House holiday rentals in Gulfport

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.

Charming Gulfport Bungalow, Close to Beach

Step into a one-of a kind Jungalow retreat. The eclectic vacation rental blends vintage treasures, global finds and bold design choices into a vibrant and welcoming getaway. From colorful textiles and artful decor with a Pac-Man arcade, record player and classic records perfect for travelers who crave more than the ordinary. Unwind on the private patio and grill out or make some smores on the fire pit. Gulfport has a quaint downtown and local shops and plenty of wonderful beaches nearby!

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.

Beach House Gulfport

Visa Luxury Vacation Rentals The Beach House is a luxury retreat crafted to give guests a true Key West–style getaway. Ideally located just one block from Gulfport’s vibrant Main Street and a short four-block stroll to Gulfport Beach, this home offers the perfect blend of charm, convenience, and coastal living. Enjoy a spacious 400 sq. ft. enclosed patio, a private backyard, a gas grill, and a cozy campfire pit everything you need to create unforgettable vacation memories.

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!

Blush by the Bay Gulfport | Walk to Waterfront

Blush by the Bay | Gulfport's luxury coastal escape for groups up to 10. This stunning 3-story waterfront home features 3 king suites with private balconies, bay views, and en-suite baths. Watch boats glide by from one of 3 furnished balconies or unwind at the custom wet bar. Full kitchen with premium appliances, open dining, and smart TVs throughout. Steps to beach, marina, Tuesday Market, and restaurants. Your perfect Gulf Coast retreat awaits.

Gecko Cottage

Romantic little Cottage 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.

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!

The Boho | Walk to Gulfport Beach & Restaurants

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.