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EAST LAKE WOODLANDS WOODLAKE RUN - TB8511765 - 336 WOODLAKE WYNDE, OLDSMAR, FL 34677 Just Added on 05/23/2026 12:56PM
$2,000 | Condo | 2 beds | 2.0 baths
Call to see and Enjoy your Florida getaway in this beautifully furnished 2 bedroom, 2 bath upstairs rental featuring a fantastic lake view and peaceful surroundings. Relax with your morning coffee or unwind in the evening on the private screened-in patio overlooking the water. Another screened patio off the guest room for more fresh air. Ceiling fans throughout the home help keep everything cool and comfortable year-round. This fully furnished rental includes everything you need for a carefree stay just bring your clothes, food, and a happy disposition. The spacious primary bedroom features a queen-size bed with calming lake views, while the guest bedroom offers two twin beds and is thoughtfully separated for added privacy. Conveniently located near wonderful shopping, dining, and entertainment, this property places you right in the heart of Florida living. Only 25 minutes to Tampa International Airport and approximately 20 minutes to beautiful Honeymoon Island. Enjoy nearby Dunedin and Oldsmar with their charming downtown areas, waterfront parks, festivals, restaurants, and endless activities. Call today for availability and enjoy your sunny Florida escape. Sorry No Pets. Available monthly till November and slightly higher for Dec to end of Feb.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP
WEST OLDSMAR SEC 1 - TB8511240 - 3141 HURON AVE #B, OLDSMAR, FL 34677 Just Added on 05/23/2026 11:21AM
$1,875 | Half Duplex | 3 beds | 2.0 baths
LEASE PURCHASE OPTION AVAILABLE | IMMEDIATE MOVE-IN AVAILABLE Beautifully upgraded rental home in the heart of Oldsmar, ready for immediate occupancy! This move-in ready residence offers the privacy and comfort renters are looking for, featuring a private entrance, fully fenced private backyard, and dedicated parking with a spacious driveway. Inside, you’ll find a fresh, modern interior with tile flooring throughout, granite countertops, stainless steel appliances, fresh paint, and a beautifully renovated bathroom with luxury tile and contemporary finishes. The updated kitchen offers both style and functionality, while washer and dryer hookups inside the home add everyday convenience. Step outside to enjoy your own private fenced outdoor space—perfect for relaxing, entertaining, or enjoying Florida living. Ideally located in desirable Oldsmar, just minutes from shopping, grocery stores, restaurants, parks, and major highways for an easy commute to Tampa, Clearwater, and surrounding areas. No application fee. Lease purchase option available. Immediate move-in.
Listing is courtesy of: MUSGRAVE GROUP LLC
EAST LAKE WOODLANDS CONDO - TB8511614 - 161 LAKESIDE DR, OLDSMAR, FL 34677 Just Added on 05/22/2026 4:42PM
$2,000 | Condo | 2 beds | 2.0 baths | 1 car
Call Fonda Dillard 813-514-5222 to Discover your perfect getaway! This inviting, fully furnished 2-bedroom, 2-bath condo awaits your arrival. Simply bring your essentials to enjoy a comfortable, updated living space, complete with in-unit washer and dryer. 2 bedrooms and they are seperated by closet space and bathrooms for privacy. Embrace tranquility on the back patio, offering serene lake views and glimpses of local wildlife. Located in a golf community for that well maintained and clean looks, you're moments away from shopping, dining, and entertainment. Available for a 3-month minimum stay from June 1 to October 31. Please note, pets are not permitted. Make this your home away from home; call now to secure your retreat!
BAY ARBOR - TB8511076 - 380 ROSALIND LN, OLDSMAR, FL 34677 1 Day on yellowkey
$3,800 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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 is courtesy of: RE/MAX REALTEC GROUP INC
WORTHINGTON - TB8510120 - 4906 AUGUSTA AVE, OLDSMAR, FL 34677 4 Days on yellowkey
$3,395 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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
MEADOWS CONDO AT EAST LAKE WOODLANDS - TB8508465 - 107 WINDWARD PL #107, OLDSMAR, FL 34677 5 Days on yellowkey
Available June 1 though October 31. Rest and relaxation are the 'key' to this beautifully decorated first floor condo in The Meadows of gated East Lake Woodlands Country Club community. Tile flooring thru out the living area with comfortable setting to watch your flat screen tv or out to the glass enclosed lanai to enjoy your new book! Dining area to set up a more formal table or grab a bite in the eat in kitchen area. Kitchen has stainless appliances, breakfast bar overlooking the dining/living area. Split bedroom plan. Primary bedroom with queen size bed, tv, walk in closet and sliders out to the lanai (where the washer and dryer are located in the utility closet). Primary ensuite bath with tiled walk in shower and linen closet. Guest bedroom with twin beds, tv and guest bath with tub/shower combination. This is a non-smoking/vaping residence, and all short term rentals are subject to a 13% sales/tourist tax. Water, sewer, trash, basic cable, internet and up to $100 in electric included in the rent. Please call for availability.
Listing is courtesy of: PREFERRED REALTY GROUP, LLC
GARDENS OF FOREST LAKES CONDO THE - TB8508522 - 133 SABAL CT #B, OLDSMAR, FL 34677 6 Days on yellowkey
$1,650 | Condo | 3 beds | 2.0 baths
Amazing property completely remodeled ready to move in, 2/2 and office or possible 3/2 all new luxury flooring, tile bathrooms, high end quartz and maple wood cabinets, inside laundry room great schools, club house pool, tennis racketball close to shopping centers and restaurants
Listing is courtesy of: RICARDO MANUEL SANCHEZ
GARDENS OF FOREST LAKES CONDO THE - TB8508037 - 122 LOBLOLLY CT #C, OLDSMAR, FL 34677 11 Days on yellowkey
$1,450 | Condo | 2 beds | 2.0 baths
2BD/2BA Second Floor Unit, Oldsmar, Available Immediately! Welcome to Gardens of Forest Lake, a peaceful retreat nestled in the heart of Oldsmar, FL. This second-floor (stairs only) 2-bedroom, 2-bathroom unit is available immediately and is offered as an annual, unfurnished rental. This unit has tile flooring spanning throughout, and NEW carpet in the bedrooms! Freshly painted walls, new kitchen counters, ceiling fans, and an in-unit full size washer/dryer. There is also an outdoor balcony to relax on with a storage closet! This rental includes one assigned parking spot, and the rent covers trash and lawn maintenance. As a resident of Gardens of Forest Lake, you'll have access to fantastic outdoor amenities, including a pool, tennis courts, basketball courts, racquetball, a playground, picnic tables and grills, a waterfront dock with a fishing area, and more! No Utilities included. Plus, you'll enjoy easy access to local shopping, dining, entertainment, grocery stores, hospitals, banks, and much more. Located in close proximity to Tampa or Clearwater, this is one to see! Don't miss out—schedule your viewing today! Pet Policy: Small pet allowed at the owner's discretion, with a $350 nonrefundable pet fee. If you decide to apply for one of our properties: Screening includes credit/background check, income verification of 2.5 to 3 times the monthly rent and rental history verification. Credit Minimum 650. APPLICANT CHARGES: Application Fees: $75 for each adult, 18 years of age and older (non-refundable). $25 for each pet application fee for pet verification (non-refundable). Current vaccination records will be required. ESA and service animals are FREE with verified documentation. Lease Initiation Admin Fee: $150.00 after approval and upon signing. Security Deposit: Equal to one month’s rent. Pet Fee if applicable (non-refundable) $350 for each approved pet. All Rent Solutions residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, HVAC air filter delivery (for applicable properties), our best-in-class resident rewards program, and much more! More details upon application.
Listing is courtesy of: RENT SOLUTIONS
BAYSIDE TERRACE - TB8507643 - 9009 PALM KEY AVE, OLDSMAR, FL 34677 11 Days on yellowkey
$4,500 | Townhouse | 4 beds | 3.0 baths | 2 gar
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 open-concept floor plan, and an upgraded kitchen built for entertaining, featuring an extended island, a side bar with glass front cabinetry or the perfect coffee station, and equipped with a huge walk-in pantry. There is so much space in this kitchen! Upstairs, the owner’s suite overlooks the water and offers a luxurious en suite retreat with a soaking tub, separate shower, dual vanities, and a large walk-in closet. Two additional bedrooms and a spacious bonus room provide plenty of flexibility — ideal for a game room, movie room, or playroom. You’ll also love the oversized laundry room conveniently located just off the primary suite, so there’s no need to carry clothes far. Relax and unwind on your screened lanai overlooking the water, or take advantage of the resort-style amenities Bayside Terrace is known for which include a stunning infinity pool overlooking Tampa Bay, a fitness center, outdoor gas grills, a cozy fire pit to relax by after a long day, a kayak launch and storage area, as well as a waterfront pier perfect for fishing and enjoying those sunset views. LOCATION IS KEY as it's just minutes to downtown Oldsmar’s restaurants and shops, 10 minutes to downtown Safety Harbor, 20 minutes to Honeymoon Island, 25 minutes to Tampa International Airport, and 30 minutes to Clearwater Beach. This home offers the perfect balance of waterfront serenity and convenient access to everything you need throughout Tampa Bay. Plus your monthly rent includes: Cable, Internet, Water, Trash, AC Filters, Salt for Water Softener System, Grounds Maintenance and Gated Access. Enjoy maintenance-free, waterfront living in one of Oldsmar’s most desirable communities — this spacious, one-of-a-kind townhome is truly a rare find!
Listing is courtesy of: REAL BROKER, LLC
EAST LAKE WOODLANDS CONDO - TB8507657 - 109 NANCY DR, OLDSMAR, FL 34677 11 Days on yellowkey
$1,800 | Condo | 2 beds | 2.0 baths | 1 car
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 tennis courts, and a stunning country club. Ideally situated near world-class beaches, scenic nature parks and preserves, and with convenient access to shopping and dining, this home is the perfect opportunity to embrace the best of the Florida lifestyle. Schedule your showing today!
Listing is courtesy of: CENTURY 21 INTEGRA
GULL-AIRE VILLAGE - TB8506405 - 86 PELICAN DR N, OLDSMAR, FL 34677 13 Days on yellowkey
$1,450 | Manufactured Home | 2 beds | 2.0 baths | 1 car
2/2 home in Gull-Aire available for rent immediately. Gull-Aire is a 55+ ONLY socially active community with a clubhouse, library, pool table, shuffleboard, Bocce ball court and heated pool and spa. The clubhouse has planned events every month. There is always somewhere to practice Yoga, do pool exercises, play Bingo, cards, and go line dancing. The community is golf cart friendly. One pet. retail plaza just across the street from the community. Close proximity to Mease Countryside Hospital. 10 miles from Honeymoon Island/Caladesi. Walking trail along the canal includes 2 access points from within the community. Room sizes are approximate and to be verified by the tenant/tenant's agent.
Listing is courtesy of: LIPPLY REAL ESTATE
BAYSIDE MEADOWS PH II - TB8504635 - 2012 DOVER CT, OLDSMAR, FL 34677 18 Days on yellowkey
$2,200 | Villa | 2 beds | 2.0 baths | 1 gar
Check out this move-in ready furnished Villa. Ideal for a Small family or college student. 2 bed, 2 bath with a fireplace and a 1 car garage. The location is in a desirable area. The chef's kitchen boasts stainless steel appliances, custom countertops, a breakfast bar, and a large custom island. The back yard is fully fenced for entertaining or cooking out. Walk on down to Sheffield City Park which features a playground, trails, dog park and more. Nearby you have a community pool to cool off. A truly amazing location providing easy access to Dunedin, Tampa, International airport, beaches, restaurants, shopping, golf courses, and a short driving distance to Tampa Bay. Easy to show.
Listing is courtesy of: DALTON WADE INC