Home »
Florida’s Most Popular Islands to Visit for Vacation
Florida Islands have their own rhythm, own stories—and the perfect vacation rental to match.
From the sugar-white sands of the Panhandle to the tropical breezes of the Keys, Florida’s islands offer something for every kind of traveler. Whether you're dreaming of a quiet family beach week, a romantic escape, or a nature-filled adventure, these islands deliver unforgettable experiences wrapped in sunshine and salt air.
Explore the timeless charm of Anna Maria Island, where pastel cottages and walkable beach towns invite you to slow down and savor the moment. Discover the wild beauty of St. George Island, a secluded Panhandle gem perfect for unplugging and reconnecting with nature. Step into the storybook sunsets of Captiva Island, where artful dining and barefoot luxury meet. Or head north to Amelia Island, where historic streets, wide beaches, and Southern hospitality create a refined coastal retreat.
For those craving turquoise waters and coral reefs, the Florida Keys beckon—especially Key West, Islamorada, and Key Largo, each with its own flavor of island life. And if you’re after upscale tranquility, Gasparilla Island and Longboat Key offer elegant escapes with Old Florida soul.
Each island has its own rhythm, its own story—and the perfect vacation rental to match. Whether you’re planning a family reunion, a romantic getaway, or a solo retreat, Florida’s islands are ready to welcome you with open skies and open arms.
Start your vacation here!
We proudly partner with VRBO.com, one of the world's most trusted vacation rental platforms. As an official affiliate, every listing on our site connects you directly to verified owners through secure booking channels. Whether you're looking for a beachfront condo, a pet-friendly cottage, or a pool home near Disney, we make it easy to find the perfect place to stay in Florida.
East Coast vs. West Coast: Florida’s Island Getaways
Florida’s islands stretch across two dramatically different coastlines, each offering its own flavor of paradise. Whether your guests are seeking sunrise surf or sunset serenity, this regional breakdown helps them find their perfect island escape.
East Coast Islands: Atlantic Breezes & Historic Charm
The Atlantic side is known for its surf-friendly beaches, maritime forests, and cultural richness. These islands often blend historic downtowns with natural preserves, making them ideal for travelers who want more than just beach time.
- Amelia Island -- Victorian-era Fernandina Beach, wide beaches, Fort Clinch, golf, horseback riding
- Hutchinson Island -- Sea turtle nesting, quiet beaches, family resorts, fishing piers
- Key Biscayne -- Near Miami, Crandon Park, Bill Baggs Cape Florida Lighthouse, biking trails
- Singer Island -- Upscale resorts, snorkeling, close to Palm Beach attractions
- Jupiter Island -- Secluded luxury, nature preserves, celebrity homes
Best for: History buffs, surfers, nature lovers, and travelers seeking a quieter Atlantic retreat.
West Coast Islands: Gulf Calm & Old Florida Soul
The Gulf Coast is all about gentle surf, shell-strewn beaches, and laid-back charm. These islands are perfect for families, couples, and anyone craving a slower pace and spectacular sunsets.
- Anna Maria Island -- Walkable beach towns, no high-rises, family-friendly beaches
- Captiva Island -- Romantic sunsets, boutique charm, art galleries, kayaking
- Sanibel Island -- World-famous shelling, bike trails, wildlife refuges
- Gasparilla Island -- Boca Grande charm, tarpon fishing, lighthouse, golf carts
- Marco Island -- Luxury resorts, boating, Everglades access
- Siesta Key -- Powdery quartz sand, vibrant village, family fun
- St. George Island -- Remote, pet-friendly, state park, stargazing
Best for: Families, shell collectors, romantic getaways, and those seeking classic Florida beach towns.