Kissimmee, FL Homes for Rent under $2,000

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  Starting at $1,694

  Total Monthly Price

  • 1 - 4 Beds

  3250 Douglas Grand Dr, Kissimmee, FL 34747

  Welcome home to The Grand at Westside Apartments an upscale community of one, two, three and four bedroom apartments located in the master-designed Westside Development in Kissimmee, Florida. From bright and airy living spaces with 9 foot ceilings and hardwood style flooring to fully equipped kitchens with gleaming granite countertops, stainless steel appliances and sleek, black wood cabinetry

  The Grand at Westside

  

  3250 Douglas Grand Dr, Kissimmee, FL 34747
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  /19

  Starting at $1,266

  Total Monthly Price

  • 1 - 4 Beds

  4100 Arrow Ridge Place, Kissimmee, FL 34741

  Receive Up To 2 Months Free!

  Element Luxury Apartments

  

  4100 Arrow Ridge Place, Kissimmee, FL 34741
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  Starting at $1,216 Per Month

  • 1 - 4 Beds

  1101 Cobblestone Cir, Kissimmee, FL 34744

  Experience design and quality rolled together in our collection of one, two, three, and four-bedroom apartment homes. From spacious closets to in-home washers and dryers, we provide all the details to create a true sense of home.Our community also features a range of amenities to enjoy, including our swimming pool, fitness center, and laundry centers. We're pet-friendly too, and ready to welcome

  Cobblestone of Kissimmee

  

  1101 Cobblestone Cir, Kissimmee, FL 34744
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  $1,700

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  2727 N Poinciana Blvd Unit Villas of Laguna Bay, Kissimmee, FL 34746

  Furnished room with large closet. Ground floor unit. Mature working men. Must be clean, quiet, nonsmoker No pets or guests. Located off 192 and N. Poinciana Blv.

  2727 N Poinciana Blvd Unit Villas of Laguna Bay, Kissimmee, FL 34746
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  Starting at $1,129 Per Month

  • 1 - 2 Beds

  2102 Fountain Blvd, Kissimmee, FL 34741

  Hey Kissimmee - come and discover the best kept secret in rental value! Loads of lifestyle for a little price! You'll enjoy coming home to our resort-style community with sparkling pool & playgrounds. Feel at home with our spacious floorplans and bright, airy kitchens or simply relax on your private patio or balcony. We’re convenient to schools, shopping and churches near the corner of

  Three Fountains Apartments

  2102 Fountain Blvd, Kissimmee, FL 34741
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  Starting at $1,599 Per Month

  • 2 Beds

  333 W Columbia Ave, Kissimmee, FL 34741

  Save big $$$ on gas! Groceries and elementary school are just a 5 minute walk away! Our huge floorplans and bright, airy kitchens bring you the lifestyle you desire. Formal dining room for entertaining and your own relaxing private screened patio or balcony to reconnect with the beautiful Florida outdoors! We’re on the corner of Columbia and Central, convenient to U.S. 192 and the John Young

  Tiffany Square Apartments

  333 W Columbia Ave, Kissimmee, FL 34741
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  Starting at $1,216 Per Month

  • 1 - 3 Beds

  151 N Osprey Park Rd, Kissimmee, FL 34758

  Welcome home to Osprey Park, an affordable community for residents 62 years and older! Our affordable senior apartments allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Kissimmee. Offering a selection of 1, 2, or 3 bedroom apartments and cottages for rent, Superior amenities, desirable services, and a well-connected address allow you to indulge

  Osprey Park 62+ Apartments & Cottages

  

  151 N Osprey Park Rd, Kissimmee, FL 34758
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  Starting at $1,085 Per Month

  • 1 - 3 Beds

  201 St Cloud Village Ct, Kissimmee, FL 34744

  Welcome HomeDiscover St.Cloud Village LLC, a place where every resident is valued, and the community flourishes. With comfortable living spaces and shared amenities, we are dedicated to creating a welcoming and inclusive environment for all.

  St. Cloud Village

  

  201 St Cloud Village Ct, Kissimmee, FL 34744
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  Starting at $1,198 Per Month

  • 1 - 2 Beds

  3503 Bonaire Blvd, Kissimmee, FL 34741

  Experience serene lakeside living at ARIUM Kissimmee Lakes, featuring 1 and 2-bedroom apartments with elevated amenities. Located outside of Kissimmee, enjoy direct access to Orlando's theme parks, employment centers, and all the area's offerings.Easy access to nearby shopping, dining, and entertainment options at The Loop Kissimmee, Plaza Del Sol, and Vine Street Square puts you at

  ARIUM Kissimmee Lakes

  

  3503 Bonaire Blvd, Kissimmee, FL 34741
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  Starting at $1,705

  Total Monthly Price

  • 1 - 3 Beds

  1300 Santa Rosa Dr, Kissimmee, FL 34741

  Welcome to Skye, a suburban retreat nestled in the sought-after Hunter's Creek neighborhood of Orlando. Choose from newly renovated 1, 2 & 3-bedroom apartment homes offering vast square footage, ample storage and sleek, upgraded finishes. Within our gates, walking trails weave through our community's lush landscaping and garden courtyards, while our dynamic collection of amenities inspires a

  Skye at Hunter's Creek

  

  1300 Santa Rosa Dr, Kissimmee, FL 34741
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  $1,620 Per Month

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • House for Rent

  585 Koala Dr, Kissimmee, FL 34759

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Poinciana, FL, might be the perfect fit for your lifestyle. Enjoy the

  585 Koala Dr, Kissimmee, FL 34759
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  $1,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Townhouse for Rent

  2280 San Vital Dr, Kissimmee, FL 34741

  Property Id: 264933 Resort-Style Living in a Gated Community - Fully Furnished 3 Bedroom, 2 Bathroom Condo Welcome to resort-style living at its finest! This beautifully furnished 3-bedroom, 2-bathroom condo is located within the highly desirable gated community of Venetian Bay Villages in Kissimmee. Step inside and enjoy a spacious open-concept floor plan featuring a comfortable

  2280 San Vital Dr, Kissimmee, FL 34741
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2851 Maingate Village Cir Unit 8-201, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Maingate Village

  2851 Maingate Village Cir Unit 8-201, Kissimmee, FL 34747
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  $1,600 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,170 Sq Ft
  • Condo for Rent

  270 Hart Ln Unit C, Kissimmee, FL 34743

  Available Aug 16 2026Townhouse - beautiful 2-bedroom and 2 and half bathroomSuper cleanRecently renovated entirely.Tile on the first floor, luxury vinyl on the second floorSpacious living rooms with plenty of natural lightModern kitchen with stainless steel appliances and granite countertopsTwo cozy bedrooms with ample closet spacesTwo assigned parking spaces in

  270 Hart Ln Unit C, Kissimmee, FL 34743
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 2A-204, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 2A-204, Kissimmee, FL 34747
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  $950 Per Month

  • 1 Bed
  • 1 Bath
  • Townhouse for Rent

  2873 Sunstone Dr, Kissimmee, FL 34758

  Property Id: 2382377 A quiet, well-kept townhouse offering a private furnished bedroom with en-suite bathroom and spacious walk-in closet. Ideal for a responsible professional seeking a clean and comfortable place to call home. Features: Private bedroom and bathroom Large walk-in closet High-speed internet included Shared access to fully furnished common areas

  2873 Sunstone Dr, Kissimmee, FL 34758
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  $1,760 Per Month

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Condo for Rent

  1225 Utica Dr Unit 1-210, Kissimmee, FL 34744

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1760/mo12-Month+ Stay base rent: starts at $1760/moLanding's apartments at Solaris at

  1225 Utica Dr Unit 1-210, Kissimmee, FL 34744
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  $1,550 Per Month

  • 4 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • House for Rent

  2005 Maple Ln, Kissimmee, FL 34759

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Poinciana, FL, might be the perfect fit for your lifestyle. See the

  2005 Maple Ln, Kissimmee, FL 34759
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  $1,400 Per Month

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft
  • Condo for Rent

  290 Flower Ln Unit 21, Kissimmee, FL 34743

  Property Id: 2532402 Available Now! Step into this fresh, modern 2-bedroom, 2-bathroom apartment located in the heart of the friendly Buena Ventura Lakes (BVL) community. Perfect for those seeking a move-in-ready home with stylish upgrades and a prime location. Home Highlights Fully Renovated: Enjoy fresh paint, updated fixtures, and a modern aesthetic throughout. Spacious

  290 Flower Ln Unit 21, Kissimmee, FL 34743
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  /16

  $1,975 Per Month

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • House for Rent

  421 Peppermill Cir, Kissimmee, FL 34758

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  421 Peppermill Cir, Kissimmee, FL 34758
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  $1,880 Per Month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Townhouse for Rent

  909 W Orange St, Kissimmee, FL 34741

  Property Id: 1893282 Welcome, Section 8 Applicants! Renovated 2-bed/2-bath duplex. ***Available for move-in starting July 1st.*** This bright home features a modern kitchen equipped with appliances, an in-unit washer and dryer, wood cabinetry, updated flooring, recessed lighting, and a spacious open-concept living area. The property also offers a private

  909 W Orange St, Kissimmee, FL 34741
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  $1,780 Per Month

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • House for Rent

  905 Louvre Ct, Kissimmee, FL 34759

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

  905 Louvre Ct, Kissimmee, FL 34759
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2851 Maingate Village Cir Unit 8-105, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Maingate Village

  2851 Maingate Village Cir Unit 8-105, Kissimmee, FL 34747
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 2B-317, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 2B-317, Kissimmee, FL 34747
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  $1,905

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft
  • House for Rent

  315 Colony Ct, Kissimmee, FL 34758

  Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is

  315 Colony Ct, Kissimmee, FL 34758
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  $1,835 Per Month

  • 1 Bed
  • 1 Bath
  • 698 Sq Ft
  • Condo for Rent

  4355 Tapestry Headwaters Dr Unit 4340-319, Kissimmee, FL 34746

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1835/mo12-Month+ Stay base rent: starts at $1835/moLanding's apartments at Tapestry Headwaters

  4355 Tapestry Headwaters Dr Unit 4340-319, Kissimmee, FL 34746
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  $1,869 Per Month

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • House for Rent

  906 Dartmouth Ct, Kissimmee, FL 34758

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,660 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

  906 Dartmouth Ct, Kissimmee, FL 34758
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  $1,845 Per Month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 3A-312, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1845/mo12-Month+ Stay base rent: starts at $1845/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 3A-312, Kissimmee, FL 34747
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  /16

  $1,930 Per Month

  • 4 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • House for Rent

  850 San Jose Ct, Poinciana, FL 34758

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 4.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  850 San Jose Ct, Poinciana, FL 34758
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  /19

  $1,845 Per Month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 3B-215, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1845/mo12-Month+ Stay base rent: starts at $1845/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 3B-215, Kissimmee, FL 34747
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  $1,740 Per Month

  • 1 Bed
  • 1 Bath
  • 769 Sq Ft
  • Condo for Rent

  1225 Utica Dr Unit 1-414, Kissimmee, FL 34744

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1740/mo12-Month+ Stay base rent: starts at $1740/moLanding's apartments at Solaris at

  1225 Utica Dr Unit 1-414, Kissimmee, FL 34744
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  $1,700 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  2434 John Young Pkwy Unit 6, Kissimmee, FL 34741

  Property Id: 1384277 Don't miss this beautifully updated 2 bedroom, 2.5-bath townhome offering 1,100 square feet of comfortable living space in a convenient central Orlando location. Property Features: Brand new stainless steel kitchen appliances New energy-efficient windows throughout Spacious two-story floor plan 2 large bedrooms 2 full bathrooms upstairs and

  2434 John Young Pkwy Unit 6, Kissimmee, FL 34741
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  $1,819 Per Month

  • 4 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • House for Rent

  708 Martin Ln, Kissimmee, FL 34759

  Move in by July 31, Get 4 Weeks FREE! Welcome home to the Poinciana area of Kissimmee, FL - where comfort, convenience, and community come together. At ARK Homes for Rent, we offer warm, pet-friendly homes designed for everyday living. Whether you are searching for “Affordable Rentals in Kissimmee” or looking into the “Best Neighborhoods to Rent in the Orlando MSA,” this location delivers value

  708 Martin Ln, Kissimmee, FL 34759
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 2A-303, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 2A-303, Kissimmee, FL 34747
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2851 Maingate Village Cir Unit 11-202, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Maingate Village

  2851 Maingate Village Cir Unit 11-202, Kissimmee, FL 34747
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 2B-214, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 2B-214, Kissimmee, FL 34747
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  $1,775 Per Month

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • House for Rent

  245 Gladiola Ct, Poinciana, FL 34759

  Limited-Time Offer: FREE RENT! Move into your home by July 31st and enjoy a rent-free August. Don't wait - contact us today. Restrictions apply. This 3-bedroom, 2.5-bathroom home for rent in Kissimmee is designed with comfort and convenience in mind. The spacious layout offers inviting living areas and well-sized bedrooms, while oversized closets provide plenty of storage to help

  245 Gladiola Ct, Poinciana, FL 34759
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  $1,770 Per Month

  • 4 Beds
  • 3 Baths
  • 1,891 Sq Ft
  • House for Rent

  702 Caribou Dr, Poinciana, FL 34759

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 3-bathroom rental home in Kissimmee, FL, could be just what you’re looking for. See the

  702 Caribou Dr, Poinciana, FL 34759
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  6029 W Irlo Bronson Memorial Hwy Unit 2B-320, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Parkview Village

  6029 W Irlo Bronson Memorial Hwy Unit 2B-320, Kissimmee, FL 34747
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2851 Maingate Village Cir Unit 6-200, Kissimmee, FL 34747

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1600/mo12-Month+ Stay base rent: starts at $1600/moLanding's apartments at Maingate Village

  2851 Maingate Village Cir Unit 6-200, Kissimmee, FL 34747

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