Osceola County, FL Homes for Rent with Pool

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  $5,500 per month

  • 6 Beds
  • 6 Baths
  • 3,399 Sq Ft
  • House for Rent

  2806 Spinning Silk Ct, Kissimmee, FL 34747

  This tres chic 6 Bedroom, 6 bathroom home is truly a rare find! There are so many options with this versatile floor plan. One of the bedrooms is being utilized as an office. This delightful home is located in the desirable gated neighborhood of Formosa Gardens Estates which is minutes from Disney World properties, Margaritaville Resort, shops and restaurants, but your home is a private retreat

  

  Marina Kloppel

  COASTAL PROPERTIES GROUP INTERNATIONAL

  (321) 495-8154

  2806 Spinning Silk Ct, Kissimmee, FL 34747
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  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • House for Rent

  2989 Howley Alley, Saint Cloud, FL 34771

  Discover this exceptional property in the charming and sought-after community of Bridgewalk! This contemporary two-story residence offers the perfect combination of style and functionality, with peaceful conservation views from the front of the home. Boasting three generously sized bedrooms, two and a half bathrooms, and a detached two-car garage, this home caters to both comfort and

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (844) 790-3698

  2989 Howley Alley, Saint Cloud, FL 34771
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  /25

  $2,199 per month

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • House for Rent

  1970 Rock Maple Bend, Kissimmee, FL 34746

  3 Bedroom Home Available Now in Storey Creek Community** Welcome to your new haven in the heart of the desirable Storey Creek community! This immaculate single-family home, boasting three bedrooms, two baths, and pet-friendly accommodations, awaits its first occupants. Embrace the convenience of grounds care included, allowing you to enjoy the meticulously maintained surroundings hassle-free.

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 599-7379

  1970 Rock Maple Bend, Kissimmee, FL 34746
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  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • House for Rent

  3443 Sagebrush St, Harmony, FL 34773

  GREAT OPPORTUNITY TO LIVE IN THE LAKES AT HARMONY, a 55+ GATED GOLF AND NATURE LOVERS COMMUNITY. The Lakes at Harmony is an Age-Restricted 55+ Community. This impressive model features a one-story home with two bedrooms, private office, two baths, and a two-car garage. This dynamic home offers the much sought-after open floor plan with family room, kitchen, and dining area. The beautiful kitchen

  

  David Bowers

  RESORT REALTY GROUP LTD INC

  (954) 812-1711

  3443 Sagebrush St, Harmony, FL 34773
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  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft
  • House for Rent

  2598 Chatham Cir, Kissimmee, FL 34746

  Beautiful, spacious, furnished home with a pool available for August. This property is equipped with all you need, just bring your suitcase and floaties for the pool to start enjoying some Florida sunshine! Internet, water, pool maintenance, and lawn maintenance all included for one low price! The owner's suite has a king size bed, walk in closet, garden bathtub, separate shower, and it opens to

  

  Jennifer Arguello

  MERCEDES INVESTMENTS LLC

  (321) 510-9173

  2598 Chatham Cir, Kissimmee, FL 34746
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  $2,399 per month

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • House for Rent

  4189 Babbling Brook Way, Kissimmee, FL 34746

  Move-in ready! This nearly new, one-story home offers an open-concept layout with 4 bedrooms, 2 bathrooms, and a 2-car garage. Enjoy a spacious backyard with no rear neighbors for added privacy. Interior features include quartz countertops, tile flooring throughout (with carpet in the bedrooms), LED ceiling fixtures, window blinds in every room, a Ring video doorbell, stainless steel kitchen

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 478-2674

  4189 Babbling Brook Way, Kissimmee, FL 34746
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  $2,450 per month

  • 2 Beds
  • 2 Baths
  • 1,697 Sq Ft
  • House for Rent

  6121 Blue Pond Way, Saint Cloud, FL 34771

  OWNER IS OFFERING ONE MONTH FREE RENT! Enjoy the Best of Florida Living in a Peaceful, Active Adult Community 6121 Blue Pond Way, Saint Cloud, FL 34771 – Located in Del Webb Sunbridge. This beautifully maintained, like-new POND-FRONT home offers everything you need for relaxed, resort-style living — without the wait or hassle of new construction. This Prosperity floor plan by Pulte features an

  

  Crystal Grohowski

  CORCORAN PREMIER REALTY

  (877) 519-9113

  6121 Blue Pond Way, Saint Cloud, FL 34771
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  /11

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • House for Rent

  1112 Gardanne Ct, Kissimmee, FL 34759

  elcome to this charming and well-kept 3-bedroom, 2-bathroom pool home, perfect for comfortable living and effortless entertaining. This home features a popular split floor plan that offers added privacy between the primary suite and guest bedrooms.Step inside and youll immediately notice the high vaulted ceilings that give the home an open and airy feel, allowing natural light to pour in

  

  Jose De Jesus

  RELIABLE PROPERTY MGMT & SALES

  (321) 399-7427

  1112 Gardanne Ct, Kissimmee, FL 34759
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  /14

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  2871 Parkfield Rd, Saint Cloud, FL 34772

  Welcome to 2871 Parkfield! This beautiful rental home comes equipped with solar panels, keeping your electricity bills incredibly low—typically just $35 to $40 per month! Enjoy modern living with energy efficiency in this well-maintained property featuring spacious living areas, a functional layout, and a prime location close to shopping, dining, and major highways. Don’t miss the opportunity to

  

  Rafael Ortiz

  KELLER WILLIAMS LEGACY REALTY

  (833) 985-3329

  2871 Parkfield Rd, Saint Cloud, FL 34772
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  /13

  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft
  • House for Rent

  4748 Blue Diamond St, Kissimmee, FL 34746

  Welcome to this beautifully maintained single-family home located in the highly sought-after Summerport community. This charming residence offers 4 bedrooms, 2 full bathrooms, and a spacious 2-car garage, all on a neatly landscaped lot with a fenced backyard.Step inside to a bright and airy interior featuring fresh paint, abundant natural light, and neutral tones that create a warm and inviting

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 323-3713

  4748 Blue Diamond St, Kissimmee, FL 34746
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  $4,300 per month

  • 6 Beds
  • 4.5 Baths
  • 2,874 Sq Ft
  • House for Rent

  2632 Tranquility Way, Kissimmee, FL 34746

  Beautiful 6 bedroom home in a calm gated community, Veranda Palms. Has its own private pool & hot tub as well as the association pool andgym available to use.

  

  Ada Rinaudo

  GREEN LIFE PROJECTS LLC

  (321) 306-4981

  2632 Tranquility Way, Kissimmee, FL 34746
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  $3,800 per month

  • 6 Beds
  • 4 Baths
  • 2,812 Sq Ft
  • House for Rent

  2600 Daulby St, Kissimmee, FL 34747

  Now available for long-term rental! This beautifully maintained 6-bedroom home is situated on one of the most desirable lots in Windsor Hills, just minutes from Disney. Enjoy a southwest-facing private pool with no direct rear neighbors—perfect for relaxing afternoons and added privacy. The home is fully furnished and move-in ready. The home comes fully furnished and move-in ready, featuring one

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 326-8853

  2600 Daulby St, Kissimmee, FL 34747
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  /5

  $3,150 per month

  • 6 Beds
  • 4.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  1037 Berkeley Dr, Kissimmee, FL 34744

  Stunning 6-Bedroom Pool Home for Rent in Remington Golf Community – Kissimmee, FL Welcome to your dream rental! This spacious two-story pool home is located in a guard-gated Remington Golf Community in East Kissimmee. Offering 6 bedrooms and 4.5 bathrooms, this home is ideal for large families or anyone who loves plenty of space and comfort.The thoughtfully designed floorplan includes:A

  

  Mesner Belidor

  KELLER WILLIAMS LEGACY REALTY

  (321) 285-1362

  1037 Berkeley Dr, Kissimmee, FL 34744
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  $3,500 per month

  • 6 Beds
  • 5 Baths
  • 3,291 Sq Ft
  • House for Rent

  977 Leader St, Davenport, FL 33896

  Resort-style living in ChampionsGate! This modern and spacious two-story home, built in 2021, is located in the highly desirable ChampionsGate Resort and features 6 bedrooms, 5 bathrooms, a flexible loft space, and a screened-in private pool—perfect for relaxing or entertaining. The layout includes one guest suite downstairs, with five additional bedrooms upstairs, including two primary suites,

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 342-6846

  977 Leader St, Davenport, FL 33896
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  /10

  $1,705 - $2,695 per month

  Abrazo at Four Corners

  1-3 Beds

  8925 Way, Kissimmee, FL 34747

  Abrazo at Four Corners is a thoughtfully designed rental community where style, comfort, and connection come together. Our spacious one-, two-, and three-bedroom homes feature contemporary finishes and smart layouts to fit your lifestyle. Enjoy a curated selection of amenities, including a resort-style pool, modern fitness center, and inviting resident spaces built for gathering or relaxing.

  8925 Way, Kissimmee, FL 34747
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  $3,200 per month

  • 3 Beds
  • 3 Baths
  • 1,704 Sq Ft
  • House for Rent

  7773 Spectrum Dr, Kissimmee, FL 34747

  Fully Furnished 3-Bedroom Townhome for Rent – Spectrum at Reunion, Kissimmee, FLExperience upscale living in this beautifully furnished 3-bedroom, 2.5-bath townhome located in the sought-after Spectrum at Reunion community. This spacious and modern home is move-in ready and perfect for professionals, families, or anyone seeking a comfortable, fully equipped rental in the heart of Central

  Gil Semedo LIFESTYLE INTERNATIONAL REALTY

  7773 Spectrum Dr, Kissimmee, FL 34747
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  $1,950 per month

  • 2 Beds
  • 1.5 Baths
  • 1,305 Sq Ft
  • House for Rent

  53 Saint Andrews Ct, Kissimmee, FL 34759

  A charming two-story townhouse for rent in the Poinciana Golf Villas community, conveniently close to shopping and just steps from the community pool. This home features 2 bedrooms and 1.5 baths, with a living room/dining room combo boasting volume ceilings. The kitchen offers new granite countertops, a stylish backsplash, and new kitchen cabinetry, with a breakfast bar overlooking the dining

  53 Saint Andrews Ct, Kissimmee, FL 34759
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  $3,900 per month

  • 4 Beds
  • 4.5 Baths
  • 2,066 Sq Ft
  • House for Rent

  8044 Lost Shaker Ln, Kissimmee, FL 34747

  Currently Occupied ~ Available for Move in 9/1/25. GORGEOUS 1990-A Model 3-Story Cottage in Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. There are Primary Suites Located on Second and Third Floors with En-Suite Bathrooms. Another Bedroom has 2 Beds with En Suite Bathroom. Both Second and Third Floors have Large Balconies to Sit

  Suzanne Docobo EXP REALTY LLC

  8044 Lost Shaker Ln, Kissimmee, FL 34747
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  /20

  $2,301 - $3,318 per month

  Simmons Trace

  3-4 Beds

  2700 Sherman St, Kissimmee, FL 34744

  There's a place where dream homes come true, and it's Simmons Trace! We're an inviting rental home community committed to granting you the latest in style, technology, and sustainability through our exclusive homes for rent in Kissimmee, FL. They blend the convenience of a well-connected address with superior amenities and contemporary interior designs, so you can lead the lifestyle you

  2700 Sherman St, Kissimmee, FL 34744
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  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 1,874 Sq Ft
  • House for Rent

  Unlisted Address

  A spacious single-family home in a guard-gated community. Spectacular two-story home with 4 bedrooms, 2.5 bathrooms, and an air-conditioned 2-car garage with a spacious driveway for two more cars. Ceramic tile on the first floor and carpet on the second. Includes: washer, dryer, stove, refrigerator, microwave, dishwasher, and garbage disposal. Summer kitchen on the patio. Both the indoor and

  Marianna Spinelli OLYMPUS EXECUTIVE REALTY INC

  Unlisted Address
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  /20

  $1,975 - $2,275 per month

  Preserve at Poinciana

  3-4 Beds

  2004 Red Fox Ln, Kissimmee, FL 34759

  Find your perfect home at The Preserve at Poinciana. Our upscale, pet-friendly, three and four-bedroom homes include private fenced-in yards, spacious walk-in closets, and sleek stainless-steel appliances. But your modern in-home features aren’t all you’ll enjoy when living here.Our Poinciana, FL luxury homes are nestled in a serene residential enclave mere moments away from Highway 17.

  2004 Red Fox Ln, Kissimmee, FL 34759
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  $2,950 per month

  • 4 Beds
  • 4 Baths
  • 2,776 Sq Ft
  • House for Rent

  7710 Linkside Loop, Reunion, FL 34747

  Beautiful 4/4 in Patriots Landing. As one of the few homes without a cumbersome pool to maintain, this home has a full length, screened-in, covered patio, that can be accessed via the beautiful French doors along the back wall, making this home feel it is one with nature. Downstairs features a large dining area fit to entertain, with a large family/living room to divide as you see fit. The

  D'Anne KinCannon IN TOUCH REAL ESTATE LLC

  7710 Linkside Loop, Reunion, FL 34747
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  /15

  $3,390 per month

  • 4 Beds
  • 2 Baths
  • 2,578 Sq Ft
  • House for Rent

  1365 Dunbarton Ct, Kissimmee, FL 34758

  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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1365 Dunbarton Ct, Kissimmee, FL 34758
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  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • House for Rent

  1008 Prey Ct, Kissimmee, FL 34746

  Available September 1st! This beautifully furnished 4-bedroom, 2-bathroom pool home offers resort-style living with tranquil pond views, an expansive pool deck, and a covered patio ideal for alfresco dining. The spacious primary suite features vaulted ceilings and a luxurious ensuite with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a game room, and an

  Valentina Naumenko MILA REALTY

  1008 Prey Ct, Kissimmee, FL 34746
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  /15

  $2,970 per month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  221 Owenshire Cir, Kissimmee, FL 34744

  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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  221 Owenshire Cir, Kissimmee, FL 34744
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  $2,399 per month

  • 4 Beds
  • 2 Baths
  • 1,996 Sq Ft
  • House for Rent

  5587 Toulouse Ln, Saint Cloud, FL 34771

  This amazing 4 bedroom, 2 bathroom single-family home is Available Now!!This beautiful one-story home is located in a convenient location a few minutes from Narcoossee Road, featuring many upgrades like an extra window for the breakfast nook area, the third full bathroom, tile flooring in the great room, and a wet area. All stainless steel appliances are included & there is an attached 2-car

  Jaime Hernandez INTOP PROPERTY MANAGEMENT

  5587 Toulouse Ln, Saint Cloud, FL 34771
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  /17

  $2,455 per month

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft
  • House for Rent

  2240 Grasmere View Pkwy N, Kissimmee, FL 34746

  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.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  2240 Grasmere View Pkwy N, Kissimmee, FL 34746
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  $2,750 per month

  • 4 Beds
  • 2 Baths
  • 1,778 Sq Ft
  • House for Rent

  Unlisted Address

  Beautiful fully furnished pool home. Has natural gas for the water heater, pool heater, clothes dryer and range. Available for seasonal rental, from 2 months to 2 years. Tenant may do rental arbitrage. It used to be a short term rental between 2016 to 2020. No HOA, and Osceola County allows it. Beautiful community park with community pool, tennis court

  Ricardo De Lara LA ROSA REALTY KISSIMMEE

  Unlisted Address
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  /16

  $2,180 per month

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft
  • House for Rent

  3034 Eagle Crossing Dr, Kissimmee, FL 34746

  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.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  3034 Eagle Crossing Dr, Kissimmee, FL 34746
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  $3,250 per month

  • 6 Beds
  • 3 Baths
  • 2,658 Sq Ft
  • House for Rent

  5399 Dahlia Reserve Dr, Kissimmee, FL 34758

  Welcome to this stunning pool home located in the desirable Crescent Lakes community. This remarkable property boasts six spacious bedrooms and three well-appointed bathrooms, encompassing over 2,600 square feet of thoughtfully designed living space. The home is move-in ready, making it an ideal choice for those looking to settle in quickly and comfortably.As you enter the downstairs

  Zane Place BLUE CHIP INTERNATIONAL REALTY LLC

  5399 Dahlia Reserve Dr, Kissimmee, FL 34758
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  /14

  $2,465 per month

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • House for Rent

  6817 Sundrop St, Harmony, FL 34773

  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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  6817 Sundrop St, Harmony, FL 34773
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  /15

  $2,850 per month

  • 4 Beds
  • 3 Baths
  • 2,139 Sq Ft
  • House for Rent

  1876 Clear Sky Dr, Kissimmee, FL 34744

  Located in the beautiful city of Kissimmee, this single-story home features a welcoming foyer and an open-concept layout that seamlessly connects the dining room, kitchen, and family room — all leading to a covered patio perfect for outdoor entertaining or relaxing.The home offers four bedrooms, including a spacious owner’s suite complete with a luxurious bathroom and a generously sized

  Mariela Miliani, PA FUSILIER MANAGEMENT GROUP

  1876 Clear Sky Dr, Kissimmee, FL 34744
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  /14

  $2,155 per month

  • 3 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • House for Rent

  3071 Bloomsbury Dr, Kissimmee, FL 34747

  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

  3071 Bloomsbury Dr, Kissimmee, FL 34747
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  $2,600 per month

  • 4 Beds
  • 2 Baths
  • 1,796 Sq Ft
  • House for Rent

  3371 Reedy Glen Dr, Kissimmee, FL 34758

  Welcome to this gorgeous 2017 built single family home with 4 bedrooms, 2 bathrooms. This beauty is ready to be rent. The location can't be better, not only geographically, but the best corner lot on the community. Property has a spacious floor plan with an open kitchen concept overlooking the living room and formal dining room. Kitchen features Island with breakfast bar and pendant lights. All

  Ignacio Plaza LPT REALTY, LLC

  3371 Reedy Glen Dr, Kissimmee, FL 34758
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  /20

  $2,750 per month

  • 4 Beds
  • 2 Baths
  • 2,131 Sq Ft
  • House for Rent

  4428 White Oak Cir, Kissimmee, FL 34746

  Property Id: 2011180Welcome to this freshly renovated 4 bedroom 2 bathroom single family villa. This spacious home features a private screened pool with a waterslide, a bright open layout, and new updates throughout ready for immediate move-in!Home Features:•Freshly painted interior & exterior•Brand new vinyl flooring in living areas•New carpet in all

  4428 White Oak Cir, Kissimmee, FL 34746
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  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft
  • House for Rent

  4420 Silver Creek St, Kissimmee, FL 34744

  AVAILABLE AUGUST 3RD!!! Home in the beautiful gated community of Creekside At Boggy Creek. Super convenient location and only minutes from OIA, Lake Nona and Medical City area. The community offers a Swimming Pool and Playground which is walking distance from the house. This newer two story three Bedroom two and half bath house features a brick paver driveway, spacious upstairs loft space, master

  Andrea Munoz VESTI LLC

  4420 Silver Creek St, Kissimmee, FL 34744
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  /16

  $2,250 per month

  • 4 Beds
  • 2 Baths
  • 1,854 Sq Ft
  • House for Rent

  2945 Elbib Dr, St. Cloud, FL 34772

  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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  2945 Elbib Dr, St. Cloud, FL 34772
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,374 Sq Ft
  • House for Rent

  1408 Diamond Loop Dr, Kissimmee, FL 34744

  Beautiful home 4 bedrooms that include a big master and walking closet, 3 bathrooms, 3 car garage located on a desirable Kindred community. Conveniently located close to Florida turnpike. Enjoy clubhouse with fitness center, Volleyball court, Tennis court, playgrounds, large community pool, splash pad, nice natural trails and much more.

  Miriam Sosa HORIZON HOMES REALTY CORP

  1408 Diamond Loop Dr, Kissimmee, FL 34744
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  /20

  $3,750 per month

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • House for Rent

  6526 Barnstorm Way, St. Cloud, FL 34771

  Property Id: 1588015Welcome to a stunning 5-bedroom, 4-bathroom home perfect for spacious family living. The main level boasts a two-story great room that flows into a chef's kitchen with granite countertops, stainless steel appliances, and ample storage. The first-floor primary suite includes a walk-in shower, soaking tub, and a large closet. An additional bedroom and full bath on the

  6526 Barnstorm Way, St. Cloud, FL 34771
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  $2,350 per month

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • House for Rent

  536 Eagle Pointe S, Kissimmee, FL 34746

  Available September 1st. For rent discover this stunning 4-bedroom, 2-bathroom home nestled in the highly sought-after Eagle Pointe community. The kitchen features stainless steel appliances, granite countertops, plenty of cabinet space, a cozy breakfast nook, and direct access to the laundry room. It seamlessly flows into the formal dining and living areas, which open to a covered lanai and

  Louisa Ghali GHALI REALTY, INC

  536 Eagle Pointe S, Kissimmee, FL 34746

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