Location: Kissimmee , 34744
Do Not Show Listings
2241 SOUTHBURY DR, KISSIMMEE, FL 34744
$2,39560 Days on yellowkey MLS ID: S5143817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1639 Built: 2025Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Brand-new 3-bedroom, 2.5-bath home located at 2241 Southbury Dr in a modern, low-maintenance community in Kissimmee. This beautifully designed property features a functional open-concept layout, contemporary finishes, and bright living spaces ideal for comfortable everyday living. The kitchen offers sleek cabinetry and modern appliances, seamlessly connecting to spacious dining and living areas. Enjoy resort-style community amenities, plus the convenience of internet and cable included in the rent. Ideally situated near major highways, shopping centers, dining, and top Central Florida attractions, this home delivers style, convenience, and value in one of the fastest-growing areas of Kissimmee. Move-in ready and available for immediate occupancy.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Jessy Pino Araque (407-308-8626)
2825 NICOLE AVE, KISSIMMEE, FL 34744
$2,00020 Days on yellowkey MLS ID: S5146507
REDUCED by $250 (11.1%) on 04/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1987Community: Greenwood Estates 2Half Duplex
Remarks: “Brand New Beautifully built home featuring brand-new custom cabinetry, elegant quartz countertops, and durable laminated vinyl flooring throughout. The kitchen is equipped with sleek stainless-steel appliances, while ceiling fans in every room provide added comfort. The primary master suite boasts a custom-designed shower, offering a spa-like retreat.” Included with your monthly rent landscape, Water, Septic, Electricity and trash. Reduced rental rate.
Listing is courtesy of: LARIMAR REALTY (407-483-1600)
Listing Agent: Betty Pena (407-460-1218)
1517 SOUTHBURY DR, KISSIMMEE, FL 34744
$1,900179 Days on yellowkey MLS ID: O6353356
REDUCED by $200 (9.5%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2020Community: Kindred Ph 2ATownhouse
Remarks: Beautiful Townhouse features 3 bedrooms and 2.5 bathrooms in desirable Kindred Subdivision. The Town of Kindred is located between Kissimmee and Saint Cloud and minutes from Lake Nona. Also near shopping, hospital, schools, main highways, Turnpike entrance, 30 minutes from Orlando International Airport and 45 minutes from Melbourne Beach. This Resort-Style Community features a pool, clubhouse with fitness center, parks, dog park, tennis Court and walking trails.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dayse Grillo (407-683-2050)
1800 RED CANYON DR, KISSIMMEE, FL 34744
$2,20012 Days on yellowkey MLS ID: O6395897
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1569 Built: 2021Community: Kindred Ph 2C & 2DTownhouse
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome home! This 3-bedroom, 2.5-bath townhome perfectly situated in a prime location near the Florida's Turnpike, U.S. Route 192, and Walt Disney World. Enjoy quick access to major roadways, hospitals, shopping, dining, and everything Central Florida has available. Don't miss out, Call or text to schedule your showing today!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Juan Vanegas Montoya (407-749-5489)
2085 WALNUT CREEK DR, KISSIMMEE, FL 34744
$2,700Listed 04/13/2026 10:45PM MLS ID: S5147768
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2026Community: Kindred Ph 3B 3C & 3DSingle Family
Remarks: Brand new construction available for lease in the highly desirable Kindred community. This 4-bedroom, 2-bath home features a thoughtfully designed open floor plan with a spacious living and dining area, ideal for both everyday living and entertaining. The modern kitchen offers brand-new stainless steel appliances, ample cabinetry, and a large island overlooking the main living space. The primary suite includes a private en-suite bath with dual sinks and a walk-in closet. Three additional bedrooms provide flexibility for family, guests, or a home office. Additional features include a two-car garage, energy-efficient systems, and quality finishes throughout. Enjoy resort-style community amenities including pool, fitness center, playground, and walking trails. Conveniently located near shopping, dining, schools, and major highways for easy commuting. Available for immediate occupancy. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mercedes Guzman (407-922-3508)
1445 SOPHIE WAY, KISSIMMEE, FL 34744
$2,650Listed 04/14/2026 12:13AM MLS ID: O6398863
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1403 Built: 1993Community: Westminster Gardens Ph 2Spa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home offering 1,403 sq. ft. of versatile living space in a prime Kissimmee location. Designed for both comfort and functionality, this home features an open floor plan with vaulted ceilings and tile flooring throughout, creating a bright and inviting atmosphere. A standout feature of this property is the converted garage, previously used as a portrait studio. This flexible space is perfect for a home office, creative studio, gym, or additional living area—ideal for those who work remotely or need extra room to fit their lifestyle. Step outside to your private backyard oasis, complete with a heated pool and serene pond views—perfect for relaxing or entertaining. Conveniently located, this home offers easy access to top golf courses, East Lake Toho for boating and outdoor activities, and the vibrant Lake Nona area with shopping, dining, and Medical City. Major highways including Florida’s Turnpike, SR 417, and US-192 are just minutes away, making commuting to Orlando, the airport, and theme parks quick and easy. Whether you’re looking for comfort, convenience, or lifestyle—this home has it all. Schedule your showing today! Rental Terms & Application Requirements: - $50 application fee per adult (18+) - $100 one-time administrative setup fee - Background and credit check required - Minimum credit score of 640+ - Verifiable income of at least 3x the monthly rent - One pet allowed (dog or cat, up to 30 lbs) - $350 one-time, non-refundable pet fee - Smoke-free and vape-free property
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Sergio Alvarez, Llc (855-450-0442)
1304 DRAKE RIDGE DR, KISSIMMEE, FL 34744
$2,150Listed 04/13/2026 3:40PM MLS ID: S5147737
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2024Community: Seasons At Big Sky Ph 2Townhouse
Elementary School: Partin Settlement Elem
Remarks: Beautiful Nearly New Townhome – Only two Year Old! This bright and modern townhome features a spacious living area and an open-concept kitchen that creates a warm and airy atmosphere. The central island serves as the perfect spot for both cooking and entertaining. Enjoy a generously sized backyard, ideal for relaxing or hosting guests. The first floor also includes a convenient half bath and a one-car garage. Upstairs, two bedrooms share a full bathroom, while the large primary suite offers a walk-in closet and dual vanities for added comfort. You'll love the ample storage options, including a pantry in the kitchen, under-stair storage, a separate laundry room, linen closet, and closets in all bedrooms. Don’t miss out on this opportunity – schedule your tour today!
Listing Agent: Neyla Alvarez (407-780-8786)
1533 QUINTA RD, KISSIMMEE, FL 34744
$2,4001 Day on yellowkey MLS ID: S5147722
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1516 Built: 2022Community: Kindred Ph 2C & 2DSingle Family
Remarks: Available July 1st, 2026. Well-maintained 3-bedroom, 2-bath single-family home located in the desirable Kindred community. This home features an open floor plan, modern kitchen with stainless steel appliances, spacious living and dining areas, and a 2-car garage. Enjoy a large backyard with plenty of space for outdoor activities. Kindred offers a variety of amenities including a resort-style pool, fitness center, clubhouse, playgrounds, walking trails, and sports courts. Conveniently located near US-192 and the Florida Turnpike, with easy access to NeoCity, shopping, dining, and entertainment. Application required. Contact listing agent for more information.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Esther Atencio (321-314-9374)
3093 SLOUGH CREEK DR, KISSIMMEE, FL 34744
$2,6001 Day on yellowkey MLS ID: O6397793
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1520 Built: 2023Community: Creekside At Boggy Creek Ph 2Single Family
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Single-family home in the desirable Creekside at Boggy Creek community. Enjoy privacy, a serene water view, and conservation area surroundings. This beautiful, quiet home features a patio overlooking the lake—perfect for relaxing with your morning coffee. The home also has a charming porch where you can unwind and enjoy peaceful mornings. Located in a gated community, just 9 miles from Orlando International Airport and close to Lake Nona Town Center with shopping, dining, and entertainment. Residents enjoy resort-style amenities including a gated entry, pool, playgrounds, and dog park. The property will be available starting May 1st.
Listing is courtesy of: RE/MAX REX (561-220-1520)
Listing Agent: Ana Armua (954-225-2979)
1851 RED CANYON DR, KISSIMMEE, FL 34744
$2,2001 Day on yellowkey MLS ID: S5147664
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2019Community: Kindred Ph 1ESpa: NoTownhouse
Remarks: BEAUTIFUL PROPERTY IN THE AMAZING AND GREAT COMMUNITY OF KINDRED! YOU WILL LOVE THIS RESORT STYLE COMMUNITY. CLOSE TO FLORIDA TURNPIKE, SHOPPING MALLS AND RESTAURANTS. Currently vacant and available immediately.
Listing is courtesy of: DGL REALTY, LLC (407-758-4825)
Listing Agent: Ursula Santana (407-758-4825)
2953 MARBELLA DR, KISSIMMEE, FL 34744
$2,50026 Days on yellowkey MLS ID: S5146131
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1912 Built: 2004Community: Villa Sol Ph 2 Village 3Single Family
Remarks: One or more photo(s) has been virtually staged. Spacious Home 4 Bedrooms 2 Bath in Kissimmee!! Marketing DescriptionWelcome to your new home in the heart of Kissimmee, FL! This beautiful 4-bedroom, 2-bath residence offers a bright and inviting layout with soaring high ceilings that create an open and airy atmosphere throughout. The master bedroom features a spacious bedroom with garden tub separate shower and large walk-in closet. Plush carpeting in the bedrooms adds warmth and comfort, while the well-appointed kitchen makes meal prep easy and enjoyable. Enjoy the convenience of washer/dryer hookups right in the home. Whether you’re unwinding in the comfort of your living space or exploring the vibrant local community, this home delivers the perfect blend of tranquility and accessibility. Don’t miss this opportunity — schedule your viewing today and experience all this lovely home has to offer! Move in with ease upon approval with First months rent and 1.5 month security deposit. *** SECTION 8 IS NOT ACCEPTED. All Innovation Property Management residents are enrolled in the Resident Benefits Package (RBP) for $45.00/month which includes liability insurance, HVAC air filter delivery (for applicable properties), on-demand pest control, and much more! More details upon application. Price may be reduced depending on tenant’s desire to add pest control and/or provide proof of adequate insurance coverage. HOW TO APPLY: 1. Visit the website of Innovation Property Management, Inc. 2. Click "Rentals" at the top of the page. 3. Find the rental unit you are interested in on the list and click "Apply Now”.
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
748 STONEWYK WAY, KISSIMMEE, FL 34744
$3,2006 Days on yellowkey MLS ID: O6393939
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2009 Built: 2005Community: Remington Prcl M2Single Family
Remarks: Welcome to this beautiful fully furnished 4-bedroom, 2-bathroom home for rent located in the highly desirable Remington community in Kissimmee. This property offers comfort, convenience, and a relaxing Florida lifestyle with a private pool overlooking a peaceful lake view — the perfect setting to unwind after a long day. Pool maintenance and landscaping is included on the rent. The home comes fully furnished and move-in ready, with all appliances included, making your transition seamless and stress-free. The spacious layout provides plenty of room for both everyday living and entertaining. Enjoy outdoor living in your private screened pool area with serene water views, ideal for relaxing weekends or hosting guests. As an added bonus, the owner covers pool maintenance and landscaping, helping reduce your monthly responsibilities and expenses. ? Residents of Remington enjoy access to excellent community amenities, including: Community pool Sports courts Golf course Walking areas and green spaces Fitness center Conveniently located near major roads, shopping, dining, schools, and Orlando attractions, this home combines location, lifestyle, and convenience in one exceptional rental opportunity. No short term rental allowed.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Babi Hennemann (407-633-0777)
1868 BRIGHT SKY DR, KISSIMMEE, FL 34744
$2,65046 Days on yellowkey MLS ID: S5144741
REDUCED by $100 (3.6%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2023 Built: 2025Community: Tohoqua Ph 7Single Family
Remarks: Beautiful rental home located in a resort -style community , one of the fastest growing areas in Kissimmee. This home features 4 spacious bedrooms and 3 full Bathrooms, including a convenient bedroom and full bathroom located on the first floor with 2 car garage . This property comes with landscaping for your convenience. Excellent location near Lake Nona Medical city, hospitals, supermarkets, restaurants, schools, and shopping centers. Quick access to the Florida Turnpike and major roads . Ideal for families seeking comfort ,space, and active, convenient lifestyle. This community offers a wide range of amenities, including , resort style pool with lounging areas, clubhouse for events and gatherings, fully equipped fitness center , Parks and playground , walking and biking trails, tennis court. Picnic and BBQ areas. Don't miss the opportunity to enjoy comfort, convenience, and vibrant community lifestyle.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mariely Rivera (407-963-1447)
1500 QUINTA RD, KISSIMMEE, FL 34744
$2,30028 Days on yellowkey MLS ID: O6391442
0 Days Off yellowkey (back on 4/13/2026)
Remarks: Available for rent! This beautifully maintained 3-bedroom, 2-bath home features an open-concept layout, a spacious kitchen, and a fully fenced backyard perfect for everyday living and entertaining. The property also offers a 2-car garage for added convenience. Located in the desirable Kindred community, tenants can enjoy resort-style amenities including a pool, fitness center, tennis and basketball courts, sand volleyball, soccer field, walking trails, and multiple playgrounds. Conveniently situated just minutes from Downtown Kissimmee and St. Cloud, with easy access to major highways, shopping, dining, and entertainment. Don’t miss the opportunity to live in one of Central Florida’s most vibrant communities!
Listing is courtesy of: METROPOLITAN R.E SOLUTIONS INC (407-953-6501)
Listing Agent: Belkys Zambrano (407-516-9103)
1074 UNIVERSAL REST PL, KISSIMMEE, FL 34744
$1,999103 Days on yellowkey MLS ID: O6369683
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1728 Built: 1996Community: Eric EstatesSingle Family
Remarks: Beautiful home located in a gated community in Kissimmee, Florida, offering security, comfort, and peace of mind. This charming 3-bedroom, 2-bathroom residence features laminate wood flooring throughout the main living areas, providing a modern look with easy maintenance. The spacious and well-designed layout offers bright, functional living spaces ideal for everyday living. The fully equipped kitchen includes modern cabinetry and ample storage. The primary bedroom features a private bathroom, offering added comfort and privacy. The backyard provides a great space for outdoor relaxation, perfect for enjoying Florida living. Residents enjoy access to community amenities including a swimming pool and playground. Conveniently located near shopping centers, restaurants, schools, and major highways, this home offers an excellent balance of lifestyle, location, and long-term comfort.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Claudia Bonilla Pa (407-754-5700)
101 HARWOOD CIR, KISSIMMEE, FL 34744
$2,3001 Day on yellowkey MLS ID: O6398472
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1809 Built: 1999Community: Remington Ph 01 Tr DSingle Family
Remarks: Move in ready, this Kissimmee home offers easy Florida living with pool and lawn maintenance included. Enjoy a , pacious backyard with private pool, perfect for relaxing or entertaining year round. Conveniently located near Lake Nona, Medical City, Orlando International Airport, major highways, shopping, and dining. Zoned for Partin Settlement Elementary, Neptune Middle, and Gateway High School. A great opportunity for tenants seeking comfort, convenience, and low maintenance living in a prime Kissimmee location. Must bring your own washer/Dryer.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Bhumi Patel (863-326-2232)
KISSIMMEE, FL 34744
$2,8001 Day on yellowkey MLS ID: S5146873
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1784 Built: 2016Community: Legacy Park Ph 3Single Family
Remarks: WELCOME to this beautifully upgraded 4-bedroom, 2-bathroom home that feels like new and offers the perfect blend of modern style, comfort, and convenience. From the moment you step inside, you’re greeted by an open-concept layout filled with natural light, complemented by elegant ceramic tile flooring throughout and fresh paint that gives the entire home a clean, contemporary feel. The spacious kitchen is designed to impress, featuring 42-inch cabinets, sleek quartz countertops, and a breakfast bar that seamlessly connects to the living and dining areas, making it ideal for both everyday living and entertaining. The primary suite serves as a private retreat, complete with a stunning spa-like bathroom that includes a freestanding soaking tub, a modern shower, and high-end finishes that elevate the space. Situated on a desirable corner lot, the property offers a large, fully fenced backyard with beautiful brick pavers, providing plenty of space for outdoor gatherings, relaxation, or family enjoyment. This meticulously maintained home also includes a two-car garage and a spacious driveway, all within a gated and tranquil community. Ideally located near major highways including the Turnpike, and just minutes from restaurants, schools, hospitals, and popular attractions, this home delivers both luxury living and everyday convenience in one exceptional rental opportunity.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Danieyi Casanova (786-409-1096)
2013 GRAND OAK DR, KISSIMMEE, FL 34744
$1,850113 Days on yellowkey MLS ID: S5140537
REDUCED by $49 (2.6%) on 04/12/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1512 Built: 2007Community: Heritage Key Villas Ph 1 & 2Townhouse
Remarks: This move-in ready townhouse offers three bedrooms and 2.5 bathrooms in the gated community of Heritage Key, conveniently located off Highway 192 near the Florida Turnpike in Kissimmee. You and your family can enjoy the amenities designed for family living, including 2 community pools, hot tub, fitness center, picnic area, children's playground, and additional recreational facilities. The ground floor features an open-concept design with a modern kitchen equipped with an island, a half bathroom, and a dining area highlighted by an elegant tray ceiling. The spacious living room flows seamlessly to a screened patio, perfect for relaxing and entertaining. The rear of the property offers complete privacy with no neighboring homes overlooking the space. Durable tile flooring extends throughout the entire ground floor. The second floor houses the master bedroom suite, complete with a private en-suite bathroom and generous closet space. Two additional bedrooms share a full bathroom, while a convenient laundry closet comes fully equipped with a washer and dryer. Ceiling fans in all bedrooms ensure year-round comfort for your family. Both floors include ample storage solutions with additional closets strategically placed for maximum convenience. The upper-level features carpet flooring throughout. Schedule your viewing today to discover if this exceptional home meets your family's needs and lifestyle preferences. Ready to move in 3-bedroom, 2.5-bathroom townhouse in the gated community of Heritage Key off 192 near the Turnpike, in Kissimmee. Enjoy the lifestyle. Make memories with your family at the community pool, hot tub, fitness center, children’s play area and recreational facilities for fun experiences. Downstairs is a modern kitchen with island, half bathroom, dining area with a tray ceiling, and living room leading onto a screened patio where you can spend many happy hours. The flooring is tile throughout the ground floor. Upstairs is the Master bedroom with en-suite bathroom, plus the second and third bedrooms and second full bathroom. Upstairs flooring is all carpet. Come see if this is the home that will fulfill your family's needs.
Listing is courtesy of: FIRST AMERICAN REAL ESTATE (407-518-1320)
Listing Agent: Janet Summerton (407-709-5551)
1040 JAMISON LOOP #Element, KISSIMMEE, FL 34744
$1,84728 Days on yellowkey MLS ID: O6391448
INCREASED by $176 (10.5%) on 04/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 876 Built: 2020Apartment
Elementary School: St Cloud Elem
Middle School: St. Cloud Middle (6-8)
Remarks: Currently offering up to 2 Months Free! *One month applied after the move-in date and the second month applied in the 6th month of the lease. Prices, promotions, and availability are subject to change. Multiple Floor plans available. Days on market accrued is not specific to current plan listed. Live the way you've always wanted without compromising style or quality. At The Jamison, our apartment residences are designed with you in mind. Now you really can have it all . . . lifestyle included.
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
1040 JAMISON LOOP #Revive, KISSIMMEE, FL 34744
$2,00428 Days on yellowkey MLS ID: O6391457
REDUCED by $20 (1.0%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1116 Built: 2020Apartment
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