Smoking friendly vacation rentals in St. Petersburg

4.99 out of 5 average rating, 339 reviews

The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.

Guesthouse in Largo

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.

4.9 out of 5 average rating, 199 reviews

A spacious living area features a comfortable red sofa and two patterned armchairs, arranged around a black coffee table. Natural light pours in through large windows, complemented by dark curtains. A flat-screen TV is mounted above a modern fireplace, enhancing the room's inviting ambiance.

Bungalow in Tampa

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.

4.95 out of 5 average rating, 221 reviews

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

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.

Apartment in Tampa Heights

A welcoming living area is furnished with two orange chairs and a round side table, positioned on a plush area rug. A large TV hangs on the wall opposite a comfortable bed, with light streaming through sheer curtains. The space features a blend of modern and cozy elements.

4.85 out of 5 average rating, 338 reviews

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.

Guesthouse in St. Petersburg

The exterior of a cozy converted workshop features a gray wood-paneled facade with a vibrant yellow front door. Two chairs are positioned on the porch, beside a barrel and trash bins. A privacy fence can be seen in the background, surrounded by greenery.

4.84 out of 5 average rating, 852 reviews

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.

Guesthouse in St. Petersburg

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

4.84 out of 5 average rating, 346 reviews

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).

4.95 out of 5 average rating, 102 reviews

The exterior of a well-maintained single-family home features a two-car garage, manicured lawns, and palm trees. A gravel driveway leads to additional parking beside the house. A small garden area with shrubs and decorative stones enhances the curb appeal.

Home in Apollo Beach

Apollo Beach is your getaway destination!

Receive a $25 gift card when you book this Tampa luxury private retreat. Just minutes from Apollo Beach Nature Reserve, Manatee Viewing Center, Downtown, Riverwalk, Busch Gardens, Florida Aquarium, & more! The perfect spot for family & friends, to relax or if you just want to enjoy a great chartered fishing trip sightseeing shopping and let's not forget our beautiful beaches Apollo Beach is just minutes from the interstates for quick easy access for whichever direction you want to travel

4.96 out of 5 average rating, 121 reviews

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

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!

4.87 out of 5 average rating, 173 reviews

An outdoor bar named Pat's Pub is featured, surrounded by tropical foliage. A pool with a light blue hue is visible in the foreground, complemented by a pink flamingo float. Seating areas include lounge furniture adorned with colorful cushions.

Home in Seminole

*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.

Guest suite in Old Seminole Heights

A charming exterior showcases a guest suite with a vibrant red door, surrounded by lush greenery. The patio area features seating among potted plants, and a wooden pergola provides shade, enhancing the inviting outdoor space. Brick paving leads up to the suite's entrance.

4.95 out of 5 average rating, 250 reviews

The Little Pink Guest Suite

Enjoy our cozy back yard guest suite. Fully fenced in by a privacy fence with dedicated off street parking. Our space is walking distance to some of the best bars, coffee shops and restaurants in Seminole Heights. Inside you'll have a fully equipped kitchenette, very comfy brand new Queen size bed, Smart TV, and fast internet. We have all you need to provide comfortable stay for vacation or business travel right in the middle of the city with quick access to everything via car.

4.92 out of 5 average rating, 219 reviews

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

Home in Tampa

Rooms with a Pool

Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.