Vacation rentals with outdoor seating in Gulfport

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Top-rated outdoor seating rentals in Gulfport

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Top guest favorite

A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.

Guesthouse in Gulfport

4.95 out of 5 average rating, 221 reviews

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.

Top guest favorite

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

4.95 out of 5 average rating, 110 reviews

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Top guest favorite

The exterior of the cottage is highlighted, featuring a white facade with blue shutters. Two windows frame the entrance, and a welcoming door is centered below them. Four black, woven outdoor chairs are arranged on the green grass, surrounded by tropical plants and sunlight.

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 151 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Guest favorite

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

4.84 out of 5 average rating, 230 reviews

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 . George Forman grill outdoors on the deck for outdoor cooking as well. 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.

Guest favorite

A modern kitchen area is highlighted with wooden countertops and white cabinetry. A stove, microwave, and tea kettle are visible, alongside open shelving displaying glassware and decorative items. Natural light enters through a window, illuminating the space, which leads to a cozy sleeping area.

Tiny home in Gulfport

4.93 out of 5 average rating, 217 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.

Top guest favorite

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

4.98 out of 5 average rating, 108 reviews

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!

Top guest favorite

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.

Cottage in Gulfport

4.99 out of 5 average rating, 267 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.

Top guest favorite

The exterior of the duplex is showcased with a brick facade and a light blue roof. A small white door is centered under a decorative wall feature. Potted plants and a small bistro table with chairs sit on a grassy area, surrounded by trees.

Home in Gulfport

5 out of 5 average rating, 121 reviews

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 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!

Superhost

The exterior of a historic building is visible, characterized by white stucco walls and red-tiled roofs. Large windows allow natural light inside. Lush greenery in the foreground includes tall grass, adding a natural element to the setting.

Guest suite in Gulfport

4.76 out of 5 average rating, 136 reviews

Gulfport 1BR-Semi-Private Beach

No flooding in unit during Helene! This rustic waterview 1BR space features a semi-private beach on Boca Ciega Bay (shared with guests in adjacent courtyard studio and front 2BR unit), queen bed, wood floor, shower/large tub with galvanized walls, and separate powder room. Full kitchen. In a historic home with expansive yard and a retreat feel but adjacent to restaurants, bars, beach and shopping of downtown Gulfport.

Guest favorite

A serene outdoor space features a heated pool surrounded by several lounge chairs and an umbrella for shade. Lush green plants and a wooden privacy fence complement the vibrant color of the cottage in the background, enhancing the inviting atmosphere.

Home in Gulfport

4.98 out of 5 average rating, 125 reviews

Bungalow Heated Pool Home 10 minutes to Beaches

Welcome to the Starfruit House. A completely renovated three bedroom two bathroom beach cottage with a brand new 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.

Top guest favorite

A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.

Home in Gulfport

4.99 out of 5 average rating, 148 reviews

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.

Top guest favorite

A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.

Apartment in St. Petersburg

4.94 out of 5 average rating, 159 reviews

St.Pete Modern Retro Oasis

8 mins to Downtown, Vinoy Park, clubs, bars and coffee shops. We are 14 mins to Treasure Island Beach, 10 mins to Gulfport, 5 short blocks to Pinellas Bike Trail and a 2 min walk to Central Ave Trolley and the SUN RUNNER which takes you to the beach and/or downtown. Only 1 BnB on premise, so you will have privacy. We offer many amenities and believe our pricing reflects the high quality of our BNB!