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Houses for Rent in Lakeside Estates, Kissimmee, FL

Average rent

$2,149

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2332 Flamingo Lakes Dr - Photo 1 of 1

5d+ ago

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2332 Flamingo Lakes Dr, Kissimmee, FL 34743

Garage parking | High ceilings | Ceiling fan

4 beds

2 baths

$3,850

$2,475

Price drop

House for rent

Available Feb 9

2184 Mallard Creek Cir - Photo 1 of 1

5d+ ago

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Verified

2184 Mallard Creek Cir, Kissimmee, FL 34743

Outdoor space | Garage parking | High ceilings

3 beds

2 baths

$2,090

House for rent

Available Feb 9

2511 Shelby Cir - Photo 1 of 1

5d+ ago

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Verified

2511 Shelby Cir, Kissimmee, FL 34743

On-site laundry | Garage parking | High ceilings

4 beds

2 baths

$2,175

House for rent

Available Jan 15

2100 Mallard Creek Cir - Photo 1 of 1

5d+ ago

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Verified

2100 Mallard Creek Cir, Kissimmee, FL 34743

Outdoor space | Garage parking | High ceilings

3 beds

2 baths

$2,165

House for rent

Available Feb 9

2081 Shannon Lakes Blvd - Photo 1 of 1

9h ago

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Verified

2081 Shannon Lakes Blvd Kissimmee, FL 34743

2081 Shannon Lakes Blvd, Kissimmee, FL 34743

Outdoor space | Garage parking

4 beds

2 baths

$2,095

House for rent

Available Nov 10

2113 Jessa Dr - Photo 1 of 1

3d ago

Lakeside Estates house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2113 Jessa Dr, Kissimmee, FL 34743

In-unit laundry | Garage parking | Hardwood floor

4 beds

2 baths

$2,200

$2,090

Price drop

House for rent

Nearby rental good for eco-living

Nearby rental good for pet owners

2090 Jessa Dr - Photo 1 of 1

4d ago

Lakeside Estates house for rent in Kissimmee

2090 Jessa Dr, Kissimmee, FL 34743

Outdoor space | Garage parking

4 beds

2 baths

$2,800

$2,150

Price drop

House for rent

Available Jan 2

2342 Queenswood Cir #1 - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

2342 Queenswood Cir, Kissimmee, FL 34743 - 1

2342 Queenswood Cir #1, Kissimmee, FL 34743

In-unit laundry | Garage parking | Air conditioning

3 beds

2 baths

$2,280

House for rent

Available Jan 22

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2007 Lacie Jo Ln - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

2007 Lacie Jo Ln, Kissimmee, FL 34743

Swimming pool | Dishwasher | Microwave

3 beds

2 baths

$1,900

House for rent

2139 Mallard Creek Cir #0 - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

Single Family Residence - Kissimmee, FL

2139 Mallard Creek Cir #0, Kissimmee, FL 34743

Garage parking | Air conditioning | Swimming pool

5 beds

2 baths

$2,800

House for rent

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Find sweet deals near Lakeside Estates

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

2038 Cypress Bay Blvd - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

2038 Cypress Bay Blvd, Kissimmee, FL 34743

In-unit laundry | Swimming pool | Microwave

3 beds

2 baths

$1,900

House for rent

2361 Water View Loop #2361 - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

$1,700 - 2 Bedroom 2 Bathroom Townhouse In Kissimmee With Great Amenities

2361 Water View Loop #2361, Kissimmee, FL 34743

In-unit laundry | Assigned parking | Air conditioning

2 beds

2 baths

$1,700

House for rent

Available Dec 8

2358 Lily Pad Ln - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

House for rent

2251 Cypress Knee Loop - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2251 Cypress Knee Loop, Kissimmee, FL 34743

In-unit laundry | Swimming pool | High ceilings

3 beds

2 baths

$1,900

House for rent

2406 Parsons Pond Cir - 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 Parsons Pond Cir, Kissimmee, FL 34743

Outdoor space | Storage | Swimming pool

3 beds

2 baths

$2,095

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

$2,700

House for rent

Available Jan 6

2034 Cypress Bay Boulevard - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

2034 Cypress Bay Boulevard, Kissimmee, FL 34743

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$1,999

House for rent

2514 Shelby Circle - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

2514 Shelby Circle, Kissimmee, FL 34743

Dishwasher | Microwave | Oven

3 beds

2 baths

$2,195

House for rent

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2431 Marcasite Loop - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

2431 Marcasite Loop, Kissimmee, FL 34743

Outdoor space | Swimming pool | Concierge service

3 beds

2 baths

$2,299

House for rent

Available Sep 1

2070 Cypress Bay Blvd - Photo 1 of 1

5d+ ago

Lakeside Estates townhouse for rent in Kissimmee

2070 Cypress Bay Blvd

2070 Cypress Bay Blvd, Kissimmee, FL 34743

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$1,800

House for rent

1994 Peridot Cir - Photo 1 of 1

5d+ ago

Lakeside Estates house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1994 Peridot Cir, Kissimmee, FL 34743

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,500

House for rent

Description

Property Status: Active Start the new year in this beautiful home...Welcome to Emerald Pointe! This stunning 2-story home offers 4 spacious bedrooms, 2.5 bathrooms, and over 2,419 sq. ft. of living space — the largest home in the neighborhood! Enjoy a bright and open floor plan featuring a huge family room, perfect for entertaining or relaxing. The oversized backyard provides plenty of space for outdoor fun and gatherings. Additional highlights include a 2-car garage and a well-maintained setting in the desirable Emerald Pointe community of Kissimmee. Conveniently locat

147 Merida Dr - Photo 1 of 1

9h ago

House for rent in Buenaventura Lakes

147 Merida Dr, Buenaventura Lakes, FL 34743

Outdoor space | Garage parking | Carpet

4 beds

2 baths

$2,175

House for rent

Description

Spacious 4/2 Home with a Large Fenced Backyard and a 2 Car Garage Located in Buena Ventura Lakes - Kissimmee! Available Now! As you enter this home, you'll be greeted by an oversized foyer that leads to the living room/dining room area. This spacious home boasts a split floor plan with beautiful neutral tones, cozy carpet flooring in the bedrooms and ceramic tile flooring in the main living areas. The fully equipped kitchen has dark wood cabinets with plenty of storage space, granite like countertops and a double basin sink. The sliding glass doors in the living room lead

20 Silver Oak Cir - Photo 1 of 1

1d ago

Townhouse for rent in Buenaventura Lakes

3 beds

2 baths

$1,700

House for rent

Description

JUST LISTED: PREMIER CORNER-UNIT TOWNHOME 20 Silver Oak Cir, Kissimmee, FL 34743 The Highlight: Rare Corner Lot Advantage Experience the best position in the community! Being on a prime corner lot means you enjoy extra privacy, more natural light, and the easiest street access for you and your guests. Property Features Spacious Layout: 3 Bedrooms | 2 Full Bathrooms | 1,070 Sq. Ft. Modern Feel: Bright interiors with durable ceramic tile and laminate flooring—no carpet! Updated Kitchen: Features white cabinetry, modern fixtures, and essential appliances (Range, Microwave,

Listings within 5 miles
2390 Meadow Ln - Photo 1 of 1

22h ago

Our team has verified this company

Verified

2390 Meadow Ln, Kissimmee, FL 34744

On-site laundry | Outdoor space | Swimming pool

3 beds

2 baths

$2,365

$2,190

Price drop

House for rent

Available Jan 5

Description

Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99). HOAs may also charge mandatory application and amenity fees, where applicable, which must be paid directly to the HOA. For a comprehensive overview of all potentia

1659 Windsor Oak Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

1659 Windsor Oak Ct, Kissimmee, FL 34744

In-unit laundry | Outdoor space | Swimming pool

3 beds

2 baths

$1,750

House for rent

Description

Property Status: Pending FOR RENT: Spacious 3 Bedrooms, 2 ½ Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well-equipped with all appliances and a breakfast bar located on the first floor and opens up to the bright family room and screened-in porch. You will be delighted by ALL NEWLY RENOVATED luxurious BATHROOMS installed with modern fixtures. Stairs leading to second floor bedrooms and bathrooms are finished with WOOD FLOORING. Situated on the ALL-TILED first floor is the first bedroom located next to a half-bathroom and

Showing 1 - 25 of 25 results
Home > House Rentals in Kissimmee > Lakeside Estates Houses For Rent
Updated: January 17, 2026

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Discover houses for rent in Lakeside Estates, Kissimmee, FL

🌇Available house rentals25 houses
💰Best rent deal20 Silver Oak Cir
🍃With outdoor space
Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos