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Apartments for Rent in Lakeside Estates, Kissimmee, FL

Average rent

$2,090
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Pet owners
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2160 Jessa Dr - Photo 1 of 1

11h ago

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2160 Jessa Dr, Kissimmee, FL 34743

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,760

House for rent

Available Jul 20

2294 Santa Lucia St - Photo 1 of 1

1d ago

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2294 Santa Lucia St, Kissimmee, FL 34743

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$1,985

$1,835

Price drop

House for rent

Available Apr 15

2282 Santa Lucia St - Photo 1 of 1

4d ago

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2282 Santa Lucia St, Kissimmee, FL 34743

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,085

House for rent

Available Aug 28

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if

2347 Topaz Trl - Photo 1 of 1

5d+ ago

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2347 Topaz Trl, Kissimmee, FL 34743

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,710

$2,060

Price drop

House for rent

Available Jul 21

2337 Cordova Ct - Photo 1 of 1

5d+ ago

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2337 Cordova Ct Kissimmee, FL 34743

2337 Cordova Ct, Kissimmee, FL 34743

Garage parking | Outdoor space

3 beds

2 baths

$2,135

House for rent

Available Jun 26

2298 Santa Lucia St - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

3 beds

2 baths

$2,050

House for rent

Find rentals with popular amenities

Outdoor Space

Walk-In Closets

Garage Parking

Swimming Pool

2504 Parsons Pond Cir - Photo 1 of 1

1d ago

Lakeside Estates house for rent in Kissimmee

2504 Parsons Pond Cir, Kissimmee, FL 34743

Air conditioning | Assigned parking | Central heat

3 beds

2 baths

$2,000

House for rent

2406 Askey Ct - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

3 Bedroom Pet-Friendly Home in Kissimmee, FL with Main Street Renewal

2406 Askey Ct, Kissimmee, FL 34743

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,160

House for rent

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2194 Cypress Bay Blvd #1 - Photo 1 of 1

5d+ ago

Lakeside Estates condo for rent in Kissimmee

2194 Cypress Bay Blvd #1, Kissimmee, FL 34743

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,875

Condo for rent

Description

Beautiful and spacious 2 Bedroom 2 Bathroom condo. Brand new A/C and renovated kitchen. Large Patio off the Livingroom. Located in the gated community of Cypress Lakes. Cypress Lakes is a quiet community that features a swimming pool for your enjoyment and location in the heart of Kissimmee, close to major restaurants and shopping centers. No pets allowed. Rent includes Lawn Care and , Trash and enrollment in Blue Sky Property Management's Resident Benefits Package which includes renters insurance, HVAC air filter delivered monthly, credit building to help boost your credi

2194 Cypress Bay Blvd - Photo 1 of 1

5d+ ago

Lakeside Estates condo for rent in Kissimmee

2194 Cypress Bay Blvd, Kissimmee, FL 34743

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,875

Condo for rent

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2064 Cypress Bay Blvd - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2064 Cypress Bay Blvd, Kissimmee, FL 34743

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$1,995

House for rent

2023 Lacie Jo Ln - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

House for rent

1832 Wimbledon St #1 - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

1832 Wimbledon Street - 1

1832 Wimbledon St #1, Kissimmee, FL 34743

3 beds

3 baths

$3,200

House for rent

Available Jun 1

2034 Cypress Bay Blvd - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

2034 Cypress Bay Blvd, Kissimmee, FL 34743

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

3 beds

2.5 baths

$1,699

House for rent

Ascend Kindred - Photo 1 of 1
Rent special
New construction

19h ago

9.9

Excellent

Our team has verified this company

Verified

Ascend Kindred

2110 Bay Island Ln, Kissimmee, FL 34744

In-unit laundry | Garage parking | Balcony

1–3 beds

1–2 baths

$1,575–$2,595

Apartment for rent

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85 Las Brisas Way - Photo 1 of 1

7h ago

Condo for rent in Buenaventura Lakes

2/2

85 Las Brisas Way, Buenaventura Lakes, FL 34743

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,595

Condo for rent

Description

Discover comfortable living at 85 Las Brisas Way, a charming residential villa located in Kissimmee, FL. This inviting villa offers access to excellent amenities including a refreshing pool, perfect for relaxation and social gatherings. Enjoy the convenience of a well-maintained community in a desirable area. Whether you're seeking a peaceful retreat or a vibrant lifestyle, this villa provides a welcoming environment to call home. Pet owners will appreciate the pet-friendly policy allowing small dogs, and cats with a $250 non-refundable pet fee and certain breed restrictio

Find sweet deals near Lakeside Estates

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

2399 Harbor Town Dr - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - Other City - In The State Of Florida, FL

2399 Harbor Town Dr, Kissimmee, FL 34744

Walk-in closets | Outdoor space

3 beds

2 baths

$1,800

House for rent

Description

Property Status: Active Welcome to your dream home! This stunning single family home boasts 3 spacious bedrooms, 2 luxurious bathrooms, and top-of-the-line finishes throughout. The kitchen is a chef's paradise with granite counters, stainless steel appliances, and ample cabinet space for all your culinary needs. The open concept living and dining area is perfect for entertaining guests or simply relaxing with your loved ones. The tile flooring adds a touch of elegance and is easy to maintain, making this home both beautiful and practical. The master bedroom is a true retre

2370 Harbor Town Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Kissimmee

2370 Harbor Town Dr, Kissimmee, FL 34744

Air conditioning | Assigned parking | Swimming pool

3 beds

2 baths

$1,950

Apartment for rent

Description

This beautiful 3BD/2BA spacious block home in gated community in highly desired Harbor Town Dr, Kissimee area features large Master Bed, Nice Kitchen, Ceramic Tiles throughout, large fenced backyard to enjoy your BBQ, shed for your storage as well as fully fenced yard. Laundry Hook-up Available. Easy access to all amenities, restaurants, shopping and medical facilities. ~20 mins from Orlando International Airport. ~30 mins to Disney, Universal, Sea World. Available Now. Act now before it's gone.

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1629 Sunburst Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1629 Sunburst Way, Kissimmee, FL 34744

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,225

$2,085

Price drop

House for rent

Available Jun 5

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! The Homeowners Association (HOA) for this home may have a separate applic

1657 Sunburst Way - Photo 1 of 1

19h ago

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Verified

1657 Sunburst Way, Kissimmee, FL 34744

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,270

House for rent

Available Jun 25

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! The Homeowners Association (HOA) for this home may have a separate applic

1701 Freeman Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1701 Freeman Dr, Kissimmee, FL 34744

On-site laundry | Balcony | Swimming pool

3 beds

2 baths

$2,145

$1,880

Price drop

House for rent

Available Jul 10

Description

Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Kissimmee, FL, has a lot to offer; does it check all your boxes? Relax and unwind on the private patio/balcony. You'll notice the large closets that give you extra storage space. See the pictures to learn more. And apply soon – homes can go fast! This

(FLRG) 162 Bowie Ln - Photo 1 of 1

1d ago

8.5

Very good

(FLRG) 162 Bowie Ln

162 Bowie Ln, Buenaventura Lakes, FL 34743

In-unit laundry | On-site laundry | Balcony

2 beds

1 bath

$1,615

Apartment for rent

Description

Townhouse For Rent - July Move-in! CALL YADIRA TODAY for rental terms (407)417-1402. MOVE-IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval This townhouse with 2 bedrooms and 1.5 bathrooms in the heart of the Buena Ventura Lakes features a full kitchen with appliances that include refrigerator, exhaust hood, and stove. This unit is equipped with central A/C, a walk-in laundry room with washer and dryer hookup and screened in back porch. There is assigned parking on property. Conveniently located close to schools such as V

203 Watts Ln #D - Photo 1 of 1

2d ago

Townhouse for rent in Buenaventura Lakes

203 Watts Ln #D, Buenaventura Lakes, FL 34743

Concierge service | On-site management | Package service

2 beds

2.5 baths

$1,650

House for rent

Available Aug 1

Description

Beautiful and spacious townhome located in the heart of Buena Ventura Lakes, Kissimmee. This two-bedroom, two-and-a-half-bath home is exactly what you’ve been looking for. The home features a modern open floor plan with an eat-in kitchen and breakfast bar—perfect for everyday living and entertaining. Tile flooring and fresh paint run throughout the main level, while the second floor offers comfortable carpeting. Upstairs, you’ll find two generously sized bedrooms, each with its own full bathroom. Conveniently located near major employment centers and attractions, includi

1543 Heather Way - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1543 Heather Way, Kissimmee, FL 34744

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$3,200

House for rent

Description

Property Status: Active Amazing, completely rebuilt 4-bedroom, 3-bathroom single-family home with a private pool in the Heather Oaks community of Kissimmee. Updated with all city permits, this modern home features a bright open floorplan with porcelain floors throughout, solid wood cabinets, quartz countertops, and brand-new appliances. All spacious bedrooms are on the main floor, including a primary suite with a walk-in closet. Enjoy outdoor living in the massive 0.23-acre backyard featuring a concrete in-ground pool with custom lighting, perfect for family and friends. A

1739 Kato Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Spacious 4BR Townhome for Rent in Heritage Run - Move-In Ready

1739 Kato Way, Kissimmee, FL 34744

Garage parking | Swimming pool | Walk-in closets

4 beds

2.5 baths

$2,399

House for rent

Available Jul 1

Description

Property Id: 2613762 Beautiful 4-bedroom, 2.5-bath townhome available for rent in the desirable Heritage Run community of Kissimmee. This move-in-ready home features brand-new flooring, a new water softener, and a spacious open-concept layout filled with natural light. The gourmet kitchen offers granite countertops, stainless steel appliances, ample cabinet space, and a large breakfast island overlooking the living and dining areas. Upstairs, you'll find a versatile loft, a spacious primary suite with a walk-in closet and private bath, and three additional bedrooms. Enjoy

Showing 1 - 25 of 25 results
Home > Apartments in Kissimmee > Lakeside Estates Apartments For Rent
Updated: July 1, 2026

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Learn more about renting in Lakeside Estates, Kissimmee, FL

What is the average rent for a 1-bedroom apartment in Lakeside Estates, Kissimmee, FL?

One-bedroom apartments in Lakeside Estates average around $960 per month in 2025. Rent for this unit type declined 9.7% from the previous year.

What is the average rent for a 2-bedroom apartment in Lakeside Estates, Kissimmee, FL?

Two-bedroom apartments in Lakeside Estates rent for around $1,700 per month in 2025. This represents a 5.6% decrease from 2024 rental rates.

What is the average rent for a 3-bedroom apartment in Lakeside Estates, Kissimmee, FL?

Three-bedroom apartments in Lakeside Estates average around $2,200 per month in 2025. Rent for this unit type remained relatively stable compared to the previous year.

How much does it cost to rent an apartment in Lakeside Estates, Kissimmee, FL?

Lakeside Estates rental market averaged around $2,200 per month across all property types in 2025, up 2.8% year over year. February typically sees the highest rents, about 11% higher than September, which offers the most affordable pricing.

What is the average apartment size in Lakeside Estates, Kissimmee, FL?

Apartments in Lakeside Estates average around 1,464 sqft across all unit types. One-bedroom units average 300 sqft, two-bedrooms average 1,000 sqft, and three-bedrooms average 1,510 sqft.

What type of apartment is most common in Lakeside Estates, Kissimmee, FL?

Three-bedroom apartments are the most common rental type in Lakeside Estates, with about 18 listings available monthly. The neighborhood sees an average of 29 total listings per month.

Why Lakeside Estates, Kissimmee is a great place to live

Lakeside Estates in Kissimmee stands out for its pet-friendly and socially vibrant atmosphere. According to 2024 data, the neighborhood's apartments often feature pet-safe windows, outdoor spaces, and no breed restrictions, making it an ideal spot for pet owners. Additionally, the presence of pet grooming services and pet events further enhance its pet-friendliness. The neighborhood's social scene is also thriving, thanks to its walk score, safety, and transit frequency, making it easy for residents to get around and connect with others. With a strong sense of community and amenities catering to both pets and their owners, Lakeside Estates is a great choice for those seeking a lively and welcoming neighborhood.

What type of apartment is least common in Lakeside Estates, Kissimmee, FL?

One-bedroom apartments have averaged about 1 listing per month in Lakeside Estates. Studios and two-bedroom units are not currently available in this Kissimmee neighborhood's rental market.

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 2026 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.

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