
Vacation rentals in Montaperti
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Top-rated vacation rentals in Montaperti
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Top guest favorite

Home in Siena
5 out of 5 average rating, 13 reviews10 min from the Center | La Capanna di Franco
JasonRating, 5 stars2 weeks ago
Beautiful location and surroundings. Wish we had known just how beautiful it was. We would have spent more night there for sure. Highly Recommended. A+++++
Top guest favorite

Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviewsPodere Tignano, 4-bedroom villa in the Chianti!
MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favorite

Apartment in Asciano
4.89 out of 5 average rating, 318 reviewsLe Splandole Farm – Crete Senesi
JingyuanRating, 5 stars3 weeks ago
Beautiful views and friendly neighbourhood! Very spacious place with nice views of the outside. Lots to do around the area, wish we had spent more time here!
Guest favorite

Apartment in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviewsVilla di Geggiano - Perellino Suite
RachelRating, 5 stars1 week 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.
Top guest favorite

Condo in Castellina in Chianti
4.92 out of 5 average rating, 60 reviewsApartment with terrace and stunning view
LeonRating, 5 stars1 week ago
Staying at Raisa's was incredibly nice. The accommodation and especially the view is much nicer than shown in the pictures. Raisa went 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 whole property is really picturesque. By car, beautiful city trips, etc. are easily doable and we would be happy to come back again sometime.
Top guest favorite

Apartment in Villa a Sesta
4.93 out of 5 average rating, 209 reviewsAt Paola's in Chianti
EvertonRating, 5 stars2 weeks ago
Amazing place! Highly recommend stay with Paola, everything perfect! Thanks for the such amazing time

Condo in Siena
4.77 out of 5 average rating, 382 reviewsIn Siena on the ancient Via Francigena
IlariaRating, 5 stars1 month ago
Wonderful view and pleasant accommodation, I was pleasantly satisfied. The owner is available but not intrusive. Excellent experience 👍🏻😄
Top guest favorite

Apartment in Siena
5 out of 5 average rating, 10 reviewsRustic Tuscan Retreat: A Cozy Escape Near Siena
NicolasRating, 5 stars1 week ago
It only takes 5 minutes to understand that Piero is overflowing with attention and sympathy. Nothing is left to chance and his sole purpose is to pamper his tenants. What a pleasure to enjoy the air conditioning after long days in the heat, to be able to use the kitchen to prepare the local products bought, to be able to do laundry on site. What a delight to enjoy the beautiful evenings in the garden or to have lunch there, intoxicated by the smells of jasmine, accompanied by the songs of birds. Thank you Piero, you are a perfect host, and your place is beautiful.
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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
- 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
- Teatro Verdi
- Palazzo Vecchio