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

Average rent

$2,550
decreased by9%

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Great for

Social life
Eco-living
Wellness

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4230 Jack Frost Ct - Photo 1 of 1
No deposit

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

$1,800

Condo for rent

4021 Ice Castle Way #4 - Photo 1 of 1

4d ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

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

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,600

Condo for rent

3510 Antarctic Cir #1 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

3510 Antarctic Circle - 1

3510 Antarctic Cir #1, Bonita Springs-Naples, FL 34112

Furnished | On-site laundry | Swimming pool

2 beds

2 baths

$2,350

Condo for rent

Available Apr 21

4180 Looking Glass Ln #4102 - Photo 1 of 1

5d+ ago

Winter Park condo for rent in Bonita Springs-Naples

CONDOS - Other - NAPLES, FL

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

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

2 beds

2 baths

$2,550

Condo for rent

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

$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

Find rentals with popular amenities

Dishwasher

Swimming Pool

Outdoor Space

In-Unit Laundry

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

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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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

1701 Courtyard Way - Photo 1 of 1

5d+ ago

Kings Lake condo for rent in Bonita Springs-Naples

1701 Courtyard Way, Bonita Springs-Naples, FL 34112

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

2 beds

2 baths

$1,990

Condo for rent

Description

Welcome to this beautiful 2-bedroom, 2-bathroom first-floor end-unit condo in the highly desirable Courtyard at Kings Lake community in Naples. Available as an ANNUAL RENTAL. With 1,072 sq ft of bright, open living space with brand new flooring throughout, this home features a remodeled kitchen, a cozy breakfast nook, and a formal dining area, perfect for both casual meals and entertaining. - Spacious master bedroom with 2 closets and direct access to the newly screened lanai - Split-bedroom layout for added privacy - Covered carport parking space included Community Amen

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Nearby rental good for pet owners

Nearby rental good for wellness

1417 Foxfire Ln - Photo 1 of 1

5d+ ago

Foxfire house for rent in Bonita Springs-Naples

SINGLE_FAMILY - Ranch - NAPLES, FL

1417 Foxfire Ln, Bonita Springs-Naples, FL 34104

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$5,000

House for rent

Description

Property Status: Active SHORT-TERM RENTAL AVAILABLE NOW-DECEMBER 2026 | SEASONAL JAN 1-APRIL 30, 2027. Discover life in Foxfire Country Club in this rarely available turnkey-furnished single-family home offering 3 bedrooms, 2 baths, and 1,970 sq ft. Sunlight pours through cathedral ceilings and transom windows, welcoming you into elegant living and dining spaces that open to a screened lanai with peaceful golf course views. The renovated kitchen features quartz counters, stainless appliances, center island, and breakfast nook flowing into the family room for easy entertain

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

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

$1,620

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

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

$2,400

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

The Point at Naples - Photo 1 of 1
Rent special

3d ago

8.4

Very good

The Point at Naples

2155 Great Blue Dr, Naples, FL 34112

1–3 beds

1–2 baths

$1,259–$2,884

Apartment for rent

Description

3 Bedroom, 2 Bathroom - 1081 Sq Ft

2668 Kings Lake Blvd #2668 - Photo 1 of 1

5d+ ago

Kings Lake house for rent in Bonita Springs-Naples

Single Family Residence - Naples, FL

2668 Kings Lake Blvd #2668, Bonita Springs-Naples, FL 34112

Garage parking | Swimming pool

3 beds

2 baths

$1,800

House for rent

Description

Property Status: Active Located in the desirable Kings Lake community, this second-floor unit is available for rent and offers a pleasant view of the community pool. Featuring 2 bedrooms and 2 bathrooms, it includes bright living spaces and a functional layout, plus covered parking. Ideally located just minutes from beaches, restaurants, shopping, and Downtown Naples. Enjoy a peaceful setting with walking paths and recreational areas. Office Phone: (305) 229-1146 Copyright © 2026 Miami REALTORS®. All rights reserved. All information provided by the listing agent/broker is

Find sweet deals near Winter Park

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

2668 Kings Lake Blvd #7-203 - Photo 1 of 1

5d+ ago

Kings Lake house for rent in Bonita Springs-Naples

SINGLE_FAMILY - NAPLES, FL

2668 Kings Lake Blvd #7-203, Bonita Springs-Naples, FL 34112

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,800

House for rent

Description

Property Status: Active Located in the desirable Kings Lake community, this second-floor unit is available for rent and offers a pleasant view of the community pool. Featuring 2 bedrooms and 2 bathrooms, it includes bright living spaces and a functional layout, plus covered parking. Ideally located just minutes from beaches, restaurants, shopping, and Downtown Naples. Enjoy a peaceful setting with walking paths and recreational areas. Copyright © 2026 Bonita Springs-Estero REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliabl

Listings within 5 miles
1950 W Crown Pointe Blvd - Photo 1 of 1

3d ago

Condo for rent in Naples

1950 W Crown Pointe Blvd, Naples, FL 34112

Swimming pool | Outdoor space

2 beds

2 baths

$1,950

Condo for rent

Description

Turnkey furnished 2-bedroom, 2-bath second-floor condo with serene pond views, available for flexible leasing—month-to-month, short-term (price may vary), or long-term. This bright and inviting residence features a desirable split floor plan with a spacious primary suite offering private lanai access and a large walk-in closet. Enjoy peaceful mornings and relaxing evenings from your screened lanai overlooking the water. The well-appointed kitchen includes ample cabinetry and counter space, opening to a comfortable dining and living area filled with natural light. Tasteful

1501 Chesapeake Ave - Photo 1 of 1

15h ago

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Verified

1501 Chesapeake Ave, Naples, FL 34102

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$4,247

Condo for rent

Description

The advertised rate of $4,247/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 5, 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 first-floor condo across Naples Bay from the City Dock and Crayton Cove. This condo accommodates up to 6 guests and fea

Wild Pines - Photo 1 of 1

5d+ ago

8.5

Very good

Wild Pines

2580 Wild Pines Ln, Naples, FL 34112

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,225–$1,375

Apartment for rent

Description

Welcome to Wild Pines Apartments in the heart of Downtown Naples. This thoughtfully designed 642 sq. ft. tax credit apartment home offers comfortable living at an affordable rate. Features include: • Spacious 1 bedroom / 1 bathroom layout • Washer & dryer hookups for in-home convenience • Pet-friendly community – cats and dogs welcome • Prime downtown Naples location, close to shopping, dining, and entertainment Enjoy affordable living without sacrificing comfort or location at Wild Pines Apartments of Naples, FL.

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1280 Embassy Ln - Photo 1 of 1

5d+ ago

House for rent in Naples

1280 Embassy Ln, Naples, FL 34104

In-unit laundry | On-site laundry | Swimming pool

3 beds

2 baths

$2,895

House for rent

Description

AVAILABLE MAY 11TH Beautifully updated 3BR/2BA pool home available for rent in one of Naples’ most desirable and rapidly growing areas. Located just minutes from downtown Naples, 5th Avenue South, and white-sand beaches. Inside features new farmhouse-style flooring, a fully remodeled kitchen, and a bright, open layout. Step outside to your own private oasis with a brand-new heated pool, sun shelf, fountain jets, spacious paved deck, tropical landscaping, outdoor shower, and screened porch—perfect for enjoying Southwest Florida year-round.

1885 Florida Club Dr - Photo 1 of 1

7h ago

Condo for rent in Naples

1885 Florida Club Dr, Naples, FL 34112

In-unit laundry | Furnished | Assigned parking

1 bed

1 bath

$1,700

Condo for rent

Description

Welcome to your new oasis in Naples! This charming 1-bedroom, 1-bathroom condo is perfect for those seeking a blend of comfort and convenience. With 863 square feet of well-designed living space, this home is not just a place to live, but a lifestyle to embrace. Nestled in a gated community, you’ll enjoy access to fantastic amenities that elevate your living experience: - Clubhouse for social gatherings - Refreshing pool to unwind on sunny days - Fully-equipped gym to stay fit without leaving home Inside, you’ll find a modern kitchen featuring a refrigerator, electric ra

1589 Osprey Ave - Photo 1 of 1

5d+ ago

Royal Harbor house for rent in Naples

SINGLE_FAMILY - Ranch - NAPLES, FL

1589 Osprey Ave, Naples, FL 34102

In-unit laundry | Storage | Dishwasher

3 beds

2 baths

$3,950

House for rent

Description

Property Status: Active Imagine waking up to serene canal views and setting sail from your backyard with direct, bridge-free access to the Gulf of Mexico. This rare .26-acre homesite offers coveted northern exposure keeping your lanai cool and sits in one of Naples' most desirable boating communities-just minutes from Naples Bay, Keewaydin Island, and Marco Island. Walk, bike or golf cart to the iconic 5th Avenue South, Metropolitan Naples boutique, Naples Bay Resort and you'll be surrounded by upscale boutiques, art galleries, spas, and world-class dining-whether you're c

1600 Curlew Ave Lot 35 - Photo 1 of 1

5d+ ago

Royal Harbor house for rent in Naples

SINGLE_FAMILY - NAPLES, FL

1600 Curlew Ave Lot 35, Naples, FL 34102

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

3 beds

2 baths

$20,000

House for rent

Description

Property Status: Active Wonderful opportunity in the Golden Shores neighborhood. Beautifully remodeled 3BR/2 bath is being offerd for multi week/month rental. Renovated in 2023 this home offers a chef's kitchen, premium asppliances, custom cabnetry and an oversized island. The open-concept transitions easily to the outdoors, where a private pool, and the secluded backyard create the perfect environment for relaxing and entertainiong. The leasing price is $5,000/week, $20,000/month. Office Phone: (847) 370-2949 Copyright © 2026 Bonita Springs-Estero REALTORS. All rights res

1535 Chesapeake Ave Unit A2 - Photo 1 of 1

5d+ ago

Royal Harbor condo for rent in Naples

CONDOS - Other - NAPLES, FL

1535 Chesapeake Ave Unit A2, Naples, FL 34102

Furnished | Ceiling fan | Storage

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active Beautifully Remodeled 2- Bedroom, 2-Bath Condo Located In Oyster Bay Only 5 Minutes From 5Th Avenue'S Renboat Dock Is Available. Ideal For Boating Enthusiasts! Features Include Updated Finishes Throughout, Open Living Spaces And Nicely Furnished. Enjoy The Best Of Coastal Living In A Prime Location. Office Phone: (239) 732-7837 Copyright © 2026 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.

Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Winter Park Apartments For Rent
Updated: May 5, 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 1247 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 deal2155 Great Blue Dr
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos