Kissimmee, FL Homes for Rent with Pool

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  $1,395 - $4,389 per month

  San Mateo Crossing

  1-3 Beds

  1115 Pacifica Dr, Kissimmee, FL 34744

  San Mateo Crossing, located in vibrant Kissimmee, Florida, offers newone, two and three-bedroom apartments with everything you need to live a lifeof modern luxury. Our resort-style property features mid-rise apartments andlofts with sleek and stylish finishes, surrounded by a warm and invitingcommunity. Residents will enjoy a variety of community amenities includingaccess to a

  1115 Pacifica Dr, Kissimmee, FL 34744
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  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • House for Rent

  437 Cinnamon Dr, Kissimmee, FL 34759

  Step into modern elegance with this stunning 4-bedroom, 2-bathroom home, newly built in 2023 and located on a spacious .30-acre corner lot in the sought-after Tuscany Preserve—a guard-gated community offering unmatched resort-style amenities. You will appreciate the peace of mind that comes with 24/7 security and ADT camera system access, all included in your rent. Enjoy stress-free living with

  Beatrice Hoadley EXP REALTY LLC

  437 Cinnamon Dr, Kissimmee, FL 34759
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  $1,386 - $3,816 per month

  Cortland Reunion

  1-3 Beds

  7995 Haven Way, Kissimmee, FL 34747

  Located minutes away from Florida’s popular resorts and attractions, our apartments in Kissimmee offer a world of fun at your front door. Luxury apartment amenities like two resort-style pools with cabanas and a sun deck, a hammock garden, and smart home technology will make you proud to call our Reunion, Florida apartments for rent home. Convenience to I-4, FL-429, and major employers

  7995 Haven Way, Kissimmee, FL 34747
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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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  $1,332 - $4,631 per month

  19 South Apartments

  Studio-3 Beds

  3050 Station Square, Kissimmee, FL 34744

  Sunny Summer Savings! Half Off Rent for 2 Months! Plus, Look and Lease for Waived Fees! Now leasing spacious one-, two-, and three-bedroom apartments for rent in Kissimmee, FL. 19 South, upscale apartment living is a beautifully planned and award-winning luxury community ideally located in Kissimmee, FL! 19 South is perfectly located right off the Florida Turnpike on Osceola Parkway perfectly

  3050 Station Square, Kissimmee, FL 34744
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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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  $1,495 - $1,889 per month

  Weston 4 Hundred

  1-3 Beds

  500 Spencer Ave, Kissimmee, FL 34744

  Unlock a world of modern living at Weston 4 Hundred. Nestled in the vibrant heart of Kissimmee, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

  500 Spencer Ave, Kissimmee, FL 34744
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  $3,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,306 Sq Ft
  • House for Rent

  8004 Dreamsicle Dr, Kissimmee, FL 34747

  Welcome to Paradise at Margaritaville Resort Orlando! This stunning 2-bedroom, 2.5-bath cottage is nestled in one of the resort’s premium locations, just minutes from Walt Disney World. Built in 2019, the home seamlessly blends island-inspired charm with modern upgrades for a truly turnkey experience. Enjoy a covered front porch and spacious back patio surrounded by lush foliage and shell-lined

  Kevin Cahill YOUNG REAL ESTATE

  8004 Dreamsicle Dr, Kissimmee, FL 34747
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  $1,279 - $1,832 per month

  Cascades at Kissimmee

  1-3 Beds

  2231 Cascades Blvd, Kissimmee, FL 34741

  Welcome to Cascades at Kissimmee, our garden-style community designed to make home the place you want to be. Each one, two, and three bedroom apartment entices you to stay longer with a private balcony, a layout that invites in natural light, and a cozy, mellow vibe. When you make this your new spot in Osceola County, you get a lively location near Plaza Del Sol and community perks to better your

  2231 Cascades Blvd, Kissimmee, FL 34741
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  $1,900 per month

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

  4010 San Gallo Dr Unit 104, Kissimmee, FL 34741

  3 BED/2 BATH TOWNHOME IN GATED COMMUNITY. GREAT LOCATION, CLOSE TO POOL, CLUBHOUSE, TENNIS COURT, PLAYGROUND AND BASKET BALL COURT. CLOSE TO SHOPS AND RESTAURANTS. MINUTES TO DISNEY."Whether you're seeking a primary residence, a vacation retreat, or an investment opportunity, this home is just minutes from world-famous theme parks, shopping, dining, and entertainment. Live in comfort and

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  4010 San Gallo Dr Unit 104, Kissimmee, FL 34741
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  $1,355 - $2,655 per month

  The Jamison

  Studio-3 Beds

  1040 Jamison Loop, Kissimmee, FL 34744

  The Jamison has been thoughtfully designed and created to set the stage for you to enjoy a wide variety of entertainment options or simply some R&R. Spacious studios and one-, two- and 3-bedroom bedroom apartment homes offer a flexible space ready for your personal touch. LIVE CLOSELocated just south of Orlando proper and mere minutes from the area attractions, The Jamison has strategic highway

  1040 Jamison Loop, Kissimmee, FL 34744
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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,136 Sq Ft
  • Condo for Rent

  2836 Osprey Cove Place Unit 202, Kissimmee, FL 34746

  Discover comfort and convenience in this 3-bedroom, 2-bathroom, 1,136 sq ft apartment, featuring a spacious, open-concept layout that is perfect for everyday living and entertaining alike. The Primary suite offers a bathroom with a double sink vanity, a shower, and a walk-in closet. Screened-in balcony overlooking the golf course, perfect for relaxation. Enjoy the convenience of an in-unit

  Eric G. Ortiz RE/MAX DOWNTOWN

  2836 Osprey Cove Place Unit 202, Kissimmee, FL 34746
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  $1,615 - $2,855 per month

  Ebbtide Villas and Flats

  1-3 Beds

  2775 Drift Ln, Kissimmee, FL 34741

  Discover coastal-inspired luxury at Ebbtide Villas & Flats, a premier apartment community nestled in the heart of Kissimmee, Florida. Offering upscale one-, two-, and three-bedroom apartments and townhomes, each residence is thoughtfully designed with modern interiors, open-concept living spaces, designer cabinetry, and elegant pendant lighting. Residents can indulge in resort-style amenities,

  2775 Drift Ln, Kissimmee, FL 34741
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Apartment for Rent

  3001 Greystone Loop Unit 203, Kissimmee, FL 34741

  One or more photo(s) has been virtually staged. This beautifully maintained apartment is located in the heart of Kissimmee and offers the perfect blend of comfort and convenience. With 1,430 square feet of living space, it features three spacious bedrooms and two full bathrooms, including a master bedroom with an en-suite bathroom.Enjoy a comfortable and elegant layout complemented by a

  Jeanette Rojas LA ROSA REALTY KISSIMMEE

  3001 Greystone Loop Unit 203, Kissimmee, FL 34741
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  $1,685 - $2,975 per month

  Atlas Grand Palms

  Studio-3 Beds

  1830 League Rd, Kissimmee, FL 34741

  Atlas Grand Palms, where brand new modern living meets convenience in the heart of Kissimmee. Our thoughtfully curated community offers studio, 1, 2, and 3-bedroom floor plans, each decked out with high-end features and modern finishes. Whether you're unwinding on the pool deck, staying active in our fitness center, or enjoying family time in the lounge, our amenities are crafted to complement

  1830 League Rd, Kissimmee, FL 34741
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  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,453 Sq Ft
  • Townhouse for Rent

  661 Stoney Pointe Cir, Kissimmee, FL 34747

  Live better in this beautifully designed 3-bedroom, 2.5-bath townhome with a private one-car garage, located in the sought-after Champions Pointe community in Davenport. This home features a stylish open-concept kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space, flowing seamlessly into the dining and living areas, perfect for modern living. Enjoy clean,

  Yadibelt Lopez Larroque NORTHGROUP REAL ESTATE, INC

  661 Stoney Pointe Cir, Kissimmee, FL 34747
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  $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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  $2,679 per month

  • 4 Beds
  • 2.5 Baths
  • 2,146 Sq Ft
  • House for Rent

  1102 Chesterfield Ct, Kissimmee, FL 34758

  Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 4 bedrooms, 2.5 bathrooms, 2 car garage, Screen Enclosed In-Ground Pool, fenced backyard, SS Appliances and approximately 2146 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed

  Cathy Behe TAH FLORIDA LLC

  1102 Chesterfield Ct, Kissimmee, FL 34758
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  $1,599 - $1,899 per month

  Saratoga Resort Villa Apartments

  2-3 Beds

  4787 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

  Welcome home to Saratoga Resort Villa Apartments, a pet-friendly community that will charm you with beautiful residences and the surroundings to match. Available in two- and three-bedroom layouts, our townhomes in Kissimmee, FL, cover as much as 978 square feet and are outfitted with efficient appliances and modern features. Get ready to upgrade your lifestyle with access to our fitness center,

  4787 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
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  $2,025 per month

  • 3 Beds
  • 2.5 Baths
  • 1,382 Sq Ft
  • Townhouse for Rent

  2105 Cole Trail, Kissimmee, FL 34743

  Welcome to this stunning 3 BED /2.5 BATH townhome located in the beautiful gated community of Cypress Lakes in Kissimmee, FL. This home features stainless steel appliances (Range, Refrigerator, Dishwasher, and Microwave) wood vinyl flooring throughout the entire house, ceiling fans, and an open floor plan perfect for entertaining. Master bedroom is located upstairs, master bath with double

  Raul Aleman BAHIA INTERNATIONAL REALTY

  2105 Cole Trail, Kissimmee, FL 34743
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  $1,599 - $2,850 per month

  Ezelle

  Studio-3 Beds

  900 Laura Oaks Blvd, Kissimmee, FL 34747

  Beyond the daily to-dos, there's a place for face-to-face friendships, real conversations, and joyful laughter. A lifestyle that inspires you to pause the endless scroll of social feeds and reconnect with yourself. Take a stroll around the lush nature preserve and try to count all the shades of green. Lounge by the crystal blue pool that ripples with the breeze. Marvel at the starry night sky

  900 Laura Oaks Blvd, Kissimmee, FL 34747
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  $3,200 per month

  • 4 Beds
  • 3 Baths
  • 2,207 Sq Ft
  • House for Rent

  1105 Grand Hammock Ct, Kissimmee, FL 34746

  Schedule showing today! By appointment only**Amazing 4 Bedrooms & 3 Bathrooms Single Family Home With Garage Located In A Peaceful Cul-de-sac In Beautiful Kissimmee, FL!Welcome To Your New Sanctuary At 1105 Grand Hammock Court, No Neighbors Across Or Behind, Offering Serene And Private Living!This Home Features Bright, Sunlit Windows That Fill The Space With Natural Light. Enjoy A

  Heather Horacek EXP REALTY LLC

  1105 Grand Hammock Ct, Kissimmee, FL 34746
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  $1,785 - $2,395 per month

  Solamar Apartment Homes

  2-3 Beds

  1851 Encantado Way, Kissimmee, FL 34746

  Live carefree every day. At Solamar Apartments, coming home feels like you're on vacation. With impressive finishes and resort-quality amenities, our apartments make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Embrace it.

  1851 Encantado Way, Kissimmee, FL 34746
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  $2,150 per month

  • 4 Beds
  • 3 Baths
  • 1,880 Sq Ft
  • Townhouse for Rent

  2762 Club Cortile Cir, Kissimmee, FL 34746

  Upgraded and move-in ready, amazing townhouse located within the community of Club Cortile. Centrally located, it offers ultimate convenience distance to supermarkets, restaurants, and major roadways just moments away. Disney is only 15 minutes away, with all of Kissimmee’s top attractions right at your doorstep. Inside, you’ll find a stylish home designed for both comfort and luxury. This

  Gilberto Imery GILVAN REALTY CORP.

  2762 Club Cortile Cir, Kissimmee, FL 34746
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  $1,450 - $2,957 per month

  Monterosso

  Studio-3 Beds

  3050 La Spezia Cir, Kissimmee, FL 34741

  Reform your living with Monterosso, a top-tiered, luxury community in Kissimmee, FL. Boasting a variety of 1-, 2- and 3-bedroom apartment homes, residents will experience enhanced technology and design. With resort-style amenities, Monterosso will exceed your expectation of apartments and nourish your everyday needs. Our prime location, and close proximity, to the Loop, John Young Parkway, W

  3050 La Spezia Cir, Kissimmee, FL 34741
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  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • House for Rent

  2505 Kingston Ct, Kissimmee, FL 34746

  3 Bdrm Single Family Pool Home In Kissimee Ready For Move-in!Priced Low, Call Now, Property Has Been Professionally Refurbished!!, Very Clean Property, Move In Ready!, Plenty Of Parking, 2 Car Garage, Pool View, Cul De Sac Lot, Screened In Pool, In-ground Pool, Screened In Patio, Fenced In Yard, Open Floor Plan In Living Area, Granite Countertops, Eat In Kitchen, Upgraded Kitchen, Tile

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  2505 Kingston Ct, Kissimmee, FL 34746
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  $1,530 - $2,420 per month

  Dream Kissimmee

  1-3 Beds

  4567 Seven Dwarfs Ln, Kissimmee, FL 34746

  Welcome to Dream Kissimmee, where luxury living and community warmth seamlessly blend. Ideally situated along US 192 and just minutes from Florida’s most iconic attractions, resorts, shopping, and dining, Dream Kissimmee offers a beautiful fusion of convenience and elegance in charming Kissimmee, Florida. Our brand-new one, two, and three-bedroom luxury apartments feature stunning interiors with

  4567 Seven Dwarfs Ln, Kissimmee, FL 34746
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  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft
  • Townhouse for Rent

  4534 Small Creek Rd, Kissimmee, FL 34744

  Stylish and Spacious Townhome for Rent in The Towns at Creekside – Kissimmee, FLBuilt in 2024, this beautifully designed townhome offers 3 bedrooms, 2.5 bathrooms, and 1,634 square feet of modern living space — perfect for families, professionals, or anyone seeking comfort and convenience.Step inside to discover an open-concept layout featuring a sleek kitchen with 42-inch upper

  Luis Olmedo Gonzalez ROMAN'S PRO REALTY LLC

  4534 Small Creek Rd, Kissimmee, FL 34744
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  $1,320 - $1,650 per month

  Pinewood Park

  1-2 Beds

  2351 Pine Brook Dr, Kissimmee, FL 34741

  2351 Pine Brook Dr, Kissimmee, FL 34741
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  $2,999 per month

  • 5 Beds
  • 4.5 Baths
  • 2,532 Sq Ft
  • House for Rent

  4679 Cumbrian Lakes Dr, Kissimmee, FL 34746

  Welcome to your future dream home in the gated community of Cumbrian Lakes in Kissimmee, FL! This stunning two-story residence offers 5 bedrooms, 3.5 bathrooms, and a BONUS ROOM/DEN/MOVIE ROOM is perfect for family living and entertaining. Enjoy the Florida lifestyle with a private pool with a bubbling Spa overlooking a serene pond/lake with two fountains. The home features has an open-concept

  Nathan Freitas MN FLORIDA REALTY INC

  4679 Cumbrian Lakes Dr, Kissimmee, FL 34746
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  $1,390 - $1,690 per month

  Arbors of Sendera

  1-2 Beds

  3815 Hideaway Bay Blvd, Kissimmee, FL 34741

  Arbors of Sendera is the residence for those who demand the best in living accommodations, location, amenities and neighbors. Escape from the hectic city life to an intimate hideaway positioned within a conservation preserve, exuding the true feeling of a natural Florida landscape. Our community offers a beautiful pool, car care center, picnic areas w/barbecue grills, fitness center, basketball,

  3815 Hideaway Bay Blvd, Kissimmee, FL 34741
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  $1,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft
  • Townhouse for Rent

  4745 Coral Castle Dr, Kissimmee, FL 34746

  Welcome home to this gorgeous 3/2.5 townhome with an open floor plan featuring a large great room, eat in kitchen, indoor utility room, specious cabinets, beautiful appliances, charming light fixtures, lanai and much, much more. This community offers two pools, a clubhouse, fitness room, tennis courts, and children's park. Don't miss out on your chance to make this house into a home!

  Rosa Vazquez HOMEVEST REALTY

  4745 Coral Castle Dr, Kissimmee, FL 34746
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  $1,719 - $2,809 per month

  Infield

  1-3 Beds

  2985 Homerun Rd, Kissimmee, FL 34741

  Discover refined design and revitalizing serenity in the heart of an unsuspecting oasis, merging close-to-nature calm with unparalleled access to world-class dining and entertainment destinations, including Walt Disney World, Disney Springs, Universal Studios, and so much more. Infield provides premium in-unit and resort-style amenities, including an upscale resident clubhouse with a bar lounge,

  2985 Homerun Rd, Kissimmee, FL 34741
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  $3,300 per month

  • 3 Beds
  • 3 Baths
  • 1,410 Sq Ft
  • House for Rent

  3001 Latitude Ln, Kissimmee, FL 34747

  READY FOR YOU! BEAUTIFUL Cottage Located in Margaritaville Resort Orlando! Utilities (Electric, Gas and Water) INCLUDED in Rent Up to $300 Per Month! This home has 3 Bedrooms and 3 Full Bathrooms! Upgraded Appliances and Flooring, Kitchen has QUARTZ Countertops, Full Pantry and an ISLAND KITCHEN, SIDE BY SIDE High Capacity Samsung Washer and Dryer. One Bathroom has a Shower/Tub Combo. The Door

  Suzanne Docobo EXP REALTY LLC

  3001 Latitude Ln, Kissimmee, FL 34747
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  $995 - $2,110 per month

  Parkview Village at Celebration

  Studio-2 Beds

  6029 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747

  Welcome to Parkview Village at Celebration – Your Gateway to the Magic!Discover modern living at Parkview Village, a brand-new residential community located across 192 from the town of Celebration. Located minutes from the Disney parks, Old Town Kissimmee, and 13 miles to Universal's Epic Universe. Parkview Village offers unbeatable convenience with easy access to I-4 and 417. Enjoy walkable

  6029 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
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  $2,100 per month

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

  2602 Lodi Cir Unit 104, Kissimmee, FL 34746

  Available NOW! $0 Application Fee for Pre-Approved Applicants. This beautifully furnished 3-bedroom, 2-bathroom townhome is located in the highly sought-after gated Seven Dwarfs community and offers the perfect blend of comfort, style, and convenience. Featuring a spacious open-concept layout, the home includes a modern kitchen with granite countertops, stainless steel appliances, and a breakfast

  Valentina Naumenko MILA REALTY

  2602 Lodi Cir Unit 104, Kissimmee, FL 34746
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  $1,234 - $1,676 per month

  Palos Verdes- A 55+ Active Adult Community

  1-3 Beds

  2050 Isles of Bellalago Dr, Kissimmee, FL 34746

  Palos Verdes is a brand new, affordable senior community consisting of 120 apartment homes within 1 building is located in in Kissimmee, Florida completed as of Summer 2020.Palos Verdes Apartments will provide you with a tranquil and relaxed setting to call home. Everything you need and want is close by, where you will find a community rich with culture, history and adventure.

  2050 Isles of Bellalago Dr, Kissimmee, FL 34746
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  $2,450 per month

  • 3 Beds
  • 3 Baths
  • 1,372 Sq Ft
  • Townhouse for Rent

  3428 Tranquil Trail, Kissimmee, FL 34747

  Built in 2023, this stylish 3-bedroom, 3-bathroom townhouse sits on a prime corner lot in a vibrant, amenity-rich community. Each spacious bedroom features its own en-suite, offering privacy and comfort throughout. The open-concept layout connects the living, dining, and kitchen areas—perfect for entertaining or relaxing in style.Enjoy sleek plank-style flooring in the first-floor common

  Ekaterina Osipova EXP REALTY LLC

  3428 Tranquil Trail, Kissimmee, FL 34747
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  $1,199 - $1,485 per month

  The Teale Siesta Lago

  Studio

  4694 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

  Kissimmee Studio ApartmentsWelcome to The Teale Siesta Lago, where local charm meets sophistication. Brand new and ready to redefine upscale living, our pet-friendly apartments in Kissimmee, FL, are here to offer you a unique living experience. Discover our collection of stylish studio apartment homes and embrace the numerous amenities and impeccable services that come with our premium

  4694 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
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  $1,600 per month

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

  2108 Bahamas Ct, Kissimmee, FL 34741

  Step into this beautifully updated 2-bedroom, 2-bath condo in the heart of Kissimmee! Located at 2108 Bahamas Ct, this light and bright home features an open floor plan with all ceramic tile flooring—no carpet to worry about. The modern kitchen offers updated cabinetry and appliances, perfect for cooking and entertaining.Enjoy relaxing in the spacious living and dining areas filled with

  Mike Allende BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

  2108 Bahamas Ct, Kissimmee, FL 34741

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