Sunny Palm Cottage, located in the first block from the beach, is an ideal location for any season whether you are looking for winter sun or a summer seaside escape. Relax in this clean, quiet and relaxing cottage in a convenient location. Just like the town of Gulfport itself, Palm Cottage...

Welcome to Gulfport Guest Cottage, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Imagine lovely old oaks covered in Spanish moss, brick-paved streets and cute little colorful cottages. Our Gulfport cottage is approximately 1000 square feet, and has two...

We can’t explain why guests say they relax the minute they enter Dolphin House. Maybe it’s because the cheerful coastal vibe reminds them that they’ve finally made their escape to the beach. Or because comfortable furnishings and sun-filled spaces make this rental truly feel like home. Or because...

Resort style residence on Boca Ciega Bay with Southern facing view. Sunrise in the morning and sunset in the evening. Only two story on the North side of the Bay...views views views. Lounge by the pool or a 9 minute walk to the restaurants in downtown Gulfport. An elevator is available to the...

Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of Gulfport’s vibrant Waterfront District. With a parlor-style living space and private, tropical patio, there’s no shortage of spaces to relax. And you’ll do so in style:...

The Beach House is a luxury home designed to immerse the guest in a Key West style vacation. Conveniently located 1 block from the Gulfport’s Main street and a short walk from Gulfport's beach. Boasting a 500 Square foot enclosed patio, private backyard, Gas Grill and campfire pit this vacation...

With updated appliances and a full renovation, this charming Tampa Bay bungalow is an ideal spot to spend your next family vacation. Your party of 6 will love the professional decor and comfortable amenities in the 2-bedroom, 2-bathroom vacation rental home. Just minutes from Downtown St....

Tyn & Marty's is the quintessential old-Florida summer cottage sited on a corner lot in Gulfport's Waterfront District. Lovely wood floors in the living area, bedrooms and hallway. Tile floor in the bath. Large windows with blinds in the living room and bedrooms to let as much (or as little!) sun...

This charming classic Cape Cod style home with an oversize fenced yard is waiting for you and your family. Located in the heart of the quaint town of Gulfport, you can walk to the beach or to the Arts district, with a Farmers Market, live music, picnics, volleyball, and fun cool gift shops. Six...

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...

Unwind amidst lush tropical greenery at Fish Camp, a charming 1BR/1BA ideal for your next sweethearts’ getaway. Soak up Florida sunshine, or curl up with a good book and a glass of lemonade. Stroll around Gulfport and visit local art galleries and restaurants, or plan a day in the waves of Boca...

New listing! Make yourself at home in a comfy retro 50's bungalow. Bright and spacious two bedroom with queen beds and a great set up for entertaining. Well appointed eat-in kitchen adjacent to full size dining room, with a large private covered deck outside. Kick back after your day at beautiful...

This is a single family home with three bedrooms and two bathrooms that has a split floor plan. This house has two living spaces as well as a dining room. A brand new kitchen with stainless steel appliances and granite counter tops. Refrigerator has an ice maker and kitchen has a small dishwasher....