
Holiday rentals in San Gimignanello
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Top-rated holiday rentals in San Gimignanello
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Top guest favourite

Holiday home in Chianciano Terme
5 out of 5 average rating, 95 reviewsThe Eagle and the Olive Tree
PatrickRating, 5 stars3 weeks ago
We had the absolute pleasure of spending three unforgettable days at Paolo and Monica’s 800-year-old farmhouse — and it was hands down the best Airbnb experience we’ve ever had. The home itself is stunning: full of history, character, and comfort, with every amenity thoughtfully provided. Each morning, Paolo and Monica prepared a beautiful, fresh breakfast spread complete with homemade cakes and warm, delicious options that started our days off with so much care and joy. The hospitality was truly beyond compare — Paolo and Monica are salt-of-the-earth people with hearts of gold. One of the highlights of our stay was visiting with the many animals they lovingly care for. From eagles and owls to donkeys, horses, peacocks, ducks, and sheep — it felt like something out of a storybook. Monica’s passion for rescuing and training animals is inspiring, and added such a special, personal touch to the experience. Thier home is filled with beauty, warmth, and heart. Coming back soon! ❤️❤️❤️
Guest favourite

Apartment in Monte San Savino
4.96 out of 5 average rating, 51 reviewsLa Foresteria | Granary House
RhiannonRating, 5 stars2 weeks ago
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!
Top guest favourite

Home in Pontassieve
4.96 out of 5 average rating, 82 reviewsThe charming cottage in Tuscany with breathtaking views
SamiRating, 5 stars1 week ago
So Beautyful location and views. House is charming and clean. we recommend.
Top guest favourite

Home in Rio Marina
5 out of 5 average rating, 80 reviewsCaptain's House | Monte Grosso, Elba
NataschaRating, 5 stars6 days ago
The fantastically beautiful Casa del Capitano has been renovated with great care and respect for the historic building, the environment and nature. The furnishings are luxurious (e.g. brick whirlpool made of natural stone) and really all conceivable amenities are available (e.g. ice cube machine). The view is incredible, 270 degrees of sea view is hard to comprehend. The hosts were always available, reliable, organized everything perfectly and accompanied us with advice and action (e.g. where to shop on Sundays after arrival by ferry) – from check-in to departure. The personal contact in particular was exceptionally warm and very pleasant. There were many small, loving details such as fresh lemons from the garden as well as herbs and "Elba fragrance" (Aqua dell'Elba) in the house. And the most detailed compilation of information about the house and the surrounding area that I have ever seen. You can feel that nothing has been spared here, so that the guests feel completely comfortable.
Guest favourite

Apartment in Figline Valdarno
4.87 out of 5 average rating, 54 reviewsAgriturismo Casavecchia, l'Olivo
AnthonyRating, 5 stars3 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
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

Villa in Sinalunga
5 out of 5 average rating, 45 reviewsThe twigs
JeffreyRating, 5 stars2 weeks ago
Pictures don’t do it justice, prettier in person. Very relaxing get away after spending a few days in Florence.
Top guest favourite

Tower in San Quirico d'Orcia
5 out of 5 average rating, 87 reviewsLuxurious Medieval Tower & Private Concierge
MatthewRating, 5 stars1 week ago
Can’t recommend this enough. Beautiful and unique accommodations in a picturesque setting. Leonie and Nico and their family are wonderful, and make you feel like part of a local family in Tuscany. We will definitely be back one day.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- 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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala