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Smoking friendly vacation rentals in San Gimignano

Find and book unique smoking friendly rentals on Airbnb

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Popular amenities for San Gimignano smoking friendly rentals

Smoking friendly apartment rentals

Top guest favorite
A spacious bedroom features a large bed with a patterned duvet cover, wooden headboard, and ample natural light. Decorative wall art and an antique wardrobe enhance the space. A chair and a small folding table are positioned nearby, while terracotta tiles and exposed wooden beams add character.
Apartment in Florence
4.98 out of 5 average rating, 105 reviews

Antica Leopolda - new listing, same hospitality!

HannahRating, 5 stars1 day ago
Cosimo and his mother Francesca were so lovely to deal with. There were a lot of personal touches which really made the stay, such as homemade biscotti, homemade jam and bicycles that we could use. They were more than helpful with their recommendations for places to eat and the apartment itself was beautiful. The only thing we weren’t keen on was walking back at night. There were a lot of men loitering outside the nearby shops. But other than that we enjoyed our stay.
Top guest favorite
A well-organized kitchen area is presented, featuring a wooden dining table accompanied by four chairs. Natural light enters through a nearby window, illuminating a vase with fresh flowers. A small shelf holds various kitchen items, and a microwave and coffee maker are visible on the countertop.
Apartment in Pontassieve
4.95 out of 5 average rating, 133 reviews

Casa Romoli mini apartment with a view

Banteamlak AnleyRating, 5 stars3 weeks ago
We stayed for two days with my girlfriend.we are satisfied.
Superhost
A spacious terrace showcases comfortable seating arrangements, including a light-colored sofa with accent pillows. A round chair adds a relaxed touch, while the view of the surrounding hills and skyline provides a serene backdrop. Natural light enhances the inviting atmosphere.
Apartment in Rifredi
4.84 out of 5 average rating, 262 reviews

Penthouse 19 ~ Pvt Garage, Pvt Terrace, close to tram stop

DavidRating, 5 stars1 week ago
Alessandro’s place is the real deal—a true penthouse! In the U.S., “penthouse” sometimes just means top floor, but here it means an apartment with two massive sliding glass doors that open onto a spacious private terrace. We spent afternoons soaking up the sun and evenings relaxing outside after dinner as Florence cooled down—it was perfect. The location is also super convenient, right next to a tram stop that's only three stops from the city center. We had a wonderful time in Florence and would absolutely stay here again!
Guest favorite
A table set for outdoor dining is visible on the terrace, featuring a bottle of Montepulciano wine and a glass. Bright yellow flowers adorn the table, with a small potted plant nearby. The Torre del Mangia is seen in the background against a partly cloudy sky.
Apartment in Siena
4.91 out of 5 average rating, 143 reviews

Piazza del Campo area House + panoramic terrace. A/C

MayaRating, 5 stars4 days ago
It was such a beautiful stay! Irma was incredibly helpful and flexible with our check in. The view from the patio is the best:)
Superhost
An entrance hall features a stylish staircase leading to the upper level. A small table displays a vase with purple flowers, while soft lighting from wall sconces illuminates the space. An area rug adds texture, enhancing the welcoming ambiance.
Apartment in Empoli
4.85 out of 5 average rating, 186 reviews

House with large terrace in Empoli

KevinRating, 5 stars2 weeks ago
Stunning location, local shop for great quality fresh food. Only a short walk into the old town and the train station for excursions further out.
Guest favorite
A private terrace is featured with a built-in barbecue, overlooking scenic rolling hills. Lush vineyards and olive groves can be seen in the distance under a clear blue sky. The open space emphasizes the tranquility and beauty of the surrounding Tuscan countryside.
Apartment in San Casciano In Val di Pesa
4.94 out of 5 average rating, 102 reviews

Casale le Lame : Syrah aprtment

SayedRating, 5 stars2 weeks ago
This place is beautiful and peaceful, great location with beautiful views of the surrounding hills. Chiara was a great host and very helpful. I would definitely recommend this place.
Guest favorite
A terrace is visible, featuring a large umbrella providing shade over a table with chairs. Lush green hills and fields extend into the distance, reflecting the natural beauty of the Tuscan countryside.
Apartment in Siena
4.8 out of 5 average rating, 122 reviews

Fullino Nero apartment with large terrace

TeohRating, 5 stars2 weeks ago
Siena is a city that steals your heart, and this Airbnb made our experience even more special. The beautiful scenery was a standout, stunning vistas of the Tuscan landscape and the charm of the historic city were right at our doorstep. The location is unbeatable, just steps from the cobblestone streets and iconic architecture. The apartment was beautifully decorated, blending modern comfort with Tuscan charm. A perfect stay in a breathtakingly beautiful place! Thanks Paola!
Guest favorite
A modern kitchen area is shown, featuring overhead cabinets and a gas stove alongside a tiled backsplash. A dining table with six chairs is positioned near a window, allowing natural light to enter. Decorative curtains add a touch of color to the space.
Apartment in Poggibonsi
4.94 out of 5 average rating, 235 reviews

In the center of Tuscany

MarianoRating, 5 stars1 month ago
Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.

Smoking friendly house rentals

Top guest favorite
A charming stone exterior reveals a rustic villa surrounded by greenery. The entrance features a wooden door and terracotta roof tiles. Potted plants add color, while seating areas are positioned on a patio, inviting relaxation in the scenic surroundings under a clear blue sky.
Home in Radda in Chianti
4.93 out of 5 average rating, 138 reviews

Casa Dante

SarahRating, 5 stars1 week ago
A wonderful peaceful place in Tuscany. Spent most of our evenings out on the balcony, admiring the beautiful view. Home was well appointed and comfortable inside, and the host was very responsive to any questions or issues. Radda was also lovely, with good food, wine and a local tap room with interesting options! Would strongly recommend a stay here.
Guest favorite
A charming stone building is partially visible, showcasing its rustic architecture and green window shutters. Vibrant pink and white roses bloom in the foreground, adding a touch of color to the natural surroundings under a clear blue sky.
Home in Reggello
4.9 out of 5 average rating, 112 reviews

Podere I Rovai-apt IL RIFUGIO-in the heart Tuscany

ÉloïseRating, 5 stars1 week ago
Barbara and Cristiano and their son were very friendly, attentive and helpful hosts. Their house is a peaceful haven in the middle of beautiful nature, with a relaxing and beneficial calm. It's a pleasure to return there after a day of sightseeing. Thank you for your help with the path, luggage and kindness!
Top guest favorite
The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars3 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Superhost
An open-concept living area features a wooden staircase leading to the upper floor. A rustic dining table, accommodating six, is set near the traditional fireplace. The kitchen area, with modern appliances, is complemented by vintage dishware displayed on shelves, creating a charming country ambiance.
Home in Legoli
4.81 out of 5 average rating, 106 reviews

At the castle- Legoli. Lorenzo's house

YannickRating, 5 stars2 days ago
We had a great time at Lorenzo and Francesca's, in a small peaceful village where the locals are friendly. The accommodation is atypical with all the appropriate comforts. Change of scenery guaranteed, with a magnificent sunset and a region with sublime landscapes... Thanks to Francesca and Lorenzo for their good advice. If you like authenticity and tranquility, then don't hesitate...
Superhost
A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars3 weeks ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 82 reviews

Romantic cosy flat - Toscana Italy

JoeRating, 5 stars1 week ago
Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!
Guest favorite
A shaded outdoor area features a table surrounded by several chairs on lush green grass. A reclining sculpture is visible in the background, alongside trees that provide dappled sunlight across the scene. Rolling hills are seen in the distance, enhancing the natural setting.
Home in Casole
4.78 out of 5 average rating, 146 reviews

House in Heart of chianti

MariRating, 5 stars6 days ago
We loved our stay in Pietro’s beautiful, unique and historical place. The house is charming, well-equipped and spacious, the scenery and view are stunning, and the peace of the mountains is soothing. The drive up the mountains is an experience too! Communication with Pietro was easy, fast and kind.
Top guest favorite
A rustic stone building is surrounded by green grass and vibrant flower pots filled with white and purple blooms. Tall cypress trees are visible in the background, under a clear blue sky, enhancing the peaceful Tuscan landscape.
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 200 reviews

Bed and Breakfast CASA CERNANO

KarlaRating, 5 stars3 days ago
We truly enjoyed staying in Catherine’s place. It was the perfect spot after being in Rome for a week. Her hospitality, peaceful days and the Tuscan landscape were just what we needed! Catherine was also so helpful at recommending things to do in the area, and we enjoyed them all! We hope to be back to her place one day!

Smoking friendly condo rentals

Guest favorite
Condo in Florence
4.88 out of 5 average rating, 362 reviews

ARTHouse With Playstation 5 and Netflix

Jorge AlbertoRating, 5 stars1 day ago
Room it's just like the pictures, checkin was really good, Lorenzo send all the details in advance. if you arrive to Firenze Santa María Novella you have to walk arround 15 minutes to the appartment. Quiet zone perfect to rest.
Guest favorite
A modern bathroom is presented, featuring a round white sink set atop a wooden shelf. The sink is complemented by a simple black faucet installed on a blue tiled wall. Rolled white towels are neatly arranged on a shelf below.
Condo in Montelupo Fiorentino
4.99 out of 5 average rating, 150 reviews

House of Arts ♥

Ariella MayaRating, 5 stars1 week ago
All in all, a wonderful Tuscan experience! Beautiful home that helped us feel local and part of the place and surroundings. Sabrina was so nice and welcoming and attentive to anything we needed!
Guest favorite
A charming stone building is set against a bright blue sky, surrounded by lush greenery. A large tree provides shade near the entrance, while the rustic exterior features classic arched windows. The pathway is paved with natural stone, enhancing the tranquil countryside feel.
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 472 reviews

Casa Rebecca with a small private pool

MuskanRating, 5 stars2 weeks ago
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend
Guest favorite
Condo in Careggi
4.92 out of 5 average rating, 167 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars1 week ago
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.
Guest favorite
A panoramic view showcases the rooftops of Siena, featuring red-tiled roofs and historic buildings. In the distance, a church tower adds character to the skyline under a clear blue sky. A balcony railing frames the scene, inviting natural light into the space.
Condo in Siena
4.87 out of 5 average rating, 159 reviews

Panoramic attic in old town of Siena

MoiraRating, 5 stars3 days ago
Mirkos place is by far the standout for our trip in Italy. The view is just stunning and his placve has a very olde worlde Italian feel. Fits perfectly with the Siena vibe. Thank you Mirko!
Superhost
A narrow balcony is depicted, featuring a small wooden table and a folding chair. Potted plants add greenery, while a trellis decorates the background. Green shutters on windows are visible, complementing the overall charming outdoor space.
Condo in Florence
4.85 out of 5 average rating, 112 reviews

Pepe's House

KaroliniRating, 5 stars2 weeks ago
The stay was great! The apartment is very complete and you can see the care that Federica has with guests for every detail of the space. The bathroom is very small, in fact, but it wasn't something that bothered us. The location is also good, it is in front of McDonald's and very close to a great pizzeria. It is very easy to get around the city, as there is a bus stop a few meters away, with at least 3 line options that take you downtown. If you are going to San Gimignano and Siena, the location is also very convenient, since at the same stop you can take the extra urban bus. If we have the chance to return to Florence, we will definitely consider Federica's apartment.
Superhost
An entrance showcases rustic stone walls and a charming wooden sign labeled 'Dondoli.' A small outdoor seating area is visible, featuring a round table and two chairs. Lush greenery and a gravel pathway can be seen nearby, enhancing the natural setting.
Condo in Greve in Chianti
4.83 out of 5 average rating, 232 reviews

Simplicity in Organic Farmhouse Azzurro

MatteoRating, 5 stars1 month ago
Francesca is a present and delightful host as well as her apartment: fresh flowers on our arrival, small touches and great availability. In short, everything is perfect for those who want to disconnect and immerse themselves in nature!
Guest favorite
Condo in Scandicci
4.94 out of 5 average rating, 155 reviews

Florentine Hills "LE SCALETTE"

StephanieRating, 5 stars2 months ago
Lovely stay in Tuscany! Patrizia had started a warming fire going for us in the fireplace upon arrival, as the weather was chilly and rainy. The house was very cozy, artistically decorated, and well appointed -- it made us feel very much at home away from home. Gorgeous views of Tuscany from the bedroom windows, and a well cared for garden which had lemons, rosemary, basil and many flowering plants. Patrizia was the absolute best hostess and provided for all our needs during our stay. There was plenty of room for everybody in the house, and there was even a lovely little kitchen which was fully stocked (salt, pepper, spices, coffee, milk, and more!). Note there is not an oven, but we were able to cook breakfast every day, and even a few dinner meals for our small group in the mini kitchen (there is a mini fridge which fit a lot of perishable food for its size!, and a small induction stove top). Thank you for the perfect stay!

Quick stats about vacation rentals that are smoking-friendly in San Gimignano

  • Total rentals

    140 properties

  • Nightly prices starting at

    G$10,461 GYD before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    100 properties have a pool

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