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The Happy House

Welcome to The Happy House, This piece of paradise was the spotlight home for the 2025 Flamingo Tour of homes ! 🦩The stunning property has everything you need for an unforgettable getaway. Discover a breathtaking garden, 2 charming bedrooms, a modern kitchen with eat-in dining, a welcoming living room, a dining room, and a timeless bathroom. Outside, enjoy a backyard paradise, an outdoor shower, griddle, umbrellas, lounging areas, and a quaint beach spot. Your next favorite escape is waiting!

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

Stunning Brand New Modern Coastal Home

Coastal luxury meets Gulfport charm in this stunning new construction elevated home - completed in November of 2021. Located in an ideal location in the heart of Gulfport: just four blocks from Gulfport beach park and two blocks from Beach Blvd where you will find Gulfport's many wonderful restaurants and shops. This modern 1,450 square foot home is raised on piers with the entire living area positioned on the second floor and a spacious area below it dedicated to parking and outdoor living.

Luxury Coastal Home, Gulfport Waterfront District

Welcome to "The Pink House", your Gulfport getaway! This charming 3-story home sleeps up to 10 guests and located in the heart of Gulfport. The location offers a short walk to the beach, marina, restaurants, shops, and Tuesday Market. With 3 spacious bedrooms, full kitchen, and bright décor, it is great for families or groups looking to relax and enjoy what Gulfport has to offer. ** Please note there is some ongoing construction in the area as the community recovers from last year's storms.

Gecko House Unit #1

Romantic little apartment which is the lower left half of the house next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

1920s Cottage, 2BR/2BA, Walk to Beach & Art Walks

Tucked on a quiet brick-lined street in the heart of Gulfport’s historic waterfront arts district, this enchanting 1920s cottage is the real Florida — sun-drenched, unhurried, and full of character. Walk six blocks to the beach, four blocks to waterfront dining, and step outside on Tuesday mornings for the beloved Fresh Market. On First Fridays, the neighborhood comes alive with Art Walks, live music, and local makers. This is the kind of place people come back to every year.

Peaceful Getaway Close to Amazing Beaches!

This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be in the front unit of a duplex, minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!

Modern Chic Beach Home

Providing today’s comfort with yesterday’s charm. Welcome to our lovely Airbnb house in the heart of vibrant Gulfport! This is the perfect vacation home for beach and shopping lovers, as it's just a short stroll away from the beach, downtown shops, and tennis court. You'll fall in love with our quiet and peaceful neighborhood, which offers the perfect balance of relaxation and fun. So come stay with us and experience the best of Gulfport living!

Welcome to La Valencia!

In the heart of Gulfport's Historic Waterfront District, this 1946 restored coastal home will take you back in time to old Florida. It's located on Beach Blvd for a front row seat of the live music & action in our unique, artsy town. Relax on the front porch, walk to the many restaurants & shops Gulfport has to offer or stroll to our several parks. Centrally located, you are 15 minutes from St Petersburg's beaches, downtown and much more.

The Boho - 2BR Gulfport Waterfront District House

Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.

Fresh & Friendly in Marina District Private Oasis

Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is tucked in one of the town’s friendliest neighborhoods - home to smiling locals who gather and relax at the marina just down the street. Bring your pup along and you’re both guaranteed to make new friends. Or re-connect with your loved ones in the comfort of laid-back living spaces.

Bungalow Heated Pool Home 10 minutes to Beaches

Welcome to the Starfruit House. A completely renovated three bedroom two bathroom beach cottage with a in-ground heated pool! This home features the feel of old Key West with all new modern updates. Within a few miles of the most popular beaches in the area, minutes to downtown St. Pete, and a quick bike ride to Gulfport. Enjoy the tropical feel of the outdoors, and then come inside to relax.