268

Homes for Rent near Windermere Preparatory School

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  • /19

    $3,300 per month

    • 4 Beds
    • 2 Baths
    • 1,928 Sq Ft
    • House for Rent

    8135 Sandberry Blvd, Orlando, FL 32819

    Move in ready 4/2 in DR PHILLIPS SAND LAKE HILLS

    Tami Ihya TOWNE CENTER REALTY

    8135 Sandberry Blvd, Orlando, FL 32819
  • /35

    $1,716 - $3,892 per month

    Casa Mirella Apartments

    1-3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Immerse yourself in sophisticated living at Casa Mirella, your gateway to vibrant Windermere, Florida. Just a stone's throw from the excitement of downtown Orlando, Casa Mirella offers a haven of comfort and style.

    101 Casa Mirella Way, Windermere, FL 34786
  • /15

    $2,100 per month

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft
    • Property for Rent

    13845 Daniels Landing Cir, Winter Garden, FL 34787

    Available July 1st! Beautiful 2BR/2.5BA townhome in the highly sought-after gated community of Daniels Landing. Recently painted with mostly newer appliances and new laminate flooring throughout. Features include an open living/dining combo, kitchen with breakfast bar, and a convenient half-bath downstairs. Upstairs offers a versatile loft and two primary suites, each with its own full bath.

    Danielle Ramesar THE REAL ESTATE COLLECTION LLC

    13845 Daniels Landing Cir, Winter Garden, FL 34787
  • /35

    $1,916 - $4,670 per month

    MAA Crosswater

    1-3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    7826 Crosswater Trail, Windermere, FL 34786
  • /35

    $4,575 per month

    • 4 Beds
    • 3.5 Baths
    • 3,793 Sq Ft
    • House for Rent

    14005 Peach Orchard Way, Winter Garden, FL 34787

    Beautiful 5 bedroom single family home in Horizon West of Winter Garden. This home has 5 bedrooms, 3 bathrooms, an Office and a Loft. The first floor is an open floor plan with Formal Livingroom, Dining Room, Huge Family Room and massive Kitchen. The kitchen features granite countertops, 42" cabinets, walk in Pantry and large Island. The first level also offers a Bedroom with attached Bathroom.

    Thomas Belsky CENTURY 21 CARIOTI

    14005 Peach Orchard Way, Winter Garden, FL 34787
  • /20

    $2,530 per month

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft
    • House for Rent

    538 1st Cape Coral Dr, 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 $2674.90. That covers your base rent, $2530.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    538 1st Cape Coral Dr, Winter Garden, FL 34787
  • /14

    $2,399 per month

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Townhouse for Rent

    7316 Della Dr, Orlando, FL 32819

    7316 Della Drive, Beautiful open space this 2/2 Townhome is located in Stonewood Manor HOA. This unit offers a split plan, an eat-in kitchen, a screened-in porch area and a 1 car garage. The unit has a washer /dryer hook-up. Walking distance from shopping Easy access to Restaurant Row. California closets throughout Completely updated Stainless steel appliances. Community pool. Lawncare is

    Mia Halkis BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    7316 Della Dr, Orlando, FL 32819
  • /17

    $2,510 per month

    • 3 Beds
    • 2.5 Baths
    • 1,378 Sq Ft
    • House for Rent

    1466 Sherbourne St, Winter Garden, FL 34787

    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

    1466 Sherbourne St, Winter Garden, FL 34787
  • /47

    $7,500 per month

    • 5 Beds
    • 4 Baths
    • 3,502 Sq Ft
    • House for Rent

    311 E 8th Ave, Windermere, FL 34786

    A Rare Opportunity to Lease on the Shores of Stunning Lake Bessie.Opportunities like this are few and far between—welcome to lakefront living at its absolute finest. Tucked away on the pristine, crystal-clear waters of Lake Bessie, this exquisitely renovated retreat offers breathtaking views from nearly every room and a rare chance to lease a home in one of Windermere’s most coveted

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    311 E 8th Ave, Windermere, FL 34786
  • /16

    $3,170 per month

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft
    • House for Rent

    11714 Verrazano Dr, Orlando, FL 32836

    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

    11714 Verrazano Dr, Orlando, FL 32836
  • /5

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,866 Sq Ft
    • Townhouse for Rent

    13185 Kegan St, Windermere, FL 34786

    Welcome to your new home! This beautiful and spacious 4-bedroom 3-bath property offers comfort and style in a highly desirable neighborhood. Enjoy open living areas, a modern layout, and the convenience of no carpet throughout – perfect for easy maintenance and a clean, fresh feel. Located in a safe and quiet area, close to schools, shopping, and major highways. Don’t miss this opportunity to

    Ana Cordero FL MAJESTIC REALTY LLC

    13185 Kegan St, Windermere, FL 34786
  • /17

    $2,685 per month

    • 4 Beds
    • 3 Baths
    • 2,179 Sq Ft
    • House for Rent

    914 Copenhagen Way, Winter Garden, FL 34787

    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

    914 Copenhagen Way, Winter Garden, FL 34787
  • /12

    $3,350 per month

    • 4 Beds
    • 3.5 Baths
    • 1,834 Sq Ft
    • Townhouse for Rent

    10631 Village Lake Rd, Windermere, FL 34786

    With an easy walk to Publix, Panera Bread, or other shops from this end unit rental townhome with 4 bedrooms, 3.5 baths, and a 2-car garage (with attic storage) and private patio. 10ft ceilings on the first floor make this townhome both comfortable and spacious. The floor plan offers a master suite on the first and second floors, and is split from the other bedrooms and bathrooms, and a separate

    Robert Johnson KELLER WILLIAMS ADVANTAGE REALTY

    10631 Village Lake Rd, Windermere, FL 34786
  • /2

    $4,149 per month

    • 5 Beds
    • 4 Baths
    • 3,864 Sq Ft
    • House for Rent

    13147 Aubrey Ln, Winter Garden, FL 34787

    Coming soon! THIS HOME IS CURRENTLY BEING ENJOYED BY ANOTHER RESIDENT, BUT WILL BE AVAILABLE SOON. PLEASE RESPECT THEIR PRIVACY AND DO NOT DISTURB. Take a look at this beautiful home featuring 5 bedrooms, 4.0 bathrooms, and approximately 3,864 square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. This home is professionally managed and

    13147 Aubrey Ln, Winter Garden, FL 34787
  • /29

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Condo for Rent

    8264 Maritime Flag St Unit 1425, Windermere, FL 34786

    Upscale Resort-Style Living!Beautiful 3BR/2BA condo in the highly desirable Lakeside at Lakes of Windermere. This upgraded unit features laminate flooring, spacious kitchen with ample cabinets, counter space, and a breakfast bar. Generous bathrooms and closets, plus a large balcony perfect for relaxing. Washer & dryer included. Located on the 3rd floor with elevator access. Community amenities

    Victoria Bader REMAX PREMIER PROPERTIES

    8264 Maritime Flag St Unit 1425, Windermere, FL 34786
  • /18

    $2,970 per month

    • 3 Beds
    • 2.5 Baths
    • 2,149 Sq Ft
    • House for Rent

    12267 Joshua Tree Trail, Windermere, FL 34786

    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 $3114.90. That covers your base rent, $2970.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    12267 Joshua Tree Trail, Windermere, FL 34786
  • /11

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft
    • Condo for Rent

    7745 Sugar Bend Dr Unit 7745, Orlando, FL 32819

    Nestled in the heart of the sought-after Dr. Phillips community, this charming 2-bedroom, 2-bathroom ground-floor condo offers the perfect blend of comfort and convenience. Located within the gated Sanctuary at Bay Hill, this residence boasts a spacious 1,014 sq ft layout featuring a split-bedroom floor plan, ideal for privacy and functionality. Step inside to discover a bright and airy

    Donna McGrath ENCOMPASS REAL ESTATE SERVICES

    7745 Sugar Bend Dr Unit 7745, Orlando, FL 32819
  • /20

    $2,799 per month

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

    8140 Caraway Dr, Orlando, FL 32819

    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 $2943.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    8140 Caraway Dr, Orlando, FL 32819
  • /80

    $13,500 per month

    • 5 Beds
    • 6.5 Baths
    • 5,825 Sq Ft
    • House for Rent

    13455 Bellaria Cir, Windermere, FL 34786

    Experience luxury living at its finest in this stunning 5-bedroom, 5-bath custom estate located in Windermere’s highly sought-after guard-gated Bellaria community. Designed with timeless Tuscan elegance and modern sophistication, this exceptional residence offers every amenity for refined living and grand entertaining. Step inside to discover a chef’s dream kitchen outfitted with top-of-the-line

    Marisa Falk THE AGENCY ORLANDO

    13455 Bellaria Cir, Windermere, FL 34786
  • /20

    $3,180 per month

    • 5 Beds
    • 3 Baths
    • 3,274 Sq Ft
    • House for Rent

    213 Black Springs Ln, 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

    213 Black Springs Ln, Winter Garden, FL 34787
  • /40

    $3,750 per month

    • 5 Beds
    • 4.5 Baths
    • 3,062 Sq Ft
    • House for Rent

    6018 Glory Bower Dr, Winter Garden, FL 34787

    The house has flagship plan starting at 3312 sf, 5 bedrooms, 4 full and 1 half baths and a 2 car tandem garage. Featuring a gourmet kitchen with island and dinette separate dining room and study; a large family room open to the second floor; The Owner’s Suite is truly remarkable with dual closets and a private bath with a two bowl vanity and shower and 4 other generously-sized bedroom, including

    Dominique Delcourt LAFAYETTE REALTY GROUP LLC

    6018 Glory Bower Dr, Winter Garden, FL 34787
  • /15

    $3,100 per month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    14161 Lakeview Park Rd, Winter Garden, FL 34787

    Property Id: 1799138Welcome to your dream home in Winter Garden, FL! This stunning 4 bed, 3 bath single-family home features modern amenities such as dishwasher, washer/dryer, and central A/C. Enjoy the convenience of a garage, fenced yard, fitness center, and swimming pool. Pets allowed, smoking outside only. Don't miss out on this gem! Available for rent starting May 15th to June1st,

    14161 Lakeview Park Rd, Winter Garden, FL 34787
  • /28

    $3,500 per month

    • 4 Beds
    • 3 Baths
    • 2,038 Sq Ft
    • House for Rent

    5374 Lake Virginia St, Winter Garden, FL 34787

    **Stunning Modern Bungalow in Horizon West**, two-story single-family home at the community LAKESIDE AT HAMLIN neighborhood of Winter Garden. With open - concept living space flooded with natural light, gourmet kitchen, featuring high-end finishes, large kitchen island and quartz countertops and smart appliances that make cooking a pleasure. A generously sized downstairs bedroom and full bathroom

    liliana Nino EMPIRE NETWORK REALTY

    5374 Lake Virginia St, Winter Garden, FL 34787
  • /20

    $3,065 per month

    • 4 Beds
    • 3 Baths
    • 2,602 Sq Ft
    • House for Rent

    365 Blue Stone 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

    365 Blue Stone Cir, Winter Garden, FL 34787
  • /16

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • House for Rent

    14555 Crested Plume Dr, Winter Garden, FL 34787

    Welcome home! This stunning single family home features 4 bedrooms, 2.5 bathrooms, 2 car garage, and as soon as you enter, you will feel like home. The Watermark community offers maintained playground, swimming pool, walking trails, dog parks, clubhouse and is nearby to excellent schools. Schedule a showing today!

    Karine Nascimento K REALTY

    14555 Crested Plume Dr, Winter Garden, FL 34787
  • /20

    $3,490 per month

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

    12627 Lake Sawyer Dr, Windermere, FL 34786

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. 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

    12627 Lake Sawyer Dr, Windermere, FL 34786
  • /18

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • Property for Rent

    13330 Longacre Dr, Windermere, FL 34786

    What a beautiful house at Windermere Terrace Community, located at Windermere, Florida. Extremely popular floor plan called Lexington with 3 bedrooms, 2.5 baths, 2-car garage, 1 flex room. Total 2306 Sq. Ft. under the A/C area. Master bedroom downstairs. The community has a swimming pool, walking trails, and more. Only a few minute to the supermarkets. Close by Winter Garden Village Shopping

    Mark Wang SUNSTAR REALTY FL INC

    13330 Longacre Dr, Windermere, FL 34786
  • /13

    $4,265 per month

    • 4 Beds
    • 4 Baths
    • 3,837 Sq Ft
    • House for Rent

    13626 Glynshel Dr, 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 $4529.90. That covers your base rent, $4265.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    13626 Glynshel Dr, Winter Garden, FL 34787
  • /20

    $2,925 per month

    • 4 Beds
    • 3 Baths
    • 2,526 Sq Ft
    • House for Rent

    2337 Aurelius Dr, Winter Garden, FL 34787

    This spectacular 2,406-square-foot home is a must-see! Offering 4 bedrooms and 4 bathrooms, it features a spacious open floor plan, perfect for comfortable living and entertaining. Enjoy a formal dining room and a large family room with plenty of space. The kitchen is equipped with stainless steel appliances and a center island with a sink, ideal for meal preparation and gatherings. Additional

    Kenneth Warren PREMIER MANAGEMENT GROUP INC

    2337 Aurelius Dr, Winter Garden, FL 34787
  • /17

    $2,475 per month

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

    1928 Portcastle Cir, Winter Garden, FL 34787

    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

    1928 Portcastle Cir, Winter Garden, FL 34787
  • /40

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • House for Rent

    1280 Priory Cir, Winter Garden, FL 34787

    Welcome to the stunning 3 bedroom, 2.5 bathroom townhome in Westbrook of Stoneybrook community in Winter Garden, FL. This townhome boasts a spacious floor plan with bedrooms located on the 2nd floor for added privacy. The kitchen features granite countertops and stainless steel appliances, perfect for cooking and entertaining. Enjoy the convenience of a two-car garage and a screen enclosed patio,

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    1280 Priory Cir, Winter Garden, FL 34787
  • /18

    $2,520 per month

    • 5 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    1848 Sherbourne 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 $2664.90. That covers your base rent, $2520.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    1848 Sherbourne St, Winter Garden, FL 34787
  • /23

    $2,750 per month

    • 4 Beds
    • 3 Baths
    • 1,512 Sq Ft
    • Townhouse for Rent

    8480 Leeland Archer Blvd, Orlando, FL 32836

    Welcome to your dream townhome in the highly sought-after Newbury Park community in Windermere, Orlando, FL. This beautiful rental features 4 spacious bedrooms and 3 bathrooms, ensuring ample room for your family and guests. The open floor plan creates a bright and airyfeel, enhanced by the abundance of windows and natural light that floods the home. The kitchen boasts granite countertops and

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    8480 Leeland Archer Blvd, Orlando, FL 32836
  • /17

    $3,795 per month

    • 4 Beds
    • 4.5 Baths
    • 3,283 Sq Ft
    • House for Rent

    310 Calliope St, Ocoee, FL 34761

    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 $3939.90. That covers your base rent, $3795.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    310 Calliope St, Ocoee, FL 34761
  • /51

    $2,795 per month

    • 3 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • House for Rent

    2002 Fishtail Fern Way, Ocoee, FL 34761

    Beautifully maintained, single-story home with alley access to rear garage. Located in Village of Wesmere gated community with pool and playground. Home has tile throughout, carpet in bedrooms only. Open concept living area with living/dining open to kitchen with breakfast bar and eat-in area. Laundry closet in kitchen. Rear facing garage has utility sink and extra refrigerator. Covered back

    Jessica Quint SIMS REALTY LLC

    2002 Fishtail Fern Way, Ocoee, FL 34761
  • /13

    $3,245 per month

    • 5 Beds
    • 3 Baths
    • 2,231 Sq Ft
    • House for Rent

    16360 Grey Pne Dr, 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 $3304.90. That covers your base rent, $3245.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Smart Home

    16360 Grey Pne Dr, Winter Garden, FL 34787
  • /21

    $4,900 per month

    • 5 Beds
    • 3 Baths
    • 3,743 Sq Ft
    • House for Rent

    13345 Fox Glove St, Winter Garden, FL 34787

    If you’re looking for a spacious retreat, your search ends here. This stunning 5-bedroom, 3-bath home is nestled on a quarter-acre lot within the guard-gated community of Stoneybrook West. From the moment you arrive, you’ll be impressed by the charming curb appeal and the expansive 3-car garage offering ample storage. The kitchen, complete with granite countertops and a brand-new refrigerator,

    Noor Masri LA ROSA REALTY PREMIER LLC

    13345 Fox Glove St, Winter Garden, FL 34787
  • /17

    $2,965 per month

    • 4 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • House for Rent

    14561 Crested Plume Dr, 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 $3109.90. That covers your base rent, $2965.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    14561 Crested Plume Dr, Winter Garden, FL 34787
  • /21

    $3,600 per month

    • 4 Beds
    • 3.5 Baths
    • 1,848 Sq Ft
    • Townhouse for Rent

    15161 Grove Lake Dr, Horizon West, FL 34787

    HORIZON WEST GORGEOUS !! 4 bedrooms and 3-1/2 baths, with 2 car garage - Looking for BRAND NEW never lived in? This is the one, and a sweet townhouse to call "Home"! Balance your busy work life with a soothing home space in this charming haven, your respite from the demands of the day. LOTS TO LOVE HERE, from the GREAT LOCATION in HORIZON WEST area to the EZ living floor plan offered by

    PATRICIA OPPEL ROSEMONT REALTY, INC.

    15161 Grove Lake Dr, Horizon West, FL 34787
  • /20

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Townhouse for Rent

    15076 Grv Lk Dr, Horizon West, FL 34787

    Property Id: 1796568Brand new luxury townhouse for rent! This modern home features three levels, three bedrooms, and 2.5 bathrooms, with high-end finishes throughout. Strategically located just minutes from the 429, shopping centers, restaurants, and top-rated schools, it's the perfect place for your family. Available starting April 1st! Don't miss the chance to live in this perfect home.

    15076 Grv Lk Dr, Horizon West, FL 34787

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How to Rent a Home