How much is the average rent in Winter Park, FL for 1-bedroom and 2-bedroom apartments?

Winter Park's 2025 rental market shows one-bedroom apartments averaging around $1,400 per month, while two-bedroom units average around $1,700 monthly. Both apartment types experienced year-over-year decreases, with one-bedrooms declining 6.1% and two-bedrooms dropping 4.4% from 2024 levels.

When is the best time to look for an apartment in Winter Park, FL?

October stands out as the optimal month for apartment hunting in Winter Park, offering both the lowest seasonal rents and reduced competition among renters. The city sees an 8% difference between peak July pricing and October's off-peak rates, making fall timing particularly advantageous for budget-conscious searches.

Are there pet-friendly apartments in Winter Park, FL?

Winter Park offers solid options for pet owners, with 48% of rental listings welcoming pets. This represents a substantial portion of the city's average 258 monthly apartment listings, providing pet owners with multiple housing choices across different property types.

Are utilities usually included in rent in Winter Park, FL?

Utilities are rarely included in Winter Park rental agreements, appearing in less than 1% of total listings. Among the limited options, one-bedroom apartments show the highest rate at 0.08% of listings, while studios currently show no utility-included options available.

Short Term Rentals in Winter Park, FL

25 rentals available

9h ago

9.2

Excellent

Verified

110 Zora Place

110 Zora Pl, Eatonville, FL 32810

Short term | Furnished

1–2 beds

1–2 baths

$1,900–$2,346

Apartment for rent

11h ago

Verified

102 W King St, Orlando, FL 32804

Short term | In-unit laundry | Furnished

2 beds

1 bath

$1,970

Apartment for rent

Top amenities

Assigned Parking

Furnished

Garage Parking

In-Unit Laundry

Wi-Fi

11h ago

Verified

2710 Amherst Ave, Orlando, FL 32804

Short term | In-unit laundry | Furnished

1 bed

1 bath

$2,456

Apartment for rent

Top amenities

Central Heat

In-Unit Laundry

Microwave

Oven

Wi-Fi

11h ago

Verified

5379 E Kaley St, Orlando, FL 32812

Short term | In-unit laundry | Furnished

3 beds

2 baths

$4,037

Apartment for rent

Top amenities

Air Conditioning

Central Heat

In-Unit Laundry

Microwave

Oven

Wi-Fi

11h ago

Verified

4500 Elaine Pl, Orlando, FL 32812

Short term | In-unit laundry | Furnished

4 beds

2 baths

$4,459

Apartment for rent

Top amenities

Dishwasher

Fireplace

Microwave

Oven

Wi-Fi

11h ago

Verified

2008 E Grant Ave, Orlando, FL 32806

Short term | In-unit laundry | Furnished

1 bed

1 bath

$2,443

Apartment for rent

Top amenities

Furnished

In-Unit Laundry

Microwave

On-Site Management

Wi-Fi

Nearby rental good for eco-living

$3,300

853 W Lyman Ave

Nearby rental good for pet owners

$1,900–$2,346

Eatonville

11h ago

Verified

1629 N Goldenrod Rd, Azalea Park, FL 32807

Short term | In-unit laundry | Furnished

4 beds

2 baths

$3,939

Apartment for rent

Top amenities

Air Conditioning

Assigned Parking

Dishwasher

In-Unit Laundry

Oven

Wi-Fi

11h ago

Verified

4544 Gilpin Way, Conway, FL 32812

Short term | In-unit laundry | Furnished

3 beds

2 baths

$4,262

Apartment for rent

Top amenities

Air Conditioning

Fireplace

In-Unit Laundry

On-Site Management

Wi-Fi

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

11h ago

Verified

2007 Cornell Ave, Fairview Shores, FL 32789

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,985

$2,770

Price drop

Apartment for rent

Top amenities

Furnished

In-Unit Laundry

Microwave

Oven

Wi-Fi

Liv at Winter Park Apartment Homes - Photo 1 of 1

Rent special

1d ago

9.2

Excellent

Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Goldenrod, FL 32817

Short term | In-unit laundry | Swimming pool

Studio–3 beds

1–2 baths

$1,137–$4,754

Price drop

Apartment for rent

Available Jun 19

Top amenities

Business Center

Ceiling Fan

Hardwood Floor

In-Unit Laundry

On-Site Management

Swimming Pool

Call

Find sweet deals near Winter Park

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

$1,137–$4,754

Goldenrod

$1,850

Maitland

$1,400

Kirkman South

$2,000

Dover Shores West

Rent special

1d ago

9.2

Excellent

Verified

480 N. Orange Ave.

480 N Orange Ave, Orlando, FL 32801

Short term | Furnished

1–2 beds

1 bath

$2,200–$2,825

Apartment for rent

Rent special

1d ago

9.2

Excellent

Verified

2801 Biltmore Park Dr

2801 Biltmore Park Dr, Orlando, FL 32835

Short term | Furnished

1–2 beds

1–2 baths

$1,919–$2,782

Apartment for rent

1d ago

Verified

1422 Dauphin Ln, Orlando, FL 32803

Short term | In-unit laundry | Furnished

2 beds

1 bath

$3,815

Apartment for rent

Top amenities

Air Conditioning

In-Unit Laundry

Microwave

Wi-Fi

1d ago

Verified

5343 Hermosa St, Orlando, FL 32807

Short term | In-unit laundry | Furnished

5 beds

3 baths

$6,798

$5,145

Price drop

Apartment for rent

Top amenities

Business Center

Dishwasher

In-Unit Laundry

Microwave

Wi-Fi

1d ago

Verified

1211 Country Ln, Orlando, FL 32804

Short term | In-unit laundry | Furnished

4 beds

2 baths

$4,225

Apartment for rent

Top amenities

Furnished

In-Unit Laundry

Microwave

On-Site Management

Wi-Fi

Highly rated

5d+ ago

9.2

Excellent

Verified

10200 Falcon Pine Blvd

10200 Falcon Pine Blvd, Orlando, FL 32829

Short term | Furnished

1–2 beds

1–2 baths

$1,947–$2,094

Apartment for rent

5d+ ago

Short Term house for rent in Winter Park

Cozy Cottage in Historic Hannibal Square - close to Rollins and convenient commute to I-4

853 W Lyman Ave, Winter Park, FL 32789

Short term | In-unit laundry | Furnished

3 beds

1 bath

$3,300

House for rent

Available Jun 1

Top amenities

Dishwasher

In-Unit Laundry

Microwave

On-Site Laundry

5d+ ago

Short Term Lake Eola Heights condo for rent in Orlando

Modern and comfortable apartment

412 E Harwood St #4, Orlando, FL 32803

Short term | Furnished | On-site laundry

Studio

1 bath

$1,950

Condo for rent

Available Oct 24

Top amenities

Furnished

On-Site Laundry

5d+ ago

Short Term Lake Mann Estates apartment for rent in Orlando

Beautiful lake Mann states

3328 Coleman Pl #B, Orlando, FL 32805

Short term | In-unit laundry | Furnished

4 beds

2 baths

$2,500

Apartment for rent

Available Feb 1

Top amenities

Air Conditioning

Dishwasher

Fitness Center

Furnished

In-Unit Laundry

Microwave

5d+ ago

Short Term Lake Mann Estates apartment for rent in Orlando

Coleman

3328 Coleman Pl #A, Orlando, FL 32805

Short term | Furnished | On-site laundry

1 bed

2 baths

$1,200

Apartment for rent

Available Feb 1

Top amenities

Dishwasher

Furnished

On-Site Laundry

5d+ ago

Short Term Azalea Park apartment for rent in Azalea Park

Duplex - ORLANDO, FL

5838 Sage Dr, Azalea Park, FL 32807

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,450

Apartment for rent

Top amenities

Furnished

In-Unit Laundry

Tile Floor

5d+ ago

Short Term house for rent in Maitland

518 Oranole Rd, Maitland, FL 32751

Short term | Outdoor space

3 beds

1.5 baths

$2,300

House for rent

5d+ ago

Short Term Golfside condo for rent in Winter Park

Short term

1 bed

1 bath

$1,299

Condo for rent

5d+ ago

Short Term condo for rent in Maitland

1325 Lake Shadow Cir, Maitland, FL 32751

Short term | Air conditioning | Carpet

2 beds

2 baths

$1,850

Condo for rent

5d+ ago

Short Term condo for rent in Orlando

952 Courtyard Ln, Orlando, FL 32825

Short term | In-unit laundry | On-site laundry

2 beds

2 baths

$1,700

Condo for rent

Top amenities

Carpet

In-Unit Laundry

On-Site Laundry

Showing 1 - 25 of 25 results

Home > Apartments in Winter Park > Winter Park Short term rentals

Updated: June 19, 2026

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💰Best rent deal	4755 N Goldenrod Rd
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