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The Little Cottage

Are you ready to getaway? Come stay at this beautiful, quaint, beach escape in downtown Gulfport! Located within walking distance to shopping, bars, restaurants, dog park and the Gulfport pier. This artsy Little Cottage is pet friendly and has everything you need to vacation easy. The property boasts breathtaking landscaping and sits directly across from Wood Ibis Park. Less than a 10 minute drive to Treasure Island, Madeira Beach, St. Pete Beach and Downtown St. Pete. Your getaway starts now!

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...!

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.

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Mockingbird Bungalow min to beaches

This memorable place is anything but ordinary. This is a 1 bedroom 1 bathroom private bungalow with all the amenities you need for the perfect vacation! This property is the perfect cozy beach getaway for 2 people. You'll enjoy your cup of coffee on the enclosed private patio each morning while watching the native butterflies and birds. This tiny bungalow is less than 10 min. to St. Petersburg's beaches and 10 min. to downtown St. Pete. *Please read all additional information with listing*

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!

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.

Shady Paradise Close to All!

Totally remodeled 1960's bungalow with retro old Florida furnishings, two bedrooms with comfy new mattresses on 3 beds, and a foldout bed to sleep extra guests. Comes equipped with everything you need for a great vacation! Full kitchen, dining area, and private yard with mature trees. Free laundry facilities on site. Perfect for families- and pets are welcome too! Parrot Park is a shady and quiet vacation retreat, located a short walk from restaurants, nightlife and Gulfport beach!

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!

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

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.