Holiday houses in Gulfport

4.96 out of 5 average rating, 78 reviews

King / Child Friendly / Near DT / No Chores!

Add us to your wishlist by clicking ❤️ Unwind at our modern beach house, minutes from vibrant Gulfport and sun-soaked St Pete. Stroll to Gulfport’s charming downtown — a lively mix of restaurants, breweries, coffee shops, and boutiques, relax at Gulfport Bay Beach, or take a quick drive to the area's world-famous Gulf beaches. Looking for culture? Don’t miss the Dali Museum, Chihuly Collection, or St Pete Pier. It’s the perfect spot for a vaca with friends, romantic escape, or family getaway!

A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.

4.96 out of 5 average rating, 170 reviews

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

4.93 out of 5 average rating, 54 reviews

Beautiful newly renovated beach cottage

Enjoy the best of cottage and beach life all in one home! This stunning property offers peace and tranquility in the friendly community of Gulfport, FL. Our home is beautifully renovated and has 2 bedrooms + 2 bathrooms with free parking on premise. Includes TVs in every room, free Wi-Fi, BBQ and outdoor dining. 10-minute drive to Treasure Island, downtown St Pete, restaurants, shops, casino, and close to Twin Brooks Golf course. Gulfport is family-friendly, and an all-inclusive community.

The exterior of a modern elevated home features a welcoming front porch with white railings and stairs leading to the entrance. The driveway provides space for parking under the house, surrounded by well-maintained green grass and landscaping alongside the front.

4.97 out of 5 average rating, 32 reviews

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.

Superhost

4.75 out of 5 average rating, 8 reviews

Gulfport Hideaway, Close to Entertainment District

This large & light-filled 3-bedroom, 2-bath home offers a spacious, open layout perfect for relaxing, gathering, or remote working. Surrounded by mature canopy trees, the home feels like a private sanctuary close to the vibrant arts & entertainment district. A short walk to Gulfport’s restaurants, galleries, coffee shops, yet tucked away from the buzz for peaceful & private nights. Treasure Island and St. Pete Beach are only 5 minutes away, and Downtown St. Pete is just a 10-minute drive.

A charming cottage is surrounded by lush greenery, featuring a covered porch adorned with blue rocking chairs and a decorative whale motif. Tropical plants frame the view, while a wooden fence adds to the property’s privacy and character.

4.98 out of 5 average rating, 103 reviews

Cozy Cottage for Lovers

Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

Superhost

A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.

Tiny home in Gulfport

4.91 out of 5 average rating, 248 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile 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 the St Pete pier.

4.96 out of 5 average rating, 133 reviews

An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.

Guesthouse in Gulfport

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

4.94 out of 5 average rating, 113 reviews

An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.

Tiny home in Gulfport

Avocado Casita 10 mins to Beaches

Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

The cottage exterior features a light teal facade with white trim and multiple windows allowing natural light. A welcoming front porch includes a central entry door flanked by two large windows. The address is displayed prominently above the door. Lush greenery surrounds the base of the structure.

4.99 out of 5 average rating, 281 reviews

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

4.85 out of 5 average rating, 244 reviews

A bright studio area features a spacious bed with soft bedding, a ceiling fan overhead, and multiple windows allowing natural light to filter in. A small dining table and two chairs are positioned nearby, creating a functional and inviting space.

Apartment in Gulfport

Studio Garden Apartment

Studio apartment in Gulfport FL. New space with new bathroom and kitchenette, overlooking my garden. Hot plate and toaster oven with air fry capacity with a mini fridge. Sink, counter space and cupboards in kitchenette . Queen bed Private entrance with no shared space. Updated WiFi with strong signal to support many devices perfect for work space and TV with netflix and ruko. There is only space for one vehicle.. please adhere to one vehicle

A spacious living area features a large blue sectional sofa, accented by a yellow throw pillow. Natural light floods through the two windows, framed by soft pink curtains. A colorful door adds a vibrant focal point, while a small table and chair provide additional seating.

4.88 out of 5 average rating, 33 reviews

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!

Popular amenities for Gulfport holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gulfport

4.91 out of 5 average rating, 125 reviews

A hot tub is situated under a wooden gazebo, surrounded by benches made of natural wood. The tub features a control panel and jets, with clear water visible inside. Bright greenery and a fence provide privacy, enhancing the relaxing atmosphere.

Bungalow in Gulfport

Latitude Adjustment! Hot tub Bungalow St Pete!

5 out of 5 average rating, 10 reviews

Guest suite in Gulfport

Private Yard - Gulfport

5 out of 5 average rating, 3 reviews

Papaya Paradise - Gulfport Hideaway

5 out of 5 average rating, 74 reviews

Apartment in Gulfport

Poe's Place: In The Heart of Gulfport Art District