Location: Kissimmee , 34741
Do Not Show Listings
445 FOUNTAINHEAD CIR #164, KISSIMMEE, FL 34741
$1,60057 Days on yellowkey MLS ID: O6402624
REDUCED by $50 (3.0%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1988Community: Bella Vista CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautiful first floor unit available to rent today. Recently updated with easy access to major roads and area attractions. Near The Loop! Beautiful complex with many amenities including pool, tennis, picnic, workout room. Inside laundry with split bedroom plan.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Irene Tsatiris (321-652-1478)
4013 VENETIAN BAY DR #106, KISSIMMEE, FL 34741
$1,70012 Days on yellowkey MLS ID: S5151780
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2003Community: Venetian Bay Village Condo Ph 1Condo
Elementary School: Kissimmee Elem
High School: Osceola High School
Middle School: Kissimmee Middle
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.
Listing is courtesy of: PREMIUM INTERNATIONAL REALTY (407-697-3325)
Listing Agent: Omaira Acevedo (407-697-3325)
2914 RIO GRANDE TRL #2914, KISSIMMEE, FL 34741
$1,65012 Days on yellowkey MLS ID: S5151596
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1989Community: Villas At Shadow Bay TheCondo
Remarks: Bright 3-Bedroom Condo with Community Pool Access Welcome home to this spacious 3-bedroom, 2-bath walk-up condo filled with natural light. Highlighting the open living spaces and comfortable layout. The well-designed floor plan offers plenty of room for relaxing, entertaining, or working from home. Enjoy the convenience of community amenities, including a refreshing pool perfect for relaxing on warm days. The generous bedrooms provide comfort and flexibility. This light-filled condo offers comfortable living in a desirable community setting. All residents are enrolled in a Resident Benefit Package for $39.95/ month. More details upon application. RentSpree applications will not be accepted.
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Rose Sepulveda-Morales (407-973-0641)
2618 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741
$2,30022 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)
3001 GREYSTONE LOOP #208, KISSIMMEE, FL 34741
$1,50019 Days on yellowkey MLS ID: S5151283
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2007Community: Flora Ridge Condo Ph 4 Bldg 8Condo
Remarks: Enjoy comfortable and convenient living in this spacious 3-bedroom, 2-bathroom condo. Featuring an open floor plan, this well-maintained rental offers a bright living area, a functional kitchen with ample cabinet space, and generously sized bedrooms. The primary suite includes a private bathroom and plenty of closet space for added comfort. A private balcony/patio provides the perfect spot to relax and unwind. Conveniently located near shopping, dining, entertainment, schools, and major roadways, this condo offers easy access to everything you need. Don't miss the opportunity to make this inviting property your next home.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Catherine Torres (863-632-4177)
2840 CHANTILLY AVE, KISSIMMEE, FL 34741
$3,89985 Days on yellowkey MLS ID: O6395001
REDUCED by $500 (11.4%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3221 Built: 2018Community: Tapestry Ph 4Single Family
Remarks: Guard-gated community rental available for 6+ months. Spacious 5BR/4.5BA home featuring a first-floor bedroom with private full bath—ideal for guests or multi-generational living—plus a half bath for visitors. Open and functional layout with generously sized bedrooms. Community offers pool, fitness center, playground, clubhouse activities, and walking paths. The community features scenic ponds. Conveniently located near shopping, dining, and major roadways. Tenants and/or Tenant's Broker must verify all information.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Dulce Andonie (571-471-0237)
2740 SWOOP CIR, KISSIMMEE, FL 34741
$3,250109 Days on yellowkey MLS ID: O6388461
REDUCED by $50 (1.5%) on 04/21/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3434 Built: 2007Community: AvillaSingle Family
Remarks: 5 Bedroom Executive Home In Kissimmee Near The Loop **the carpet will be replaced upon and approved application Priced Low, Call NOW!, 2 Car Garage, Upstairs Bonus Area Too!, No Rear Neighbors, Backyard Patio, COMMUNITY Tennis Court, COMMUNITY Clubhouse, Master Bedroom Downstairs, 1 Bedroom Downstairs, Huge Master Suite, Living, Family & Dining Rooms, Master Bath-Separate Shower/Tub, Huge Family Room, Granite Countertops, 42” Cabinets, Tile Flooring, Wired For Alarm, COMMUNITY IS GATED, COMMUNITY Pool, JUST 30 MINUTES To: Downtown Orlando, JUST 20 MINUTES To: The Airport, CONVENIENT To: Turnpike, JUST MINUTES To: Walt Disney World, CONVENIENT To: Major Roads, Shopping, & Schools, CONVENIENT To: The Loop, All Stainless-Steel Kitchen Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $3,050.00 for the first 4 months, $3,350.00 for the remaining 8 months (Average: $3,250.00/mo). AVAILABLE: NOW
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Jay Myers (407-641-5782)
2913 WINDMILL DR, KISSIMMEE, FL 34741
$2,45013 Days on yellowkey MLS ID: S5151077
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1528 Built: 2017Community: Tapestry Ph 2Townhouse
Remarks: Located in the desirable gated community of Tapestry, this well-maintained townhome offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Only first months rent & security deposit required at lease signing. The open floor plan is ideal for everyday living and entertaining. The kitchen features stainless steel appliances, quartz countertops, a breakfast bar, and a walk-in pantry. The fully tiled first floor also includes a convenient half bath and direct access to the garage. One of the standout features of this home is the abundance of storage space, including a walk-in pantry, a large linen closet, and a spacious walk-in closet in the Primary Suite. Upstairs, the spacious Primary Suite offers vaulted ceilings, a large walk-in closet, and sliding glass doors leading to a private covered balcony. The laundry room is conveniently located on the second floor, and the washer and dryer are included. The attached 2-car garage and brick-paver driveway provide ample parking for 4 vehicles. Conveniently located just minutes from The Loop shopping Center, restaurants, schools, major roadways, and area attractions. Residents enjoy access to Tapestry's outstanding amenities, including a resort-style pool, clubhouse, fitness center, walking trails, and the security of a 24-hour guarded gate. ***Landlord Requirements: Minimum household income of 2.5 times the monthly rent. Credit and background check required for all occupants 18 years of age and older. Tenant approval is at the sole discretion of the landlord.***
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Lynda Cologero (407-346-7231)
2207 ANTIGUA PL #738, KISSIMMEE, FL 34741
$1,600179 Days on yellowkey MLS ID: S5140667
REDUCED by $200 (11.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1999Community: Villa Del Sol/Kissimmee CondoCondo
Remarks: This is a two bedroom, two bath apartment on the third floor. Open plan featuring a formal dining area. The kitchen offers a large pantry and breakfast bar that overlooks the living room. The master suite and the second bedroom offer a private bathroom and a walking closet! 1 Year Lease Term $149.00 Non-Refundable Lease Admin Fee. $25.00 Non-Refundable Pet application fee. $350.00 NON-Refundable pet fee per pet. $320.00 Move Out Fee Pet restrictions apply. Pet insurance is required (when applies). Call the office for Mandatory Fee Renter's insurance is required. HOA approval is required.
Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)
Listing Agent: Rafael Izquierdo Lasaracina (407-301-4884)
3311 WHITESTONE CIR #206, KISSIMMEE, FL 34741
$1,600158 Days on yellowkey MLS ID: O6374037
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006Community: Flora Ridge Condo Ph 11 Bldg 10Condo
Remarks: Spacious and well-located 3-bedroom, 2-bath condo for rent in one of the most desirable areas of Kissimmee! This second-floor unit features an open and bright floor plan, perfect for comfortable everyday living. Located in a gated community, residents enjoy access to great amenities including a community pool and playground. The community is well maintained and offers a peaceful, family-friendly environment. Just minutes from Walt Disney World, major highways, dining, and entertainment. Conveniently close to The Loop Shopping Mall, offering a wide variety of retail stores, restaurants, and everyday essentials—all just a short drive away. Prime location, excellent amenities, and unbeatable convenience—this condo is a must-see. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Simone Wagner Ribeiro (407-768-8031)
1005 KING ST, KISSIMMEE, FL 34741
$1,80021 Days on yellowkey MLS ID: S5151073
REDUCED by $200 (10.0%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 2014Community: King`S Crossing Pb 22 Pg 124 Lot 1Half Duplex
Remarks: Available July 1st! You will absolutely love living in this beautiful 3/2 duplex home, with a spacious living and dining area that opens directly into a kitchen with ample cabinet space. The master bedroom serves as your private retreat, complete with a generous closet and a spacious stand-up shower. Right off the living room, a covered back patio leads out into an inviting backyard that is perfect for relaxing outside. In a fantastic location near Downtown Kissimmee, just minutes from all the shopping at The Loop and the endless dining and entertainment options along Highway 192. Please note that pets are not allowed, and there is an additional fee for lawn care. This home is ready for you to move right in—inquire NOW to schedule your tour!
Listing is courtesy of: MILA REALTY (407-569-8899)
Listing Agent: Valentina Naumenko (407-569-8899)
2280 SAN VITAL DR #102, KISSIMMEE, FL 34741
$1,97060 Days on yellowkey MLS ID: S5148599
REDUCED by $25 (1.3%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2003Community: Venetian Bay Village Ph 01Townhouse
Remarks: TOWNHOUSE - FURNISHED 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/NO PETS PLEASE. 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/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)
4010 SANTA MARIA DR #101, KISSIMMEE, FL 34741
$1,87535 Days on yellowkey MLS ID: S5150263
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2005Community: Venetian Bay Village P3Townhouse
Remarks: TOWNHOUSE - FURNISHED vacation home! 2 story, 4 Bedroom/3 baths, located in the GATED 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/person BACKGROUND CHECK TO BE SUBMITTED - HOA Gate clicker - $60 Parking application - $10 Parking Permit $20 refundable
1916 CORNETT, KISSIMMEE, FL 34741
$2,80042 Days on yellowkey MLS ID: S5149799
REDUCED by $100 (3.4%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1843 Built: 1979Single Family
Remarks: This is a 4-bedroom 2-bath POOL HOME centrally located in Bermuda Estates. Home is well maintained, tile throughout, screened lanai with a real firewood fireplace, FENCE BACKYARD, quick and easy access to the Loop shopping center, Osceola to Disney, John Young Pkwy and US 192. PETS WELCOME.
Listing Agent: Sammy Quinones (407-319-4805)
4009 VENETIAN BAY DR #103, KISSIMMEE, FL 34741
$2,50015 Days on yellowkey MLS ID: O6414681
Remarks: Experience resort-style living in one of Central Florida’s most desirable locations. This fully furnished and beautifully upgraded home provides comfort, convenience, and flexibility just minutes from world-famous attractions. Located only 17 minutes from Disney, you'll enjoy quick access to major highways, shopping centers, restaurants, entertainment, and everything that makes the Orlando area so attractive. Nestled within a private gated community with 24-hour guard service, residents enjoy peace of mind along with an impressive selection of amenities, including multiple pools, playgrounds, tennis courts, and community gathering areas. Whether you're relocating, seeking a seasonal residence, or simply looking for a move-in-ready home, this condo offers the perfect combination of security, convenience, and lifestyle. With its prime location near major employers, dining, shopping, and entertainment, this is an excellent opportunity to enjoy the best of Central Florida living in a fully furnished home that's ready for immediate occupancy.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Juan Vanegas Montoya (407-749-5489)
441 FOUNTAINHEAD CIR #170, KISSIMMEE, FL 34741
$1,700114 Days on yellowkey MLS ID: S5144875
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1988Condo
Remarks: FIRST FLOOR, 2 BEDROOM, 2 BATHROOM, FULLY FURNISHED CONDO IN THE HEART OF KISSIMMEE with GATED ENTRANCE. Amenities include Community pool, tennis court and a playground, easy access to public transportation, short distance to 192 and Disney! Perfect for a re-locating family! Don't miss this opportunity and Call today for a showing.
Listing is courtesy of: SHAW SIGNATURE RE (407-910-9615)
Listing Agent: Orlando Ortiz (407-342-9659)
2112 W MARTIN ST, KISSIMMEE, FL 34741
$1,59518 Days on yellowkey MLS ID: S5151285
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 1986Community: Glen Jac OaksHalf Duplex
Remarks: Spacious open living room, kitchen and 2-bedrooms, 2-bath home with inside laundry room. Wood look laminate floors throughout for ease of cleaning. Updated kitchen and baths with granite counter tops. Inside laundry room complete with washer and dryer! Within thirty minutes to Disney and Universal theme parks, and other world-class attractions. Close to schools, restaurants, shopping, public transportation.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Mary Clevenger (407-870-8388)
2212 GRAND CAYMAN CT #1626, KISSIMMEE, FL 34741
$1,49078 Days on yellowkey MLS ID: S5147236
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $100 (6.3%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1999Community: Villas Del Sol At Kissimmee CondoCondo
Remarks: Now available in the gated community of Villas del Sol in Kissimmee, this move-in ready condo 2 bedrooms and 2 bathrooms, offers an exceptional combination of comfort, location, and value. Featuring a bright and well designed layout, the unit provides spacious living areas and comfortable bedrooms, ideal for tenants seeking a functional and low-maintenance lifestyle. Residents enjoy access to desirable amenities including a swimming pool, tennis courts, playground, and beautifully maintained green spaces, all within a secure and well-kept community. Ideally located just minutes from US-192, John Young Parkway, and Osceola Parkway, with convenient access to Orlando, Walt Disney World, and Orlando International Airport. Everyday essentials are just around the corner, including shopping, dining, and entertainment at The Loop. Located in a high-demand rental area, this property stands out for its overall condition, strategic location, and excellent accessibility.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Adriana Leon (407-914-3131)
2206 ANTIGUA PL #1037, KISSIMMEE, FL 34741
$1,40019 Days on yellowkey MLS ID: S5151317
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 530 Built: 1999Community: Villas Del Sol At Kiss CondoCondo
Remarks: AVAILABLE ON JULY 1ST.This is a one bedroom, one bath apartment on the third floor. This apartment has all relatively new stainless steel appliances, bathroom is renovated, Brand new carpet and nice size utility room and new AC Unit Located in Kissimmee, you're minutes away from Walt Disney World! Featuring condominium in Villa Del Sol gated community. ANY AMENITIES SUCH AS SECURITY ONSITE, FITNESS CENTER, TENNIS COURT, LAUNDRY FACILITY, CAR WASH! Near to local transportation, schools and The Loop Mall with 70 Stores, 15 Restaurants and Regal Cinema 16. Minutes to major roadways like Osceola Parkway, I-4 and the 417 making easy access to Walt Disney World Resort, Downtown Disney, Sea World, Universal Studios, Downtown Orlando, The Orlando International Airport and the New Medical City. Parking, 2 Pools, Fitness center, Tennis court.
2885 OCONNELL DR, KISSIMMEE, FL 34741
$2,65019 Days on yellowkey MLS ID: S5151280
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2005Community: Cypress Reserve Ph 2Single Family
Remarks: Spacious 3-bedroom, 2-bath single-family home available for rent in the desirable Cypress Reserve community of Kissimmee. This 2,063 sq ft home features an open floor plan, high ceilings, a large kitchen, and generous living spaces—perfect for families or remote professionals. Enjoy a private backyard, a two-car garage, and easy access to major highways, schools, and shopping. Built in 2005 and well maintained, this home offers comfort, convenience, and space in a peaceful neighborhood. Don’t miss your chance!
Listing is courtesy of: FORTEX REALTY INC (786-249-1660)
Listing Agent: Lourdes Rivera (407-485-9606)
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