Experience the Best Vacation Homes on Florida's Gulf Coast, Hocking Hills, and Maui

From Tropics to Trails

Imagine waking up to ocean breezes in a luxurious Maui vacation home, exploring scenic trails from a cozy Hocking Hills cabin, or lounging on the sun-soaked shores of Clearwater Beach in a stunning beachfront condo. Whether you're seeking a peaceful retreat, an adventure-filled escape, or a seasonal getaway, we offer exceptional vacation homes in some of the most desirable destinations. Discover our handpicked properties in Ohio, Florida, and Hawaii to find your perfect vacation spot.

Our Featured Locations

Our handpicked vacation rentals ion Florida's Gulf Coast, Hocking Hills, and Maui are tailored to provide unforgettable experiences. Whether you want to relax by the beach, hike through Ohio’s scenic trails, or enjoy a sunset in Hawaii, we’ve got the perfect property for you.

clearwater, fl

Clearwater Beach, FL

Pristine beaches, vibrant nightlife, and endless sunshine.

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hocking hills, ohio

Hocking Hills, OH

Cozy cabins, scenic trails, and the beauty of Ohio's natural landscapes.

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maui, hi

Maui, HI

Luxurious condos, breathtaking views, and a tropical paradise.

Find Your Perfect Escape
maui, hi

St. Pete, FL

Charming bungalow with private pool, easy beach access, and outdoor lounging.

Unwind Here
maui, hi

Largo, FL

Updated poolside retreat with outdoor games and room for relaxation.

Soak Up the Sunshine
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Expert Tips for Choosing the Perfect Vacation Rental

At The Alfriend Group, we believe that finding the perfect vacation rental isn’t just about booking a place to stay—it’s about making memories. Here are some expert tips from our team to ensure you have the best experience:

  • Consider Location: Whether you’re looking for a beachfront property, a cozy mountain retreat, or a city-center escape, location is key. We specialize in properties that offer convenience and the best access to local attractions.
  • Think About Amenities: Look for properties with amenities that match your vacation style. From private pools to pet-friendly options, we have rentals that meet all your needs.
  • Plan Ahead for Peak Seasons: Vacation rentals in popular destinations can book up quickly, especially during holidays and peak seasons. Be sure to book early to secure your dream rental!

Local Insights & Guides

Beyond the comfort of your vacation rental, there's so much to explore. Here’s our local guide to help you make the most of your stay.

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Explore Florida’s Gulf Coast

Best Local Dining Spots

  • Clearwater: Frenchy’s Rockaway Grill: Iconic beachfront dining loved by families and locals alike.
  • St Pete: Parkshore Grill: A waterfront American-style restaurant on Beach Drive offering elevated fare in a relaxed, picturesque setting.
  • Largo: Roosterfish Grill: A breezy waterfront spot in Teakwood Village specializing in fresh seafood and Low-Country-style dishes.

Family Friendly Activities

  • Clearwater: Clearwater Marine Aquarium: A hands-on, educational experience where kids can learn about rescued marine animals.
  • St. Pete: St Pete Pier: Enjoy the St. Pete Pier’s playground, splash pad, and waterfront views for a perfect family day out.
  • Largo: Largo Central Park: Explore Largo Central Park with its playground, miniature train, and wide-open picnic spaces.
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Discover The Best of Hocking Hills, OH

Best Local Dining Spots

  • Millstone BBQ: Rustic barbecue spot serving hearty smoked meats and a kid-friendly menu in a laid-back setting.
  • Hungry Buffalo: Casual restaurant with burgers, pizza, and arcade games that’s perfect for families after a day of exploring.

Family Friendly Activities

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Discover The Best of Maui, HI

Best Local Dining Spots

  • Gather on Maui: Hillside gem offering sweeping ocean and golf course views, ideal for a scenic dinner.
  • Monkeypod Kitchen: A casual, vibrant spot celebrated for its farm-to-table dishes and a great happy hour vibe.

Family Friendly Activities

  • Wailea Beaches: Beaches like Wailea Beach, Ulua Beach, and Makena’s Big Beach boast soft sand, and calm, shallow waters
  • Maui Ocean Center: The largest living tropical reef aquarium in the Western Hemisphere in an educational, accessible setting.
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What Our Guests Are Saying

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“We stayed at one of The Alfriend Group’s properties last summer, and it was absolutely perfect! The house was beautiful, clean, and fully stocked with everything we needed. The location was ideal—close to the beach and restaurants. Highly recommend!”

— Sarah J., Verified Guest

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“From booking to checkout, everything was seamless. The team gave us amazing tips for exploring the area, and the rental was exactly as described. Will definitely be coming back next year!”

— John M., Verified Guest

Rental Property FAQs

What’s included in a vacation rental from The Alfriend Group?

All our properties are fully equipped with everything you’ll need for a comfortable stay—high-speed Wi‑Fi, fully stocked kitchens, linens, and much more. We also provide detailed check-in instructions and local guides to make your stay stress-free!

Can I book last-minute?

We recommend booking as early as possible, especially during peak seasons, but we do offer some last‑minute availability. Contact us for up-to-date availability and discounts on last-minute bookings.

What unique amenities do your Clearwater Beach rentals offer?

Our Clearwater Beach properties feature stunning beachfront or canal-side locations—just steps from the white sands and lively Beach Walk. Many include ocean views, access to pools, and fully equipped kitchens, so you can enjoy sun, sand, and comfort in one place.

What makes your Hocking Hills cabin rentals special?

Cozy and immersed in nature, our Hocking Hills cabins offer peaceful and rustic comfort—think hot tubs, fireplaces, serene forest settings, and proximity to waterfalls and hiking trails. These retreats are perfect for reconnecting, relaxing, and exploring Ohio’s natural beauty.

Is Maui—the “Palms” property—a good choice for year-round visits?

Absolutely! Our Maui rental immerses you in tropical tranquility, where ocean breezes, lush scenery, and island charm meet. Whether it's hiking nearby trails, lounging in paradise, or simply unwinding, it’s ideal no matter the season.

What makes your St. Pete Beach rental stand out?

Our St. Pete Beach Bungalow blends resort-style fun with coastal comfort—enjoy a private pool, outdoor shower, pergola lounge, and putting green. Inside, relax with modern décor, a stocked kitchen, and a game room, all just minutes from the sand and lively Gulf attractions.

What makes your Largo vacation rental a guest favorite?

Our Poolside Retreat in Largo combines modern comfort with Florida fun—enjoy a sparkling private pool, backyard mini golf, and lakeside bocce ball. With space for up to 10 guests and stylish interiors, it’s the perfect home base for beach days, barbecues, and easy Gulf Coast adventures.

Are your rentals pet-friendly, and do they offer amenities for families or large groups?

Yes—to a degree! Some of our properties, especially in Clearwater Beach, offer pet-friendly options and are great for families or group trips. Vacation homes often include amenities like multiple bedrooms, outdoor living areas, and enough space for everyone to relax together comfortably

Ready to Book Your Dream Vacation Rental?

Don’t wait—your perfect getaway is just a click away! Contact our team today, and let us help you find the ideal vacation rental to make your stay unforgettable.