Gulf Views, Sunset Nights & Barefoot Beach Days

If your idea of a perfect vacation includes Gulf views, salty breezes, and sunsets you’ll still be talking about next year… welcome to Surf’s Up — your cute, cozy, toes-in-the-sand Gulf-front escape on Little Gasparilla Island.

This beachfront beauty sits right on the Gulf, so your daily schedule is basically: wake up → coffee on the porch → beach → repeat. The views are wide open and absolutely stunning, especially when the sun melts into the water each evening.

The spacious master suite is pure vacation mode, featuring a king bed and a jetted tub perfect for unwinding after a long day of shell hunting and paddle boarding. Upstairs you’ll find two more bedrooms — one with a queen bed and one with a double Murphy bed — plus convenient laundry upstairs and exterior door access for easy beach-day ins and outs.

Surf’s Up is built for living outside as much as inside. The large screened Gulf-front porch is perfect for outdoor dining, morning coffee, or sunset cocktails with a front-row seat to the waves. Downstairs, you’ve got a private open-air sun deck for soaking up rays and an outdoor shower that makes post-beach rinse-offs quick and easy.

Feeling adventurous? Paddle boards are ready to go. Want to grill fresh catch or burgers? There’s a charcoal grill waiting. Beach chairs and an umbrella are included — because island life should be easy.

Inside, the home has been freshly remodeled with a beautiful new kitchen, new flooring, updated deck and railings, new stairs, and a brand-new dune walk that leads you straight to the sand.

Bonus:

🐾 Pet friendly — because beach trips are better with your four-legged crew.

Surf’s Up is the kind of place families come back to year after year — easy, comfortable, right on the beach, and made for memory-making.

Just unpack, kick off your flip-flops, and let Little Gasparilla do the rest.