
Vacation home rentals in San Gimignano
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Top-rated vacation home rentals in San Gimignano
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Family-friendly vacation home rentals

"IL FIENILE" rustic stone house
Our stay at Marina and Paolo’s hilltop home in the Tuscan hills was nothing short of magical. The house is a true piece of paradise, immaculately clean, with breathtaking views that left us in awe every day. Marina and Paolo were incredibly kind hosts, making us feel completely at home. The swimming pool was fantastic, and the entire experience immersed us in the charm of Tuscan life. We highly recommend this gem to anyone looking for an unforgettable getaway!

"Lisa" apartment with fireplace
The place is just breathtaking. Lisa was very sweet and had prepared us a little gift. I would definitely recommend! There are lovely dogs which we got used to so much 🥹🧡

Historic apartment Il Prato in Castelfranco
Fab pool! Very comfortable accommodation with friendly host. We really enjoyed our family time there. Train station 10 minutes away with free parking. Very good coop near also

Apartment in historic Villa in Siena_"LE CONTRADE"
Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

Charming home Crete Senesi
We had the most wonderful time here, the host was very kind snd helpful, we even met a few of the neighbours, all really friendly and helpful. The views and peacefulness of this house/area made it so special. Waking up to birdsong and roosters everyday. Everything was perfect, thank you.

Tuscan Orchard
Our host was really warm. and attentive. We had a chance to try their products. She gave us some good recommendations. She was very responsive to our late arrival due to our delayed flight. We would highly recommend this beautiful home and will definitely come back. Thanks for your hospitality. ❤️

Holiday Tuscany in the Strettoio
Absolutely beautiful air bnb. The views and surroundings are breathtaking, we loved swimming in the pool whilst looking over the Italian countryside. Leonardo was a great host, always responded quickly and made us feel welcome. We will definitely come back for another stay.

Romantic stay at a bio-agritourism in Florence
Amazing place and the place offered by Francesca is totally great. She was so kind and helpful. Totally recommended!
Vacation home rentals with a patio

White lily with a view of Siena
It’s a nice quiet rural place up in a hill. The bedrooms upstairs are more updated, comfortable and the kitchen downstairs is more outdated. Laundry machine and dishwasher are older, same as stove took some time to fully boil eggs like 25-30 minutes. But the location is great if you have a car to go around the places and a nice experience to stay in the area. There are no walkable groceries or restaurants so you need to plan ahead. The host communicates well and responds quickly, also flexible which is great for a more relaxing environment. Would definitely recommend if you would like to stay around Siena area.

House in the heart of Tuscany
The property and location is absolutely idyllic. The views are stunning, and the food is fantastic. Oscar is extremely helpful. Would highly reccomend.

Cuculo - Rifugium
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.

5*Casa Serena,Fab 1 bed with aircon,parking garden
Great place to stay to sample Tuscan village life. Only Walking distance for several very good restaurants in an idyllic setting. Very informative and welcoming hosts who have an abundance of information to share in order to make your stay more complete .

Villa Sottosopra - Il Limone
We had a wonderful time at Lena's. The apartments are very high quality and the view over Tuscany at breakfast is simply breathtakingly beautiful. Those who have the chance to stay with Lena and her beloved 4-legged friends will feel right at home and have a wonderful, very special time, so that you don't want to leave at the end.

La Selva , Country house, 130 mq, Stunning views
Staying with Carmine is top. We have been to Carmine and Alessandra in Certaldo for a month (mid-April / mid-May) and we can recommend that to everyone. Not only the reception ( in our case very late) was incredibly warm, but throughout our stay we felt very comfortable, this host is always open to questions, is proactive with giving information, tips about everything like where it is nice / tasty/ beautiful to visit. In addition, the house is very nice, it is great in the Tuscan hill country, between the wine and olive farmers, nice beds (we always find important especially if you are staying there longer) and really good Wi-Fi which was important for us to be able to work from here. The location is perfect. You are close to Florence, Siena, Pisa, and many special other villages/towns that are more than worth visiting. The month was over too soon! If we visit Tuscany again for sure with Carmine and Alessandra!

Podere Sant'Anna | Fiordaliso House
A wonderful place, everything you need on site. The best balcony view in the world. We have already been to Tuscany, but we will return to this place with great pleasure.

Elegant farmhouse overlooking Pienza
Apart from the stunning location and beautiful well equipped house, Laura was a delight to deal with. She was responsive and informative. Our guests loved it as much as we did. Thank you Laura.
Vacation home rentals with a washer and dryer

Il Glicine @ Casa d'Olival
Gioia’s little piece of Tuscan paradise exceeded all expectations. The apartment was lovely, the scenery gorgeous and the pool perfect for lounging amongst the lavender and olive trees, not to mention hanging out with Wolfy. Do not miss an opportunity to take the pasta making class with Graziella as she helped us craft one of the best Italian meals we’ve had! This was one of the highlights of our weeks in Europe and we can’t wait to return.

Farmhouse in the countryside with swimming pool Solatìo
We absolutely loved our stay at Marco’s beautiful place! The apartment is stylish, comfortable, and fully equipped with everything you might need. The swimming pool and stunning views of the Tuscan countryside created the perfect setting to relax, read a book, or enjoy a glass of wine. What truly made our stay exceptional, though, was Marco himself—his warm personality and genuine hospitality made us feel incredibly welcome. We highly recommend staying at Marco’s and would love to come back someday!

Melarancio Residence
We enjoyed our stay at this apartment. Having an elevator was a blessing on days we were exhausted and air conditioning in every room meant we didn’t have to melt the few days we had really hot weather. Location is super convenient with the Mercato Centrale, Firenze SMN station, and the Medici chapel just around the corner from us. The grocery store downstairs was well stocked and there’s also a dollar store, pharmacy, and gym nearby.

Podere Docciolino Vacation Home
Perfect accommodation, everything was as described. Almost all the equipment was new, everything was spotless. Nice, well-equipped, sophisticated house. The host was helpful and kind.

Tower House of the 1000
Beautiful apartment located in the middle of a historic village. We were a group of 5 people and we used all the services indicated (kitchen, bathrooms, spaces, etc.) without any problems. The village's location is very strategic for visiting the surrounding cities and winery areas. Thanks Marta, see you soon.

RED into the heart of Florence
Casasafer is a modern AirBnB with all that you need for a memorable stay in Florence. Step out the door, walk for a few mins in any direction, and you'll likely find yourselves in one of Florence's many wonderful must-see places. The duplex apartment we stayed in was very pleasant, opening into a cozy dining room with an adequate kitchen on the side, an open air sit-out for sunny days, and a mezzanine loft with a comfortable large double bed that fit two adults and two lite kids. There was also a sofa-bed in the dining room we could've used. The common basement area is also another zone that one can spend time in, especially if you are a frazzled parent who needs to maybe read a book far from the madding kids. Overall, the sort of place you can always safely recommend. Our special thanks also to Claudia, whose care for the little details like a bit of a snack and a good bottle of local wine to welcome us, and helpful tips for places to visit, food to try, gave our trip a local touch.

Hausbe Room, Vacation Home
This was a fantastic place with a great view. The host was hospitable more than he even needed to be. I enjoyed our stay and would definitely stay again!

TOSCANELLA RUBY STUDIO
We had an excellent stay at this apartment in Florence! The space is simple yet very practical, comfortable, and equipped with everything needed. The building is old, charming, and authentic — a true piece of the city’s history. Having an elevator was a big plus. The apartment is cozy, well laid out, and perfect for relaxing after a day of exploring. The neighborhood is wonderful, full of life, with many art galleries, bars, and cozy cafes. The neighbors are friendly and the street is especially beautiful — ideal for peaceful walks. Everything combined made our experience in Florence truly special. Highly recommend!
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- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Things to do San Gimignano
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