Remarks: Welcome to refined Florida living in the heart of Old Englewood! Nestled within a private gated community, this executive-style single-family home offers the perfect blend of luxury, comfort, and convenience just minutes from Historic Dearborn Street, local dining, boutique shopping, and the area’s beautiful Gulf beaches. Situated on an oversized lot, this spacious 4-bedroom, 2.5-bath residence features a thoughtfully designed split floor plan with plenty of room to live and entertain. Inside, you’ll find formal living and dining spaces in addition to a large family room, creating flexible spaces for both everyday living and hosting guests. The chef’s kitchen is the centerpiece of the home, complete with a large center island, double ovens, abundant cabinetry, and ample prep space for cooking and gathering. Step outside to your private outdoor retreat featuring a screened, heated pool and expansive lanai — ideal for relaxing year-round and enjoying the Florida lifestyle. A 2-car garage adds additional storage and convenience. This home is perfectly suited for someone relocating to the area, a busy professional seeking a maintenance-free lifestyle, or anyone waiting for a new home to be completed. Lawn care and pool maintenance are included in the rent for easy living. Tenant is responsible for electric, water/sewer, and internet. One small dog will be considered. First month’s rent, last month’s rent, and security deposit are due at lease signing.

Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)

Listing Agent: Kathi Obendorfer, Pa (941-445-3775)

Remarks: Waterfront beauty in Overbrook Gardens, located in Englewood. This beautifully renovated 3-bedroom, 2-bath vacation rental features a spacious split-floor plan with an inviting family room and screened lanai, perfect for relaxing and entertaining. Situated on an oversized lot, the property also offers a heated pool and tranquil waterfront views. Just 2.5 miles from Manasota Beach and a short drive to the beautiful beaches of Manasota Key, this home is ideally located near local dining, shopping, and area attractions including Dearborn Street in Old Englewood Village, Wellen Park, and historic downtown Venice. Experience the perfect blend of convenience and relaxation in this exceptional vacation rental—your perfect Floridian escape awaits. Seasonal rent is $5,500 (December - April). Off season rent is $3,500 (May - November). Tourist tax of 13% is in addition to the rent. Rent includes water & electric up to $200 monthly.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Laurie Shaffer (330-565-5651)

Remarks: Wow! Calling all snow birds we now have Winter openings! From the moment you walk into the Breezy Oasis you are surrounded by modern day comforts and welcoming colors. The home hugs you and you immediately feel right at home. The owners are frequent visitors so it is well stocked. If you enjoy cooking, we have you covered. But we must say Englewood offers excellent culinary delights for the foodie in the group. We will share our favorite's with you. You will walk through the door and immediately make your way to the pool. We can't blame you! The sun kissed pool deck is completely private and cut off from the world by nature's own fencing. Have your bathing suit on, rinse off in the outdoor shower, and float in the heated, salt water pool! Loungers in place to bask in the Florida sun.... RELAXATION!!!. Fire up the propane grill and delight the neighbors with wafting deliciousness. After all the play, turn on the outdoor television, grab a cold drink from the mini fridge, and enjoy your dinner around the outdoor table with seating for six. As the day comes to a reluctant end you will rest comfortably here. The main bedroom sits opposite of the two guest rooms and you will sprawl in King sized bedding with a walk in closet. Slider right out to the lanai. Bonus! Queen accommodations in the second bedroom and two singles in the third. Need a break from the snoring, the sofa pulls out into a bed. Stream your favorite shows from the various Smart Tv's. A bluetooth speaker as well to set the mood. I can hear the calypso drums now. Garage area is off limits to guest. Less than a 7 mile drive to the beautiful beaches of the Gulf of Mexico on Manasota Key and help yourself to the towels, chairs, umbrella, and the trusty cooler located in bin on side of home. Shelling , shark tooth hunting, parasailing, jet skiing, boating, fishing is all right at hand. Multiple beaches along Manasota Key to choose from. Please do not miss Stump Pass. Great food and yummy drinks right across the street. Sip your margarita and watch a breath taking sunset. We know with certainty you will be booking your next stay before you know it.

Listing is courtesy of: REALTY BY DALE THOMAS (941-979-8497)

Listing Agent: Nicole Smith-Mayle (941-468-1964)

Remarks: Listing reflects peak season rate. Escape to Good Vibrations, a dog-friendly canal-front home in Englewood, designed for a serene and stylish escape. Swim in your private, heated saltwater pool or relax on the spacious screened lanai, perfect for sun-kissed afternoons and starlit gatherings. With direct access to the tranquil canal, you can launch kayaks or paddleboards right from your backyard and explore scenic waterways. Inside, discover an an open, light-filled haven boasting a bohemian flair, a fully equipped kitchen for whipping up vacation feasts, and the convenience of an in-home washer and dryer. We've got you covered with a complimentary starter kit and all the essentials, including cozy linens, fluffy towels, and beach-ready gear. Sleeping up to 4 guests, you'll find comfort in the primary bedroom with a king bed and the guest bedroom with a queen bed, both offering private spaces. Plus, enjoy complimentary Wi-Fi and a work space in the living area for those who work remote. Immerse yourself in the local scene with vibrant arts, lively festivals, delicious dining, and charming shops on Downtown Dearborn Street. Step out and explore Englewood's stunning Manasota Key Beach, a treasure trove of crystal-clear waters and shark teeth. Getting around is a breeze: we're just 10 minutes from the Tom Adams Bridge (to get you to Manasota Key), and you can even hop on Stumpy’s Free Ride for complimentary shuttle service around Manasota Key. While exploring by car lets you uncover hidden gems at your own pace, our local team is always here to ensure your stay is relaxing, enjoyable, and filled with fantastic recommendations. Book your vibrant escape today! Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: *** Short Term Rental Available *** Come see this stunning, 3 bedroom 2 bathroom home located Englewood, FL. This home sits on 5 acres of private, set back land with board fencing, three - 10x16 horse stalls and a newly built in-ground pool with a cage. Inside, you can find beautifully updated features throughout, including new appliances, furniture and plenty of comfortable space for relaxation after long days of riding. A unique equestrian property for those looking to get away for the winter.

Listing is courtesy of: PALM REALTY PROPERTY MANAGEMENT (941-484-7644)

Listing Agent: Nicholas Cuviello (941-484-7644)

Remarks: Welcome to The Crab Apple. This waterfront home is the perfect escape from life's hustle and bustle. Relax and enjoy this home's beautiful landscaping and tropical pool. The home offers 2 bedrooms and 2 baths. The home is fully equipped and ready for guests. French doors leading to the lanai add a charming touch. The street is very quiet with minimal traffic. There is a 250-acre regional park a few blocks away with hiking/biking trails, and many other amenities. Located in quaint Englewood Florida. This home is close to beaches, shopping, golf, and restaurants. Come and enjoy the Florida sunshine.

Listing is courtesy of: TARPON REAL ESTATE, INC. (941-697-7575)

Listing Agent: Stephinie Futch (941-662-7451)

Remarks: Will consider both long and short term rentals. This stunning, nearly new 3 bed 2 bath home is nicely situated with pool and views of Lake Van. Upon entering the home, you are immediately greeted with gorgeous pool views, open concept floor plan and exceptional kitchen. The chef in your party will be delighted by the modern appliances, stylish backsplash, and beautiful quartz counter tops. Don't feel like cooking indoors? No problem! The outdoor grilling area is the prefect. Inviting the outdoors in is a breeze with vanishing sliding glass doors. The spacious primary bedroom offers walk-in closet with en-suite bath. Dual sinks and walk-through shower give this home a true luxury feel. The guest wing offers 2 additional bedrooms and a full bath with walk-in shower. The saltwater pool and spa are heated with a $250 cap on electric. Located close to shopping, beaches and restaurants. Come and get out of the cold. You won't ever want to leave this spectacular home.

Listing is courtesy of: TARPON REAL ESTATE, INC. (941-697-7575)

Listing Agent: Stephinie Futch (941-662-7451)