
Holiday houses in San Giovanni d'Asso
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Top-rated holiday rentals in San Giovanni d'Asso
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Other great holiday rentals in San Giovanni d'Asso
Guest favourite

Condo in Castelnuovo dell’Abate
4.9 out of 5 average rating, 307 reviewsIl Borghetto: Alice's House, charm and relaxation
JoanneRating, 5 stars2 months ago
Beautiful apartment and location. Very peaceful. One of the shower drains is quite slow and we had to shut off the water mid-shower and wait for it to drain. Other than that it’s a picturesque town.
Top Guest favourite

Farm stay in San Giovanni d'Asso
4.94 out of 5 average rating, 116 reviewsFlat, Agriturismo "Biofattoria l'Upupa"
João PedroRating, 5 starstoday
Amazing experience! The place is cozy and pleasant. The experience of being in nature in the beautiful fields of Tuscany is truly out of this world. The hosts were very proactive and friendly. Easy to get to the nearby villages!
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

Cottage in Montepulciano
4.95 out of 5 average rating, 21 reviewsELENA COTTAGE
TobyRating, 5 stars2 weeks ago
This casa is an absolutely spectacular place to stay when in Tuscany - I was amazed by the photos, but in real life the place is somehow even more beautiful and scenic! The hosting is absolutely faultless - we were made to feel right at home immediately with homemade treats, and every arrangement we needed was made super smoothly. Utterly perfect - this was our first introduction to Tuscany and we will remember it forever!
Superhost

Apartment in Provincia di Siena
4.89 out of 5 average rating, 97 reviewsRosemary
JenniferRating, 5 stars2 days ago
Great stay in Tuscany! Nice location with short drives to Montepulciano and Pienza. Very peaceful. We cooked a couple of nights and the kitchen was stocked with basic items. Riccardo was very responsive before and throughout. Recommend for those looking for a convenient stay in Tuscany.
Top Guest favourite

Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviewsCipressini 2 - pool and amazing views
BrandonRating, 5 stars3 weeks ago
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!
Top Guest favourite

Cottage in Osteria delle Noci
5 out of 5 average rating, 95 reviewsYour Tuscan oak tree house, enchanting Val d'Orcia
SamRating, 5 stars5 days ago
This beautiful, private, peaceful property is a must-stay if you're in the area. Breathtaking views out of every window. Short drive to a few nearby towns with great food and wine.
Top Guest favourite

Home in Montalcino
5 out of 5 average rating, 125 reviewsMontalcino Townhouse with Private Garden & Spa
JenniferRating, 5 stars4 days ago
We thoroughly enjoyed our stay in Lisa’s Montalcino Townhouse!! She met us upon arrival and gave great recommendations for wineries and restaurants. Attention to details in the home made it perfect and relaxing! Loved the back yard/patio in the evenings especially. She left us 2 bottles of wine, breakfast items, a basket of EU chargers and cords, and robes for the hot tub! It felt like home away from home and we hope to have a return visit! Thanks for thinking of everything we could need for our comfort and stay!
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Marina di Grosseto beach
- Kite Beach Fiumara
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Tenuta Le Velette