
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! ❤️❤️❤️
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.
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

Casa particular in Centro Storico
5 out of 5 average rating, 11 reviewsApartment by a Renowned Designer
EmilyRating, 5 stars1 day ago
We loved our stay at Palazzina Maresa and wish we stayed longer than two days! Eugenio was an incredible host and met us upon arrival. He explained the history of the space and provided incredible recommendations for Florence. The space is absolutely beautiful, inspiring, and we loved the garden terrace in the backyard. We will definitely stay in one of his properties again when we revisit Florence!
Top guest favourite

Holiday home in Monticchiello
5 out of 5 average rating, 20 reviewsElegant farmhouse overlooking Pienza
CherylRating, 5 stars5 days ago
Apart from the stunning location and beautiful well equipped house, Laura was a delight to deal with. She was responsive and informative. Our guests loved it as much as we did. Thank you Laura.
Guest favourite

Holiday home in Greve in Chianti
4.92 out of 5 average rating, 100 reviewsStunning Tuscan apartment for 2
LauraRating, 5 stars1 week ago
‘Peaceful’ is the word to describe this space and the entire surrounding area. The home is perfect, with everything that you need. The view, the grounds, the pool are all wonderful. Catrina’s hospitality - attention to detail and communication are top notch. Wonderful recommendations for neighboring restaurants and a day trip into Florence. My stay was incredible and I hope to return one day. Grazie mille Catrina!
Top guest favourite

Flat in Monticchiello
4.98 out of 5 average rating, 47 reviewsPoliFlora Panorama
OmarRating, 5 stars2 months ago
Kindest host! Beautiful view of the tuscan landscape
Guest favourite

Apartment in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviewsCastello di Orgiale Charme Residenz
ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
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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