Englewood Vacation Homes for Sale

A rare opportunity awaits on the highly sought-after barrier island of Manasota Key! This fully updated, ground-to-roof Triplex combines landmark charm with modern amenities, offering just over 3,000 sq. ft. of finished living space across three separate units—each with its own entrance, kitchen, and bathroom.

Welcome to your slice of paradise in this completely remodeled haven that redefines coastal living. This stunning three-bedroom, three-and-a-half-bathroom home comes turnkey furnished, so you can start making memories from day one – just bring your sunscreen and sense of adventure.

Newer custom country club estate home on almost an acre! The house is perched at the top of the long drive with its glass double-door entry as the centerpiece. Once through the entry, the open floor plan offers bright effervescent light everywhere from its many sliders, windows and transoms. Decadent European-influenced lighting and fans accentuate the tall ceilings and doorways.

50K PRICE REDUCTION and Owner Financing Available on this Direct Gulf Oceanfront 3 bedroom 3 full bath with unobstructed ocean views in the beautiful quiet town of Manasota Key. . Entire unit has been modernized and redone in last 2 years. 3 new bathrooms with walk in showers. Fireplace walls in living room and master bedroom.

One or more photo(s) has been virtually staged. . Discover the perfect blend of luxury and coastal living at Boulder Pointe Condominium, a prestigious gated complex on the serene shores of Manasota Key. This stunning 3-bedroom, 2.5-bathroom condo offers breathtaking, unobstructed views of the Gulf of Mexico, visible from your private balcony and the master suite.

Completely Renovated Modern-Rustic Triplex Across from Stump Pass Marina — Boater’s Dream! Discover a one-of-a-kind income-producing opportunity in the heart of Englewood, Florida! Perfectly positioned across the street from Lighthouse Grill and Stump Pass Marina, this fully renovated (2025) modern-rustic triplex offers unbeatable access to live waterfront entertainment, convenient boat docki

Absolutely Stunning Waterfront Retreat with Direct Access to the Intracoastal! Look no further…You have found your FLORIDA DREAM HOME!! This 3-bedroom + office, 2.5-bath, CANAL FRONT oasis with 2,306 sq ft of beautifully designed living space ….that’s just the beginning…This property also boasts 4+ stall epoxy finished garage spacees on 2 levels….

MANASOTA KEY – BAYFRONT HOME WITH DOCK & DEEDED BEACH ACCESS This home sustained storm surge damage and is being sold as is. It is a fantastic opportunity to restore and personalize a rare waterfront property on Manasota Key. Welcome to Pelican Shores, where this charming 2-bedroom, 2-bath pool home with a 1.

Southwest Florida Gulf Access Home – Boater’s Paradise! Welcome to your dream waterfront retreat! This stunning Gulf access home offers the perfect blend of coastal living, modern comfort, and direct access to the open waters. Nestled in one of SWFL’s most desirable boating areas, this furnished home is ideal for those seeking a true Florida lifestyle.

Exceptional Open-Use Estate on 4.74 Acres – 3 Dwellings, Income Potential & Old Florida Charm galore! Welcome to this sprawling 4.74-acre estate, offering endless possibilities with 3 distinct dwellings, located just minutes from the area's pristine beaches.

One or more photo(s) has been virtually staged. This WATERFRONT - NO BRIDGES TO BAY - HOME IS BUILT LIKE A FORTRESS! Concrete block stucco construction all the way up, with poured slab concrete flooring, and a METAL roof! Impact doors and windows! Finished floor elevation is over 18 feet, so flood insurance will be very affordable. Don't worry about all the steps as there is an elevator.

One or more photo(s) has been virtually staged. This brand-new coastal cottage construction is a true gem, offering the perfect blend of luxury, comfort, and waterfront living. Situated on over 1.2 acres of saltwater Rocky Creek Canal frontage, this Florida Cottage is ideal for those who want to enjoy the best of coastal living.