Smoking-friendly holiday rentals in Gulfport

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Entire Home with Hot tub & Firepit

Experience the charm of this 1000 sqft. home & expansive backyard w/fire pit & hot tub. Enjoy complete privacy. No shared walls, guest houses, or other guests. Inside is a 2Bd/1 Bth & well-equipped kitchen w/most small appliances. Nestled in a tranquil area, yet centrally located. Easy access to the airport, major attractions, best restaurants, vibrant nightlife, & fun adventures - all just minutes away! Includes a monitored security system so you have both the peace of mind & comforts of home.

Mahi on Madison:Near Beach w/Fenced Yard & Hot Tub

Escape to this stunning, private, and beautifully renovated home that has a bright and cheerful atmosphere. Enjoy the exclusive privacy of a fully fenced yard, featuring a relaxing hot tub, hammock, fire pit, and grill. With 3,200 sq ft of lush artificial turf with a fun mini putt-putt course, there’s plenty of space for activities and fun! We're just minutes away from shops, bars, restaurants and the Clearwater Basin Marina. Best of all, the beautiful Clearwater Beach is only 10 minutes away!

Downtown Tampa & Armature Works Apartment!

Cozy apartment situated in a charming, peaceful neighborhood, that is just a short walk to many of Tampa's greatest amenities. Sleeps 4 with a comfortable king and full size bed. There's a dedicated office space, fully stocked kitchen w/ coffee bar, & a large courtyard w/ tropical plants, seating, and a grill. The main bedroom & living area are combined and the second bedroom is accessed through the main bedroom/living area. There is a door to shut off the second bedroom and a TV in the room.

Private & Cozy Tiny Home/Cottage

This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

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!

TAMPA/Seminole Heights/Walk 2 Breweries

This property is located in the trendy and historic neighborhood of Seminole Heights in Tampa, known for its abundance of cafes, bars, and restaurants. Just a 10 min drive to downtown, Amalie Arena, Riverwalk, Tampa General Hospital, Ybor City, and Armature Works. A 15 min drive to Busch Gardens, Hard Rock Casino, and 40 min to the beaches. Explore the area with Brew Bus while enjoying drinks. Overall, location offers easy access to some of the best dining and entertainment options.

*POOL* Bar, Hottub, Central location

Welcome to Pat’s Pub House🌴 Pool, hot tub, & outdoor bar. Peaceful boho vibe. This is our personal vacation home. We love it. We want all of our guest to live it too. Not your cookie cutter plain white box Airbnb. We have crystals, & art everywhere. Big dogs welcome. Kids fort with rock wall & sand box. TV you can watch from the pool! Movie projector room with huge comfy couch. Short drive to Florida’s ~BEST~ Beaches, John’s Pass, Downtown St. Pete, & Airports. Central location.