Smoking friendly holiday rentals in St. Petersburg

4.83 out of 5 average rating, 133 reviews

An open concept living space features a spacious kitchen with dark wood cabinetry and stainless steel appliances. Connection to a cozy seating area is provided by a light-colored sofa adorned with decorative pillows. A dining area with a red tablecloth and seating for six enhances the welcoming atmosphere.

Home in Tampa

5 star Tampa Pool Oasis 2

Fully renovated 3bed 2bath open concept home with beautiful pond view and brand new POOL! Luxurious Travertine floors and handscraped wood floors throughout the home and beautifully modern renovated bathrooms. Large county park just 75 steps from the front door featuring kids play areas, fitness trail, and basketball courts make this a great family friendly or long term place to stay. 15 minutes to Busch Gardens, 20 minutes to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

4.99 out of 5 average rating, 354 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.

4.82 out of 5 average rating, 105 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 Harbor Bluffs

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

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.

4.94 out of 5 average rating, 182 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!

4.79 out of 5 average rating, 344 reviews

A tranquil outdoor space features a private pool surrounded by lush greenery and lounge chairs. The vibrant sunset casts pink and orange hues over the water, with a boat docked in the background. Potted plants add a touch of nature to the serene setting.

Guest suite in Riverbend

The Riverfront Suite at Casa del Alma

The riverfront suite @ Casa Del Soul has something for everyone. Whether you’re traveling for business, on vacation exploring Tampa Bay, or wanting to get out of the house for a weekend stay-cation look no more. Casa del Soul is centrally located in trendy/ eclectic neighborhood of Seminole Heights just minutes away from Ybor, Hard Rock, Downtown, South Tampa, Hyde Park , Lowry Park Zoo, Busch Gardens, Adventure Island, the Amphitheater, Arena, International Mall, Stadium, Restaurants & More.

4.95 out of 5 average rating, 231 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, 890 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.

4.85 out of 5 average rating, 383 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, 112 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, 141 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!

4.78 out of 5 average rating, 170 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.

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.

4.9 out of 5 average rating, 108 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

Popular amenities for smoke-friendly rentals in St. Petersburg

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

5 out of 5 average rating, 17 reviews

Flat in Tampa

Oasis Suite

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

4.85 out of 5 average rating, 411 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!

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, 10 reviews

Downtown Zen 2-Bedroom Bungalow

Flat in Downtown St. Petersburg

The charming entrance features a welcoming porch with a bright blue front door and an American flag. Lush green plants and flower pots frame the steps, while a sign stands on the lawn, and palm trees add to the inviting atmosphere.

4.69 out of 5 average rating, 16 reviews

Spacious 3-Unit Retreat Near Downtown & Park

4.9 out of 5 average rating, 21 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, 74 reviews

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

4.85 out of 5 average rating, 55 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 Indian Rocks Beach

The exterior of the two-story home is highlighted by a lush palm tree at the center of a landscaped area. A spacious driveway composed of pavers leads to wooden garage doors, while a warm sunset casts a soft glow over the property.

4.9 out of 5 average rating, 42 reviews

Luxurious 4/2 Beach Home w/ Game Room & Amenities

A refreshing pool is centered in a spacious outdoor area, surrounded by lounge chairs. Sunlight glistens on the water's surface, and a shaded seating area is visible in the background. The landscape includes palm trees and a white privacy fence.

4.8 out of 5 average rating, 20 reviews

Clearwater Getaway off the Gulf Coast

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

4.95 out of 5 average rating, 20 reviews

The open living area is furnished with a dark leather sofa and two light-colored accent chairs. A round coffee table sits on a patterned area rug, while a modern kitchen featuring stainless steel appliances and a sleek countertop is visible in the background, surrounded by crisp white cabinetry.

Home in Largo

3Bd/2Ba House, Parking, Laundry and Large Patio

A single-story home features a light gray exterior and a large driveway leading to a garage door. Lush palm trees and vibrant landscaping surround the property, creating a sense of tranquility under a clear blue sky.

5 out of 5 average rating, 28 reviews

Spacious Florida Family Getaway with Heated Pool

4.94 out of 5 average rating, 31 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

4.77 out of 5 average rating, 48 reviews

The outdoor space features a heated pool surrounded by sun loungers, offering ample relaxation options. Lush green landscaping and colorful plants enhance the ambiance. A screened-in lanai is visible, providing a shaded dining area for outdoor meals.

Home in Largo

Serena House w/ Heated Pool & Quick Drive to Beach

4.94 out of 5 average rating, 162 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

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 Indian Shores

4.85 out of 5 average rating, 26 reviews

Vitamin Sea and Vacation dreams 3 Bedroom unit

Apartment in Treasure Island

A wide sandy beach extends towards the horizon, meeting the ocean with gentle waves. Colorful umbrellas provide shade for beachgoers, who are enjoying the sun and water. Lush green grass borders the beach, creating a natural transition between the shore and the sandy area.

4.95 out of 5 average rating, 40 reviews

Beverly's Beach Place - Gulf sand just steps away

Private room in Indian Rocks Beach

New place to stay

Lovely condo in the heart of Indian Rocks Beach

Apartment in Treasure Island

4.88 out of 5 average rating, 32 reviews

Waterfront Oasis: Entire 2BR Treasure Island Condo

Apartment in Belleair Beach

4.82 out of 5 average rating, 51 reviews

Ground floor unit on the beach