9 Best Places to Buy a Vacation Home in Florida

Owning a vacation home in Florida is a dream for many, and for good reason! With its year-round sunshine, world-famous beaches, and endless entertainment, the Sunshine State offers a slice of paradise for every lifestyle. Whether you imagine yourself sipping coffee on a balcony overlooking the ocean, teeing off on a championship golf course, or having theme parks right in your backyard, Florida has a perfect spot waiting for you.

But with so many incredible places to choose from, where do you even start? It can feel a little overwhelming, like trying to pick just one dessert from a giant buffet. That’s where we come in. We’ve put together a guide to some of the best destinations in Florida to help you find the ideal location for your dream vacation home. Let’s dive in and explore what makes each of these places so special.

For the City Slicker with a Love for the Sea: Miami

If you thrive on energy, culture, and a touch of glamour, Miami is calling your name. This is a city that truly has it all: a bustling metropolitan vibe, world-class dining, and beaches that are famous for a reason. Owning a vacation home here means you’re never far from the action.

What Makes Miami Shine?

  • Vibrant Culture: From the colorful streets of Little Havana to the sophisticated art galleries in the Design District, Miami is a melting pot of cultures. The city’s art scene is legendary, highlighted by Art Basel, an international event that draws artists and collectors from around the globe.
  • Unbeatable Nightlife and Dining: South Beach is the epicenter of nightlife, with iconic clubs and bars. But beyond the glitz, you’ll find an incredible culinary scene, from celebrity chef restaurants to authentic, family-run eateries serving up delicious Cuban and Latin American cuisine.
  • Beach Life with a Twist: The beaches here are more than just sand and water; they’re a lifestyle. You can spend your days soaking up the sun, people-watching on Ocean Drive, or enjoying watersports.

A vacation home in Miami is perfect for those who want a fast-paced, exciting escape that combines urban living with a tropical backdrop.

The Epicenter of Family Fun: Orlando

Known as the theme park capital of the world, Orlando is an obvious choice for families. But its appeal goes far beyond roller coasters and fairytale castles. A vacation home here is not just a gateway to magical adventures; it’s also a smart investment, with a strong market for short-term rentals.

Why Orlando is a Magical Choice:

  • World-Class Attractions: With Walt Disney World, Universal Studios, SeaWorld, and countless other attractions, there’s always something new and exciting to do. Your vacation home becomes the ultimate home base for creating unforgettable family memories.
  • Central Location: Orlando’s location in the heart of Florida makes it easy to explore the rest of the state. You’re just a short drive away from both the Atlantic and Gulf coasts, Kennedy Space Center, and numerous state parks.
  • More Than Just Parks: Beyond the theme parks, Orlando has a burgeoning downtown area with a lively food scene, beautiful parks like Lake Eola, and a growing number of cultural venues.

If you’re looking for a destination that guarantees fun for all ages and offers excellent rental potential, Orlando is a fantastic option.

Luxury and Leisure on the Gulf Coast: Naples

For those seeking a more tranquil and upscale retreat, Naples is a Gulf Coast jewel. Known for its pristine white-sand beaches, high-end shopping, and manicured golf courses, Naples offers a sophisticated and peaceful atmosphere. It’s a popular spot for retirees and anyone looking to unwind in style.

The Naples Lifestyle:

  • Pristine Beaches: The beaches in Naples, like Vanderbilt Beach and Delnor-Wiggins Pass State Park, are known for their calm, warm waters and stunning sunsets over the Gulf of Mexico.
  • Golfer’s Paradise: Naples proudly calls itself the “Golf Capital of the World,” and with over 90 courses in the area, it’s easy to see why.
  • Upscale Living: From the designer boutiques and art galleries on Fifth Avenue South and Third Street South to the world-class restaurants, Naples exudes an air of quiet luxury.

A vacation home in Naples is your personal sanctuary—a place to relax, recharge, and enjoy the finer things in life.

The Laid-Back Island Escape: Key West

If your dream vacation involves trading your business shoes for flip-flops and embracing a slower pace of life, look no further than Key West. The southernmost point in the continental U.S., this quirky island paradise is all about laid-back living, stunning natural beauty, and a unique, independent spirit.

What’s the Key West Vibe?

  • Island Charm: With its pastel-colored, conch-style houses, lush tropical foliage, and roaming roosters, Key West has a character all its own. It’s a place where you can get around by bicycle or on foot and feel a world away from the mainland.
  • Water, Water, Everywhere: Surrounded by the turquoise waters of the Atlantic Ocean and the Gulf of Mexico, Key West is a haven for water lovers. Snorkeling and diving at the nearby coral reefs, fishing, and sailing are all part of daily life here.
  • Legendary Sunsets: Every evening, crowds gather at Mallory Square for the Sunset Celebration, a daily street performance festival where everyone stops to watch the sun dip below the horizon.

A vacation home in Key West is an escape from the everyday, perfect for those who want to live on “island time.”

Sarasota

This cultural gem on Florida’s Gulf Coast offers the perfect blend of arts, natural beauty, and a laid-back lifestyle. Known for its thriving arts scene, Sarasota attracts retirees, families, and art enthusiasts who appreciate both the quiet charm and vibrant cultural experiences it provides.

Highlights

  • Siesta Key Beach: With its powdery white quartz sand and turquoise waters, Siesta Key Beach is consistently ranked among the top beaches in the United States. It’s perfect for relaxing walks, beach volleyball, or simply soaking up the sunshine.
  • The Ringling Museum: Immerse yourself in art and history at this stunning estate that features a world-class museum, lush gardens, and the historic Ca’ d’Zan mansion.
  • Vibrant Downtown: Sarasota’s downtown area is brimming with gourmet restaurants, unique boutiques, and lively nightlife. Don’t miss the weekly farmers market for a taste of local flavors!

Sarasota is an ideal destination for those searching for a peaceful yet stimulating environment where they can enjoy the best of culture and coastal living.

The Emerald Coast’s Family Favorite: Destin

Located in the Florida Panhandle, Destin is famous for its breathtakingly beautiful beaches. The sand here is pure white quartz crystal, and the water glows with a unique emerald-green hue, earning it the nickname the “Emerald Coast.” It’s a top destination for families and anyone who loves the water.

Discovering Destin:

  • Sugar-White Sand Beaches: The beaches are the main attraction, offering plenty of space for building sandcastles, swimming, and simply relaxing. Henderson Beach State Park is a must-visit for its unspoiled natural beauty.
  • “World’s Luckiest Fishing Village”: Destin has a proud fishing heritage, and it’s one of the best places in the state for deep-sea fishing. You can charter a boat and try your luck at catching marlin, tuna, and more.
  • Family-Friendly Fun: From water parks and mini-golf to dolphin cruises and the lively HarborWalk Village, Destin is packed with activities to keep the whole family entertained.

For a classic beach vacation experience with some of the most beautiful scenery in the country, Destin is hard to beat.

Amelia Island

Amelia Island is the perfect blend of natural beauty, rich history, and modern comforts, making it an ideal spot for a vacation home. Known for its pristine beaches, charming downtown area, and laid-back atmosphere, Amelia Island offers a little something for everyone. Whether you love beachside relaxation, exploring historic landmarks, or indulging in local seafood, this island has it all. Owning a vacation home here means you’ll have year-round access to stunning sunsets, mild weather, and a warm community vibe. Plus, with its growing popularity as a travel destination, a property in Amelia Island could also serve as a solid investment for vacation rentals.

Highlights:

  • Fernandina Beach: This downtown area is brimming with boutique shops, local eateries, and a relaxed, small-town charm. Stroll along the charming streets or enjoy a meal with waterfront views.
  • Historic Sites: Steeped in history, Amelia Island boasts landmarks like Fort Clinch State Park, where you can take a step back in time, and the Amelia Island Museum of History, which tells the story of this fascinating region.
  • Unspoiled Natural Landscapes: From serene beaches and marshlands to scenic bike trails, Amelia Island is a haven for nature enthusiasts. Kayaking through salt marshes or hiking along shaded paths offers a chance to reconnect with nature in its purest form.

For those craving a peaceful retreat, Amelia Island delivers a perfect blend of relaxation, history, and natural beauty.

Sun, Art, and Waterfront Bliss: St. Petersburg

Looking for an artsy vibe with loads of sunshine? St. Petersburg—often called “St. Pete” by locals—delivers a winning combination of creative energy and waterfront relaxation. Set along Florida’s dazzling Gulf Coast, this lively city has become a magnet for art lovers, outdoor enthusiasts, and anyone dreaming of a vibrant vacation home.

Why St. Petersburg Stands Out:

  • Thriving Arts Scene: Explore countless galleries, the renowned Salvador Dalí Museum, and colorful street murals that give the city a fresh, modern flair. The annual SHINE Mural Festival turns the city’s walls into open-air masterpieces.
  • Waterfront Parks and Pier: Stroll or cycle along the scenic waterfront parks, where palm trees, fountains, and walking trails outline Tampa Bay. The dynamic St. Pete Pier offers dining, playgrounds, and stunning ocean views—a true hub for both locals and visitors.
  • Cultural Attractions: Take in performances at The Mahaffey Theater, wander through the Chihuly Collection’s dazzling glasswork, or immerse yourself in history at the Museum of Fine Arts. There’s always something new to experience in St. Pete.
  • Laid-Back Beach Access: In just minutes, you can sink your toes into the powdery sands of St. Pete Beach—a perennial favorite for its warm Gulf waters and picture-perfect sunsets.

St. Petersburg lets you blend adventurous city living with tranquil beach escapes. Whether your ideal day involves browsing galleries, paddleboarding at sunrise, or grabbing fresh seafood on the pier, St. Pete’s energy and charm make it a stellar spot for a Florida vacation home.

History and Charm Come Alive: St. Augustine

If you’re drawn to the idea of owning a vacation home steeped in history and Old World character, St. Augustine might just steal your heart. Known as the oldest city in the U.S., this picturesque destination invites you to stroll along cobblestone streets lined with centuries-old buildings, oak-shaded squares, and vibrant shops and cafés.

What Makes St. Augustine Special?

  • Timeless Historic Attractions: The city’s iconic landmark, Castillo de San Marcos, is a centuries-old fortress that stands watch over the waterfront—a must-see for anyone curious about Florida’s past.
  • Quaint Streets and Local Flavor: Meander down St. George Street, a lively pedestrian thoroughfare filled with unique boutiques, ice cream shops, and galleries housed in historic structures.
  • Romantic Atmosphere: St. Augustine radiates a dreamy ambiance, whether you’re enjoying a horse-drawn carriage ride, exploring hidden courtyards, or sampling local cuisine in cozy, candlelit restaurants.
  • Cultural Riches and Events: From ghost tours and art walks to festive parades and live music, there’s always something happening to inspire both visitors and locals.

For history buffs and anyone who appreciates character and charm, a vacation home in St. Augustine serves up endless stories, timeless beauty, and a relaxed pace you’ll love coming back to again and again.

Finding Your Perfect Florida Fit

Florida offers an incredible variety of vacation home destinations, each with its own unique personality. From the high-energy pulse of Miami to the serene luxury of Naples and the family-friendly magic of Orlando, the perfect spot for your dream home is out there.

The best way to find it is to think about what you truly want from your getaway. Are you looking for adventure, relaxation, or a mix of both? Consider visiting a few of your top choices to get a feel for the local atmosphere. Before you know it, you could be unlocking the door to your very own piece of the Sunshine State.

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Nicole-Mickle

I’m Nicole Mickle, a real estate agent in Orlando, Florida. I’m here to assist you in making the most out of your Florida lifestyle.

In addition, I’m the author behind Florida Homes and Living, a blog dedicated to sharing valuable content about Orlando, interior design, remodeling, and the Florida lifestyle.

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