
Holiday rentals in Montisi
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Top-rated holiday rentals in Montisi
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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 stars2 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
4.88 out of 5 average rating, 57 reviewsLa Foresteria | Betto House
AdrianRating, 5 stars1 month ago
An amazing super-authentic place in the middle of the Tuscan nature & fields ! The hacienda style accommodation truly offers a unique experience of the Tuscan country side. The accommodation is very authentic while also offering on-site restaurant with excellent food and excellent wine. The hosts are truly amazing and will go the extra mile to make your stay unique. The location is also very good as it is easily connected with main points of interest (i.e. places to visit, eat, etc).
Guest favourite

Townhouse in Montalcino
5 out of 5 average rating, 16 reviewsPodere Ampella House with a Beautiful View
MichaelRating, 5 stars3 weeks ago
We had such a wonderful stay! The location was perfect and the accommodations were even better than we had hoped--and we had very high expectations! We can't wait to return.
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

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!
Superhost

Home in Lucignano
4.83 out of 5 average rating, 41 reviewsLa Casetta
JonasRating, 5 stars2 weeks ago
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.
Top guest favourite

Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviewsGolden View - Dream farmhouse in Tuscany
KshitijaRating, 5 stars3 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.
Guest favourite

Cottage in Pienza
4.95 out of 5 average rating, 37 reviewsCottage San Lorenzo
Brandon and TiffanyRating, 5 stars3 weeks ago
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Cala Di Forno