Smoking friendly holiday rentals in Pinellas County

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Top-rated smoke-friendly rentals in Pinellas County

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Guest house in Largo
4.99 out of 5 average rating, 350 reviews

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.

Superhost
A spacious screened-in pool area is highlighted, featuring a clear blue pool surrounded by a patio with lounge chairs. A modern kitchen and living room are reflected through large glass doors, connecting indoor comfort to outdoor relaxation.
Home in Largo
4.82 out of 5 average rating, 103 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

Step inside, you’re greeted by an open living area, and beautifully updated kitchen and appliances. Step outside to your private paradise! The large screened-in pool lanai beckons you to relax, lounge around, take a dip, fire up the grill and unwind in the Florida sunshine. This is where unforgettable memories are made. ☑ 5 mi to beautiful Sand Key Beach park and Clearwater Beach! ☑ 10 mi to John’s Pass Boardwalk. ☑ 9 mi to CLW/St Pete Airport & 23 mi to Tampa INTL. ☑ Sun room w/ping pong tabl

Guest favourite
A spacious yard features a white hammock hung between palm trees, surrounded by lush artificial turf. Soft ambient lighting highlights a cozy outdoor area, and the inviting home can be seen in the background, showcasing a seamless flow between indoor and outdoor spaces.
Home in Clearwater
4.94 out of 5 average rating, 181 reviews

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!

Top guest favourite
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.
Guest house in Gulfport
4.95 out of 5 average rating, 222 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.

Superhost
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.
Guest house in St. Petersburg
4.84 out of 5 average rating, 878 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.

Superhost
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.
Guest house in St. Petersburg
4.84 out of 5 average rating, 373 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).

Guest favourite
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
4.96 out of 5 average rating, 136 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!

Guest favourite
A spacious living area features a classic pool table in the center, surrounded by natural light from large windows. A dining table is visible in the background, while an open kitchen is accessible to the left. Warm lighting fixtures enhance the overall brightness of the space.
Home in Tampa
4.77 out of 5 average rating, 164 reviews

Your Tampa Bay Vacation Entertainment Home

This Entertainment Oasis to Enhance Your Tampa-Bay Vacation Experience with WiFi, Pool Table & Poker-Table, Every Room has a Smart TV, USB Chargers, New AC Unit, Screen in Patio w/Pingpong Table-Dartboard-Grill, Backyard Privacy Fence. 3 BR, 2 Full Baths, 1-Air Mattress, 4-Car Driveway. Located Near Airport, RJ Stadium, International Plaza, Ben T David Beach, Clearwater Beach, Busch Gardens, & Adventure Island. Entertainment Book In The Home w/Beaches, Parks, Restaurants & Shopping.

Guest favourite
A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.
Home in Clearwater
4.9 out of 5 average rating, 106 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Heated pool!! Perfect place for a family vacation!! Start your day lounging by the pool or head to one of the many nearby beaches. Enjoy your day at pier 60 in Clearwater where there are many shops and places to eat also you may run into terry hogan on Mondays for karaoke night at his place “Hogan’s Hangout” or head on down to whiskey joes and enjoy live music, food and drinks all while sitting on the sandy beach next to a fire pit, end the day back at home relaxing by the pool.

Top guest favourite
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
4.92 out of 5 average rating, 225 reviews

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.

Guest favourite
A shared pool area is surrounded by tropical palm plants, featuring a rectangular pool with clear blue water. Lounge chairs are arranged around the pool's edges, providing comfortable seating options. A small table stands next to the pool, enhancing the relaxation space.
Townhouse in Madeira Beach
4.91 out of 5 average rating, 133 reviews

Beach Home Luxury Heated POOL-Golf Cart (S)

Brand New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome located near a canal and the gulf just two blocks from the beach. Heated salt water pool! GOLF CART!!! Ask for avalability. (The cart has a small fee). You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to beach, restaurants, volleyball. Close to Johns Pass, 2 miles.

Guest favourite
A light-filled living area features a comfortable beige sofa adorned with patterned throw pillows. In the background, two bikes are parked beside a well-equipped kitchenette with navy cabinetry and a wine fridge. Sunlight streams through an open door, illuminating the space.
Guest house in St. Petersburg
4.9 out of 5 average rating, 325 reviews

Beautiful Guest House in Historic Old Northeast

Completely Detached Studio apt/Mother in-law suite located in Historic Old Northeast. 100 feet to Coffee Pot Water Way and walking path. Less than a mile to downtown, less than a mile to Vinoy Hotel and Beach drive; Quarter mile to North Shore Park. Two bikes are available to guests. Guests are also welcome to the lap pool, the grill, patio furniture. Must be okay with dogs.

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