Vintage homes for sale & real estate in Isle of Capri, FL

Vintage Home for sale in Isle of Capri, FL:

Gulf-Front Getaway at Tropic Terrace – Ground Floor Vacation Rental Opportunity Welcome to Tropic Terrace, a charming Old Florida–style beachfront community located directly on the sands of Treasure Island! This beautifully maintained ground-floor studio offers the perfect blend of comfort, convenience, and investment potential. Step inside to find a bright, beachy retreat with an efficient layout ideal for relaxing after a day by the Gulf. Just steps away from the shoreline — simply stroll out your door and onto the soft sands of Treasure Island Beach. Tropic Terrace is a boutique, resort-style complex that allows short-term rentals, making this a fantastic opportunity f

Vintage Home for sale in Isle of Capri, FL:

Beautifully remodeled beachside studio in a desirable condo hotel co-op on Treasure Island. New electrical and plumbing. This unfurnished unit is located directly in front of the pool, just a short walk to the beach, and offers convenient breezeway access to the parking lot. Positioned on the Treasure Island Boardwalk, it provides easy access to beachside bars, restaurants, and entertainment, and is only a short walk to John's Pass Village & Boardwalk. Perfect for walking and biking, this versatile property has been used as both a seasonal rental and a work-from-paradise winter escape, making it an excellent opportunity for investors or those seeking a personal beaach retreat.

Vintage Home for sale in Isle of Capri, FL:

CALLING ALL BEACH LOVERS! BRAND NEW ON THE MARKET! WELCOME TO THE BEACH! Wait till you see this DIRECT BEACHFRONT updated renovated RESORT with a BRAND NEW POOL completed mere weeks ago, offering you this fantastic opportunity! What a great value, priced to sell quickly and easily! You'll love the MODERN NEUTRAL EXPENSIVE upgrades #9 unit offers, capable of bringing in the highest rental potential with THESE BRAND NEW UPGRADES JUST COMPLETED, (DOCUMENTS/REPORTS/INSPECTIONS INCLUDED for your easy review). BEAUTIFUL DURABLE CONTINUOUS FLOORING perfect for the beach, EXPENSIVE COMFORTABLE * KING BED * , GORGEOUS apartment size KITCHEN even offering a PREMIUM LEVELLA STAINLESS STEEL STOVE

Vintage Home for sale in Isle of Capri, FL:

Are you searching for a true beachfront investment property that combines rare rental flexibility, strong returns, and timeless coastal appeal? Welcome to Tropical Terrace on Treasure Island, one of the only beachfront co-op communities with no rental restrictions and no full-time occupant requirements. Whether you’re looking to maximize income through daily rentals or keep a personal escape at the shore, this one-bedroom, one-bath residence with 400 square feet of efficient space delivers the versatility you’ve been waiting for. The condo fee covers nearly everything an owner could need, including cable, internet, electricity, water, sewer, trash, insurance, exterior and ground

Vintage Home for sale in Isle of Capri, FL:

Live the Ultimate Waterfront Dream! Step right into paradise! This freshly remodeled coastal gem sits on one of Treasure Island’s widest and deepest channels, giving you direct boating access to the Gulf of America in just minutes. New seawall was redone with vinyl in July 2015 and dock were added in 2024—ready for your 60-foot yacht, plus a small boat and jet ski—with dazzling underwater lights that make every evening feel magical. Inside, soaring vaulted ceilings and open living spaces bring in the sunshine, while sleek modern finishes give the home that perfect “move-in ready” feel. New appliances, plantation shutters in all bedrooms. Spend your mornings cr

Vintage Home for sale in Isle of Capri, FL:

Discover a rare investment opportunity with this waterfront, 5-unit licensed hotel, just steps from the iconic John's Pass Village & Boardwalk and directly across the street from the sugar-white sands of Madeira Beach. Recently refreshed with new furniture in 2025, this turn-key property offers immediate income potential and year-round appeal for both vacationers and long-term guests. Privately nestled in a lush, tropical setting, the property includes four 2-bedroom, 1-bath units and one spacious 3-bedroom, 2-bath unit—a rare find in this area. Each unit features an individual electric meter, fully furnished, and equipped with full kitchens for a home-away-from-home experience.