Islands of Southwest Florida

The coast of Southwest Florida is dotted with unforgettable islands – each with its own charm, history, and natural beauty. Whether you’re looking for quiet beach escapes, wildlife encounters, or colorful island towns, there’s something here for every traveler. From Sanibel’s seashell-covered shores to the remote Ten Thousand Islands, let us guide you to the most stunning island experiences near Vesteva vacation homes.

Discover the Islands of Southwest Florida – Pure Magic Awaits

The coastline of Southwest Florida is home to a chain of unforgettable islands – each offering its own unique mix of charm, adventure, and natural beauty. Whether you’re drawn to white-sand beaches, wildlife-filled mangroves, historic shell mounds, or colorful artist villages, there’s an island here that speaks your language.

From the seashell-strewn shores of Sanibel to the remote wilderness of the Ten Thousand Islands, this region invites exploration at your own pace – by boat, by kayak, or with sandy toes in the surf.

Here are some of the most captivating island experiences just a short trip from your Vesteva vacation home:

Captiva Island – Laid-Back Charm & Sunset Magic

Captiva feels like a hidden treasure – peaceful, lush, and full of color. Perfect for kayaking, dolphin cruises, and shelling on quiet beaches. Don’t miss a sunset here – it's one of the best on Florida’s Gulf Coast.

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Sanibel Island – Shells, Wildlife & Island Biking

World-famous for its seashells, Sanibel offers natural beauty and relaxed island vibes. Bike through wildlife refuges, paddle mangrove tunnels, or collect shells at sunrise. A must-visit for nature lovers and families alike.

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Cabbage Key – Old Florida by Boat

Only accessible by boat, this rustic island feels like a time capsule. Grab a “Cheeseburger in Paradise” at the legendary inn, climb the water tower, and enjoy quiet trails surrounded by mangroves.

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Mound Key – Paddle into Ancient Florida

Reachable only by kayak, Mound Key offers a rare blend of nature and history. Walk atop ancient shell mounds once home to the Calusa people. Ideal for adventurous paddlers and history buffs.

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Lovers Key – Nature Trails & Quiet Beaches

A local favorite for wildlife viewing, kayaking, and beach picnics. Explore nature trails, spot manatees and dolphins, or relax on one of the most peaceful beaches near Fort Myers Beach.

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Ten Thousand Islands – Florida’s Wildest Coast

This vast mangrove maze is pure wilderness. Take a guided eco tour to spot dolphins, sea turtles, and bald eagles. Perfect for nature lovers seeking a raw, untouched experience.

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Matlacha – Artsy Vibes & Waterfront Charm

Matlacha is one of Southwest Florida’s most colorful gems — a tiny island full of vibrant galleries, quirky shops, and waterfront seafood joints. It feels like stepping into a painting, where every corner oozes creativity and Old Florida soul.

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North Captiva – Remote, Natural & Quiet

North Captiva offers true island seclusion. With no cars and limited development, this boat-only destination is all about barefoot living, untouched beaches, and wildlife encounters. If you're craving silence, stars, and sea breeze — this is the place.

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Cayo Costa – State Park with Wild Beaches

Looking for pure nature? Cayo Costa is a barrier island preserved as a Florida State Park. With miles of undeveloped shoreline, shell-covered beaches, and scenic trails, it’s a paradise for hikers, kayakers, and off-the-grid adventurers.

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Pine Island – Old Florida Vibe & Fishing Life

No resorts. No beaches. Just palm-lined roads, fishing docks, and sleepy towns with names like Bokeelia and St. James City. Pine Island is where locals fish, artists paint, and time slows down. A true escape for those who like it quiet and real.

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Boca Grande – Elegant, Quiet, Refined

Boca Grande blends timeless charm with upscale coastal living. Stroll past pastel cottages, visit the historic lighthouse, or cast a line in the world’s tarpon capital. It’s peaceful, polished, and picture-perfect from sunrise to sunset.

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Discover the Islands of Southwest Florida – Pure Magic Awaits

Captiva Island – Laid-Back Charm & Sunset Magic