12

Oldsmar, FL Homes for Rent in a Gated Community

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  • /28

    $1,700 Per Month

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

    207 Palmetto Ct, Oldsmar, FL 34677

    Updated 2-Bedroom, 2-Bath Ground Floor Condo with Patio in Gated East Lake Woodlands! This beautifully updated 2-bedroom, 2-bath condo is located in the desirable gated community of East Lake Woodlands. Featuring newer HVAC and a hot water heater (just 3 years old), this home offers modern comfort with luxury vinyl flooring throughout, including the screened lanai. The open-concept great room

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 213-4539

    207 Palmetto Ct, Oldsmar, FL 34677
  • /15

    $2,100 Per Month

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

    237 Woodlake Wynde Unit 237, Oldsmar, FL 34677

    Don't miss this wonderful opportunity to rent in the highly sought-after community of East Lake Woodlands! This 2 bed/2 bath condo comes with a bonus Florida Room, an in-unit laundry closet, and is available for a **short-term furnished rental from May 15, 2026 through February 28, 2027 (3-month minimum).** Come and see this beautiful unit featuring a kitchen complete with tile backsplash and

    Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

    237 Woodlake Wynde Unit 237, Oldsmar, FL 34677
  • /31

    $1,740 Per Month

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

    218 Caryl Way, Oldsmar, FL 34677

    Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting.Step inside to discover a bright and airy interior filled with natural light. This move-in-ready

    Karen Sewell CHARLES RUTENBERG REALTY INC

    218 Caryl Way, Oldsmar, FL 34677
  • /30

    $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
  • /55

    $3,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft
    • House for Rent

    380 Rosalind Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment

    Mark Fazzini RE/MAX REALTEC GROUP INC

    380 Rosalind Ln, Oldsmar, FL 34677
  • /24

    $1,800 Per Month

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

    109 Nancy Dr Unit 45, Oldsmar, FL 34677

    Welcome to this beautifully maintained 2 bedroom, 2 bathroom first-floor condo located in the highly desirable gated community of East Lake Woodlands. This immaculate home features upgraded laminate flooring throughout and offers a serene view perfect for relaxing mornings or evenings. Residents may enjoy access to an exceptional lifestyle with two championship 18-hole golf courses, 14 Har-Tru

    Becki Joyal CENTURY 21 INTEGRA

    109 Nancy Dr Unit 45, Oldsmar, FL 34677
  • /10

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    212 Cypress Ln, Oldsmar, FL 34677

    This condo is located in the gated community of East Lake Woodlands. The property features a Newly renovated Kitchen with an open floor plan, split bedrooms, eat in kitchen. Primary bedroom has two walk-in closets, a linen closet and en suite bathroom with shower, a guest room with the bathroom steps away, a screened lanai includes a laundry closet with new washer dryer for tenant use. This condo

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    212 Cypress Ln, Oldsmar, FL 34677
  • /50

    $1,800 Per Month

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

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677

    This is Florida living at its finest! This quiet community of Cypress Estates is nestled in the East Lake Woodlands neighborhood with great amenities like walking trails, wooded areas, and a pool to enjoy. If you are looking for security, location, value, and great style, with a no-maintenance lifestyle, look no further! This community has 6 private gates to go in and out from different locations

    Bedsy Renwanz SANDPEAK REALTY

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677
  • /42

    $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
  • /34

    $4,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,587 Sq Ft
    • Townhouse for Rent

    9009 Palm Key Ave, Oldsmar, FL 34677

    WATERFRONT living in this beautifully upgraded townhome located in the gated Bayside Terrace community. This rare, larger waterfront unit stands out from the rest, offering expanded water views to create a bright, airy layout with even more breathtaking views of the bay and conservation area from the comfort of your kitchen, living room, and dining area. Step inside to find high ceilings, an

    Nisa Gonzalez Smook REAL BROKER, LLC

    9009 Palm Key Ave, Oldsmar, FL 34677
  • /13

    $1,695 Per Month

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

    152 Cypress Ln, Oldsmar, FL 34677

    This nice two bedroom, two bath second floor condo is located in the sought-after GATED community of East Lake Woodlands! This condo has had updates as you can see in the pictures. You will find an open floor plan. We have a split bedroom layout which offers privacy for each occupant.. the kitchen is set up as an eat in kitchen or an office space. The breakfast bar is adjacent to the dining area

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    152 Cypress Ln, Oldsmar, FL 34677
  • /35

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    160 Joanne Place, Oldsmar, FL 34677

    Completely renovated villa offering conservation views in the coveted gated community of Quail Forest in East Lake Woodlands Country Club Community! This beautiful residence offers its guests a modern, open-concept floor plan featuring top of the line materials throughout. Upon entry one is greeted with a welcoming open space providing views of the living room, dining area and the gorgeous wet

    Karen Sewell CHARLES RUTENBERG REALTY INC

    160 Joanne Place, Oldsmar, FL 34677

Rental Home Trends in Oldsmar, FL

Rental Home Trends

Number of Homes for Rent
12
Median Rent
$1,850
Median Single Family Home Rent
$2,325
Median Townhouse Rent
$1,900
Median Condo Rent
$1,700
How to Rent a Home