
Holiday houses in Pian dell'Isola
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Top-rated holiday rentals in Pian dell'Isola
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Other great holiday rentals in Pian dell'Isola
Guest favourite

Condo in Centro Storico
4.97 out of 5 average rating, 119 reviewsLuxury Suite Pinti (frescoed suite in the centre)
DavidRating, 5 stars1 week ago
Yes, it is spectacular for all the reasons mentioned by others. The frescoes in the rooms and loggia are most remarkable, and of great historical significance. There’s a manual on site that details all the history, and additional information can be found online on Wikipedia and elsewhere about the frescoes and the garden. Gian is a most excellent host. Thank you thank you thank you.
Top Guest favourite

Villa in Montecucco
4.91 out of 5 average rating, 43 reviewsVilla Angiolina
PamelaRating, 5 stars1 week ago
Laura was an amazing host and made sure we knew all the details of the house and was very responsive if we had a question. The house itself is gorgeous and so are the surroundings. Highly recommend staying here as a home base in the Tuscany area! We visited many surrounding cities as well as a winery 40 minutes south. We would also recommend the restaurant Nuevo Ranch right done the street! Wonderful!
Superhost

Condo in Cellai
4.79 out of 5 average rating, 24 reviewsCasa Matilde apartment in the countryside
AmitRating, 5 stars2 weeks ago
Nice, cosy place for a short stay. Exceptional communication from the host! Loved the time there.
Guest favourite

Condo in Figline e Incisa Valdarno
4.89 out of 5 average rating, 44 reviewsCozy and strategic apartment
MatteoRating, 5 stars7 months ago
Francesca proved to be very helpful and flexible in every aspect. Highly recommended accommodation!
Top Guest favourite

Condo in Leccio
4.99 out of 5 average rating, 72 reviewsVilla La Loggia 1.0
Gianfranco GennaroRating, 5 stars3 days ago
I will express a few words because otherwise I would go on too long. Simply perfect. Beautiful and very large house, fantastic pool, impeccable cleanliness. Responsive host is always present. Highly recommended. I'll definitely be back.
Guest favourite

Apartment in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviewsVilla di Geggiano - Perellino Suite
RachelRating, 5 stars2 weeks ago
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.
Guest favourite

Home in Reggello - Fraz. Donnini
4.85 out of 5 average rating, 40 reviewsCasa al Bosco, Donnini, The FARM
HarryRating, 5 stars2 weeks ago
Such a beautiful place to stay! We were greeted with amazing homemade wine couldn’t have asked for a better stay 🫶🏻
Top Guest favourite

Apartment in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
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- Santa Maria Novella
- Duomo di Firenze
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- 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
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Pinocchio Park
- Teatro Verdi
- Nelson Mandela Forum
- Palazzo Vecchio
- Palazzo Medici Riccardi