15 Small Towns in Florida to Add to Your Vacation List

Oct 16, 2024

15 Small Towns in Florida to Add to your Vacation List
By Westgate Resorts

15 Small Towns in Florida to Add to Your Vacation List

There are so many amazing things you can find only in Florida, like Disney World, Universal Orlando and dozens of cozy small towns that make the perfect day trip or vacation destination.

If you’re looking for some of the best things to do in Florida that go beyond theme parks and beaches, this list will introduce you to the 15 top cities and hidden gems to visit.

Small Florida Towns You Have to Visit

  1. Cocoa Beach

  2. Tampa

  3. Mount Dora

  4. Lake Wales

  5. Sanford

  6. Kissimmee

  7. Clermont

  8. Davenport

  9. Lake Alfred

  10. Haines City

  11. Poinciana

  12. Polk City

  13. Celebration

  14. Saint Cloud

  15. Winter Park

Florida Small Towns Highly Recommended by Locals

When locals want a staycation, they visit Florida’s historic towns, the Keys and other smaller destinations most tourists aren’t aware of.

These are 15 of the best destinations you can discover that have fewer crowds, fun attractions and interesting histories to excite you on your next adventure.

1 | Cocoa Beach | Cocoa Beach is famous for its beach, pier and surfing! If you want a cozy beach town near Orlando, then this is the place for you.

While you’re in town, don’t forget to grab a cocktail from the Rikki Tiki Tavern, watch the sunset over the ocean on the Cocoa Beach Pier and take a tour of the nearby Kennedy Space Center Visitor Complex.

Hot Tip: Check in at the Westgate Cocoa Beach Resort for ocean views, beach access and spacious suites that make you feel like you’re staying in the lap of luxury.

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2 | Tampa | Right along Florida’s Gulf Coast, Tampa is a gem of a city that has plenty to offer.

There’s Busch Gardens, the famous African-themed amusement park, historic Cuban Ybor City, The Florida Aquarium, ZooTampa at Lowry Park and the Tampa Theatre, just to name a few attractions!

Hot Tip: Tampa is also about an hour and half from Westgate River Ranch Resort & Rodeo, where you can step onto a real-life dude ranch for glamping and cowboy adventures, like horseback riding, archery, skeet shooting, a Saturday night rodeo and more! You’re bound to have a rootin’ tootin’ good time at the ranch!

3 | Mount Dora | Mount Dora is one of the most picturesque small towns in Florida with its adorable lighthouse, charming antique shops and beautiful parks.

If you love thrifting, then you’ll adore all the vintage boutiques that the city is known for. Another must-see is the Mount Dora History Museum, built into a 1923 firehouse and full of old-world wonders.

Anglers should head to Lake Eustis, where tons of bass swim in the beautiful waters. Plus, there are dozens of waterfront restaurants offering great food and amazing lake views.

Hot Tip: Mount Dora is conveniently located near Westgate Vacation Villas Resort, about 50 minutes away. Book a villa and treat yourself as you enjoy the peace and tranquility of a laid-back Florida vacation.

4 | Lake Wales | Lake Wales is a 107-year-old historic town full of mystery and wonder. Oh, and it’s home to LEGOLAND®. We can’t forget that.

This scenic city is known for its lush foliage, citrus gardens and the renowned Bok Tower Gardens, the most famous botanical gardens in Florida.

Lake Wales is also home to the sprawling Westgate River Ranch Resort & Rodeo along the Kissimmee River.

Hot Tip: When visiting, check out some great Lake Wales restaurants we'd recommend.

5 | Sanford | Just a short drive from Westgate Lakes Resort & Spa, Sanford is a great day trip from Orlando.

Imagine quiet streets lined with brick shops and restaurants, 19th-century Victorian homes and stunning views of Lake Monroe.

The Sanford Riverwalk is a must-visit, offering gorgeous views of the water, plenty of places to rest and amazing seafood restaurants.

Hot Tip: You should also check out the Central Florida Zoo when visiting Sanford. It’s a great place to visit for families.

6 | Kissimmee | Home to Westgate Town Center Resort, Kissimmee is known for its closeness to Orlando theme parks, cattle history and awesome nature activities.

Whether you want to spend the day at Disney or go spend the day at Lake Tohopekaliga, this town is the perfect spot to see some of the best things Central Florida has to offer.

Hot Tip: Kissimmee is just 18 miles from Orlando, so you can easily travel to and from by car in under 40 minutes. Staying here is a great way to save money while still being close to all the fun in Orlando.

7 | Clermont | Located between rolling hills and crystal-clear lakes is Clermont, Florida.

Clermont is the perfect place if you’re looking to engage in outdoor activities, such as hiking, riding bicycles and participating in water sports.

This town allows you to escape the hustle and bustle of Orlando while relaxing in a serene environment.

Once you’ve finished your afternoon hike, take a breather in Clermont’s downtown area where a variety of cafes, shops and local art galleries line the streets.

8 | Davenport | Want to have a quieter stay while still being at arm’s length of Florida’s theme parks? Then, you’ll find everything you’re looking for in Davenport!

Davenport is a unique area that combines the charm of a small town with the convenience of the city.

Hot Tip: Davenport is just 40 minutes from Westgate Lakes Resort & Spa, making it a great day trip.

9 | Lake Alfred | Nestled in the heart of Polk County is Lake Alfred, a quiet and charming town that’s perfect for nature lovers and outdoor enthusiasts.

Lake Alfred has plenty of scenic parks, beautiful views of the lake and tranquil walking trails.

The downtown area provides visitors with charming antique shops and local eateries that welcome you to relax in a warm and welcoming atmosphere.

Lake Alfred is also close to the coveted Mackay Gardens and Lakeside Preserve, a place where you can enjoy a calm and tranquil day trip.

10 | Haines City | Haines City is a tropical paradise as it’s located between Tampa and Orlando. This hidden gem is best known for its exquisite citrus groves and relaxing vibes.

Not only does it let you enjoy Florida’s attractions at your own pace, but Haines City also has plenty of fun things to do.

You can enjoy a nice day out at Lake Eva Community Park, visit the Davenport Historical Museum or grab a bite to eat at one of the farmers’ markets or local eateries.

11 | Poinciana | Originally known as Kissimmee Heights, Poinciana is a growing community that’s located near the edge of the Kissimmee Chain of Lakes.

This makes it the ideal spot for boating, fishing and simply viewing wildlife in their natural habitat.

This quaint settlement is also home to various parks and golf courses, which makes it perfect for relaxing outdoors. If you want to get the adrenaline pumping, you can also schedule an airboat tour.

12 | Polk City | Polk City is a town that’s more on the quiet side of Florida. It’s the ideal location if you’re looking to see more of Florida’s rural areas.

Polk City is filled with a wide array of fun activities, such as hiking and birdwatching at the Green Swamp Wilderness Preserve.

If you want to delve into the history of vintage aircrafts, you’ll feel right at home at the Fantasy of Flight Museum.

13 | Celebration | Celebration is a one-of-a-kind town that was designed by Disney.

Those who visit this charming town will feel like they just stepped into a story book because of the beautiful lakes, contemporary architecture and breathtaking trees that line the streets.

If you’re looking to have a relaxing afternoon, you’ll find everything you’ll need in Celebration’s downtown area, including local boutiques, restaurants and quaint shops.

Hot Tip: What’s more is that Celebration is only about a 40-minute drive from Westgate Palace Resort, located near International Drive (Central Florida’s tourist hub), so you’ll never be away from the hustle and bustle for long.

14 | Saint Cloud | Saint Cloud rests along the southern shore of Lake Tohopekaliga, which is about 26 miles from Orlando.

If you’re a fan of bass fishing or boating, you’ll love the nature preserves and easy water access the area is known for.

Saint Cloud’s downtown area is nothing to scoff at either, as it has cozy cafes, charming antique shops and beautiful boutiques for you to explore at your leisure.

15 | Winter Park | Looking for a town with picturesque views and breathtaking landscapes? Then, set your sights on Winter Park!

Watch out for wild peacocks as you drive by multi-million-dollar homes with pristine landscaping. And as you walk down Park Avenue, you’ll have your pick of all the luxury boutiques, extraordinary art galleries and gourmet restaurants.

Hot Tip: Winter Park is close to all of Orlando’s Westgate resorts if you’re looking for a place to stay. Visit WestgateResorts.com to pick the one that’s right for you.

Use Our Handy Map to Find Your Way Around!


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Frequently Asked Questions About Small Towns to Visit in Florida

Some of the best small towns in Florida for a weekend getaway include Mount Dora, known for its historic charm and annual festivals; Apalachicola, with its famous oyster houses and waterfront views; and Cedar Key, a coastal gem with art galleries and serene beaches. These towns offer unique experiences, making them perfect for a quick escape.

Small Florida towns with beautiful beaches include Anna Maria Island, known for its sugar-white sand and clear blue waters, and Grayton Beach in the Panhandle, famous for its natural dunes and quiet ambiance. These beaches provide a more peaceful experience compared to Florida's larger coastal cities.

During winter, towns like St. Augustine, which is famous for its holiday Nights of Lights festival, and Dunedin, known for its vibrant downtown and cozy atmosphere, are great options. These small Florida towns offer mild winter weather and charming seasonal events that create a warm and festive environment.

Yes, small towns such as High Springs, near Ginnie Springs and Blue Springs, are ideal for spring lovers. This area offers crystal-clear springs perfect for swimming, snorkeling, and kayaking, and it's a must-visit for nature enthusiasts exploring Florida's best springs.

Family-friendly small towns in Florida include Tarpon Springs, with its Greek culture and sponge docks, and Winter Park, known for its scenic boat tours and museums. These towns provide a variety of activities and attractions suitable for kids and adults alike.

History buffs will enjoy Micanopy, known as Florida’s oldest inland town, and Fernandina Beach on Amelia Island, which boasts a rich history of pirates and charming Victorian architecture. These small towns offer fascinating historical sites and museums, perfect for those interested in Florida’s past.

For art and culture, visit Sarasota’s nearby town of Siesta Key, known for its art festivals, and DeLand, which offers vibrant murals and galleries. These towns celebrate Florida's art scene with events, exhibits, and a rich creative community.

Small towns like Lake Placid, the "Town of Murals," and Apalachicola along the Gulf Coast offer scenic drives with breathtaking views of Florida’s landscapes. These routes pass through picturesque downtown areas, colorful murals, and natural scenery, making them ideal for a leisurely road trip.

Hidden gem towns in Florida include Matlacha, a colorful fishing village with eclectic art galleries, and Monticello, known for its natural beauty and historic sites. These lesser-known towns offer authentic experiences and are perfect for travelers looking to explore off-the-beaten-path destinations.

For a romantic getaway, consider Destin, with its emerald-green waters, and the charming town of Mount Dora, which has antique shops and scenic boat rides. These small towns offer intimate settings and unique activities ideal for couples.

St. Augustine and Apalachicola are both small towns in Florida renowned for their culinary scenes. St. Augustine offers diverse restaurants with Spanish-inspired cuisine, while Apalachicola is famous for fresh oysters and seafood. These towns are ideal for food lovers wanting to sample local flavors.

Small towns like Crystal River, famous for manatee tours and kayaking, and Palm Coast, known for its nature trails and waterways, are perfect for outdoor enthusiasts. These Florida towns provide various outdoor activities in scenic natural settings.

The best time to visit Florida’s small towns is during fall or spring, when temperatures are milder, and the weather is perfect for exploring outdoor attractions. Visiting in these seasons helps avoid the summer crowds and heat, making for a more enjoyable experience.

Yes, small beach towns such as New Smyrna Beach and Cocoa Beach are close to Orlando, offering relaxing seaside escapes. Both towns feature beautiful beaches and a laid-back atmosphere, making them ideal day trips or weekend getaways from the Orlando area.

Small Florida towns known for safety include Celebration, a well-planned community with family-friendly amenities, and Anna Maria Island, which has a welcoming, laid-back vibe. These towns offer secure environments and are popular among both locals and visitors.

Discover the Charm of Florida’s Small Towns

Whether you’re looking to escape the hustle and bustle of Orlando or want to immerse yourself in Florida’s rich history, these 15 small towns have something for everyone to enjoy.

From the picturesque charm of Clermont to the tranquility of Polk City, each of these towns provide visitors with an unforgettable experience!

For more travel inspiration and guides to exploring destinations across the U.S., visit our Westgate Resorts Travel Blog.


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At Westgate Resorts, when you Check-In, there’s a LOT to Check-Out! Your vacation awaits! Start planning your next vacation today or talk with a vacation planner at 888-852-2959 or 407-355-2690.

* Westgate Resorts is in no way affiliated with the attractions featured in this article. Items or places listed are current as of the publishing date of this article. Please call or visit the respective website for the most up-to-date offerings and details.

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