Displaying: For Rent
Location: Kissimmee
Property Type(s): Condos
Price: $1,000 to $1,499
Do Not Show Listings
Kissimmee - 36 properties found
2210 GRAND CAYMAN CT #1725, KISSIMMEE, FL 34741
$1,490Listed 06/22/2026 11:47PM MLS ID: S5152361
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1999Community: Villas Del Sol At Kissimmee CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Welcome to this beautifully maintained condo located in the heart of Kissimmee! This spacious unit at 2210 Grand Cayman Ct, Unit 1725 offers the perfect combination of comfort, convenience, and an unbeatable location. Situated in a gated community with resort-style amenities, residents can enjoy swimming pools, a fitness center, tennis courts, a clubhouse, playgrounds, and beautifully landscaped common areas designed for an active and relaxed lifestyle. The location is one of its greatest highlights. Just minutes from Downtown Kissimmee, The Loop shopping and entertainment district, Osceola Parkway, John Young Parkway, Florida’s Turnpike, SR 417, and US-192, providing quick access throughout Central Florida. Enjoy being within a short drive to Walt Disney World, Universal Orlando Resort, Orlando International Airport, restaurants, shopping centers, supermarkets, schools, hospitals, and countless entertainment options. This property is ideal for families seeking a centrally located home with easy commuting access and proximity to everything Orlando and Kissimmee have to enjoy. Experience low-maintenance living in a vibrant community where convenience meets lifestyle. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Adriana Leon (407-914-3131)
8927 LEGACY CT #201, KISSIMMEE, FL 34747
$1,4001 Day on yellowkey MLS ID: S5152339
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 636 Built: 2000Community: Legacy Dunes CondoCondo
Remarks: Resort style living and a beautiful condominium located in Legacy Dunes! Enjoy all the resort style amenities including heated pools, fitness center, tennis courts, playground, bbq grills, car service areas and walking trails. This location is just off Hwy 192W, less than 2 miles from the Hwy 27 and just a few miles from the 429 extension. Updated one bedroom one bath condo on 2nd floor. Granite counter tops in kitchen with over the range microwave and modern appliances. King size bed, with bedding and all the linens and all the dishes and utensils provided. Rent includes amenities access, water, sewer, basic wifi & valet trash pick up. Short drive to shopping, restaurants and attractions.
Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)
Listing Agent: Kristen Chowdhury (407-721-3829)
8820 DUNES CT #202, KISSIMMEE, FL 34747
$1,2501 Day on yellowkey MLS ID: S5152329
Remarks: This light and bright one bedroom, one bath second floor condo is located in the gated community of Legacy Dunes. It is located approximately 15 mins from Disney theme parks, near many attractions off 192. The Community offers a resort lifestyle complete with a beautiful pool area, fitness center, car wash area, basketball and tennis courts as well as a playground for the little ones. In Unit Laundry! Luxury vinyl plank flooring! Water is included in the rent.
Listing is courtesy of: DEFINITIVE GROUP LLC (407-574-2612)
Listing Agent: Carey Sauer (407-574-2612)
1229 BERMUDA LAKES LN #202, KISSIMMEE, FL 34741
$1,4001 Day on yellowkey MLS ID: O6419003
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 733 Built: 1993Community: Gables At Lakeside The CondoCondo
Remarks: Welcome home to this beautifully updated 1-bedroom, 1-bath condo located on the second floor of the highly desirable Gables at Lakeside community in Kissimmee. Recently refreshed with fresh interior paint, brand-new stainless steel appliances, and a fully renovated bathroom, this move-in-ready home offers a clean, modern feel throughout. The bright and open floor plan features a comfortable living area, dedicated dining space, and a functional kitchen designed for everyday convenience. Enjoy peaceful community living while taking advantage of an impressive selection of amenities. Residents of Gables at Lakeside have access to a fitness center, clubhouse, playground, basketball court, tennis court, and multiple outdoor grilling areas. Conveniently located near major shopping centers, grocery stores, restaurants, entertainment, and local attractions, this home puts everything you need within easy reach. Pet breed restriction. Tenant must have at least a 620 credit score and make at least 2.5x the rent in household income, no bankruptcies or evictions. If you have any questions call KARLA with Centric Realty.
Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)
Listing Agent: Abdias Alexandre (407-421-9391)
8902 LEGACY CT #106, KISSIMMEE, FL 34747
$1,3756 Days on yellowkey MLS ID: A4697360
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 712 Built: 2000Community: Legacy Dunes CondoCondo
Remarks: This great 1 bedroom, 1 bath unit is on the 2nd floor has a really nice floor plan light and airy. Gated community with two resort style pools, fitness center, club house with business center, laundry facilities, car washing facilities, tennis courts, play ground, outdoor picnic area, games room, and volleyball court . Free Wi-Fi in the clubhouse . Only 4 miles to Disney just off the famous 192. Great location, close to theme parks, restaurants, golf courses and more. Credit needs to be 6oo plus or 2 years in same job No short Term Rentals
Listing is courtesy of: KARYN SMITH PA (321-939-7671)
Listing Agent: Karyn Smith (321-939-7671)
3036 PARKWAY BLVD ## 204, KISSIMMEE, FL 34747
$1,45057 Days on yellowkey MLS ID: R4911082
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1990Community: Blossom Park Villas CondoCondo
Elementary School: Island Village Elementary School
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Location, location, location! This desirable 2rd-floor end unit offers extra privacy with no upstairs neighbors. Ideally situated near major attractions, hotels, restaurants, shopping, and the vibrant Celebration area. Enjoy resort-style amenities including a 24-hour fitness center, pool, tennis court, and playground. Don’t miss out—schedule your showing today!
Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)
Listing Agent: Maritza Lopez (407-219-8914)
2456 SWEETWATER CLUB CIR #20, KISSIMMEE, FL 34746
$1,47547 Days on yellowkey MLS ID: O6403343
REDUCED by $125 (7.8%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1992Community: Sweetwater Club CondoCondo
Remarks: Welcome to this well maintained, fully furnished 2-bedroom, 2-bathroom condo located in the desirable Sweetwater Club community in Kissimmee, Florida. Move-in or rental-ready, this inviting residence offers the perfect blend of comfort, convenience, and investment potential. Step inside to an open-concept living and dining area filled with natural light, tastefully furnished to create a warm and welcoming atmosphere. The layout flows seamlessly into a well-equipped kitchen featuring ample cabinetry, generous counter space, and everything you need for everyday living or hosting guests. The spacious primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bathroom. The second bedroom is equally comfortable and versatile—ideal for guests, a home office, or additional living space. A second full bathroom adds convenience for both residents and visitors. Relax and unwind on your private patio or balcony, offering a peaceful outdoor escape. As part of the Sweetwater Club community, residents enjoy access to amenities such as a swimming pool, fitness center, tennis courts, and beautifully maintained grounds. Ideally situated just minutes from world-renowned attractions like Walt Disney World, along with shopping, dining, and major highways, this condo is perfectly positioned for a primary residence, vacation home, or short-term rental opportunity. Don’t miss your chance to reside in this fully furnished piece of paradise in the heart of Kissimmee.
Listing is courtesy of: DIVERSIFIED REALTY HOLDINGS (407-772-2274)
Listing Agent: James Broadus (407-772-2274)
1707 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$1,32546 Days on yellowkey MLS ID: S5149369
REDUCED by $150 (10.2%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Community: Essex Park Villas CondoCondo
Remarks: Second-floor unit near to shopping malls, easy access to major haghways.
Listing is courtesy of: JOSE ORLANDO RODRIGUEZ (407-420-7956)
Listing Agent: Orlando Rodriguez (407-420-7956)
2777 N POINCIANA BLVD #225A, KISSIMMEE, FL 34746
$1,275126 Days on yellowkey MLS ID: S5144051
REDUCED by $24 (1.8%) on 06/17/2026
Bed: 1 Bath: 1.5 Built: 1981Community: Florida Vacation VillasCondo
Remarks: RESORT STYLE Apartment, Furnished, 1 bed/1 bath. Jacuzzi Tub, Laminate & Carpet. 2nd floor walk up. See pictures and Video. Renters must add $200 for Electric, water, and basic cable. High speed internet additional $75/month. Onsite Laundry Facilities. 7 to 12 month lease. See pics and VIDEO. (NOTE: VIDEO IS FOR 325A. SIMILAR TO THIS UNIT.
Listing is courtesy of: A+ HOME RENTALS LLC (407-557-8929)
Listing Agent: Arnold Austria (407-729-5663)
2777 N POINCIANA BLVD #1113, KISSIMMEE, FL 34746
$1,15056 Days on yellowkey MLS ID: S5148783
REDUCED by $515 (30.9%) on 06/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1981Community: Florida Vacation VillasCondo
Remarks: PARTIALLY FURNISHED 2 Bed/2.5 Bath RESORT Style Townhouse. PEACEFUL View of pool from screened porch. Whirlpool tub in Master bedroom. Tile/Carpet in bedrooms. Private Patio. WASHER/DRYER in unit. Resort amenities included. Guests can relax in the outdoor whirlpool or play on the tennis court. A fitness center & game room & concierge services are available. Walt Disney World, Universal Studios & SeaWorld are just 20-minute drive. Renters must add $250/month for ELECTRIC and WATER.
2777 N POINCIANA BLVD #226G, KISSIMMEE, FL 34746
$1,17020 Days on yellowkey MLS ID: S5151189
REDUCED by $25 (2.1%) on 06/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1981Community: Florida Vacation VillasCondo
Remarks: RESORT STYLE Apartment, Fully Furnished, 1 bed/1 bath. 2nd floor walk up. See pictures and Video. Renters must add $180 Monthly for Electric, water, AND basic cable. ONSITE LAUNDRY FACILITIES. NOTE: Thermostat permanently set to 74-75 degrees. Video shows 3rd floor unit that is similar to this home.
2777 N POINCIANA BLVD #1116, KISSIMMEE, FL 34746
$1,41020 Days on yellowkey MLS ID: S5151209
REDUCED by $25 (1.7%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Community: Florida Vacation VillasCondo
Remarks: 2 Bed/2 Bath RESORT STYLE FURNISHED APT. 1st Floor. Fully furnished and equipped. Just bring your bags!!! Whirlpool tub in Master bedroom. Tile in main areas. New paint and vinyl plank flooring throughout. Carpet in living room and bedrooms. Private patio. Resort amenities included. Guests can relax in the outdoor whirlpool or play on the racquetball court. A fitness center & game room & concierge services are available. Walt Disney World, Universal Studios & SeaWorld are just 20-minute drive. Renters must add $225/month for Electric and water. RENTERS CAN GET Cable and internet via SPECTRUM.
2747 N POINCIANA BLVD #12, KISSIMMEE, FL 34746
$1,40027 Days on yellowkey MLS ID: S5150682
REDUCED by $150 (9.7%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1087 Built: 1990Community: Villas At SomersetCondo
Remarks: Available now! $0 Application Fee for Pre-Approved Applicants + First month rent-free. This beautiful, freshly painted Kissimmee home features stunning hardwood floors and a bright, spacious layout with plenty of room to relax and enjoy the local lifestyle. The fully equipped kitchen boasts brand-new stainless steel appliances, making it perfect for cooking and entertaining. From the welcoming living areas to the comfortable bedrooms, every corner is designed to feel like home the moment you walk through the door. Situated in a prime location right on Poinciana Boulevard, you are perfectly positioned for easy commuting, shopping, and dining. It's the perfect, peaceful retreat ready for you to move right in. Inquire NOW!
Listing is courtesy of: MILA REALTY (407-569-8899)
Listing Agent: Valentina Naumenko (407-569-8899)
3034 PARKWAY BLVD #106, KISSIMMEE, FL 34747
$1,40098 Days on yellowkey MLS ID: S5146044
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1990Condo
Remarks: Beautifull apartment 1-bedroom, 1-bath in BLOSSOM PARK VILLAS CONDO, just minutes from Celebration, Disney, I-4, restaurants, supermarkets with numerous shopping and entertainment options. First floor unit, facing the water fountain which offers a beautiful and relaxing view from the living room, a modern kitchen with granite countertops and new cabinets, ceramic tile and washer and dryer inside the unit. Community amenities including a resort-style pool, fitness center, clubhouse, and peaceful pond views—all in a well-maintained, centrally located community. Water is included, and the home is ready for move-in upon approval.
Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)
Listing Agent: Rafael Rodriguez (571-477-8606)
1222 BERMUDA LAKES LN #108, KISSIMMEE, FL 34741
$1,30020 Days on yellowkey MLS ID: S5150677
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 733 Built: 1993Community: Gables At Lakeside CondoCondo
Remarks: Comfy one-bedroom and one-bathroom condo in The Gables at Lakeside community. Washer and dryer included. The bedroom is spacious, with a walk-in closet and a private bathroom. Screened-in porch with storage closet. This great community features a Clubhouse, Business Center with Wireless Access, Sparkling Lakeside Pool, BBQ Picnic Areas, Heated Jacuzzi, Fitness Center, and Lighted Tennis Courts. Rent includes water. It is right off South John Young Parkway and close to shopping and dining areas like Publix, Lowe's, BJ's, and The Loop Shopping Center. Property will be painted in light grey.
Listing is courtesy of: ORLANDO RENTS FREE, LLC (407-860-9158)
Listing Agent: Carol Diaz (407-860-9158)
3142 BRITANNIA BLVD #D, KISSIMMEE, FL 34747
$1,40012 Days on yellowkey MLS ID: O6416105
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1381 Built: 2000Community: Villas At Island Club Ph 02 Pt 04Spa: NoCondo
Remarks: Charming 3-Bedroom, 2-Bath Condo in the Gated Villas at Island Club! Welcome to this delightful condo offering comfort, convenience, and resort-style living in the desirable gated community of Villas at Island Club. Enjoy an open-concept floor plan where the kitchen seamlessly overlooks the dining and living areas-perfect for entertaining or relaxing with family. The kitchen is fully equipped with a refrigerator, range, dishwasher, microwave, pantry, and a breakfast bar for casual dining. The spacious primary suite features elegant French doors that open to a private deck, while the ensuite bath offers a walk-in shower for your comfort. Ample storage is available both inside and outside the unit, and there’s a convenient washer and dryer hookup. Villas at Island Club offers an array of community amenities, including two sparkling pools, a spa, tennis courts, sand volleyball, a fitness center, clubhouse, BBQ area, and a tot lot. Ideally located near Disney parks, world-class resorts, shopping, dining, and entertainment-this home truly has it all. Don’t miss this opportunity-schedule your private showing today!
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
353 PORT PLEASANT DR #353, KISSIMMEE, FL 34759
$1,400245 Days on yellowkey MLS ID: S5137050
REDUCED by $100 (6.7%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 812 Built: 2005Community: Lake Marion Golf Resort CondoCondo
Remarks: Welcome to your new home! This spacious 2 bedroom, 2 bathroom apartment is located in a serene and well-maintained community that offers a perfect blend of comfort, convenience, and lifestyle amenities. Apartment Features: • 2 large bedrooms with ample closet space • 2 full bathrooms • Open-concept living and dining area • Fully equipped kitchen • In-unit laundry • Private patio/balcony (optional) Community Amenities: • Sparkling swimming pool • Well-kept recreation grounds, perfect for basketball games and outdoor fun • Scenic walking sidewalks throughout the neighborhood • Pet-friendly • On-site maintenance and parking Great Location Centrally located near shopping, dining, parks, and major highways for an easy commute. Don’t miss the opportunity to live in this beautiful and active community!
Listing Agent: Efreen Garcia Rodriguez (407-748-7642)
5295 IMAGES CIR #201, KISSIMMEE, FL 34746
$1,19570 Days on yellowkey MLS ID: O6398550
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 539 Built: 1990Community: Images CondoSpa: NoCondo
Remarks: Limited-Time Offer! Sign a lease by July 1, 2026, and receive ½ off your second month’s rent! Prime Kissimmee Location – Water Included! Charming 1-bedroom, 1-bath second-floor condo featuring a beautiful water view! This open-concept layout offers a seamless kitchen, dining, and living room combination—perfect for comfortable everyday living. The kitchen is outfitted with an all-white appliance package—electric range, microwave, dishwasher, and refrigerator—paired with matching white cabinetry for a clean, cohesive look. Both bedrooms are generously sized, and the bathroom includes a tub/shower combination with dual vanities for added convenience. Enjoy additional features such as a private balcony with a bonus storage closet and an in-unit laundry closet. A stackable washer and dryer are included as a convenience item. Located in the gated Images community, residents enjoy access to a clubhouse, community pool, beach volleyball court, and playground. Ideally situated just minutes from Disney theme parks and resorts, Falcon’s Fire Golf Course, Old Town, major roadways including Osceola Parkway and Irlo Bronson Memorial Highway, as well as a variety of dining, shopping, and entertainment options. Don’t miss this opportunity—schedule your showing today! Renters insurance required.
3016 PARKWAY BLVD #209, KISSIMMEE, FL 34747
$1,45074 Days on yellowkey MLS ID: S5147604
REDUCED by $25 (1.7%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Community: Blossom Park Villas A CondoCondo
Remarks: Welcome to 3016 Parkway Blvd. Unit 209, a charming 2-bedroom, 2-bathroom home located in the vibrant city of Kissimmee, FL. This home is nestled within the Blossom Park Condo community, offering a range of community amenities including a sparkling pool for your enjoyment. The home is conveniently located near I4, providing easy access to a variety of restaurants and shopping destinations. The home comes fully equipped with all necessary appliances, including a washer and dryer, ensuring a comfortable and convenient living experience. For those with small pets, you'll be pleased to know they are welcome here. Please note that HOA approval is required. One of the standout features of this home is its proximity to Disney, making it an ideal location for those who enjoy frequent visits to the park.
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
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.
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