
Holiday rentals in Sestano
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Top-rated holiday rentals in Sestano
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Guest favourite

Flat in Pogi
4.94 out of 5 average rating, 89 reviewsBorgo Iesolana Suite Superior
RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favourite

Holiday home in Torre a Castello
5 out of 5 average rating, 11 reviews"Il Borghetto" Studio apartment in Crete Senesi
AliceRating, 5 stars2 weeks ago
I stayed at Cristina's with my boyfriend, the stay was really relaxing with that wonderful view of the crete and the possibility of eating outside with the table and chairs available. Well furnished and well stocked cottage, Cristina was very attentive to everything. There were also extra pillows in case they were needed, water and some snacks for breakfast. Very quick to respond, she was very helpful even with the check-in time without any problems. A 15-minute drive from Siena, I think we'll be back for another relaxing weekend. Thank you Cristina.😊
Guest favourite

Apartment in Monte San Savino
4.96 out of 5 average rating, 50 reviewsLa Foresteria | Granary House
LynneRating, 5 stars3 weeks ago
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!
Top guest favourite

Home in Badia a Ruoti
4.98 out of 5 average rating, 48 reviewsIl Casone - Country house with pool & wide garden
LizRating, 5 stars1 month ago
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert

Flat in Pacina
4.89 out of 5 average rating, 9 reviewsallegretti apartment aia
ClaireRating, 5 stars2 weeks ago
Thank you for having us at your lovely home. The location was excellent for exploring Tuscany, easy to find and park. Eduardo was friendly and met us with a warm welcome even though we arrived late at night.
Superhost

Home in Lucignano
4.85 out of 5 average rating, 39 reviewsLa Casetta
LauraRating, 5 stars1 month ago
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!

Flat in Villa a Sesta
4.9 out of 5 average rating, 71 reviewsAt Vasco's house - Chianti
ChrisRating, 5 stars1 month ago
Sara's place was the perfect location for exploring Tuscany. You only had only to walk out the door and around the corner to feel immersed in the history and beauty of the region. The landscape around the village is stunning. The apartment was well equipped and clean. Terrific restrauants are a short walk away. We felt very comfortable and secure there and would not hesitate to return or to recommend to family or friends.
Superhost

Villa in Siena
4.8 out of 5 average rating, 272 reviewsXIII Century Tower with Private Panoramic Pool
PaulaRating, 5 stars1 week ago
Our family had the dreamiest stay at Alessandro’s. We had a large family of 12 and had plenty of place to sleep with plenty of bathrooms. About a 20 minute taxi ride from the main siena center. We also had our own private pool which was a short walk through the olive trees. We enjoyed the wine from the property, cooking class with Stacey, and enjoyed a wonderful private dinner in the outdoor courtyard. Laura was also very responsive to anything we needed during our stay. Our family had the most memorable stay! Would 10/10 recommend staying here.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- 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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall