831

Kissimmee, FL Homes for Rent with Pool

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  • /14

    $2,750 per month

    • 4 Beds
    • 3 Baths
    • 1,790 Sq Ft
    • House for Rent

    1923 Magical Ln, Kissimmee, FL 34744

    Newly renovated 4-Bedroom 3-bath private POOL home located in the new NeoCity STEM research gated community with access to the lake. This gated community, designed for extra security, has been updated with gorgeous stone countertops, new appliances, updated bathrooms, and a beautiful floor plan that opens up to the screened-in private pool.

    Doctor Brian Agard EDUCATORS REALTY INC

    1923 Magical Ln, Kissimmee, FL 34744
  • /50

    $1,397 - $5,294 per month

    Oasis at Shingle Creek

    1 - 3 Beds

    4350 Osceola Trail Rd, Kissimmee, FL 34746

    Savor luxury living at Oasis at Shingle Creek in Kissimmee FL. Upscale apartments with enticing retreats at every turn. When you enter your one, two, or three-bedroom apartment suite, you'll find designer finishes, meticulous attention to detail, and every convenience you can think of. Located off the W. Osceola Parkway close to Hunters Creek and Shingle Creek and just 4 miles east of the I-4

    4350 Osceola Trail Rd, Kissimmee, FL 34746
  • /16

    $1,950 per month

    • 2 Beds
    • 2.5 Baths
    • 1,161 Sq Ft
    • Townhouse for Rent

    3031 Bird of Paradise Ln, Kissimmee, FL 34747

    Beautiful, fully furnished villa with a full kitchen, living room, dining room, laundry room, and half bathroom downstairs, plus a covered terrace and private jacuzzi. Upstairs, you'll find two separate bedrooms, each with a full bathroom. The Encantada Resort, just 5 miles from Disney, includes a clubhouse, community pool, fitness center, game room, playgrounds, free parking, and much more.

    Paola Velez Gonzalez AGENT TRUST REALTY CORPORATION

    3031 Bird of Paradise Ln, Kissimmee, FL 34747
  • /50

    $1,425 - $2,185 per month

    Academy Park Apartments

    1 - 3 Beds

    790 Academy Dr, Kissimmee, FL 34744

    Relax in your one, two, or three-bedroom apartment home while enjoying a blend of contemporary design features and modern conveniences. Spacious floorplans, stainless steel energy efficient appliances, screened-in balcony, granite countertops throughout and subway tile backsplash in the kitchen, lighted ceiling fans, Smart Capable Whirlpool Washer and Dryer in every unit, high speed internet, and

    790 Academy Dr, Kissimmee, FL 34744
  • /26

    $1,350 per month

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

    401 Fountainhead Cir Unit 151, Kissimmee, FL 34741

    Available Soon! **Tenants just vacated and interior work is pending.**Live in the Heart of Kissimmee! Located in Bella Vista Gated Community! Featuring one bedroom and one bath. FIRST FLOOR condominium with screen enclosed porch. Open floor plan with living room open to dining area. Kitchen includes breakfast bar and wood front cabinets. Main bathroom includes tub with shower. Inside

    Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

    401 Fountainhead Cir Unit 151, Kissimmee, FL 34741
  • /49

    $2,199 - $2,890 per month

    Alexander Park

    3 - 4 Beds

    2626 Ham Brown Rd, Kissimmee, FL 34746

    Welcome to Alexander Park Homes, where luxury meets tranquility in the heart of Florida. Nestled amidst lush landscapes and vibrant communities, our homes offer the epitome of modern living. Each of our new townhomes in Kissimmee, FL are meticulously crafted with attention to detail, featuring spacious layouts and premium finishes that elevate your lifestyle. Whether you're seeking a serene

    2626 Ham Brown Rd, Kissimmee, FL 34746
  • /35

    $2,695 per month

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • House for Rent

    2514 Volunteer Ave, Kissimmee, FL 34744

    FOR RENT - This modern almost brand new 4 bedroom, 3 bath home, features a kitchen with granite counter tops, stainless steel appliances and a breakfast bar! The common area offers a dining room and an open family room with a gorgeous view of your backyard and Waterview! Tohoqua is a community that provides not only homes but a lifestyle to its residents. Their amenities currently include a

    Raju Abraham CHARLES RUTENBERG REALTY ORLANDO

    2514 Volunteer Ave, Kissimmee, FL 34744
  • /50

    $1,485 - $2,737 per month

    Springs at Tapestry

    Studio - 3 Beds

    2601 Pledge Rd, Kissimmee, FL 34741

    Set under the clear blue skies in the sunshine state of Florida, Springs at Tapestry is your destination for laid back living in Central Florida. Our premium community is located in beautiful Kissimmee, Florida, a charming suburb of Orlando. Inspired by the world-class resorts and attractions in our neighborhood, Springs at Tapestry boasts high end amenities at every turn. With lofted 9' ceilings

    2601 Pledge Rd, Kissimmee, FL 34741
  • /59

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    1881 Fulfillment Dr, Kissimmee, FL 34744

    Be the First to Live in This Brand-New Townhome! in the master-planned community of Tohoqua! This spacious 3-bedroom, 2.5-bath townhome with an attached 2-car garage offers modern comfort and thoughtful design—ideal for families looking to enjoy resort-style amenities and a convenient Kissimmee location.Step inside to an inviting open-concept floor plan with high ceilings, plenty of natural

    Svenka Millender EXP REALTY LLC

    1881 Fulfillment Dr, Kissimmee, FL 34744
  • /6

    $1,325 - $1,684 per month

    Salix on Vine

    2 - 4 Beds

    2200 Old Vineland Rd, Kissimmee, FL 34746

    Opening November 2025! Salix on Vine is a brand-new apartment community in Kissimmee where comfort and convenience come together for the whole family. Our spacious two-, three, and four-bedroom apartment homes are designed with everyday living in mind, featuring open layouts, modern kitchens, and private patios or balconies that give you room to gather, relax, and make memories. Life at Salix on

    2200 Old Vineland Rd, Kissimmee, FL 34746
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    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,769 Sq Ft
    • Townhouse for Rent

    2515 Hassonite St, Kissimmee, FL 34744

    3 Bed 2.5 Bath townhome with 2 car garage in Gated Amber Point Community. Situated directly across from the pool. Spacious kitchen with lots of cabinet space and large eat in area. Community features include gated entry and community pool. Located close by to shops, restaurants, and access to Turnpike for commuting. ** See realtor remarks for application instructions. HOA Fees, rules and

    Mary Rose Bianchi FLORIDA REALTY RESULTS LLC

    2515 Hassonite St, Kissimmee, FL 34744
  • /29

    $1,095 - $1,799 per month

    Goldelm at Valencian

    Studio - 3 Beds

    1400 W Donegan Ave, Kissimmee, FL 34741

    HAVE FUN AND MAKE FRIENDS at our community as you enjoy your spacious apartment home. Ask any Valencian resident and they will tell you why The Valencian is their choice: The unusual floorplans that offers spacious studios,1, 2, and 3 bedroom units along with the giant 9' by 16' private screened patios or balconies. They all agree that The Valencian gives them the best value for their rental

    1400 W Donegan Ave, Kissimmee, FL 34741
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    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Condo for Rent

    2492 Sweetwater Club Cir Unit 68, Kissimmee, FL 34746

    Modern 3BR/2BA Condo · Minutes from Disney · Resort-Style LivingDiscover this spacious 3-bedroom, 2-bathroom condo in the highly desirable Sweetwater Club community in Kissimmee. Perfectly located just minutes from Disney World, Universal, Old Town, shopping outlets, restaurants, and top grocery stores (Walmart, Publix, Target), while offering the peace and quiet of a private

    Jairo Rubiano HOMES UNLIMITED REAL ESTATE CORP

    2492 Sweetwater Club Cir Unit 68, Kissimmee, FL 34746
  • /31

    $1,336 - $1,712 per month

    Tierra Vista RFK LLC

    2 - 4 Beds

    8700 Tierra Vista Cir, Kissimmee, FL 34747

    Nestled in Kissimmee, Tierra Vista is an affordable tax-credit property with income restriction based on household size. At our property you can find variety of 2-, 3-, and 4-bedroom apartments available, each featuring private entryways and picturesque garden views, you'll feel right at home. Our spacious open floor plans are complemented by a wealth of amenities that enhance your lifestyle.

    8700 Tierra Vista Cir, Kissimmee, FL 34747
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    $2,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft
    • Townhouse for Rent

    4390 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 cabinets,

    Luis Olmedo Gonzalez ROMAN'S PRO REALTY LLC

    4390 Small Creek Rd, Kissimmee, FL 34744
  • /50

    $1,469 - $3,857 per month

    Muse at Winter Garden

    1 - 3 Beds

    3250 Orleans Ave, Kissimmee, FL 34747

    Muse at Winter Garden, formerly known as Dolce Living Royal Palm, approaches the concept of artful living from a place of simple elegance. From its immaculate, modern design to its convenient location and luxurious interiors, Muse is the home away from home you've been searching for. Choose from beautifully appointed one-, two- and three-bedroom residences featuring sleek luxury finishes,

    3250 Orleans Ave, Kissimmee, FL 34747
  • /32

    $2,900 per month

    • 5 Beds
    • 5.5 Baths
    • 2,622 Sq Ft
    • House for Rent

    Unlisted Address

    Windsor at Westside is an elegant, gated resort community located just a short drive from Walt Disney World. Experience a relaxing and luxurious getaway in our beautifully furnished, move-in ready home. This spacious 5-bedroom residence is perfect for larger families, offering plenty of comfort and privacy.The home boasts a private poolIdeally situated, Windsor at Westside offers

    Jeannette Lopez ORLANDO REGIONAL PROPERTY MANAGEMENT

    Unlisted Address
  • /11

    $2,163 - $3,230 per month

    Summerwell Buenaventura Lakes

    3 - 4 Beds

    1898 Zac St, Kissimmee, FL 34743

    1898 Zac St, Kissimmee, FL 34743
  • /27

    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 1,884 Sq Ft
    • Townhouse for Rent

    8975 Candy Palm Rd, Kissimmee, FL 34747

    Gorgeous and fully furnished vacation home in Paradise Palms Resort, has a spacious layout, large bedroom downstairs with full bathroom, on-suite master bedroom upstairs, laundry room upstairs, spacious living room and dinning room area, granite countertops on kitchen and bathrooms, stainless steel appliances, large pool area with extended deck ideal for relaxing after a long day. Paradise Palms

    Laura Lopez LA ROSA REALTY INTERNACIONAL L

    8975 Candy Palm Rd, Kissimmee, FL 34747
  • /7

    $400 - $1,495 per month

    Staymore

    Studio

    2407 W Vine St, Kissimmee, FL 34741

    Flexible-Stay Studio with Full Kitchen & Resort-Style Amenities – Ideal for Transitioning, Working, or RelaxingWhether you're in town for work, relocating, or simply need a comfortable short or long term place, this spacious studio apartment is designed with your lifestyle in mind.Our bright and modern studio apartments offers our signature TRI ZONE Studios featuring full kitchens, an

    2407 W Vine St, Kissimmee, FL 34741
  • /23

    $4,300 per month

    • 4 Beds
    • 2.5 Baths
    • 2,048 Sq Ft
    • House for Rent

    3173 Armstrong Spring Dr, Kissimmee, FL 34744

    ELECTRICITY INCLUDED IN THE RENT! Welcome to this exquisite 4-bedroom, 2.5-bathroom home nestled in the gated community of Creekside at Boggy Creek in Kissimmee, Florida. This beautiful residence offers upgrades like no other near, a perfect combination of comfort and elegance, making it an ideal sanctuary for entertainers alike. The open-concept modern design seamlessly connects the living room,

    Lorena Martinez EXP REALTY LLC

    3173 Armstrong Spring Dr, Kissimmee, FL 34744
  • /47

    $1,285 - $2,085 per month

    Laguna Place Apartments

    1 - 3 Beds

    2109 Polo Club Dr, Kissimmee, FL 34741

    $250 OFF Your First Month + Just $500 Deposit on Selected units until September 15th!Discover spacious 1, 2, and 3-bedroom apartments in a vibrant Kissimmee community designed for comfort and convenience.Our renovated units feature stainless steel appliances, new flooring, and private balconies, perfect for modern living.Enjoy family-friendly amenities including a

    2109 Polo Club Dr, Kissimmee, FL 34741
  • /5

    $1,650 per month

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

    3008 Parkway Blvd Unit 201, Kissimmee, FL 34747

    LOCATION, LOCATION, second floor condo conveniently located near Disney and other attractions. walking distance to shops, transportation, restaurants and much more. condo features all tile flooring, new refrigerator, new dishwasher and freshly painted, etc.. end balcony unit.

    Emily Cruz LA ROSA REALTY LLC

    3008 Parkway Blvd Unit 201, Kissimmee, FL 34747
  • /35

    $1,305 - $1,655 per month

    Academy Village Apartments

    1 - 2 Beds

    2304-2400 Academy Cir, Kissimmee, FL 34744

    Nestled off the main thoroughfare, Academy Village presents an apartment community tucked away from the metropolitan hustle, yet convenient to great shopping areas, dinning, major employers and transportation. We have spacious one and two bedroom floor plans that offers care free living along with all the amenities you deserve. Professionally Managed by Cagan Management Group, Inc. Academy

    2304-2400 Academy Cir, Kissimmee, FL 34744
  • /35

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,847 Sq Ft
    • House for Rent

    365 Aylesbury Ct, Kissimmee, FL 34758

    Available Now! Welcome to 365 Aylesbury Court, a beautifully renovated two-story home with a private pool, located in the highly desirable Poinciana Community, one of Central Florida’s best places to live and raise a family!This spacious 5-bedroom, 2.5-bathroom home features a modern open-concept layout filled with natural light. The fully upgraded kitchen boasts stainless steel appliances,

    Jen Dantas THE FLORIDA LOUNGE REALTY LLC

    365 Aylesbury Ct, Kissimmee, FL 34758
  • /34

    $1,350 - $1,885 per month

    Mirador at Woodside

    1 - 3 Beds

    900 Woodside Cir, Kissimmee, FL 34741

    Mirador at Woodside offers one, two, and three bedroom apartment homes that are perfect for those who like the benefits of a small town, yet want the excitement of an urban center! Tucked away in a serene setting in Kissimmee. Our upgraded apartment homes offer modern conveniences including efficient appliances and large open spaces in select homes. Every apartment is complemented by our

    900 Woodside Cir, Kissimmee, FL 34741
  • /14

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft
    • Townhouse for Rent

    1901 Fulfillment Dr, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Be the first to live in this brand-new townhouse, just completed construction, located in a vibrant community of Tohoqua in Kissimmee, Florida. This modern home offers 3 spacious bedrooms, 2.5 bathrooms, and a 2-car garage. The open-concept design features a bright living area, a contemporary kitchen with sleek finishes, and comfortable bedrooms

    Laritza Torres EXP REALTY LLC

    1901 Fulfillment Dr, Kissimmee, FL 34744
  • /33

    $1,670 - $3,133 per month

    Cane Island

    2 - 4 Beds

    5251 Cane Island Loop, Kissimmee, FL 34746

    Live it. Love it. at Cane Island!Located in delightful Kissimmee, FL, just off 530 and minutes from Disney's Magic Kingdom, this community offers residents a convenient location and the largest floorplans in the area. Our two, three, and four bedroom apartments offer ample closet space, granite countertops, space to work from home, and full-size washer and dryer. You'll love relaxing by the

    5251 Cane Island Loop, Kissimmee, FL 34746
  • /11

    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,295 Sq Ft
    • Townhouse for Rent

    4558 Alberto Cir, Kissimmee, FL 34746

    3bed 2.5 bath 2 story town home available for rent in the gated resort - style community of Bella Vida in Kissimmee. Washer/Dryer hook up in the property. All bedrooms on 2nd floor with a 1/2 bath on the first floor. The property has a 'splash' pool in the private screened in court yard. Open floor plan, ceramic tile and upstairs carpet flooring. The rent includes basic cable T.V. and valet

    Michelle Dunkley RE/MAX PRIME PROPERTIES

    4558 Alberto Cir, Kissimmee, FL 34746
  • /35

    $1,503 - $2,463 per month

    The Grand at Westside

    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

    3250 Douglas Grand Dr, Kissimmee, FL 34747
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    $1,900 per month

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

    3135 Enclave Ct, Kissimmee, FL 34746

    MOVE IN READY! 2bedroom with 2 bathrooms upstairs and a half bath downstairs. This property just went through kitchen renovation upgrades include new kitchen cabinets, quartz countertops, new sink and backsplash making it gorgeous modern kitchen. The upstairs just got new floors throughout. These upgrades do not reflect in the pictures, sadly the pictures were taken before the renovations where

    Claudia Medina KELLER WILLIAMS LEGACY REALTY

    3135 Enclave Ct, Kissimmee, FL 34746
  • /12

    $1,502 - $2,343 per month

    Wellington Woods

    1 - 4 Beds

    4100 Wellington Woods Cir, Kissimmee, FL 34741

    4100 Wellington Woods Cir, Kissimmee, FL 34741
  • /5

    $3,900 per month

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

    4715 Sleepy Hollow Dr, Kissimmee, FL 34746

    AMAZING HOME WITH 6 BEDROOMS AND 5 BATHROOMS WITH ACCESS TO ALL STOREY LAKE AMENITIES. COVERED PATIO WITH PRIVATE POOL/SPA, TWO MASTER SUITES, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES AND MORE. THIS BEAUTIFUL HOME IS LOCATED NEAR WALT DISNEY WORLD RESORT AND ORLANDO'S WORLD CLASS ATTRACTIONS. ENJOY RESORT-STYLE COMFORT WITH CONVENIENT ACCESS TO NEARBY SHOPS, RESTAURANTS, ENTERTAINMENT AND

    Judith Taveras GENESIS REALTY SERVICES INC.

    4715 Sleepy Hollow Dr, Kissimmee, FL 34746
  • /35

    $1,364 - $2,310 per month

    Belleza

    1 - 3 Beds

    1365 W Donegan Ave, Kissimmee, FL 34741

    Belleza Apartments offers spacious 1, 2 and 3 bedroom units with oversized walk-in closets and washer / dryer connections. Our gorgeous community is pet friendly and offer the best amenities; on-site laundry, fitness center, sparkling swimming pool with sun deck, sand volleyball, bark park and playground. Our stellar location is just 10 miles from Disney World and 2 miles from the shops at The

    1365 W Donegan Ave, Kissimmee, FL 34741
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    $1,995 per month

    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft
    • Townhouse for Rent

    2739 Merrieweather Ln, Kissimmee, FL 34743

    This 3 bedroom 2.5 bath 2 story town home complete with garage is perfectly nestled in the heart of Orlando/Kissimmee , this stunning townhome has convenience written all over it. Upgraded unit complete with screen porch and community pool. Walking distance to Walmart. Just minutes from the Orlando International airport, shops, restaurants, Lake Nona Medical City, attractions and major highways,

    Mary Clevenger WEICHERT REALTORS HALLMARK PRO

    2739 Merrieweather Ln, Kissimmee, FL 34743
  • /35

    $1,980 - $2,472 per month

    Album Monterey Pointe 55+ Active Adult Apa...

    1 - 2 Beds

    3265 Greenwald Way N, Kissimmee, FL 34741

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    3265 Greenwald Way N, Kissimmee, FL 34741
  • /30

    $2,195 per month

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • House for Rent

    4333 Seven Canyons Dr, Kissimmee, FL 34746

    Beautiful Single-Family Energy-Saving Smart Home. This house offers 3 Bedrooms plus flex office 2 Baths with patio in the serene community of Sedona with a lot upgraded in the kitchen with Quartz countertops and appliances with beautiful refrigerator, dishwasher, microwave, range, tile in the floor upgrade. This unit features an awesome open floor plan, beautiful bathroom tile in the showers,

    Ya-Lan Chien CINO INTERNATIONAL INC

    4333 Seven Canyons Dr, Kissimmee, FL 34746
  • /35

    $983 - $1,238 per month

    Vivo Living Kissimmee

    Studio

    4018 W Vine St, Kissimmee, FL 34741

    Vivo Living Kissimmee makes it easy to enjoy the best of Central Florida living. You’re just minutes from go-to spots like Tijuana Flats, The Downtown House of Pizza, Smokey Bones, and Melao Bakery, plus everyday shopping at Publix, Walmart, Target, and The Loop. With parking right in front of every building, getting in and out is hassle-free—no long walks. And because life’s better with pets,

    4018 W Vine St, Kissimmee, FL 34741
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    $3,500 per month

    • 3 Beds
    • 3.5 Baths
    • 1,818 Sq Ft
    • House for Rent

    8020 Lost Shaker Ln, Kissimmee, FL 34747

    Margaritaville Resort Style Living!Spacious 3 bedroom, 3.5 bath cottage located just minutes from the attractions. This well-appointed home features an open-concept floor plan, modern finishes, and a private hot tub for the ultimate in relaxation. Each bedroom offers an en-suite bath, providing comfort and privacy for family and guests.Enjoy full access to the Margaritaville lifestyle

    Frank McLaughlin, Jr LUXE PROPERTIES

    8020 Lost Shaker Ln, Kissimmee, FL 34747
  • /35

    $1,224 - $1,916 per month

    Heritage Park

    1 - 4 Beds

    302 Parkland Cir, Kissimmee, FL 34744

    Innovative, affordable and stylish! Heritage Park Apartments in Kissimmee, FL is comprised of three story mid-rise and carriage homes located on Parkland Circle, just off-US 192, east of Downtown Kissimmee. With easy access to Florida's Turnpike, Osceola Parkway and John Young Parkway, find yourself just minutes from the Silver Spurs Arena, The Crosslands Shopping Center, The Loop West Shopping

    302 Parkland Cir, Kissimmee, FL 34744

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