Leesburg, FL Homes for Rent under $2,000

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  /16

  $1,950 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  5440 Rosewall Cir, Leesburg, FL 34748

  Welcome to this beautiful updated Villa 2 bedroom, 2 bathroom, and den, remodeled and effortless living in one of the most desirable 55+ communities. From the moment you step inside, you will appreciate the bright open layout and the and the fresh modern finishes that make this home truly move in ready. The spacious living and dining area flows seamlessly, creating an inviting space for relaxing

  Twila Largent EXIT REALTY TRI-COUNTY

  5440 Rosewall Cir, Leesburg, FL 34748
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  /14

  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  112 Crossways Dr, Leesburg, FL 34788

  This is a fully-furnished, mid-term rental, min 1 month to a max 6 months lease. $200 Cleaning Fee

  112 Crossways Dr, Leesburg, FL 34788
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  /14

  $1,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • House for Rent

  35 Aberdeen Cir, Leesburg, FL 34788

  2 bed 2 bath in Scottish Highlands, nestled on a quiet cul-de-sac. 1,072 square feet of living space, this home features beautiful view of pond, All kitchen appliances, plus the washer and dryer, are included, Rent includes Basic Cable and HS Internet along with lawn service. Located near Lake Square Mall and great dining, Scottish Highlands offers exceptional amenities, including indoor and

  Steve Farah ROYAL REALTY PROPERTIES

  35 Aberdeen Cir, Leesburg, FL 34788
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  /6

  $999 Per Month

  • 1 Bed
  • 1 Bath
  • One Bedroom Cottage

  904 Lilly St, Leesburg, FL 34748

  ? Charming 1-Bedroom Cottage for Rent – $1,025/month ?Looking for a peaceful place to call home? This cozy 1-bedroom cottage is tucked away in secluded, historic downtown Leesburg, offering both privacy and convenience. Nice sized, bedroom has walk in closet.? Features:• Spacious rooms with plenty of natural light• Full-size kitchen• Central air conditioning• Quiet,

  904 Lilly St, Leesburg, FL 34748
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  /21

  $1,599 Per Month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Property for Rent

  141 Millwood Rd Unit 245, Leesburg, FL 34788

  Welcome to Mid Florida Lakes a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a stunning, beautiful 2023 3 bed, 2 bath home for sale featuring 1372.80 sq ft of beautifully designed living space. Located in Leesburg, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor plan,

  Johanna Figueroa Mid Florida Lakes

  141 Millwood Rd Unit 245, Leesburg, FL 34788
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  /11

  $2,000 Per Month

  • 2 Beds
  • 1 Bath
  • Lovely 2 bedroom, 1 bath home located in the beautiful community of the Legacy of Leesburg

  5810 Celebration Way, Leesburg, FL 34748

  This nice furnished 2 bedroom, 1 bath home is a great find for short term rental. (1 month minimum).The Legacy is a 55+ community known for its natural setting with lakes, conservation areas, and riverfront access. Included in this community you will find tennis, pickleball, softball courts/fields, resort-style pool, fitness center, and numerous clubs and activitiesAll Utilities are

  5810 Celebration Way, Leesburg, FL 34748
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  /7

  $1,700 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  325 S 2nd St Unit 206, Leesburg, FL 34748

  Welcome home to this charming 2 bedroom, 2 bathroom duplex located in the heart of beautiful Leesburg, Florida! College student friendly. Offered at $1,700/month, washer/dryer and landscaping included. NEW A/C JUNE 2026, New PAINT and Newer appliances and flooring throughout. This cozy rental combines comfort, convenience, and small-town charm. Enjoy a spacious layout, bright living spaces, and

  Alaina DiMare COAST TO COAST REAL ESTATE PRO

  325 S 2nd St Unit 206, Leesburg, FL 34748
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  /20

  $1,699 Per Month

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • NEWLY RENOVATED 3/2 Duplex near Sleepy Hollow Sports Complex in Leesburg

  2608 Icabod Ct, Leesburg, FL 34748

  3 bedroom 2 bathroom Duplex 1,131sqft with a 1 car attached garage located close to Sleepy Hollow Sports Complex in Leesburg. You'll love this new remodeled home with an open concept living space and split bedroom layout. The gourmet kitchen with granite counter tops, and stainless steel appliances has an unobstructed view of the spacious living room. There are two bedrooms located at the

  2608 Icabod Ct, Leesburg, FL 34748
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  /21

  $1,199 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Property for Rent

  2610 Dogwood Place Unit D2610, Leesburg, FL 34748

  Welcome to Coachwood Colony a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a beautiful 2022 2 bed, 2 bath home for sale or rent featuring 1000.00 sq ft of beautifully designed living space. Located in Leesburg, this property offers the perfect blend of modern amenities and timeless charm. BUY OR RENT W/ OPTION TO BUY! Step inside to find

  John Waterstradt

  2610 Dogwood Place Unit D2610, Leesburg, FL 34748
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  /36

  $1,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Vista Ave

  32629 Vista Ave Unit 32629 Vista, Leesburg, FL 34788

  32629 Vista Ave Unit 32629 Vista, Leesburg, FL 34788
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  /20

  $1,699 Per Month

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Property for Rent

  117 N Lake Dr Unit 806, Leesburg, FL 34788

  Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a beautiful, brand-new 3 bed, 2 bath home for sale featuring 1,460 sq ft of thoughtfully designed living space. Nestled in Leesburg, Florida, this home offers a perfect blend of modern comfort and coastal-inspired charm. Step inside to discover a spacious open

  Johanna Figueroa Mid Florida Lakes

  117 N Lake Dr Unit 806, Leesburg, FL 34788
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  /15

  $1,599 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,379 Sq Ft
  • Condo for Rent

  200 S 11th St Unit 102, Leesburg, FL 34748

  This beautiful two-story townhome is available for rent now, offering over 1300 square feet of spacious living. Featuring 2 bedrooms and 2 bathrooms, this home is designed for both comfort and convenience. The open-concept layout allows for plenty of natural light, creating a bright and inviting atmosphere. The kitchen comes equipped with new appliances, perfect for cooking and entertaining. Both

  200 S 11th St Unit 102, Leesburg, FL 34748
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  /14

  $1,500 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • House for Rent

  1604 Woodlyn Dr, Leesburg, FL 34748

  Welcome to 1604 Woodlyn Dr, a spacious 3-bedroom, 2-bathroom home conveniently located in Leesburg, FL! This home features a covered carport, large driveway, and a bright open layout with plenty of natural light throughout. Enjoy a spacious living area, generously sized bedrooms, and a large backyard perfect for relaxing or entertaining. Conveniently located near shopping, dining, schools, and

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  1604 Woodlyn Dr, Leesburg, FL 34748
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  /16

  $1,379 Per Month

  • 2 Beds
  • 1.5 Baths
  • 938 Sq Ft
  • Condo for Rent

  1197 Bentley Rd Unit 2, Leesburg, FL 34748

  1197 Bentley Rd Unit 2, Leesburg, FL 34748
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  /19

  $1,350 Per Month

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Property for Rent

  185 Millwood Rd Unit 286, Leesburg, FL 34788

  Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. Located in Leesburg, this property offers the perfect blend of modern amenities and timeless charm. You will fall in love with the features this moderately priced home has to offer. Just look at the enormous size of the eat in kitchen with it's walk in pantry and double

  Johanna Figueroa Mid Florida Lakes

  185 Millwood Rd Unit 286, Leesburg, FL 34788
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  /21

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,159 Sq Ft
  • Townhouse for Rent

  32635 Vista Ave, Leesburg, FL 34788

  NEW CONSTRUCTION!! 3 bedroom 2 bathroom Duplex 1,159sqft with a 1 car attached garage near Lake Square Mall! You'll fall in love with this homes open concept living space and split bedroom layout. Entertain your friends and family in the gourmet kitchen with granite counter tops, stainless steel appliances and large breakfast bar that is open to the spacious living room. Just off the main living

  Eddy Workinger EXPERT REAL ESTATE ADVISORS

  32635 Vista Ave, Leesburg, FL 34788
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  /8

  $1,450 Per Month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • House for Rent

  1708 High St, Leesburg, FL 34748

  Great Location close to schools and downtown where all the great restaurants are. 1 mile to shopping centers. Large backyard. Home was remodeled last year and in great shape.

  Mary Baker VISIONARY PROPERTIES INC

  1708 High St, Leesburg, FL 34748
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  /21

  $1,449 Per Month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Property for Rent

  147 Woodland Dr Unit 1064, Leesburg, FL 34788

  Currently being offered for sale or for rent. Welcome to Mid Florida Lakes, a 55+ age-qualified community, and this exquisite 2-year old home listing with professional landscaping that adds a touch of elegance to the exterior. The generous-sized front porch showcases a charming and welcoming ambiance for both residents and guests. Step inside to discover a beautifully appointed kitchen that will

  Johanna Figueroa Mid Florida Lakes

  147 Woodland Dr Unit 1064, Leesburg, FL 34788
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  /20

  $1,599 Per Month

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Property for Rent

  146 Lakeview Dr Unit 674, Leesburg, FL 34788

  Welcome to Mid Florida Lakes a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. Come see this beautiful 3-bedroom, 2-bath home with a fantastic split floor plan in a prime location. The charming exterior and well-maintained yard offer great curb appeal that's sure to impress. Step inside to a chef's kitchen that's truly the heart of the home,

  Johanna Figueroa Mid Florida Lakes

  146 Lakeview Dr Unit 674, Leesburg, FL 34788
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  /16

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • House for Rent

  33848 Emerald Pond Loop, Leesburg, FL 34788

  The property is Currently Occupied and will only be shown to Approved Applicants (To see occupied properties, tenants are required to fill out an application in advance) This Beautiful, UNFURNISHED 3-bedroom, 2-bath House is in a quiet neighborhood in a great location in Leesburg. It offers convenience to the Lake Square Mall and local dining, with easy access to Florida??s Turnpike and US-441.

  Jeremy Gunn GUNN PROPERTY SERVICES, LLC

  33848 Emerald Pond Loop, Leesburg, FL 34788
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  /20

  $1,699 Per Month

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft
  • Property for Rent

  513 Old Colony Rd Unit O513, Leesburg, FL 34748

  Welcome to Coachwood Colony, a 55+ age-qualified active and vibrant community, where your dream home is coming to life. We are excited to offer a stunning 2025 3 bed, 2 bath home for sale, featuring approximately 1198 sq ft of thoughtfully designed living space. Located in Leesburg, this soon-to-be-completed property will offer the perfect blend of modern design and timeless comfort. Construction

  John Waterstradt

  513 Old Colony Rd Unit O513, Leesburg, FL 34748
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  /19

  $1,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • House for Rent

  26840 Racquet Cir, Leesburg, FL 34748

  MOVE-IN SPECIAL. Apply Now and Save Big! This property qualifies for a $500 discount off the first month's rent 3 Bed, 2 Bath 2 car garage Home in the 55+ community of Highland Lakes, comprised of five lakes, seven beaches, a Clubhouse, and recreational facilities including ball fields, tennis and basketball courts, picnic areas, and playgrounds, all on roughly two square miles of land almost

  Jeremy Gunn GUNN PROPERTY SERVICES, LLC

  26840 Racquet Cir, Leesburg, FL 34748
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  /5

  $1,150 Per Month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  1911 Citrus Blvd Unit 1, Leesburg, FL 34748

  Enjoy life in a tranquil setting at Leesburg Estates, an exceptional place to live. Right now, we are offering a 480 sq. ft., 1 bed/1 bath apartment for a great value! Call us today to schedule a viewing and get a glimpse of what it's like to live exceptionally.

  Rob Mathis Leesburg Estates

  1911 Citrus Blvd Unit 1, Leesburg, FL 34748

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