Smoking friendly holiday rentals in St. Petersburg

4.99 out of 5 average rating, 356 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.

Guest house 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.

4.94 out of 5 average rating, 183 reviews

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

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!

4.95 out of 5 average rating, 234 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.

Guest house 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.

Guest house 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, 893 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.

Guest house 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, 386 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).

4.96 out of 5 average rating, 113 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

4.95 out of 5 average rating, 145 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!

Bungalow in Seminole Heights

A light-filled living area features a cozy seating arrangement with a tufted chaise lounge and an armchair. An elegant coffee table sits center stage on a textured rug, accompanied by decorative plants and wall art. Natural light filters through large windows, enhancing the inviting space.

4.89 out of 5 average rating, 138 reviews

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.

4.78 out of 5 average rating, 171 reviews

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 Bay Crest Park

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 suite in Southeast 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, 264 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.

4.85 out of 5 average rating, 419 reviews

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.

Flat in Tampa Heights

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.

4.86 out of 5 average rating, 239 reviews

An illuminated screened patio surrounds a glowing heated pool, with colorful lights highlighting the space. Lounge chairs are positioned for relaxation, while the outdoor seating area is visible in the background. The serene ambiance is complemented by the shimmering water.

Home in Clearwater

Sleep22/SaltedHeated pool 5BDR3Bath/9 min2ClBeach

This is the perfect vacation home for families! 5 bedrooms 3 full bathroom home with a screened and HEATED Pool, screened covered patio with sitting area and big outside dining table for gatherings and overall enjoyment of the outdoor spaces. Strategically located 10 min from the famous Clearwater beach, less than 10 minutes to bellair beach13 minutes from Indian Rocks beach it is in a prime location with many events happening nearby. Pool heated free of charge by request

Popular amenities for smoke-friendly rentals in St. Petersburg

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

4.94 out of 5 average rating, 51 reviews

Flat in Tampa

Modern Comfort Near FL State Fairgrounds-1BR/1BA

5 out of 5 average rating, 14 reviews

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.

Flat in Davis Islands

One bedroom apartment

4.92 out of 5 average rating, 52 reviews

A spacious bedroom is furnished with a large bed, accompanied by a sleek black bench at its foot. Natural light filters through the window, which is adorned with horizontal blinds. A minimalist mirror and decorative wall art enhance the room's contemporary design.

Flat in Tampa

Empire State Studio

4.82 out of 5 average rating, 17 reviews

A spacious sleeping area features a neatly made bed with a patterned blanket. A black headboard adds contrast to the light walls, while a striking black and white lion portrait hangs above. A ceiling fan and door are visible in the background.

Flat in Forest Hills

The paradise Apartment 1

Flat in Downtown St. Petersburg

An open living space showcases a modern kitchen with stainless steel appliances and a dining table surrounded by sleek chairs. A comfortable sofa faces a mounted television and decorative electric fireplace, while a bright yellow armchair adds a pop of color to the neutral decor.

5 out of 5 average rating, 11 reviews

Downtown Zen 2-Bedroom Bungalow

4.91 out of 5 average rating, 22 reviews

A bright sleeping area is presented with a wooden headboard, featuring decorative pillows and vibrant bedding adorned with tropical motifs. Natural light filters through sheer curtains, adding a warm touch to the space.

Flat in Historic Kenwood

420 St. Pete stay @ 420 Cottage

Flat in Indian Rocks Beach

4.96 out of 5 average rating, 75 reviews

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo

4.85 out of 5 average rating, 59 reviews

A serene pool area is framed by lush greenery and tropical plants. The sparkling water reflects the sunlight, while a stone deck surrounds the pool. Seating is provided at black metal chairs, and a shaded entertainment tent is visible in the background.

Flat in Ybor Heights

Casa VM Ybor Clothing Optional Guesthouse

Smoke-friendly house rentals

Home in Southeast Seminole Heights

The exterior of the historic farmhouse showcases a neatly landscaped yard with vibrant green hedges and palm trees. A brick pathway leads to the welcoming entrance, featuring a red door and black rocking chairs on either side, creating an inviting atmosphere.

5 out of 5 average rating, 192 reviews

Multi-Award Winning & Top 5% Rated on Airbnb 2025

4.84 out of 5 average rating, 279 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

4.98 out of 5 average rating, 59 reviews

A private backyard features a swimming pool surrounded by lounge chairs and tropical landscaping. The single-level home is visible in the background, with large windows allowing natural light to fill the interior. An outdoor dining area is set up nearby under a blue umbrella.

Home in Largo

Beach 1 mi | Heated Pool | Fire Pit

4.95 out of 5 average rating, 85 reviews

A modern living area features a gray sofa adorned with patterned pillows, arranged near a round wooden coffee table with decorative items. The space is illuminated by a tall, artistic lamp, and two bright orange doors complement the warm color palette.

Home in Largo

Boho Vibes

4.89 out of 5 average rating, 36 reviews

A fully equipped kitchen is featured, showcasing modern stainless steel appliances and a spacious island with seating for four. Light-colored cabinetry provides a sleek look, while large windows allow natural light to fill the space, creating a bright and inviting atmosphere.

Home in Beach Park

Modern Nest in South Tampa

4.95 out of 5 average rating, 164 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

4.97 out of 5 average rating, 34 reviews

A serene bedroom is presented with a spacious bed dressed in dark linens. Two bedside lamps provide soft lighting beside the bed. A large mirror hangs on the wall, reflecting natural light from the window, which is framed by dark curtains. A cozy throw blanket adds texture to the decor.

Home in Palmetto Beach

3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/

4.97 out of 5 average rating, 36 reviews

A spacious backyard features a fire pit surrounded by chairs, inviting relaxation. In the background, a pool glimmers under the sun, with a gazebo and various games visible. Lush greenery adds to the serene atmosphere, creating a perfect space for outdoor gatherings.

Home in Pinellas Park

Private Pool, 15 Minutes to the Beach & Downtown S

Smoke-friendly apartment rentals

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.

Apartment in Town 'n' Country

Spacious 1 BR Near TPA

Apartment in Treasure Island

4.88 out of 5 average rating, 32 reviews

Entire 2BR Treasure Island Condo, Beach, Sunsets

A clear blue swimming pool is framed by a neatly landscaped area with flowering plants and trees. A fountain can be seen in the center of the pool, while a basketball hoop stands at one side. The surrounding patio is lined with decorative pots.

Private room in Largo

4.92 out of 5 average rating, 12 reviews

A Private Room Near Indian Rocks Bch $85/day

A dining table holds a decorative tray featuring a wooden seahorse and a patterned bowl. In the background, two queen beds are neatly made with blue floral bedding, and large windows allow natural light to illuminate the room.

Apartment in Ruskin

4.84 out of 5 average rating, 25 reviews

Sunset Retreat Condo #506 Little Harbor

Apartment in Indian Shores

4.85 out of 5 average rating, 26 reviews

Vitamin Sea and Vacation dreams 3 Bedroom unit