid September 2025 for an Annual Lease in the wonderful community of Kings Lake, Naples. LANDSCAPING AND POOL CARE INCLUDED!! Located on a quiet cul-de-sac and less than 10 minutes from the local white sand beaches, and downtown with world renowned shopping and restaurants. This dream home features 3 bedrooms, 2 full bath, all tile and hardwood flooring. Property is fully furnished with New stainless appliances, New kitchen cabinets and cou

Find sweet deals near Winter Park

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

1801 Courtyard Way #D201 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

1801 Courtyard Way #D201, Bonita Springs-Naples, FL 34112

In-unit laundry | On-site laundry | Balcony

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active Fully remodeled! This beautiful second-floor condominium in the desired Courtyard Community of Kings Lake is available for annual rent. Freshly painted, with a modern aesthetic and new light fixtures, this unit is the epitome of comfort and style. Both bathrooms and the kitchen have just been updated with modern finishes. Spacious Interiors: Second floor end-unit with high ceilings and laminate flooring run throughout the home, creating an open, airy atmosphere that is both inviting and comfortable. Screened balcony: Enjoy the Florida breeze on your

2934 Kings Lake Blvd #2934 - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

Low Rise (1-3) - NAPLES, FL

2934 Kings Lake Blvd #2934, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$3,500

Condo for rent

Description

Property Status: Active ****REDUCEED**** Availabilty; December 2025, January, February, March, April 2026. Welcome to your new haven at Windsor, located in the lovely Kings Lake community! This beautiful 2-bedroom, 2-bath recently updated condo offers new stunning lake views that you can enjoy from the comfort of your living room. Residents have access to fantastic amenities, including a community pool, tennis courts, pickleball and scenic walking and jogging paths. Don’t miss the chance to live in this serene and vibrant community! Conveniently located near the down

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4775 Lakewood Blvd #H2 - Photo 1 of 1

5d+ ago

House for rent in Naples

Villa Attached - NAPLES, FL

4775 Lakewood Blvd #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

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 Avenue #13 - Photo 1 of 1

5d+ ago

House for rent in Naples

2964 Francis Avenue - 13

2964 Francis Avenue #13, Naples, FL 34112

On-site laundry

1 bed

1 bath

$1,800

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

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!

4459 Flamingo Dr - Photo 1 of 1

5d+ ago

House for rent in Naples

4459 Flamingo Dr, Naples, FL 34104

Swimming pool | Outdoor space

3 beds

2 baths

$3,195

House for rent

Description

Discover your perfect Naples retreat in this beautifully remodeled 3-bedroom, 2-bathroom pool home, offered fully furnished and turnkey ready. Nestled in a quiet, walkable neighborhood just three miles from the white-sand beaches and lively shops of 5th Avenue South, this home combines modern comfort with unbeatable convenience. Step inside to a bright, open-concept layout that immediately feels like home. The spacious living area flows effortlessly through double sliding glass doors to your private screened lanai, featuring a large heated pool beneath a vaulted enclosure

Listings within 5 miles
1380 Delmar Ln - Photo 1 of 1

5d+ ago

House for rent in Naples

1380 Delmar Ln, Naples, FL 34104

In-unit laundry | Outdoor space | Oven

2 beds

1 bath

$2,400

House for rent

Description

Discover your Naples oasis in this charming 2-bedroom, 1.5-bath single-family home for rent in the desirable Brookside neighborhood. Perfectly located just minutes from 5th Avenue South, Tin City, and Naples’ world-famous white-sand beaches, this home offers the ideal balance of comfort and convenience. The bright, open floor plan features tile flooring throughout, a modern kitchen with stainless-steel appliances and ample storage, and a screened lanai for year-round enjoyment. Step outside to a spacious, private backyard surrounded by lush landscaping—perfect for relaxing

1330 Chesapeake Ave - Photo 1 of 1

5d+ ago

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Naples Bay Waterfront Living **One Month Free Rent Incentive (12-Month Term)**

1330 Chesapeake Ave, Naples, FL 34102

Furnished | Air conditioning | Assigned parking

2 beds

2 baths

$3,500

Apartment for rent

Available Dec 1

Description

**One Month Free Rent Incentive (12-Month Term)** WATERFRONT PROPERTY. This 2 bedroom, 2 bath fully furnished apartment is ideally situated to offer breathtaking views of Naples Bay. The unit is located directly on the water in the Royal Harbor neighborhood with access to a private seawall for docking your boat. The apartment features a spacious living room with comfortable seating and a large flat-screen TV. The fully equipped kitchen has stainless steel French door refrigerator, electric stove, and dishwasher. The master bedroom has a queen-size bed, a private lanai over

Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Winter Park Apartments For Rent
Updated: November 23, 2025

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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 Avenue #13
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos