Oldsmar, FL Homes for Rent under $3,000

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  $1,600 Per Month

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

  207 Woodlake Wynde Unit 207, Oldsmar, FL 34677

  Available August through November 15th, 2026. Woodlake Run of gated East Lake Woodlands Country Club Community.......Beautiful sunsets over the pond in this first floor condo. Entrance foyer takes you to tiled living area with comfortable leather couch complete with electric reclining, remote mood lighting tv cabinet (with Roku and Spectrum cable) into dining area and breakfast bar to open

  Sandra Harris PREFERRED REALTY GROUP, LLC

  207 Woodlake Wynde Unit 207, Oldsmar, FL 34677
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  $1,895 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Townhouse for Rent

  331 Countryside Key Blvd, Oldsmar, FL 34677

  Step into the perfect Florida lifestyle with this beautiful, sun-drenched 2-bedroom, 2 1/2 -bathroom condo located in the highly desirable Countryside Key community. From the moment you enter, you are greeted by an abundance of natural light that fills the spacious living area. The thoughtfully designed split level layout offers maximum privacy. The generous primary suite features a large closet,

  Michael Spithoyanis 1ST CLASS REAL ESTATE LLC

  331 Countryside Key Blvd, Oldsmar, FL 34677
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  $1,599 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  122 E Cypress Ct Unit 122, Oldsmar, FL 34677

  Great two bedroom, two bath condo in East Lake Woodlands, available right away and priced right! Tile floors throughout this second floor condo with screened patio and great views, washer/dryer included. RENT INCLUDES WATER, SEWER, TRASH, INTERNET AND CABLE!!! Convenient and CLEAN Oldsmar location, lots of shopping, dining and businesses. Commute easily in any direction. Call today, nice property.

  Lynda Kelly BAYSIDE PROPERTY MGMT. & REAL

  122 E Cypress Ct Unit 122, Oldsmar, FL 34677
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  $1,795 Per Month

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

  109 Meadow Ln, Oldsmar, FL 34677

  Available for Immediate Move-In! Enjoy easy, MAINTENANCE-FREE LIVING in this beautifully updated 1ST FLOOR 2 Bed/2 Bath condo located within the desirable gated community of East Lake Woodlands, adjacent the recently renovated Ardea Golf & Country Club. A RESERVED PARKING SPACE is conveniently located directly in front of the unit, and the PRIVATE REAR LANAI overlooks peaceful green space with no

  Dan Galati EXIT BAYSHORE REALTY

  109 Meadow Ln, Oldsmar, FL 34677
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  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • House for Rent

  70 Joanne Place, Oldsmar, FL 34677

  One story villa in Quail Forest of gated East Lake Woodlands Country Club community! Tiled entrance foyer takes you to the living area which has vaulted ceilings with clearview windows, wall to wall sliding glass doors out to the screen enclosed tiled lanai overlooking the canal. Comfortable leather furniture and flat screen tv in the living room, separate dining nook with breakfast bar into the

  Sandra Harris PREFERRED REALTY GROUP, LLC

  70 Joanne Place, Oldsmar, FL 34677
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  $1,440 Per Month

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

  135 Hunter Lake Dr Unit F, Oldsmar, FL 34677

  2BD/2BA Ground Floor Unit, Oldsmar!Welcome to Gardens of Forest Lake, a peaceful retreat nestled in the heart of Oldsmar, FL. This ground-floor 2-bedroom, 2-bathroom unit is available immediately and is offered as an annual, unfurnished rental. Inside, you'll find a bright and open living and dining area, featuring easy-to-maintain tile and vinyl flooring—no carpet in sight. The space is

  Lisa Connors RENT SOLUTIONS

  135 Hunter Lake Dr Unit F, Oldsmar, FL 34677
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  $1,850 Per Month

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

  218 Woodlake Wynde Unit 218, Oldsmar, FL 34677

  Updated, FULLY FURNISHED 2nd Floor Condo (for an annual lease) with pond view in Woodlake Run of gated East Lake Woodlands Country Club Community! This second floor condo has vaulted ceilings and clerestory windows with views of the 2 acre pond from your screen enclosed lanai. Livingroom/dining room combination with breakfast bar to remodeled kitchen with all new appliances. Large screen enclosed

  Sandra Harris PREFERRED REALTY GROUP, LLC

  218 Woodlake Wynde Unit 218, Oldsmar, FL 34677
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  $2,750 Per Month

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • House for Rent

  5107 Pinnacle Dr, Oldsmar, FL 34677

  Annual fully furnished rental home located in the Pinnacle area of the gated community of East Lake Woodlands Country Club! This inviting three bedroom home offers large scale comfort and charm within its efficient design. You will appreciate the many finer details, beautiful entrance foyer into the formal living room and dining area or just enjoy the open kitchen with pleasant eating nook and

  Becki Joyal CENTURY 21 INTEGRA

  5107 Pinnacle Dr, Oldsmar, FL 34677
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  $2,150 Per Month

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

  230 Cypress Place, Oldsmar, FL 34677

  Available now for annual lease! Experience resort-style living in the highly desirable East Lake Woodlands community, where lush landscaping, championship golf courses, and exceptional amenities create the perfect setting for an active Florida lifestyle. Ideally situated along the 18th hole, this beautifully maintained 2-bedroom, 2.5-bath townhome offers peaceful golf course views and comfortable

  Amy Heckler HR RENTALS & PROPERTY MANAGEMENT LLC

  230 Cypress Place, Oldsmar, FL 34677
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  $2,300 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  109 Pine Ct Unit 49, Oldsmar, FL 34677

  OFFERING FIRST MONTH FREE WITH A ONE YEAR LEASE! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in East Lake Woodlands, a sought-after gated and guarded golf community in Oldsmar. This inviting home features an open floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The spacious primary bedroom offers a

  Scott Corr COLDWELL BANKER REALTY

  109 Pine Ct Unit 49, Oldsmar, FL 34677
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  $2,850 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • House for Rent

  845 Aurora Way, Oldsmar, FL 34677

  Welcome to Hayes Park Village! Better than New 3 Bedroom, 2.5 Bath, 2 Car Garage Cottage Style Home Located in the Heart of Oldsmar near the Parks & Trails. Maintenance Free Living Community. Cozy Covered Front Porch leads to French Door Entry. Rich Engineered Wood Flooring throughout the main living area gives this property a classic elegant feel. Great Room Floor plan with Separate Dining area

  Mark Fazzini RE/MAX REALTEC GROUP INC

  845 Aurora Way, Oldsmar, FL 34677
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  $1,695 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  134 Cypress Ct, Oldsmar, FL 34677

  Welcome home to this beautifully updated two bedroom two bath second floor condo located in the highly desirable gated community of East Lake Woodlands. This spacious split bedroom floor plan offers privacy and comfort making it ideal as a primary residence. The updated kitchen features white shaker cabinets, beautiful countertops in a clean modern design. Luxury vinyl plank flooring runs

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  134 Cypress Ct, Oldsmar, FL 34677
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  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Condo for Rent

  209 Mary Dr Unit 7, Oldsmar, FL 34677

  Experience pristine comfort in this completely updated, 1,100 sq. ft. condo. Tucked away in the premier, gated East Lake Woodlands community, this unit offers an open-concept design, top-tier updates, and a tranquil layout with no rear neighbors for ultimate privacy.Turn-Key & Flexibility Furniture: Most modern furniture seen in images is available for sale or rent. Kitchen: Options available to

  Cynthia Weclew GILLEN & ASSOCIATES

  209 Mary Dr Unit 7, Oldsmar, FL 34677
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  $2,100 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  135 W Cypress Ct, Oldsmar, FL 34677

  Call to see this East Lake Woodlands Finest 2 Bedroom 2 Bath cute downstairs corner condo with almost everything new. Including most of the windows. Treat yourself to elegance in this remodeled Kitchen with LOTS of cupboard space and Quartz counters. New cabinets and lighting. Walk in to see the beautiful flooring throughout the condo. The large Master Bedroom has 3 closets and room for a King

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  135 W Cypress Ct, Oldsmar, FL 34677
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  $1,850 Per Month

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

  333 Woodlake Wynde, Oldsmar, FL 34677

  GROUND FLOOR CONDO with BEAUTIFUL SCENIC VIEW of the LAKE from the GREAT ROOM, KITCHEN, MASTER BEDROOM & PATIO. NEWER LUXURY LAMINATE FLOORING THROUGHOUT the CONDO. NEW STAINLESS STEEL APPLIANCES. FULLY FURNISHED with NEWER FURNITURE in the LIVING & DINNING ROOM. LARGE Master Suite has two Sliders with VIEWS OF THE POND & a Walk in Closet. The Wrap Around LANAI is ENCLOSED with Two Closets, one

  Marie Becklund FUTURE HOME REALTY INC

  333 Woodlake Wynde, Oldsmar, FL 34677
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  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  112 Cypress Ct Unit 112, Oldsmar, FL 34677

  Located at 112 Cypress Ln, Oldsmar, FL 34677, this charming 2-bedroom, 2-bath condo in the desirable East Lake Woodlands / Cypress Estates community offers comfortable, Florida living in a peaceful, gated setting with community pool access and well-maintained grounds. The home features a split floor plan, in-unit laundry, and a private screened patio — perfect for morning coffee or relaxing

  Wil Sanders EXP REALTY LLC

  112 Cypress Ct Unit 112, Oldsmar, FL 34677
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  $2,050 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  240 Cypress Ln Unit 240, Oldsmar, FL 34677

  Welcome to 240 Cypress Lane in Oldsmar, where effortless Florida living meets refined, turnkey luxury with tranquil water views and a premier golf lifestyle just moments away. This fully furnished, completely renovated second-floor residence offers the perfect blend of comfort, style, and security, high and dry with no flood insurance required. Step inside to a bright, open-concept layout

  Nick Wimperis LPT REALTY, LLC

  240 Cypress Ln Unit 240, Oldsmar, FL 34677

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