
Smoking friendly vacation rentals in San Gimignano
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Top-rated smoking friendly rentals in San Gimignano
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Smoking friendly apartment rentals

Antica Leopolda - new listing, same hospitality!
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.

Casa Romoli mini apartment with a view
We stayed for two days with my girlfriend.we are satisfied.

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

Piazza del Campo area House + panoramic terrace. A/C
It was such a beautiful stay! Irma was incredibly helpful and flexible with our check in. The view from the patio is the best:)

House with large terrace in Empoli
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.

Casale le Lame : Syrah aprtment
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.

Fullino Nero apartment with large terrace
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!

In the center of Tuscany
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

Casa Dante
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.

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

Collina Power
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

At the castle- Legoli. Lorenzo's house
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...

Gaiole in Chianti Poggio Casabianca
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!

Romantic cosy flat - Toscana Italy
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!

House in Heart of chianti
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.

Bed and Breakfast CASA CERNANO
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

ARTHouse With Playstation 5 and Netflix
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.

House of Arts ♥
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!

Casa Rebecca with a small private pool
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

VILLA LE PERGOLE - Florence
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.

Panoramic attic in old town of Siena
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!

Pepe's House
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.

Simplicity in Organic Farmhouse Azzurro
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!

Florentine Hills "LE SCALETTE"
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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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Spiaggia Libera
- Teatro Verdi
- Palazzo Vecchio
- Things to do San Gimignano
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