Displaying: For Rent
Location: Oldsmar
Property Type(s): Single Family
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Oldsmar - 8 properties found
300 CYPRESS CREEK CIR, OLDSMAR, FL 34677
$4,20022 Days on yellowkey MLS ID: TB8513245
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2730 Built: 1977Community: East Lake WoodlandsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year:
Middle School: Carwise Middle-PN
Remarks: Located in the desirable gated golf-course community of East Lake Woodlands, this lovely two-story pool home sits on a corner lot on a small canal. Thoughtfully designed for spacious, comfortable living and entertaining, it offers four bedrooms (including a large primary bedroom upstairs) plus a downstairs flex or office space, 2.5 baths, and a spacious two-car side-entry garage. The main level features generous living spaces including a large back sunroom, dining area, family room and a flexible den/bonus room, all finished with low-maintenance luxury vinyl, while upstairs the very large bedrooms showcase rosewood hardwood flooring and ample closet storage. The screened porch includes a covered lanai, paver deck and a pebble-tech swimming pool—perfect for relaxing or hosting guests. Additional conveniences include a large utility room with washer and dryer included and a sizeable downstairs storage closet/pantry. As a resident of East Lake Woodlands you’ll have access to optional (at tenant's expense) Country Club memberships with championship golf courses, tennis courts, pools, a fitness center and elegant dining and event facilities. Situated in a prime Pinellas County location near top-rated schools, Gulf beaches, the airport, parks and shopping, this spacious, well-appointed home in a secure golf-course community is an exceptional rental opportunity for those seeking resort-style living. Don't wait - This is a rare opportunity as rentals don't come up very often in this desireable area!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-327-7807)
Listing Agent: Gina Miles (813-892-5686)
165 MOBBLY BAY DR, OLDSMAR, FL 34677
$6,0006 Days on yellowkey MLS ID: TB8520444
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3945 Built: 2012Community: Estuary Of Mobbly BaySpa: YesSingle Family
Elementary School: Oldsmar Elementary-PN
Remarks: Wow!! Picture perfect model home located in the exclusive gated community of ‘Estuary of Mobbly Bay’. This home boasts 5 large bedrooms, plus a den/office, plus an upstairs bonus room, 4 full baths and a 3-car garage... Nearly 4,000 sq.ft. of grandeur! The moment you walk through the commanding solid wood front door you are greeted to excellence!!! A true “family home” with separate formal living and dining areas. The kitchen and family room are perfectly positioned as an entertainer’s dream! The kitchen includes a cook top, wall oven/microwave, granite counters and a designer tile back splash. The desirable double island layout allows for a substantial breakfast bar in addition to an eat-in area. And this wide-open space overlooks the huge family room accented by magnificent French doors and views of a beautiful outdoor living space! Of course, the splendor extends outside!! There is a large pavered lanai & beautifully designed pool, with a ‘sun shelf’ and raised hot tub!! The remainder of the main living level claims 4 of the 5 bedrooms. All generously sized with large windows revealing a light & bright setting. The primary retreat is fit for royalty and has upgrades galore! Crown molding, ensuite w center set soaking tub and a massive double-entry ‘walk in’ shower! All bathrooms are elegantly designed and completed with striking finishes! A bonus living space and the 5th bedroom with an additional full bath are found upstairs. Absolutely perfect for a nanny or in-law quarters or a fitting design for a large family! Infinite upgrades! Exquisite taste prevails in this stunning home near to shopping, restaurants, Tampa International Airport and the famed Gulf beaches!!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
4801 AUGUSTA AVE, OLDSMAR, FL 34677
$4,50021 Days on yellowkey MLS ID: TB8514043
REDUCED by $500 (10.0%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2133 Built: 1997Community: WorthingtonSpa: YesSingle Family
Elementary School: Leila G Davis Elementary-PN
Remarks: Call for your private viewing. East Lake Woodlands 4 Bedroom Pool Home! It is all about owning your time! Imagine waking up on a Saturday morning. Instead of spending the day mowing grass, cleaning a pool, or catching up on endless maintenance, you pour a cup of coffee and step outside to your private backyard retreat. The lawn is already maintained. The saltwater pool is already sparkling. Your time belongs to you. Inside, the home is designed around connection. The open living spaces flow effortlessly toward the pool through expansive pocket sliders, creating the kind of indoor-outdoor lifestyle that draws so many people to Florida in the first place. The spacious primary suite offers a peaceful escape at the end of the day, while three additional bedrooms provide flexibility for growing families, visiting guests, or multigenerational living. The renovated kitchen serves as the heart of the home, creating a natural gathering place for everyday meals and special celebrations alike. Beyond the property itself, the East Lake Woodlands lifestyle continues. Residents enjoy a secure 24-hour gated community, highly rated schools, convenient shopping, dining, and the option to join one of Tampa Bay's most respected country club communities featuring golf, tennis, fitness, and social activities. Located just minutes from everyday conveniences, Gulf Coast beaches, and Tampa International Airport, this home offers something many are searching for but rarely find: A home that gives you more freedom to enjoy life. 4801 Augusta Avenue isn't simply a place to live. It's a place to slow down, reconnect, entertain, relax, and create the memories that matter most. Pets are welcome.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)
Listing Agent: Fonda Dillard (813-514-5222)
309 FAIRFIELD ST, OLDSMAR, FL 34677
$3,00012 Days on yellowkey MLS ID: TB8517863
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1566 Built: 1980Community: Oldsmar Rev MapSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath home featuring a fully screened-in pool, with pool care included, and plenty of space for relaxing and entertaining. The open-concept layout is filled with natural light, creating a bright and inviting atmosphere throughout. Enjoy modern updates, spacious living areas, and an abundance of storage and closet space to meet all your needs. Nestled in a charming Oldsmar neighborhood with no HOA, this home offers both comfort and convenience in a central location between Tampa and the Gulf beaches. Oldsmar is known for its beautiful waterfront access, numerous parks, local dining, shopping, and easy access to major roadways and everyday amenities. Whether you’re hosting guests by the pool or enjoying a quiet evening at home, this property provides the perfect blend of style, space, location, and outdoor living, with pool care included. In addition to the advertised base rent, all residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month, which includes HVAC air filter delivery, credit building to help boost your credit score with timely rent payments, utility concierge service making utility connection a breeze during your move-in, and much more. More details upon application. Pets welcome! No Pitbull or Rottweilers. No more than 2 pets, 50 pounds max, at the owner’s discretion. Vacant and available now!
Listing is courtesy of: WRIGHT DAVIS REAL ESTATE (813-251-0001)
Listing Agent: Chelsie Lewis (813-251-0001)
380 ROSALIND LN, OLDSMAR, FL 34677
$3,80032 Days on yellowkey MLS ID: TB8511076
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Community: Bay ArborSpa: NoSingle Family
Remarks: 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 you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility—ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly—schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.
Listing Agent: Mark Fazzini (727-485-9981)
4906 AUGUSTA AVE, OLDSMAR, FL 34677
$3,39535 Days on yellowkey MLS ID: TB8510120
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2099 Built: 1995Community: WorthingtonSingle Family
Remarks: Your dream rental just hit the market. Located inside the exclusive 24/7 gated community of Worthington at East Lake Woodlands, this beautifully maintained 3 bedroom, 2.5 bathroom two-story home is the total package. Soaring ceilings, an open floor plan, and a spacious first floor primary bedroom with French doors leading directly to the pool deck make this home truly one of a kind. The great room is bathed in natural light with elegant plantation shutters, and the eat-in kitchen features stainless steel appliances under gorgeous vaulted ceilings. Head upstairs to discover two additional bedrooms and an expansive loft space that opens up endless possibilities as a home office, media lounge, playroom, or second living area. Now for the backyard that will stop you in your tracks. The private screen-enclosed gunite pool and covered lanai offer panoramic views of the shimmering pond and East Lake Woodlands golf course, creating a backdrop you'll never get tired of coming home to. An oversized two-car garage, fully fenced yard, inside laundry, and beautiful paver driveway round out everything you need and more. With top-rated schools just minutes away and easy access to shopping, dining, Tampa International Airport, and the white sand beaches of Honeymoon Island, this location truly has it all. Rent includes pool maintenance and pest control. Tenant is responsible for lawn maintenance. Homes like this do not last. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Angel Bueno (727-437-6583)
532 JETSTAR LN, OLDSMAR, FL 34677
$2,42598 Days on yellowkey MLS ID: TB8487312
0 Days Off yellowkey (back on 5/15/2026)
REDUCED by $45 (1.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1375 Built: 2020Community: Hayes Park VillageSingle Family
Remarks: AVAILABLE JUNE 1ST!! Beautiful 3 Bedroom, 2.5 Bath Home Available For Rent!! Newer construction built in 2020! The main living area is on the first floor and features an open-floor concept with a living room/dining room combo, kitchen, half-bath, and laundry closet. The kitchen boasts custom white cabinetry, granite countertops, stainless steel appliances, and a island that provides additional cabinet and counter space. On the second floor you will find the spacious master bedroom with tray ceilings and a walk-in closet. The ensuite bathroom has granite countertops and a walk-in shower. The other two bedrooms and second full bathroom are also located on the second floor. There is a two-car garage and a covered outdoor patio. LOCATION! LOCATION! LOCATION! This property is in the heart of Tampa Bay. Convenient access to all shopping plazas, highways, and award-winning beaches. Pets accepted on a case-by-case basis; owner must approve. Pet Screening required for approved pets. Lease admin of $150 due at move-in. Application Required for all persons 18 years and older, Minimum qualifications include credit score of 600 or better, verifiable gross monthly income of at least 3x the amount of monthly rent, no evictions or landlord tenant collections, and stable rental history required. If applicable - HOA Approval Required. Any HOA application fee must be paid by tenant.
Listing is courtesy of: COASTAL PIONEER REALTY (813-563-8100)
Listing Agent: Angie Hill (813-480-3524)
5107 PINNACLE DR, OLDSMAR, FL 34677
$2,750323 Days on yellowkey MLS ID: TB8413963
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2404 Built: 1994Community: Parcel B - The PinnacleSingle Family
Remarks: 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 kitchen counter overlooking the family room complete with wood burning fireplace and built in shelving. If you choose, sit out in the comfortable enclosed Florida Room overlooking the landscaped yard with separate informal eating area. Inside laundry room comes with washer and dryer and extra cabinet storage. Spacious primary bedroom with king size bed and large tv, plenty of closet space and wonderful primary bath with walk in shower and double sink vanity. There are two guest bedrooms – first guest bedroom with queen bed and additional guest bedroom with twin beds. This home is complete with many extras to make your stay comfortable. This is a non smoking/vaping residence with basic cable, internet, lawn service and inside wall pest control included in the rent. The owner will consider a pet with a pet fee and additional pet rent. Community pool nearby. This property also offers an optional enrollment in the Resident Benefits Package (RBP) for $50.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.
Listing is courtesy of: CENTURY 21 INTEGRA (727-784-6040)
Listing Agent: Becki Server (727-835-9696)
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