
Holiday houses in Simignano
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Top-rated holiday rentals in Simignano
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Other great holiday rentals in Simignano
Guest favourite

Guest suite in Monteriggioni
4.93 out of 5 average rating, 15 reviewsCasanuova Power
DarioRating, 5 stars1 month ago
Lovely home, we loved our time in Tuscany and loved to have Gianpietro’s place as a retreat to relax and enjoy the views. Hosts were extremely responsive and helpful!
Guest favourite

Home in Sovicille
4.94 out of 5 average rating, 47 reviewsAcacia
TessaRating, 5 stars1 month ago
A beautiful accomodation in a quiet town, with a lovely host who was able to provide recommendations and solutions for our travel!! Thanks Sylvia!
Guest favourite

Home in Asciano
4.97 out of 5 average rating, 34 reviewsFamily Forest - Pool in the Crete Senesi
SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Top Guest favourite

Apartment in San Gusmè
4.99 out of 5 average rating, 378 reviewsBeautiful medieval village!!!
AliRating, 5 stars6 days ago
Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .
Top Guest favourite

Condo in Pienza
5 out of 5 average rating, 110 reviewsMascagni Farmhouse in Val d'Orcia, Pienza
RosmeryRating, 5 stars2 weeks ago
The place was beautiful and so peaceful. Bianca is a great host. She was very friendly and communicated well and gave us a lot of recommendations. 5 ⭐️
Top Guest favourite

Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 313 reviewsStunning Tuscan apartment in 14 Century Palazzo
SharonRating, 5 stars1 day ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Top Guest favourite

Condo in Montalcino
4.99 out of 5 average rating, 114 reviews"Landscape Notes" Suite
LaurenRating, 5 stars1 week ago
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!
Guest favourite

Home in Simignano
4.91 out of 5 average rating, 11 reviewsCasa della Cinta - 3BR 2BA
DarekRating, 5 stars4 weeks ago
A beautiful, spacious, and comfortable house. Well equipped. A huge, fully fenced garden – ideal for those traveling with dogs. Two bathrooms. Stunning surroundings with plenty of hiking trails. One of the most comfortable Airbnbs we've stayed in during our many trips to Italy. We highly recommend it and would happily return ourselves. P.S. In the adjacent house next door lives Fabio. He has access to the garden but is very discreet – we hardly noticed his presence day to day. He’s a very friendly person who gave us some useful tips about the area. He also helps with small things around the house, like turning on the heating. We highly recommend this place to anyone who loves this region of Italy.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Piazza del Duomo (Pisa)
- 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
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Spiaggia Libera