Apartments for Rent Near Osceola High School in Kissimmee - 40 rentals

Remarks: Gorgeous townhouse move-in ready! located in Cypress Cay Subdivision in Kissimmee. This property 3 beds/2.5 Baths features one car garage The kitchen has spacious 42" cabinets with large breakfast bar and all Stainless-Steel appliances included. All Tile downstairs and in wet areas. The master room features large walk-in closet and in-suite bathroom with double sink is located in upstairs together with the others two bedrooms and one full bathroom. The community features resort styli pool, playground, basket court, walking trail and dog park. Perfectly located close to branded retailers like Walmart, Aldi, Target, Sam, Publix and restaurants, which makes it a desirable community. Just minutes from Theme parks like Disney World and Universal. Quick access to all major highways including 192 Hwy, Osceola Pkwy, Sr 535, Sr 417, and I-4 making commuting and travel incredibly convenient.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Miguel Zambrano (407-334-6842)

Remarks: PRIME LOCATION & RESORT-STYLE LIVING! This 3-bedroom, 2-bathroom ground-floor unit in the guard-gated community of Venetian Bay is ready for immediate move-in. Perfectly situated near the community entrance for easy access, this home is just steps away from the playground and one of four sparkling community pools. The interior offers a bright and spacious layout, ideal for both relaxation and entertaining. Enjoy the peace of mind of a 24/7 guarded gate while being minutes away from major highways, premium shopping, dining, and world-class entertainment. Experience the perfect blend of privacy and convenience in the heart of Kissimmee.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maria Gomez Arevalo, Pa (407-705-7203)

Remarks: Welcome to this beautifully remodeled 4-bedroom, 2-bathroom home located in the sought-after Eagles Reserve community of Kissimmee. Offering nearly 2,000 square feet of living space, this spacious residence features an open and functional floor plan designed for comfortable everyday living and entertaining. The home includes a bright living area, a well-appointed kitchen with ample cabinet and counter space, and a generous primary suite with a private bath and walk-in closet. Enjoy the convenience of a two-car garage, a large backyard, and a quiet residential setting. The split-bedroom layout provides privacy, while large windows bring in plenty of natural light throughout the home. Located just minutes from shopping, dining, major highways, schools, and world-famous attractions, this home offers easy access to everything Central Florida has to offer. Residents also enjoy community amenities including a pool, playground, and recreational areas.

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: Welcome to this cozy 2-bedroom, 1 bathroom home offering comfort, convenience, and great outdoor space! Come see this freshly painted charming home on a corner lot! Inside you will find a spacious living room with tons of natural light and a lovely fireplace perfect for relaxing or entertaining. Adjacent to the living room, you will find a separate dining room ideal for gatherings. This home also features a spacious dedicated laundry room with washer and dryer connections for added convenience. The two bedrooms are located down a hallway adjacent to the bathroom. This home features tile throughout and fully painted interior. Step outside to enjoy a fully fenced yard, and a screened in patio provides a great spot to unwind making it ideal for morning coffee or evening relaxation. Located on a corner lot, this lovely home is close to shopping, restaurants a great proximity to parks, recreation, and local amenities. Located off of Vine Street (S.R. 192) near the John Young Pkwy. Just 0.5 mile from Oak Street Park Community Center 1 mile to Downtown Kissimmee. 1.5 mile to Kissimmee Gateway Airport. 1.8 miles to Kissimmee Lakefront Park.

Listing is courtesy of: HOMESTEAD REALTY INC (407-367-4201)

Listing Agent: Maria Hummer (407-885-4287)

Remarks: Special Move-In Offer! Rent is $1,550/month for the first two months, then increases to $1,650/month for the remainder of the lease term. Beautiful condo in a prime location! Conveniently located within walking distance to shopping, dining, and entertainment at The Loop. Just minutes from Orlando's world-famous attractions, major highways, and the Orlando International Airport. This gated community offers elevators, a resort-style swimming pool, 24/7 security, and well-maintained common areas. Each unit includes two parking spaces: one assigned covered space and one open parking space. Commercial vehicles are not permitted. A great opportunity to enjoy comfort, convenience, and an excellent location!

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Beautiful first-floor lakeview condo featuring 2 bedrooms, 2 bathrooms, plus a den/study ideal for a home office. living area, kitchen with built-in cabinetry, and serene lake views. Located in a gated community with security, resort-style pool, and fitness center. Excellent location near The Loop, with shopping, dining, entertainment, and major road access just minutes away. A perfect rental opportunity in a highly desirable area.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Gioconda Arevalo (407-967-5249)

Remarks: Spacious 3-Bedroom, 2-Bath Rental Home in Cypress Reserve – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering nearly 1,750 square feet of comfortable living space in the desirable Cypress Reserve community of Kissimmee. This move-in-ready residence features an open and inviting floor plan with high ceilings, abundant natural light, and durable tile flooring throughout the main living areas. The spacious kitchen is the heart of the home and offers ample cabinet and counter space, a breakfast bar, stainless steel appliances, and an open view of the living and dining areas—perfect for entertaining or everyday living. The generously sized primary suite features a private en-suite bathroom with dual vanities, a large walk-in shower, and plenty of closet space. The additional bedrooms are well-sized and share a beautifully appointed second bathroom. Step outside to enjoy the covered rear lanai and fully fenced backyard, providing plenty of space for outdoor relaxation, family gatherings, or weekend barbecues. Additional features include a two-car garage, indoor laundry area, ceiling fans, and a well-maintained interior and exterior. Conveniently located near shopping, dining, schools, major highways, and area attractions, this home offers the perfect combination of comfort, convenience, and value. Schedule your private showing today and make this beautiful house your next home!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Furnished 2 bedrooms 2bathrooms condo unit (also available unfurnished) in the Villas Del Sol gated community located on Dryer blvd. The community offers 2 pools, tennis courts, laundry facilities and wonder atmosphere. Shopping and dining are just around the corner at The Loop, or take Osceola Parkway straight to the theme parks, I-4, and everywhere you want to be. First floor condo available, Community includes access to the clubhouse, pool and tennis courts.

Listing is courtesy of: OVERTON REALTY, INC. (407-729-4916)

Listing Agent: Andrew Robinson (917-669-3135)

Remarks: OWNHOUSE - FURNISHED OR UNFURNISHED vacation home! 2 story, 4 Bedroom/3 baths, located in the Resort Style community of Venetian Bay in Kissimmee. Full Kitchen • Washer & Dryer • TVs in all bedrooms • Central AC, 1 King • 2 Queen • 2 Twin • Sofa Sleeper, 3 Full bathrooms • Small patio •Amenities: Swimming Pool • Arcade/Game Room • Fitness Center • Jacuzzi/Hot Tub. CLOSE TO ALL SHOPPING and OSCEOLA PARKWAY. NO SMOKING/ SMALL PETS ONLY, NOT MORE THAN 20LBS.. Tenant(s) must get offsite mailbox for mail and packages. Linens, towels, silverware, kitchen goods are NOT included. ALL TENANTS Must be approved by HOA. $20 per person BACKGROUND CHECK TO BE SUBMITTED - HOA Gate clicker - $60 Parking application - $10

Listing is courtesy of: A+ HOME RENTALS LLC (407-557-8929)

Listing Agent: Arnold Austria (407-729-5663)

Remarks: Spacious 3BR/2BA Top-Floor Condo in Gated Flora Ridge — Beautiful and bright third-floor condo located in the highly desirable gated community of Flora Ridge, right next to The Loop. This top-floor unit offers excellent privacy and features an open layout, high ceilings, a spacious kitchen, and a screened-in balcony perfect for relaxing. The primary suite includes a walk-in closet and a private bath. Community amenities include a refreshing pool, walking paths, and elevators. The unit includes one covered parking space plus open parking for a second vehicle. Best of all, the location is unbeatable—just minutes from shopping, dining, schools, and major highways.

Listing is courtesy of: BELLA VIEW REALTY LLC (407-616-7653)

Listing Agent: Caroline Perotti (407-460-9019)

Remarks: ATTENTION RENTERS! Welcome to this beautifully maintained 2024-built townhome offering modern style, functional living, and serene pond views. The bright open-concept floor plan is filled with natural light from large sliding glass doors leading to a covered and screened lanai overlooking the water. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large island perfect for entertaining. A convenient half bath is located downstairs for guests. Upstairs, you'll find a versatile loft ideal for a home office, playroom, or second living area, along with a laundry closet complete with washer and dryer. The spacious bedrooms and well-appointed bathrooms provide comfort and convenience throughout. Outside, enjoy one of the community's most desirable settings with peaceful pond views and a wide paver driveway offering additional parking and great curb appeal. Residents enjoy access to community amenities including a pool and playground. Conveniently located in Kissimmee with easy access to major highways, shopping, dining, entertainment, theme parks, and Orlando's major employment centers, this home offers the perfect combination of comfort, convenience, and location. Schedule your showing today! Tenant will pay $125.00 tenant processing fee at move in along with and rent and deposit(s). A non-refundable pet fee will be due at move in as well, if applicable.

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Turan Celiker, Pa (813-580-0080)

Remarks: Welcome home. This is a two-story 3-bedroom 2.5 bathrooms and a one-car garage spacious townhome with 1,699 square feet. This home features a wonderful kitchen with brand new stainless-steel appliances, granite countertops and large cabinets. Some additional features are a linen closet, front porch rear patio, upstairs laundry closet and a pantry in the kitchen. The roomy master bedroom features a large walk-in closet, and a lush double sinks bathroom vanity. The neighborhood will have great amenities for you and your family, including a community pool, clubhouse, playground and walking trails. Conveniently located, a couple of minutes to Disney and all the tourist areas. Target, Walmart, Aldi and Sam's nearby.Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: Currently offering 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to this current floor plan listed. The Preserve at West Carroll is a brand-new apartment community in Kissimmee, Florida, now pre-leasing for early Spring/Summer 2026. Offering modern one-, two-, and three-bedroom apartments, this community combines contemporary design with open, light-filled layouts, giving you the space to relax, recharge, and find your flow. Each home is thoughtfully finished with stylish touches that make everyday living comfortable and inviting. Enjoy quick access to the Turnpike, 417 and I-4, with Downtown Orlando just 30 minutes away featuring the central business district and world-class dining and entertainment. Closer to home, the Walt Disney World Resort features shopping, dining and entertainment and recreation, too. Here, you can escape the noise without giving up the convenience of city living. As one of Kissimmee’s newest communities, The Preserve at West Carroll offers a modern, peaceful lifestyle with amenities and spaces designed for your everyday comfort. Don’t miss your chance to be among the first to experience this fresh approach to apartment living in Central Florida.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to this current floor plan listed. The Preserve at West Carroll is a brand-new apartment community in Kissimmee, Florida, now pre-leasing for early Spring/Summer 2026. Offering modern one-, two-, and three-bedroom apartments, this community combines contemporary design with open, light-filled layouts, giving you the space to relax, recharge, and find your flow. Each home is thoughtfully finished with stylish touches that make everyday living comfortable and inviting. Enjoy quick access to the Turnpike, 417 and I-4, with Downtown Orlando just 30 minutes away featuring the central business district and world-class dining and entertainment. Closer to home, the Walt Disney World Resort features shopping, dining and entertainment and recreation, too. Here, you can escape the noise without giving up the convenience of city living. As one of Kissimmee’s newest communities, The Preserve at West Carroll offers a modern, peaceful lifestyle with amenities and spaces designed for your everyday comfort. Don’t miss your chance to be among the first to experience this fresh approach to apartment living in Central Florida.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to this current floor plan listed. The Preserve at West Carroll is a brand-new apartment community in Kissimmee, Florida, now pre-leasing for early Spring/Summer 2026. Offering modern one-, two-, and three-bedroom apartments, this community combines contemporary design with open, light-filled layouts, giving you the space to relax, recharge, and find your flow. Each home is thoughtfully finished with stylish touches that make everyday living comfortable and inviting. Enjoy quick access to the Turnpike, 417 and I-4, with Downtown Orlando just 30 minutes away featuring the central business district and world-class dining and entertainment. Closer to home, the Walt Disney World Resort features shopping, dining and entertainment and recreation, too. Here, you can escape the noise without giving up the convenience of city living. As one of Kissimmee’s newest communities, The Preserve at West Carroll offers a modern, peaceful lifestyle with amenities and spaces designed for your everyday comfort. Don’t miss your chance to be among the first to experience this fresh approach to apartment living in Central Florida.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at our luxury apartments in Kissimmee allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban walkability connects you to treasured shops and restaurants in nostalgic downtown Kissimmee, while Lake Toho lures you for fishing, boating, birdwatching, or a sunset stroll. Embrace a novel, connected lifestyle and the exciting promise of tomorrow. Your new history lives at The Allen.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at our luxury apartments in Kissimmee allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban walkability connects you to treasured shops and restaurants in nostalgic downtown Kissimmee, while Lake Toho lures you for fishing, boating, birdwatching, or a sunset stroll. Embrace a novel, connected lifestyle and the exciting promise of tomorrow. Your new history lives at The Allen.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Studio Apartment. Currently offering 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market accrued is not specific to current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at our luxury apartments in Kissimmee allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban walkability connects you to treasured shops and restaurants in nostalgic downtown Kissimmee, while Lake Toho lures you for fishing, boating, birdwatching, or a sunset stroll. Embrace a novel, connected lifestyle and the exciting promise of tomorrow. Your new history lives at The Allen.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Chic 1-Bedroom Retreat in Prime Kissimmee Location – Comfort, Style & Convenience! Discover your perfect cozy escape at 2726 Miami Terrace, Unit #B, Kissimmee, FL 34741 – a stylish 1-bedroom, 1-bathroom unit designed for comfort and easy living. Step into a bright, open-concept living space filled with natural light, ideal for relaxing or entertaining. The modern kitchen features sleek countertops, contemporary appliances, and plenty of cabinet space—perfect for whipping up your favorite meals with ease. The spacious bedroom offers a serene retreat with ample closet space, while the updated bathroom adds a touch of elegance with its clean, modern finishes. Start your mornings or wind down your evenings on the private outdoor patio, your own little slice of calm. Situated in a prime Kissimmee location, you're just minutes from top shopping, dining, entertainment, and major highways—making commuting and exploring Orlando's top attractions a breeze.

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: LOCATION!!! The property is a RESORT-STYLE LIVING! This 3-bedroom, 2-bathroom ground-floor unit in the guard-gated community of Venetian Bay is ready for immediate move-in. Perfectly situated near the community entrance for easy access, this home is just steps away from the playground and one of four sparkling community pools. The interior offers a bright and spacious layout, ideal for both relaxation and entertaining. Enjoy the peace of mind of a 24/7 guarded gate while being minutes away from major highways, premium shopping, dining, and world-class entertainment. The houses is convenience in the heart of Kissimmee.

Listing is courtesy of: PREMIUM INTERNATIONAL REALTY (407-697-3325)

Listing Agent: Omaira Acevedo (407-697-3325)