Condo holiday rentals in San Gimignano

My stay at Antonio's Airbnb was an absolute dream, largely thanks to their incredible hospitality and super communicative nature. From the moment I booked, he was on top of everything, providing clear instructions and quickly answering any questions I had. But what truly set this experience apart were the thoughtful, personal touches. The curated playlist waiting for me was the perfect soundtrack to my trip, and their insider recommendations on local hotspots led me to some truly hidden gems I would never have discovered otherwise. It felt less like a rental and more like visiting a friend who genuinely wanted me to have the best time in Florence. I highly recommend Antonio's place for anyone looking for a seamless, enriching, and truly memorable stay!

Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

Excellent accommodation, house as per photos and description, located in a very nice little village. Clean and tidy structure, Host always available for any information and kind.

The apartment was lovely and well located. Elisa was very helpful and and an excellent communicator. A thoroughly enjoyable experience all round.

Andrea was a terrific host! He gave us clear instructions was very accommodating of our late arrival, super friendly, and showed us what we needed to know about the apartment when we arrived. The place is really great! Very spacious, super clean, amazing view. We had everything we needed, and it was great to have a washer and dryer in the unit. The apartment is very central to Siena - just a short walk to everything. We parked at the soccer stadium, which was small fee each day (we used the car each day and left it overnight - it’s more expensive if you just leave it there the whole time), and about a 8 minute walk to the apartment. Overall, this was a great experience. Highly recommend staying at Andrea’s place!

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.

Rani was the best host I have dealt with as an AB&B customer. The apartment was spacious, had a great location and a very comfortable bed. The restaurant literally right next door, was excellent. I highly recommend the apartment and most of all the host Thank you Rani!!

We had a lovely a time at the property. It was exactly as described and had amazing views. The host was very welcoming and was exceptionally helpful. It is fairly easily to get to the city centre from the property. There are two fairly regular buses and we were able to use a maps app pretty successfully to predict travel times.

Sandra was the perfect hostess, what a lovely person and a lovely place, it felt like home, very quirky which I loved. Will definitely go again if I'm in Prato. Only criticism which was a very minor one was finding the place, but Sandra came and met us which was nice of her. Extremely happy with our stay, highly recommend

We enjoyed the stay at Claudio’s place , the apartment is conveniently located . Claudio was waiting for us at the apartment to greet us and to shows the functionality of all amenities , we found the apartment nicely decorated and squeakily clean . We highly recommend this place for a family of 3 or 4 traveling to Florence . We will be back .

Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!

I loved this place. Duccio (the host) told me that this used to be a convent around the 1500. The bed is really confortable and the water pressure and temperature is great. Also, you are at just around 100 meters from the main squares. Highly recommended!!

We loved this space and when we come to Florence again we will most definitely book here. It was a cool, quiet oasis on the beautiful relaxing side of the Arno. The location was perfect with an easy walk to all the sites but also so quiet and peaceful. We loved the kitchen and cooked multiple days and sat on the sweet patio and enjoyed the local wine. The space was clean and cool and the layout was perfect for 2 people. There’s also a couch bed if another person or one or two children were there. Our hosts were so accommodating and friendly! We have so much love for this special spot in Florence.

This place is a dream. Luciano is a fabulous host. Friendly and very helpful. Fully remodeled for being inside ancient think wall structure. Location is a historian’s dream. Shutters over all windows really close out the sound at night. New modern kitchen fully stocked. Great location with bedroom French door style windows opening to overlook the Anfiteatro. We spent most evenings sitting there with a glass of wine. Great restaurants there too. Had great meals at Old Charlie’s restaurant a number of times. Supermarket 5 min walk. Great local shopping, many piazzas with outdoor cafes. Train station about 15 minutes walk. 1.5 hour ride on train to Firenze, 30 minutes to Pisa, 2 hours by bus to Siena. Lucca is cooler than Firenze with a nice breeze in the afternoon. I am a painter so this is a great location. If the flight from California was not so long, I would come back every year. We Love it here and love Luciano.

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!

Very comfortable accommodations and gorgeous property and views

Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.

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

We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.

The stay at Raisa's was incredibly beautiful. The accommodation and especially the view is much nicer than in the pictures. Raisa has gone to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the entire property is really picturesque. Beautiful city trips etc. are easily doable by car and we would be happy to come back again sometime.

Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!

We had a wonderful week. The view is breathtaking and a large private pool is the icing on the cake. Matteo is very eager to make your stay unforgettable and is helpful with everything. It respects your privacy and is practically "invisible". The apartment itself is spacious and modern with all the amenities. Air conditioning is great. For me as a woman, a large dressing room was also a big plus. Outside, we could help ourselves to the vegetable garden. Super practical and healthy. We cooked little, but visited many great restaurants in the nearby area. On the first evening, Matteo reserved a table for us in a restaurant of his friend and the food was incredibly delicious. Nearby, we would also recommend La Sosta di Pio VII and Ristorante Triocco. Visit Volterra, Siena, Monterrigioni, Panzano, Castellina and Radda in Chianti and enjoy the views and the food.

Our stay at this beautiful place was a a bull's-eye! The views of the rolling hills were breathtaking, the house was spotless and full of charm, and the host Eleonora was incredibly welcoming and helpful. It was the perfect blend of rustic charm — we truly felt like we were living in a postcard. Beside it place is located close to beautiful San Gimignano, Florence, Siena! Can't wait to come back!