Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
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4005 BISMARK DR #C1, KISSIMMEE, FL 34741
$2,33671 Days on yellowkey MLS ID: O6395960
INCREASED by $1 (0.0%) on 06/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 2026Apartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Kissimmee Elem
High School: Osceola High School
Tax Year:
Middle School: Kissimmee Middle
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)
4005 BISMARK DR #B1L, KISSIMMEE, FL 34741
$1,88171 Days on yellowkey MLS ID: O6395952
INCREASED by $1 (0.1%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 903 Built: 2026Apartment
4005 BISMARK DR #A2L, KISSIMMEE, FL 34741
$1,59371 Days on yellowkey MLS ID: O6395941
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 2026Apartment
4011 VENETIAN BAY DR #104, KISSIMMEE, FL 34741
$1,7501 Day on yellowkey MLS ID: S5151787
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2003Community: Venetian Bay Village Condo Ph 1Condo
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)
4013 VENETIAN BAY DR #106, KISSIMMEE, FL 34741
$1,7001 Day on yellowkey MLS ID: S5151780
Remarks: Virtually Staged. 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.
2618 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741
$2,30011 Days on yellowkey MLS ID: O6411761
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1771 Built: 2020Community: Cypress RidgeTownhouse
Elementary School: Floral Ridge Elementary
High School: Osceola County School for Arts
Remarks: Beautiful Home for Rent in Kissimmee, FL! Nestled in a desirable gated community, this beautiful home offers the perfect blend of comfort, space, and convenience. Backing onto a peaceful conservation area with walking trails, it provides privacy and scenic views while being just minutes from shopping, dining, and major highways. A welcoming entry hall leads into a bright, open-concept living space designed for both everyday living and entertaining. The fully equipped kitchen features all essential appliances, a large center island, wood cabinetry, and a spacious pantry, offering both style and functionality. Sliding glass doors open to a generous outdoor area, creating the perfect space to relax and enjoy the natural surroundings. The home features newly renovated carpeting and a thoughtful layout with all bedrooms located upstairs. The spacious primary suite includes a large walk-in closet and an ensuite bathroom with dual vanities. A versatile loft provides additional living space that can be used as a home office, media room, or play area. The fully equipped laundry room is conveniently located on the second floor near all bedrooms. Residents enjoy access to excellent community amenities, including a resort-style pool, playground, walking trails, beautifully maintained common areas, and gated access. Conveniently located near The Loop Shopping Center, restaurants, grocery stores, schools, and entertainment, this home also offers easy access to Florida Turnpike, Osceola Parkway, and I-4, making commuting to Orlando, Lake Nona, Orlando International Airport, and the area's major attractions effortless. For showings and additional information, please text the listing agent. HOA application and approval are required prior to move-in.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
2942 CONNER LN, KISSIMMEE, FL 34741
$2,3009 Days on yellowkey MLS ID: S5150670
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1746 Built: 2005Community: Cypress Reserve Ph 1Single Family
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)
4652 SPARKLING SHELL AVE, KISSIMMEE, FL 34746
$2,20049 Days on yellowkey MLS ID: O6402150
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1699 Built: 2024Community: Cypress Cay Phase OneSpa: NoTownhouse
High School: Poinciana High School
Remarks: Virtually Staged. Welcome to your beautiful new home in the heart of Kissimmee, FL! This charming 3-bedroom, 2.5-bathroom rental perfectly combines comfort, style, and convenience—ideal for families or anyone looking for a spacious and inviting place to call home. Step inside to an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for everyday living and entertaining. The modern kitchen is sure to impress with sleek granite countertops, abundant cabinet space, and a convenient breakfast bar that’s perfect for casual meals or morning coffee. Upstairs, you’ll find generously sized bedrooms designed for comfort and relaxation. The spacious primary suite offers a private en-suite bathroom with a luxurious shower, creating your own peaceful retreat. Two additional bedrooms share a beautifully maintained full bathroom, providing plenty of room for family or guests. Outside, enjoy your own private patio—an ideal space for soaking up the Florida sunshine, hosting friends, or relaxing after a long day. Residents also enjoy access to fantastic community amenities, including a sparkling swimming pool, playground, basketball court, and dog park. Conveniently located just minutes from shopping, dining, entertainment, and local attractions, this exceptional home offers the perfect opportunity to enjoy the best of Kissimmee living. ***Included in the rent: 1 Gig Internet and cable TV up to 75 channels.*** This property offers an option of a security deposit-free lease using Obligos billing authorization technology for qualified tenants. Non-refundable application fee of $80 per person above the age of 18 years of age. One time admin fee of $295 for approved application.
Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)
Listing Agent: Jeremy Porter (321-280-9065)
2201 KEY WEST CT #318, KISSIMMEE, FL 34741
$1,60024 Days on yellowkey MLS ID: S5150254
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1999Community: Villas Del Sol At Kissimmee CondoCondo
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)
2274 S CENTERRA LOOP, KISSIMMEE, FL 34741
$2,4002 Days on yellowkey MLS ID: S5151543
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1602 Built: 2020Community: Tapestry Ph 5Townhouse
Remarks: Beautiful and well-maintained home available for rent at 2274 Centerra Loop. This spacious property offers comfort, functionality, and an excellent location with convenient access to shopping, dining, major highways, and everyday amenities. Application subject to landlord approval. Administrative Fee of $250. First month's rent, prorated rent if applicable, and security deposit required prior to move-in. No smoking. Tenant responsible for utilities and maintaining the property in good condition. Schedule your showing today
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Maria Gracia Rizza (321-732-9738)
1880 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744
$2,45022 Days on yellowkey MLS ID: S5150362
REDUCED by $50 (2.0%) on 06/09/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1700 Built: 2022Community: Tohoqua Ph 1Townhouse
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Remarks: Beautiful corner-unit townhouse located at 1880 Cross Prairie Parkway in Kissimmee, FL 34744. This spacious 4-bedroom, 2.5-bath home offers a comfortable and functional layout with plenty of natural light throughout. As a corner unit, the property provides extra privacy and a more open feel. The home features a modern kitchen, spacious living and dining areas, and well-sized bedrooms, making it perfect for families or anyone looking for comfort and convenience. Located in a desirable community with great amenities, including a community pool, clubhouse, fitness center, playground, tennis courts, and walking trails. Conveniently situated near Lake Nona, Orlando International Airport, major highways, shopping, dining, and medical facilities. A great opportunity to live in a growing and well-connected area!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Liliana Rueda (908-759-3185)
4517 SPARKLING SHELL AVE, KISSIMMEE, FL 34746
$2,09911 Days on yellowkey MLS ID: O6408117
REDUCED by $100 (4.5%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1699 Built: 2022Community: Cypress Cay Ph 1Townhouse
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)
4774 TERRA ESMERALDA DR, KISSIMMEE, FL 34746
$2,29029 Days on yellowkey MLS ID: S5149816
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1721 Built: 2022Community: Terra EsmeraldaTownhouse
Remarks: Impeccable townhome in the desirable gated community of Terra Esmeralda in Poinciana Boulevard. This townhome has 1721 square feet with 4 bedrooms and 3 and 1/2 bathrooms, with one room downstairs. Lots of space in the home for everyone to enjoy! The kitchen features a granite countertop and plenty of storage space. The patio is paved with bricks, perfect for barbecuing and relaxing. Community features include a pool/spa and a playground. It is a smaller community which offers tranquility but still within close proximity to Disney, malls, and other popular Orlando areas. Very well-ranked schools near by and right next to the Mater Palms charter school which offers K- 8 grades. This home is ready to lease so make your appointment today to see this property.
Listing is courtesy of: ALAMO HOMES GROUP (407-447-7724)
Listing Agent: Maria Arato (407-690-3465)
1160 S BEACH CIR, KISSIMMEE, FL 34746
$2,27582 Days on yellowkey MLS ID: O6392680
INCREASED by $300 (15.2%) on 06/03/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1468 Built: 2007Community: Fiesta Key Ph 1BTownhouse
Elementary School: Sunrise Elementary
High School: Tohopekaliga High School
Remarks: This is a very lovely, spacious and beautiful 3-bedroom/2.5-bath townhome located in the Fiesta Key Gated Community offering resort-like living with many amenities including tennis courts, fitness center, clubhouse, play areas, heated pool, spa and more. The flooring is Ceramic tile downstairs and luxury Vinyl upstairs, windows with blinds and curtain rods. The large eat-in kitchen has lots of cabinet space, stainless steel appliances including washer and dryer, bay windows, a breakfast bar overlooking the large living and dining room with lots of natural light and a large screened-in patio that is perfect for entertaining and relaxing. The master bedroom suite is spacious and features a walk-in closet and a large bathroom. Lawn care , sewer and trash are included in the rent. Located close shopping, restaurants, entertainment, Disney, other Attractions and major highways. This one is just waiting for you to make it home!!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
2494 SWEETWATER CLUB CIR #52, KISSIMMEE, FL 34746
$1,880117 Days on yellowkey MLS ID: O6382833
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1992Community: Sweetwater Club; A CondoSpa: YesCondo
High School: Celebration High
Remarks: Beautiful unfurnished 3-bedroom, 2-bath second-floor condo located in the desirable Sweetwater Club community in Kissimmee. This bright and spacious unit features vaulted ceilings and an open-concept layout filled with natural light. Enjoy premium vinyl plank flooring throughout — no carpet anywhere, including newly installed flooring in all bedrooms. The updated kitchen offers upgraded countertops, generous cabinet space, and flows seamlessly into the dining and living areas, creating an inviting space for everyday living or entertaining. Relax on your private back patio with peaceful nature views. Washer and dryer included in unit for your convenience. Sweetwater Club offers outstanding amenities including a clubhouse, heated pool and spa, fitness center, tennis courts, basketball courts, sand volleyball, and BBQ/picnic areas. Conveniently located near shopping, dining, major highways, and Central Florida attractions. No pets. No smoking. Move-in ready and in fantastic condition.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Odair Magalhaes (407-766-7979)
5002 MANGROVE ALY #104, KISSIMMEE, FL 34746
$1,74964 Days on yellowkey MLS ID: O6393327
REDUCED by $50 (2.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 2002Community: Runaway Beach Club CondoApartment
Elementary School: Reedy Creek Elem (K 5)
Remarks: Welcome home! This charming 2-bedroom, 2-bathroom ground-floor condominium in the gated Runaway Beach community is available for immediate move-in and offers a bright, open floor plan filled with natural light. Enjoy seamless indoor-outdoor living with French doors leading to a covered patio overlooking beautiful water views—perfect for relaxing or entertaining. The home features two spacious bedrooms, including a private primary suite, a fully equipped kitchen, and thoughtful touches throughout. Residents enjoy access to resort-style amenities such as a community pool, fitness center, and wireless internet, all conveniently located near major theme parks, shopping, and dining. Act now! This one won't last long! All applicants are required to do a credit and background check. 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.
2280 SAN VITAL DR #107, KISSIMMEE, FL 34741
$1,77024 Days on yellowkey MLS ID: S5150259
REDUCED by $25 (1.4%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1500 Built: 2005Community: Venetian Bay Villages Ph 3; A CondoTownhouse
Elementary School: Thacker Avenue Elem (K 5)
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)
4795 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746
$2,600128 Days on yellowkey MLS ID: O6379967
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 2004Community: Cumbrian Lakes ResortSingle Family
Remarks: Recently updated with new carpet and fresh interior paint, this 4-bedroom, 3-bathroom home is located in the desirable gated community ofCumbrian Lakes Resort. Just a short drive from Orlando's top attractions, this residence offers a private swimming pool and a spacious layoutideal for comfortable living. Move-in ready and waiting for you to call it home!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Diana Osorio (973-883-6484)
3301 WHITESTONE CIR #205, KISSIMMEE, FL 34741
$1,69541 Days on yellowkey MLS ID: S5148959
REDUCED by $5 (0.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006Community: Flora Ridge Condo PhCondo
Remarks: Beautiful Condo, great location, walking distance to shopping at the LOOP, restaurants, theater, closed to Orlando attractions and international airport.This community is gated and has elevators, a swimming pool area, and 24/7 security. Two parking spaces per unit one of them is assigned/ covered the other one is open parking. No commercial vehicles.
Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)
Listing Agent: Martha Espinel (407-414-2102)
700 AULTMAN ST #Emerald, KISSIMMEE, FL 34741
$1,62979 Days on yellowkey MLS ID: O6393534
REDUCED by $1 (0.1%) on 06/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 651 Built: 2025Apartment
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.
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