
Holiday rentals with breakfast in San Gimignano
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Top-rated Holiday Accommodation with Breakfast in San Gimignano
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Popular amenities for San Gimignano Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Lovely downtown house with private garden
Lorenzo was an exceptional host. Very attentive, thoughtful, and full of great local recommendations. He checked in regularly to ensure we had everything we needed. If I could rate this place 15/10, I would! We had a rental car, and the location couldn’t have been better, just a 10-minute drive to everything, with convenient parking right in front of the house. Plus, the garden was absolutely stunning

Casa Amerigo, Countryhouse in Mugello
The country cottage is beautiful and well maintained. Easy to reach by car and located in a very quiet area. Tommaso was very kind, the house was clean and tidy and there was everything you needed. Recommended!

Casetta Melograno – Cozy farmhouse in Chianti
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.

Charming converted Hayloft overlooking the Chianti Hills
The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.

Borgo Bottaia "Arco" for 2 people
One of the best stays we have ever had! The surrounding landscape and town are picture perfect! The grounds, pool, and accommodations are absolutely fantastic! My wife and I would love to come back if the opportunity ever presents itself again.

Casa Anna
The stay at Annalisa's house was phenomenal, she was so nice to pick us up at the station by car, even though the house is only a 15-minute walk from the station. His kindness, welcome and hospitality were precious, they made us feel at home. Everything worked in the house, we used the kitchen, the terrace and the internet. He also provided us with a fan, even though the house was cool. She gave us information about nearby restaurants to go to, including a very good one, LA PISTA, where she also works and where they treat you like a king. The house is a treasure, all bows and clean, white sheets. She takes care of every little detail and it shows. They know the art of hospitality and put their heart into it. The information on how to reach the magnificent Certaldo Alta by funicular, with breathtaking views, is very useful. The bed was comfortable and the bathroom was very clean. What more to ask for? A place to go to get away from the city and recharge your batteries. Thank you!!!

VILLA ORGANI 'the Rose Cottage'
Carolina’s beautiful Villa and the Rose Cottage, where we stayed, are well kept and beautifully renovated. Reception was very nice and easy, and the location is splendid for those who like to get out of the busy Florence. The garden is beautiful in May! The bed was nice and the bathroom very clean. Breakfast was great and served in the Villa. Even though May offers warm weather, we did not get a dip in the nice pool. We got recommendations for two really good restaurants in the neighborhood that we visited - and we were not disappointed. On top of this, Carolina and her mother Monica were very nice and pleasant hosts. I would highly recommend a stay at Carolinas place!

Residenza i Pini
location was great, very clean parking is a daily rate that you need to update each day
Apartment rentals with breakfast

Marvellous bright Renaissance room
Filippo’s space was even better in person. Fairy lights over the bed greeted me upon arrival. I had coffee and tea as well as some brioche for my mornings. The room is beautiful, loved the painted walls. The bed was comfortable and despite the heat outside, it was cool inside.

The warmth of a nest a stone's throw from Ponte Vecchio
Caterina’s place was immaculate. She welcomed us and showed us how to use everything and chatted to us about the area. The linen was clean, bathroom was spotless and all the smaller details were provided. I highly recommend this home for someone traveling to Florence. Thank you so much and we will be back!!!!

La Chicchera, ground floor apt with panoramic view
Giulia’s apartment was ideally located for our weekend in Tuscany at a wedding. It was spacious, comfortable and had parking tight outside. It has been lovingly furnished in a homily way giving it a cosy feel. Giulia as a host was very responsive and helpful throughout our stay. We cannot recommend enough.

House of Delights - The Medici private leisure house
The apartment is as advertised. Really something. Highly recommend.

Domus Nannini - L'Angolo di Paradiso Spa (Spa)
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

casa mezzomonte Apt Timo
I had a happy time in a house that looked like it was in a movie in a beautiful natural environment. I think I'll keep my time in Kian Tti as a good memory thanks to the kind and friendly host who responds so quickly. It was a little difficult at first for the city girls who were new to the road to the accommodation, but it wasn't difficult when they got used to it. It's perfect for watching the sunrise and sunset. I left today, but I want to go again.

CASA CHICCO
The place was everything we expected; the decoration was very traditional, we had an incredible view of the vineyards and we were also relatively close to the center... you can rest very well because the rooms completely block out the light and there is no noise. Alessandro was always very kind and attentive to what we needed, he greeted us with snacks and coffee. We would definitely return!

Romantic apartment in a quite place
We had such a lovely stay at Paolo's place in Montepulciano! The location was beautiful and the pool was a highlight! They also had a little playground which was great for our toddler. Paolo was very welcoming and gave great recommendations for places to eat. They grow olive trees on the property, so they provided a little bottle of homemade olive oil in the kitchen, which was delicious! Thanks for having us and we hope to come back in the future!
Bed and breakfast rentals with breakfast

Drom Gattolino Superior Double Room
A beautiful spot to stay in! We were grateful for the kindness and the privacy of the spot!

B&B Torre di Badia-Room 5 "Galileo Galilei"
My husband and I had the most incredible stay at Francesca’s B&B! Not an exaggeration that this is the most beautiful place I have ever been. Historic and authentic, with modern updates. The rooftop terrace is absolutely breathtaking and a great spot to watch the sunset over the vineyards. There are several restaurants right next door to the b&b, Divino, osteria di passignano, and Scuderia, all are fantastic and the osteria has a well deserved Michelin star. Breakfast was served every morning where you have a table reserved for your stay. Francesca was very friendly and responsive if we needed anything at all. We will absolutely be back!!

Charming farmhouse B&B rooms
Steven’s Place is in a beautiful location and had all the listed amenities. They also arranged for a vegetarian dinner for us, that was really delicious. Special mention to the staff who was very attentive and thoughtful. The only callout would be to kindly share the price for the dinner beforehand, which we felt was at the higher end at €37 per person. Rest everything was good.

"Olmo Room" Agriturismo Quarantallina
We absolutely loved our stay at Serena’s! Beautiful location, fantastic views and a lovely host. Serena was very accommodating and we felt right at home (plus her dinners and breakfasts were delicious!). Would definitely love to come back!

In the heart of Tuscany Il Marviglio B&B
Staying with Matteo and his family was such a pleasure. Don’t miss out on dinner, Matteo is a fantastic cook and the view from the terrace is unbeatable. I took a beautiful hike straight from the house, and they were super flexible about picking me up from the train station. It was the perfect oasis after the bustle of Firenze. Thanks for everything! Hope to be back soon!

Black Iris Wood
For us, it was the perfect place to stay! Maria is very hospitable and communicative. The Airbnb is really nice and the breakfast was perfect (also very great for vegetarians). We felt really comfortable. A big thank you and definitely to be recommended. Arrived by bus and walked from Volterra and found it great (but are also very athletic). There were great hiking trails in the area and generally it was really nice and quiet!

Chianti's Hill Home near Florence
Our stay was truly unforgettable. From the moment we arrived, we were welcomed with such warmth and kindness. It felt like visiting family. The hosts are the most genuine, thoughtful couple we've ever met. Their hospitality went far beyond anything we expected. They were incredibly responsive and offered fantastic recommendations for the area, but what really made our experience special was the cooking class we did with them. We learned how to make fresh pasta and dessert from scratch, then shared the most delicious meal together. It wasn’t just a dinner,it was a memory we’ll carry with us forever. Out of our entire 19-day trip through Italy, this was hands down the highlight. The property itself is straight out of a movie. The home is stunning, filled with character and charm, and the grounds are peaceful, beautifully maintained, and truly capture the magic of Tuscany. If you're looking for an authentic, heartfelt experience that goes beyond just a place to stay, this is it!!

B&B CASA ALDA 1
Maurizio is a very kind and respectful host. He is incredibly knowledgeable about the art and history of Florence and enjoys sharing his passion. The breakfast was delicious and we enjoyed the wonderful Italian coffee each morning. Thank you Maurizio.
Quick stats about holiday rentals with breakfast included in San Gimignano
Total rentals
100 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 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
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- Things to do San Gimignano
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