138

Winter Garden, FL Houses for Rent

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  • /32

    $2,950 per month

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft
    • House for Rent

    16159 Water Spring Blvd, Winter Garden, FL 34787

    This stunning two-story home is located in the highly desirable Storey Grove community in Winter Garden. Just steps from Water Spring Elementary and Middle school, this home offers convenience and comfort in a prime location. With 4 bedrooms, 3 bathrooms, and 2,042 sq ft of living space, the open floor plan seamlessly connects the living room, dining area, and kitchen—complete with a spacious

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 343-3018

    16159 Water Spring Blvd, Winter Garden, FL 34787
  • /38

    $6,500 per month

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft
    • House for Rent

    10472 Petrillo Way, Winter Garden, FL 34787

    Now available for RENT, FOR SALE OR with a LEASE-PURCHASE OPTION. With nightly views of the Disney fireworks and access to top-rated schools, this is more than just a home — it’s a lifestyle you’ll love coming home to. Welcome to 10472 Petrillo Way, located in the serene Winding Bay Preserve community of Winter Garden. This stunning K. Hovnanian Grayson Model home, built in 2022, and offers the

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 405-1259

    10472 Petrillo Way, Winter Garden, FL 34787
  • /17

    $2,875 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6509 Tabebuia Pkwy, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2972.90. That covers your base rent, $2875.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6509 Tabebuia Pkwy, Winter Garden, FL 34787
  • /24

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • House for Rent

    16944 Hamlin Oasis Loop, Winter Garden, FL 34787

    Welcome to this well-maintained, nearly new home in the highly desirable Hamlin Pointe community of Winter Garden. This spacious rental features three bedrooms, two full bathrooms, and a convenient half bath, offering both comfort and functionality. The open-concept layout provides a modern feel with plenty of natural light throughout. Located just minutes from shopping, dining, entertainment,

    Any Alves WRA BUSINESS & REAL ESTATE

    16944 Hamlin Oasis Loop, Winter Garden, FL 34787
  • /20

    $2,440 per month

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft
    • House for Rent

    619 Grand Royal Cir, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2584.90. That covers your base rent, $2440.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    619 Grand Royal Cir, Winter Garden, FL 34787
  • /34

    $3,090 per month

    • 3 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    5612 Laurel Cherry Ave, Winter Garden, FL 34787

    Welcome to your new home in Signature Lakes, one of Winter Garden’s most sought-after communities, offering resort-style amenities and an unbeatable location just minutes from Downtown Winter Garden, Hamlin Town Center, and top-rated schools. This beautifully maintained two-story, 3-bedroom, 2.5-bathroom single-family home offers a thoughtful layout designed for modern living. An inviting front

    Shane Jordan COLDWELL BANKER RESIDENTIAL RE

    5612 Laurel Cherry Ave, Winter Garden, FL 34787
  • /19

    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    6484 Tabebuia Pkwy, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6484 Tabebuia Pkwy, Winter Garden, FL 34787
  • /29

    $4,300 per month

    • 5 Beds
    • 4 Baths
    • 3,626 Sq Ft
    • House for Rent

    12535 Dallington Terrace, Winter Garden, FL 34787

    This gorgeous 5BD/4BA M/I “Brookshire II” home in Foxcrest at Stonecrest offers spacious, flexible living with a solar-heated, saltwater screened pool and a built-in summer kitchen—perfect for year-round enjoyment. The open-concept floor plan features a gourmet kitchen with granite counters, 42" cabinetry, double ovens, and stainless appliances, flowing into a large great room with direct access

    Dean D Nikolic PMI PROPERTY ALLIANCE

    12535 Dallington Terrace, Winter Garden, FL 34787
  • /17

    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    6515 Tabebuia Pkwy, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6515 Tabebuia Pkwy, Winter Garden, FL 34787
  • /15

    $2,850 per month

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft
    • House for Rent

    15518 Water Spring Blvd, Winter Garden, FL 34787

    This elegant two-story home offers both comfort and style with four bedrooms and three bathrooms. The first floor welcomes you with a spacious foyer and family room, a dining room perfect for memorable meals, a kitchen for inspired cooking, a guest-friendly bedroom, and a relaxing lanai for outdoor living. Upstairs, you’ll find two additional bedrooms and a luxurious owner’s suite with a

    Steve Simpson 407 PROPERTIES

    15518 Water Spring Blvd, Winter Garden, FL 34787
  • /16

    $2,595 per month

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

    1048 Spring Loop Way, Winter Garden, FL 34787

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    1048 Spring Loop Way, Winter Garden, FL 34787
  • /49

    $3,150 per month

    • 4 Beds
    • 3 Baths
    • 2,717 Sq Ft
    • House for Rent

    14522 Old Thicket Trace, Winter Garden, FL 34787

    Beautifully roomy 4/3 on a corner lot available now in Independence! The front porch beckons in this picturesque community, and the detached 2-car garage is accessed from the pathway behind the home. The common areas have simple-living hard surface flooring, ceramic faux wood, and the eat-in kitchen is loaded with storage, counters, and wood cabinetry. Freshened paint is light and bright. One

    Cathy Allain CITRUS PROPERTY MGMT LLC

    14522 Old Thicket Trace, Winter Garden, FL 34787
  • /20

    $2,975 per month

    • 5 Beds
    • 4 Baths
    • 3,406 Sq Ft
    • House for Rent

    1137 Burland Cir, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3119.90. That covers your base rent, $2975.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1137 Burland Cir, Winter Garden, FL 34787
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    $4,200 per month

    • 5 Beds
    • 4 Baths
    • 2,911 Sq Ft
    • House for Rent

    14531 Wabasso Loop, Winter Garden, FL 34787

    Gated community with a back yard fenced no neighbor in a big lot single house, upgrade decoration with granite countertop and tile floor throughout the first floor, one open room with bathroom upstairs, the rest of bedrooms and bathrooms downstairs.

    He Gao U S GLORY REALTY

    14531 Wabasso Loop, Winter Garden, FL 34787
  • /21

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    16648 Daeza Dr, Winter Garden, FL 34787

    Available for Move-In on 8/1/2025This Beautiful two bedroom two bath home is located in a gated community with security entrance. Located in a Quiet neighborhood with beautiful lake views. Surrounded by real hardwood floors throughout the living and dining room. Brand new Berber carpet in the bedrooms. Spacious master bedroom with walk in closet space. The patio is situated in the front

    16648 Daeza Dr, Winter Garden, FL 34787
  • /25

    $2,649 per month

    • 4 Beds
    • 2 Baths
    • 1,698 Sq Ft
    • House for Rent

    604 Bending Oak Trail, Winter Garden, FL 34787

    Welcome to this beautiful single-story home located in the heart of Winter Garden. Featuring 4 spacious bedrooms, 2 bathrooms, and 1,660 square feet of thoughtfully designed living space, this home offers comfort, style, and functionality.The kitchen is a chef’s dream, boasting granite countertops, a large center island, stainless steel appliances, espresso cabinetry, and a walk-in

    Dean D Nikolic PMI PROPERTY ALLIANCE

    604 Bending Oak Trail, Winter Garden, FL 34787
  • /7

    $3,250 per month

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    14708 Masthead Landing Cir, Winter Garden, FL 34787

    Beautiful home in a gated community. It has 3 bedrooms with a fourth that can be an office. New vinyl and carpeting through out. Living room has a gas fireplace. Large fenced in yard. Two car garage and outside security cameras! In the Whispering Oaks Elementary school district.

    14708 Masthead Landing Cir, Winter Garden, FL 34787
  • /42

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 2,225 Sq Ft
    • House for Rent

    40 W Smith St, Winter Garden, FL 34787

    Charming Craftsman Bungalow in the Heart of Downtown Winter Garden!Welcome to 40 West Smith Street, the perfect home in the perfect location! This beautiful and classic 3-bedroom, 2-bath Craftsman bungalow offers 2,225 square feet of bright, spacious, and inviting living space right in the heart of historic downtown Winter Garden.Step inside and fall in love with the home's

    Tuan Trinh NATIONAL REAL ESTATE LLC

    40 W Smith St, Winter Garden, FL 34787
  • /2

    $3,700 per month

    • 5 Beds
    • 3.5 Baths
    • 3,559 Sq Ft
    • House for Rent

    6024 Sunset Isle Dr, Winter Garden, FL 34787

    This property has the best location in Winter Garden. If you want a High School, Elementary School, and Middle School that is top rated this is your home. The Independence Community in Winter Garden boasts a club house, arcade room, gym, boat ramps, and swimming pool. The monthly rent includes all outside yard work. You will not have to go out in the Florida heat.

    6024 Sunset Isle Dr, Winter Garden, FL 34787
  • /72

    $4,300 per month

    • 4 Beds
    • 3.5 Baths
    • 2,997 Sq Ft
    • House for Rent

    5954 Cypress Hill Rd, Winter Garden, FL 34787

    Stunning 4-Bedroom, 3.5-Bath Home with Private Pool – Your Dream Oasis Awaits! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home, perfectly designed for both comfort and entertaining. Nestled in the Signature Lakes community, this spacious property boasts an ideal blend of modern upgrades and timeless elegance. Rare find with two-car detached garage and 1 space carport. Gorgeous

    Valentina Vakhova LA ROSA REALTY KISSIMMEE

    5954 Cypress Hill Rd, Winter Garden, FL 34787
  • /28

    $3,400 per month

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft
    • House for Rent

    13849 Lanyard Way, Winter Garden, FL 34787

    Welcome to 13849 Lanyard Way! This charming home offers comfort and convenience in a desirable location. With 4 bedrooms and 3.5 bathrooms, this home provides 2900 sq ft of spacious living space perfect for those seeking a roomy and inviting residence.Key Features:Bedrooms: 4Bathrooms: 3.5Square Footage: 2900 sq ftParking: 2 private parking spaces, street parking

    13849 Lanyard Way, Winter Garden, FL 34787
  • /22

    $3,700 per month

    • 4 Beds
    • 2.5 Baths
    • 2,563 Sq Ft
    • House for Rent

    545 First Cape Coral Dr, Winter Garden, FL 34787

    Welcome to this beautifully maintained four-bedroom, two-and-a-half-bath two-story home with an extra bonus room, perfectly situated in a sought-after gated community featuring a clubhouse, sparkling pool, basketball court, and lush landscaping.Step inside to find all ceramic tile floors, modern cabinetry, stylish fixtures, and updated appliances. The open layout offers an abundance of

    Sonya Jackson SHAKESPEARE & CO REAL ESTATE

    545 First Cape Coral Dr, Winter Garden, FL 34787
  • /3

    $4,800 per month

    • 5 Beds
    • 4 Baths
    • 2,840 Sq Ft
    • House for Rent

    16124 Azure Key St, Winter Garden, FL 34787

    Beautiful 5 bedroom, 4 bath home, with family room and bonus room upstairs. Great neighborhood with lots of amenities. Home on a great lot, huge fenced backyard privacy bushes.

    16124 Azure Key St, Winter Garden, FL 34787
  • /4

    $4,000 per month

    • 4 Beds
    • 4 Baths
    • 2,718 Sq Ft
    • House for Rent

    11150 Great Rock St, Winter Garden, FL 34787

    Beautiful House for Rent – Storey Grove, Winter Garden, FLLive in one of Winter Garden’s most desirable communities! This spacious and modern home in Storey Grove offers:4 Bedrooms • 4 BathroomsOpen concept living with a bright, airy layoutModern kitchen with premium finishes2-car garage and private backyardAccess to community amenities (parks,

    JANA Fonzo I BROKER REALTY GROUP

    11150 Great Rock St, Winter Garden, FL 34787
  • /16

    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    6460 Tabebuia Pkwy, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6460 Tabebuia Pkwy, Winter Garden, FL 34787
  • /26

    $2,900 per month

    • 4 Beds
    • 3 Baths
    • 2,230 Sq Ft
    • House for Rent

    1355 Viscaya Cove Blvd, Winter Garden, FL 34787

    Good school area single house with total 4 bedrooms and 3 bathrooms, one bedroom and one bathroom downstairs, Master bedroom upstairs, near to everywhere. Drake lawn maintains the lawn with weed remove and fertilizer that is included in rent, tenants need ask professional lawn mowing and edging the lawn.

    He Gao U S GLORY REALTY

    1355 Viscaya Cove Blvd, Winter Garden, FL 34787
  • /20

    $2,535 per month

    • 3 Beds
    • 2.5 Baths
    • 1,828 Sq Ft
    • House for Rent

    1734 Sherbourne St, Winter Garden, FL 34787

    This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

    1734 Sherbourne St, Winter Garden, FL 34787
  • /17

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft
    • House for Rent

    Unlisted Address

    Located in one of Winter Garden’s most desirable communities, this well-maintained 3-bedroom, 3-bathroom single-family home offers nearly 2,000 square feet of living space with a functional open layout, spacious bedrooms, and modern finishes throughout. Built in 2016, the property sits on a generous lot and features lush landscaping in a quiet and friendly neighborhood.Interior

    Sergio Duarte FLORIDA LEGACY REALTY LLC

    Unlisted Address
  • /20

    $2,620 per month

    • 4 Beds
    • 2.5 Baths
    • 1,606 Sq Ft
    • House for Rent

    1720 Portcastle Cir, Winter Garden, FL 34787

    This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

    1720 Portcastle Cir, Winter Garden, FL 34787
  • /62

    $7,500 per month

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft
    • House for Rent

    12151 Walker Pond Rd, Winter Garden, FL 34787

    Welcome to “Home Again Ranch,” your extraordinary 12+ acre farm that is around the corner from Windermere and tucked away on a quiet cul-de-sac road. You don’t need to drive hours to experience country living at its finest. Rent a large parcel of land zoned agricultural with NO HOA in the heart of one of Central Florida’s most desirable residential areas. The charming main residence has close to

    Simon Simaan THE SIMON SIMAAN GROUP

    12151 Walker Pond Rd, Winter Garden, FL 34787
  • /18

    $3,480 per month

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    7267 Summerlake Groves St, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3624.90. That covers your base rent, $3480.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7267 Summerlake Groves St, Winter Garden, FL 34787
  • /7

    $2,100 per month

    • 2 Beds
    • 1 Bath
    • 1,676 Sq Ft
    • House for Rent

    544 W Plant St, Winter Garden, FL 34787

    Historic Bungalow Downtown Winter Garden right on Main Street. Next to all shops, restaurants, farmers market, entertainment & West Orange Trail. Home features open floor plan with large enclosed front porch. Double sided decorative fireplace. Large laundry room. Large walk-in closet in master with built-in shelving. Oversized corner lot.

    Paige Price FLAMINGO REALTY OF ORLANDO

    544 W Plant St, Winter Garden, FL 34787
  • /15

    $2,735 per month

    • 4 Beds
    • 2.5 Baths
    • 1,606 Sq Ft
    • House for Rent

    1961 Portcastle Cir, Winter Garden, FL 34787

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    1961 Portcastle Cir, Winter Garden, FL 34787
  • /45

    $2,850 per month

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • House for Rent

    12271 Bracco St, Winter Garden, FL 34787

    Welcome to this stunning modern home designed just for you!This beautiful single-family home features 4 spacious bedrooms and 2.5 bathrooms, offering comfort and style for the whole family.The first floor boasts an open-concept layout, seamlessly connecting the spacious living and dining areas perfect for entertaining. The kitchen is a chef's dream, featuring Whirlpool stainless steel

    Mia Guan AAA GLOBAL VENTURES PA

    12271 Bracco St, Winter Garden, FL 34787
  • /18

    $1,624 per month

    • 3 Beds
    • 1 Bath
    • 898 Sq Ft
    • House for Rent

    1020 Lincoln Terrace, Winter Garden, FL 34787

    LEASE & MOVE IN BY 8/31/2025 & RECIEVE 1 MONTHS FREEBase Rent $1595 plus $29RBP, totals $1624Are you on the hunt for a cozy new home in a great location? I've got just the place for you - 1020 Lincoln Terrace. This 3-bedroom, 1-bath house is ready and waiting for a new tenant, and we're offering 1 months free of rent to sweeten the

    1020 Lincoln Terrace, Winter Garden, FL 34787
  • /22

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,704 Sq Ft
    • House for Rent

    11029 Robert Frost Dr, Winter Garden, FL 34787

    Located in Storey Grove Winter Garden. Property is ready to move-in . Big Pond view at backyard.This four bedrooms single family house is next to water spring elementary school. 1 minutes walk distance. four bedrooms all upstairs.Community, Nature, Health, Story, and Home. The values behind these pillars inspired a memorable collection of lifestyle experiences and amenities that create engaging

    Huizi Li MULTI CHOICE REALTY LLC

    11029 Robert Frost Dr, Winter Garden, FL 34787
  • /20

    $2,379 per month

    • 3 Beds
    • 2 Baths
    • 1,857 Sq Ft
    • House for Rent

    2036 Portcastle Cir, Winter Garden, FL 34787

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.1 bathrooms, and approximately 1,857 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

    2036 Portcastle Cir, Winter Garden, FL 34787
  • /22

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,693 Sq Ft
    • House for Rent

    525 Garden Heights Dr, Winter Garden, FL 34787

    AVAILABLE NOW in the golfcart district! Charming 3 bedroom, 2 bath home with spacious backyard, screened in patio, and no rear neighbors. Upon entering you are greeted by a formal dining, large living with fireplace, French doors opening to the peaceful patio. Master bedroom features a walk-in closet, ensuite bath, and access to the patio. Split floorplan with two additional bedrooms and full

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    525 Garden Heights Dr, Winter Garden, FL 34787
  • /18

    $2,875 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6554 Breeze Filled Ln, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2972.90. That covers your base rent, $2875.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6554 Breeze Filled Ln, Winter Garden, FL 34787
  • /28

    $3,700 per month

    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft
    • House for Rent

    13764 Peach Orchard Way, Winter Garden, FL 34787

    Now available for rent in the sought-after Orchard Park community! This spacious and energy-efficient 4-bedroom, 3.5-bath two-story home offers the perfect blend of comfort, style, and convenience. Built in 2019, it features an open floor plan with 9'4" ceilings, wood laminate flooring, ceramic tile in common areas, and plush carpet in the bedrooms. The modern kitchen boasts stainless steel

    Ana Kerr NOBSKA REAL ESTATE LLC

    13764 Peach Orchard Way, Winter Garden, FL 34787

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How to Rent a Home