Smoking-friendly holiday rentals in Bradenton

4.97 out of 5 average rating, 235 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Apartment in Bayou Oaks

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

4.82 out of 5 average rating, 103 reviews

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

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

4.92 out of 5 average rating, 132 reviews

Olympic Oasis | GYM • POOL • GAMES • BBQ • GAINS

Welcome to Olympic Oasis, your tropical training ground meets resort-style getaway. Start with a gym sesh in your private gym, then reward yourself with a cooling dip in the sparkling pool. Sink into chic loungers or relax in serene spaces crafted for total tranquility. Feeling playful? The arcade awaits. Feeling photogenic? We’ve got the perfect backdrops. All this sits in Bradenton’s prime location, close to pristine beaches & the best hot spots. Work hard. Play harder. Vacation hardest.

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, 883 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, 380 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, 108 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

A cozy living area features a gray sofa positioned against a wall, complemented by a patterned area rug. A round glass coffee table sits in the center, and a lamp provides soft lighting. Natural light filters through the window, with muted white curtains enhancing the ambiance.

4.87 out of 5 average rating, 133 reviews

Cozy Golf, IMG, Country Club & Anna Maria Island

Peaceful Villa retreat walking distance from Golf Country Club, close to IMG Academy, Anna Maria Island and Beaches. Convenient located near restaurants, grocery stores, movie theater, Robison Preserve and beaches. 2 Bedrooms. 3 beds (1 queen, 2 full and pull out couch for extra guess - sleep 6). Screen lanai with hot tube. Running trails close by and endless beaches with amazing sunsets!!! Come and check out this little piece of heaven call Bradenton. 10 minutes from Ana Maria Island,

4.96 out of 5 average rating, 136 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!

4.9 out of 5 average rating, 107 reviews

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

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.

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.

4.84 out of 5 average rating, 399 reviews

Downtown Tampa & Armature Works Apartment!

Stylish, 2-bedroom, studio apartment just blocks from downtown Tampa! Sleeps 4 with a king bed and cozy full bed. Enjoy a dedicated office space, fully stocked kitchen with coffee bar, in-unit washer/dryer & a balcony overlooking the lush courtyard with seating & a grill. Nestled in a peaceful neighborhood yet minutes to Dowtown Tampa, Ybor City, Armature Works & much more—your perfect Tampa escape! The second bedroom is accessed through the main bedroom, separated by a door.

4.85 out of 5 average rating, 102 reviews

A cozy sleeping area features a spacious bed with white bedding and decorative pillows. A folded blanket is draped over a chair in the corner. Side tables flank the bed, enhancing functionality. The room is illuminated by soft lighting and a ceiling fan, with dark curtains framing the window.

Guest suite in Bradenton

Cozy For Two Getaway Bradenton

Welcome to our cozy retreat in Bradenton! Perfect for a couple, this small but charming space can comfortably accommodate our guests (ideally a couple and 2 small kids if pushing for 4 guests since the couch is small, but lays out). Enjoy the privacy of your own gated parking area. Located just 25-30 minutes from the beautiful Lido/Siesta Key Beach and Anna Maria Island, you can spend your days soaking up the sun and exploring the vibrant local scene here!

Guesthouse in Historic Old Northeast

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.

4.9 out of 5 average rating, 327 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.

Popular amenities for Bradenton Smoke-Friendly Accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

Apartment in Clearwater Beach

The property features a refreshing swimming pool surrounded by lounge chairs. A brick-paved patio includes tables and umbrellas for shade. The building is positioned near the Intracoastal Waterway, with a boat dock visible in the foreground.

4.85 out of 5 average rating, 47 reviews

Enchanted Inn Suite #3: Waterfront, Pool, Fishing

4.75 out of 5 average rating, 61 reviews

A quaint outdoor patio area features a small table topped with a bottle. A vibrant blue umbrella provides shade, while a floral-patterned chair invites relaxation. Surrounding greenery includes a potted plant and well-maintained shrubs, creating a serene outdoor space.

Apartment in Sarasota

~ Cozy Apartment Close to Siesta Key ~

Apartment in Bradenton Beach

A dining area is presented with a light wooden table surrounded by woven chairs. A round basket sits in the center, filled with fresh fruit. Green placemats adorn the table, while natural light streams through a nearby window, highlighting the simple decor of the space.

5 out of 5 average rating, 6 reviews

LasPalmas Beach Rentals,3

4.97 out of 5 average rating, 119 reviews

Apartment in Brandon

Centrally Located Studio, Private Patio, Sleeps 3

Apartment in Davis Islands

A balcony area is framed by a large arched opening, featuring a small round table accompanied by two chairs. Sunlight creates a patterned effect on the floor, while a tree is visible beyond the railing, offering a glimpse of the surrounding scenery.

5 out of 5 average rating, 10 reviews

One bedroom apartment

4.85 out of 5 average rating, 33 reviews

Apartment in Sarasota

Beautiful and cozy because we care

4.95 out of 5 average rating, 44 reviews

Apartment in Sarasota

Lido Key Getaway Near Downtown & the Bay!

Apartment in St. Petersburg

A private outdoor space featuring a fire pit surrounded by colorful adirondack chairs in orange and yellow. The area is covered with white gravel and enclosed by a white privacy fence, with green pet turf visible in the background.

4.99 out of 5 average rating, 89 reviews

Paws Paradise Studio-2 Miles to Beach-Kitchen-Yard

Smoke-Friendly Holiday Houses

4.97 out of 5 average rating, 63 reviews

Home in Gulfport

Modern studio, pool & sauna | 10 min to DT & BEACH

A screened-in lanai features a cocktail-sized saltwater pool, surrounded by comfortable seating. Sun loungers are positioned beside the pool, with a view of the green yard and landscaping visible through the mesh enclosure, offering a relaxing outdoor space for gatherings.

4.74 out of 5 average rating, 38 reviews

Pool Oasis, Close to Beaches w/ Peaceful Lagoon

4.86 out of 5 average rating, 269 reviews

A bright kitchen area features modern white cabinetry and a large island with a grey granite countertop. Stainless steel appliances are positioned along the wall, and natural light floods in through a window overlooking an outdoor space. A contemporary light fixture hangs above the island.

Home in Tampa

3BR/2BA Cozy Tampa Home

4.91 out of 5 average rating, 299 reviews

An open-concept living space showcases modern furnishings and neutral tones. A spacious sectional sofa is positioned in front of a flat-screen TV. The kitchen features stainless steel appliances and a central island, while a dining area with a wooden table offers additional seating.

Home in Tampa

Cute and Cozy 3 Bedroom House - Near Busch Gardens

4.94 out of 5 average rating, 157 reviews

Spacious entertainment area features a pool table with a vibrant red felt surface, accompanied by a seating area with comfortable sofas. Large ceiling fans provide airflow, while multiple screens display various entertainment options, enhancing the communal space for family gatherings.

Home in Tampa

Villa White Rock in Tampa

4.92 out of 5 average rating, 59 reviews

Ila's Beach House: Heated Salt Pool - Near IMG

4.67 out of 5 average rating, 6 reviews

Home in Sarasota

The Roaring Palm

4.94 out of 5 average rating, 68 reviews

A spacious sleeping area features a tufted bed topped with soft pillows and neatly arranged towels. A large mirror reflects the light from the window, while a potted plant adds a touch of greenery. Soft lighting is provided by ceiling fixtures and bedside lamps.

Home in Seffner

Dariana kuan

Smoke-Friendly Holiday Condos

A spacious living area features a large sectional sofa and a television on a low stand. Natural light enters through a sliding door that leads to a patio, framed by a railing. The flooring is dark and smooth, enhancing the room's openness.

Condo in Town 'n' Country

Spacious 1 BR Near TPA

A spacious living area features a comfortable blue sectional sofa adorned with decorative pillows. A large wall clock and coastal-themed artwork enhance the decor. Light wood flooring complements the design, while a dining area is visible in the background, furnished with a table and chairs.

Condo in Indian Shores

4.85 out of 5 average rating, 26 reviews

Vitamin Sea 3 BDRM Complete Remodel DONE MAY 5

Condo in Indian Rocks Beach

Condo Del Mar: Complex w/ Heated Pool In IRB

A well-lit sleeping area features a spacious bed with light purple bedding, framed by two bedside tables with soft ambient lamps. A floral art piece decorates the wall above the bed, and natural light filters through the partially covered window.

Condo in Nokomis

4.7 out of 5 average rating, 10 reviews

Nokomis Beach/ Next to Pops-spacious 1/bedroom APT