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

Winter Garden's 2025 rental market shows 1-bedroom apartments averaging around $1,800 per month, while 2-bedroom units average around $2,300 monthly. Both bedroom types experienced increases from the previous year, with 2-bedrooms seeing stronger growth at 5.3% compared to 1-bedrooms at 1.4%.

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

October offers the lowest rental prices in Winter Garden, while December sees the highest rent with approximately a 3% difference between peak and off-peak pricing. August and November show less competition with reduced demand compared to supply, while March and April are the most competitive months for apartment hunting.

What are the best neighborhoods to rent an apartment in Winter Garden, FL?

Tucker Oaks and Stoneybrook West represent Winter Garden's most in-demand rental areas, generating higher consumer interest despite comprising just 3% of the total rental market. Courtlea Oaks, Tucker Oaks, and Stoneybrook West offer strong community connections with high walk scores and well-developed street infrastructure that encourage neighborhood interaction.

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

Winter Garden's rental market centers on pet-friendly living, with Tucker Oaks particularly accommodating for pet owners. The neighborhood offers comprehensive pet amenities including pet waste stations, dedicated pet spaces, and pet events that build community among animal lovers, while maintaining no breed restrictions.

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

Utilities are rarely included in Winter Garden rental properties, appearing in less than 1% of total listings across all apartment types. One-bedroom apartments have the highest rate of utility inclusion at 0.14% of listings, while studios, two-bedrooms, and three-bedrooms each include utilities in fewer than 0.02% of available properties.

Pet Friendly Apartments for Rent in Winter Garden, FL

25 rentals available

8h ago

Verified

$3,300 - 4 Bedroom 2.5 Bathroom Townhouse In Winter Garden With Great Amenities

15064 Grove Lake Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2.5 baths

$3,300

House for rent

Available May 8

Top amenities

Assigned Parking

Garage Parking

Hardwood Floor

In-Unit Laundry

Storage

3d ago

9.7

Excellent

Verified

Ocoee Village

2028 Marigold Park Dr, Ocoee, FL 34761

Dogs and cats ok | Outdoor space | In-unit laundry

3–4 beds

2 baths

$2,344–$2,699

House for rent

Top amenities

Dishwasher

In-Unit Laundry

Microwave

Call

4d ago

Verified

4729 Barbados Loop, Clermont, FL 34711

Dogs and cats ok | Outdoor space | On-site laundry

3 beds

2.5 baths

$2,890

House for rent

Available Jun 4

Top amenities

Garage Parking

On-Site Laundry

Age restricted

Rent special

4d ago

9.7

Excellent

Verified

Arya at Windermere 55+

1231 Arya Way, Ocoee, FL 34761

Dogs and cats ok | On-site laundry | Storage

1–2 beds

1–2 baths

$1,945–$2,895

Apartment for rent

Top amenities

Concierge Service

Elevator

Fitness Center

On-Site Laundry

Swimming Pool

Wheelchair Accessible

Call

5d+ ago

Pet Friendly house for rent in Winter Garden

14412 Orchard Hills Blvd, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

4 beds

3 baths

$2,995

House for rent

Top amenities

Dishwasher

In-Unit Laundry

5d+ ago

8.1

Very good

Tremaine Boyd Apts NEW

109 S Boyd St, Winter Garden, FL 34787

Dogs and cats ok

1 bed

1 bath

$1,895

Price drop

Apartment for rent

Nearby rental good for eco-living

$2,755

Ocoee

Nearby rental good for pet owners

$1,766–$3,389

15000 Stratus Loop

5d+ ago

Pet Friendly Tucker Oaks apartment for rent in Winter Garden

15603 Boggy Oak Cir, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2.5 baths

$2,500

Apartment for rent

Available Jul 15

Top amenities

Ceiling Fan

Garage Parking

In-Unit Laundry

On-Site Management

Swimming Pool

5d+ ago

Pet Friendly house for rent in Winter Garden

16628 Silver Brook Way, Winter Garden, FL 34787

Dogs and cats ok | In-unit laundry | Storage

5 beds

4.5 baths

$5,900

House for rent

Available Jun 12

Top amenities

In-Unit Laundry

On-Site Laundry

On-Site Management

Storage

Swimming Pool

The best of Zumper, delivered

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

5d+ ago

Verified

1725 Portcastle Cir, Winter Garden, FL 34787

Dogs and cats ok | Garage parking | Ceiling fan

3 beds

2.5 baths

$3,730

$2,715

Price drop

House for rent

Available Jun 29

5d+ ago

Pet Friendly house for rent in Winter Garden

Dogs and cats ok | On-site management

3 beds

2 baths

$2,099

House for rent

Available Jun 1

Top amenities

On-Site Management

Find sweet deals near Winter Garden

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

$2,700

Winter Garden

$1,805–$4,438

Winter Garden

$3,000

Winter Garden

$2,995

Winter Garden

5d+ ago

Pet Friendly Tucker Oaks condo for rent in Winter Garden

1516 Scarlet Oak Loop #B, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Swimming pool

3 beds

2.5 baths

$2,100

Condo for rent

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

14371 Braemar St, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Dishwasher

3 beds

2.5 baths

$2,700

House for rent

5d+ ago

Pet Friendly house for rent in Winter Garden

9240 Woodcrane Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Carpet

5 beds

4 baths

$4,799

House for rent

Top amenities

Air Conditioning

Ceiling Fan

Central Heat

Garage Parking

In-Unit Laundry

Microwave

5d+ ago

Pet Friendly house for rent in Winter Garden

4207 Oak Lodge Way, Winter Garden, FL 34787

Dogs and cats ok | Dishwasher | Microwave

6 beds

3.5 baths

$5,995

House for rent

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

$2,800 - 3 Bedroom 2.5 Bathroom Townhouse In Horizon West With Great Amenities & Custom Features $2,800 Security Deposit

9078 Wading Walk Ln, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2.5 baths

$2,800

House for rent

Available Jul 3

Top amenities

Air Conditioning

Assigned Parking

Fitness Center

Garage Parking

In-Unit Laundry

5d+ ago

Verified

266 Regal Downs Cir, Winter Garden, FL 34787

Dogs and cats ok | On-site laundry | Garage parking

4 beds

2 baths

$2,775

$2,600

Price drop

House for rent

Available Jul 16

Top amenities

Ceiling Fan

High Ceilings

On-Site Laundry

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

10083 Salt Point Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2.5 baths

$2,600

House for rent

Available Jun 3

Top amenities

Assigned Parking

In-Unit Laundry

Swimming Pool

5d+ ago

Pet Friendly apartment for rent in Winter Garden

4BR/3.5BA

7670 Bowery Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

4 beds

3.5 baths

$2,900

Apartment for rent

Top amenities

Dishwasher

Garage Parking

In-Unit Laundry

5d+ ago

Verified

936 Haverford Dr, Ocoee, FL 34761

Dogs and cats ok | Outdoor space | On-site laundry

4 beds

2 baths

$2,880

$2,755

Price drop

House for rent

Available Jul 13

Top amenities

Ceiling Fan

Garage Parking

On-Site Laundry

New construction

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

Modern Townhouse Near Disney | Winter Garden, FL | $2850

14095 Lochend Way, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Carpet

3 beds

2.5 baths

$2,895

House for rent

Top amenities

Dishwasher

Fitness Center

Garage Parking

In-Unit Laundry

On-Site Laundry

Swimming Pool

5d+ ago

Pet Friendly house for rent in Winter Garden

Spacious 3 Bed/2 Bath Single Family Home in Winter Garden, FL - Available 4/15 - $3100

238 N Main St, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,995

$2,795

Price drop

House for rent

Available Jun 1

Top amenities

Dishwasher

In-Unit Laundry

Microwave

5d+ ago

Pet Friendly house for rent in Winter Garden

Meditation Aly, Winter Garden, FL 34777

Dogs and cats ok | Outdoor space | In-unit laundry

6 beds

4 baths

$3,390

House for rent

Available May 23

Top amenities

Garage Parking

In-Unit Laundry

On-Site Management

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

165 Windtree Lane - 165WL

165 Windtree Ln #165WL, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

2 beds

2 baths

$1,700

House for rent

Available Apr 1

Top amenities

Air Conditioning

Ceiling Fan

Dishwasher

In-Unit Laundry

On-Site Laundry

Swimming Pool

5d+ ago

Pet Friendly house for rent in Winter Garden

10207 Atwater Bay Dr

10207 Atwater Bay Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

5 beds

4.5 baths

$8,500

House for rent

Top amenities

Air Conditioning

Garage Parking

In-Unit Laundry

5d+ ago

Pet Friendly house for rent in Winter Garden

203 S Main St, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | On-site management

2 beds

2 baths

$2,699

House for rent

Available Jul 15

Top amenities

On-Site Management

Showing 1 - 25 of 25 results

Home > Apartments in Winter Garden > Winter Garden Pet friendly Apartments For Rent

Updated: June 21, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Garden, and more.

🐱Pets	Dog, cat, and other pet policies vary by owner and individual listing
🌇Pet friendly rentals	25
💰Best rent deal	165 Windtree Ln #165WL
✨Popular amenities	, ,
🧦In-unit laundry
🏠With photos

Popular filters

Pets

Deals

Lifestyle

Zumper Expert Rating

Lease length

Price category

Specialty housing

Laundry

In building

In unit

Amenities

Listing features

Square feet

Pet Friendly Apartments for Rent in Winter Garden, FL

Nearby rental good for eco-living

Nearby rental good for pet owners

Find sweet deals near Winter Garden

Browse rentals in Winter Garden by popular searches

We've got Homes and Apartments for Rent in Popular Cities.

Available apartment rentals near Winter Garden, FL

Available apartment rentals in Winter Garden, FL popular neighborhoods

Browse apartment buildings in Winter Garden

Property types near Winter Garden

Find addresses in Winter Garden

Looking for apartments in Winter Garden, FL near you?