Winter Garden, FL Homes for Rent under $2,500

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  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Townhouse for Rent

  1000 Dolphin Dr, Winter Garden, FL 34787

  Enjoy living in this beautiful 3-bedroom, 2-bath home featuring a spacious fenced backyard and situated on a desirable corner lot. The modern kitchen offers elegant quartz countertops, perfect for cooking and entertaining. Conveniently located just 5 minutes from Downtown Winter Garden, you’ll love being close to great schools, restaurants, shopping, farmers markets, and plenty of activities

  Gian Balsamo LA ROSA REALTY KISSIMMEE

  1000 Dolphin Dr, Winter Garden, FL 34787
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  $1,995 Per Month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Townhouse for Rent

  1300 Eastern Pecan Place, Winter Garden, FL 34787

  Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

  1300 Eastern Pecan Place, Winter Garden, FL 34787
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  $2,195 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,327 Sq Ft
  • Townhouse for Rent

  13841 Daniels Landing Cir, Winter Garden, FL 34787

  Nicely maintained, 3 bedroom 2.5 bathroom upgraded townhome in the excellent location of Daniels Landing in Winter Garden. This Community is beautiful, pool, fitness center, playground, clubhouse and gated. Located within a minutes walk or car ride to Fowlers Grove shopping, Hospital, Dr's offices and Downtown Winter Garden with its famous Farmers Market, West Orange Trail, Cafe's, Resturant's

  Max Parsons FLORIDA REALTY INVESTMENTS

  13841 Daniels Landing Cir, Winter Garden, FL 34787
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  $2,450 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,643 Sq Ft
  • Townhouse for Rent

  13800 Golden Russet Dr, Winter Garden, FL 34787

  Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath townhome nestled in the exclusive gated community of The Orchard—where comfort, style, and convenience come together in perfect harmony. Available for move-in July 1st!!! This rare rental opportunity won’t last long!Step inside and be wowed by the spacious open-concept layout, perfect for hosting guests or enjoying cozy family

  13800 Golden Russet Dr, Winter Garden, FL 34787
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  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Condo for Rent

  304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

  Maria Lloret HOMESMART

  304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
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  $1,450 Per Month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Great location! 2nd floor condo in Winter Garden

  88 Windtree Ln, Winter Garden, FL 34787

  Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, screened in patio, and two assigned parking spaces.Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13.00 per month or

  88 Windtree Ln, Winter Garden, FL 34787
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  $1,995 Per Month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Condo for Rent

  Unlisted Address

  Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

  Marti Purdy MARTI PURDY PROPERTIES INC

  Unlisted Address
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  /11

  $1,600 Per Month

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

  430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

  Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to

  Nicholas Horton BANNER INT'L REAL ESTATE

  430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  17102 Heartwood Loop, Winter Garden, FL 34787

  First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway.This apt is on the first floor, parking available

  Bibi Khan CHARLES RUTENBERG REALTY ORLANDO

  17102 Heartwood Loop, Winter Garden, FL 34787
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  /17

  $1,795 Per Month

  • 2 Beds
  • 1 Bath
  • 966 Sq Ft
  • Condo for Rent

  233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

  Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound

  Maria Lloret HOMESMART

  233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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  $2,095 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Condo for Rent

  1535 Broken Oak Dr Unit 37B, Winter Garden, FL 34787

  STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ? Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless entertaining! HOME

  Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

  1535 Broken Oak Dr Unit 37B, Winter Garden, FL 34787
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  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 2,900 Sq Ft
  • Townhouse for Rent

  12506 Westhaven Oak Dr, Winter Garden, FL 34787

  Welcome to this stunning 1-bedroom, 1-bathroom home located at 12506 Westhaven Oak Dr, Winter Garden, FL 34787, in the highly desirable area of Winter Garden. This spacious residence offers a perfect combination of elegance, comfort, and modern living. Featuring a thoughtfully designed floor plan, the home boasts expansive living areas filled with natural light—ideal for both everyday living and

  Sheyla Fernandez Cardenas MELIN REALTY LLC

  12506 Westhaven Oak Dr, Winter Garden, FL 34787
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  /10

  $1,800 Per Month

  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  7121 Blue Indigo Crescent, Winter Garden, FL 34787

  SPACIOUS STUDIO APARTMENT located above the garage in a prime area of Winter Garden. RENT INCLUDES: WATER, ELECTRICITY, INTERNET, AND CABLE TV. This open-concept unit includes a Kitchenette with a stove, microwave and arefrigerator, plus a full bathroom and a private washer and dryer. Private side entrance and located near top-rated schools, shoppping, dining, and major highways. Community

  Miriam Rogacheski THE FLORIDA LOUNGE REALTY LLC

  7121 Blue Indigo Crescent, Winter Garden, FL 34787
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  /10

  $1,695 Per Month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Townhouse for Rent

  508 Varsity St, Winter Garden, FL 34787

  Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  508 Varsity St, Winter Garden, FL 34787
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  $2,350 Per Month

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Condo for Rent

  143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

  Awesome opportunity to live in a recently renovated, bottom floor unit in Southern Pines. Granite counter tops, brand new carpeting, new ceiling fans in bedrooms, brand new appliances in the kitchen. Close to the Winter Garden Village and major highways. Condominium has a community pool, tennis court, racquetball court, fitness center, hot tub, computer room, clubhouse, basketball court,

  Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

  143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
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  $1,700 Per Month

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

  165 Windtree Ln Unit U, Winter Garden, FL 34787

  Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

  Cheryl Good ZEAL REALTY

  165 Windtree Ln Unit U, Winter Garden, FL 34787

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