
Holiday rentals in Montalcino
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Top-rated holiday rentals in Montalcino
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Other great holiday rentals in Montalcino
Top guest favourite

Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 83 reviewsPodere Pereti Nuovi-modern Tuscan Villa
MichaelRating, 5 stars4 days ago
Fabulous. Spectacular. Breath taking. Phenomenal. Not sure what other superlatives I can use. Incredible stay at an incredible property with an incredible host in an incredible location. We will be back. Eight of us staying in this beautiful home. San Quirico d’Orcia is an absolute perfect place to stay in Tuscany if you are planning to go to the hill towns. Can’t recommend enough.
Superhost

Flat in San Giovanni d'Asso
5 out of 5 average rating, 20 reviewsPodere Ferranino #Cimabue Townhouse
MartinRating, 5 stars10 months ago
Sehr schönes Haus, landestypisch eingerichtet dabei aber trotzdem modern. Besonders gefallen haben und die Betten und die angenehme sanfte aber effektive Klimatisierung. Sehr geräumig, so dass ein Aufenthalt mit 4 Personen sehr angenehm möglich ist. Es gibt sogar eine Lademöglichkeit für E-Fahrzeuge.
Superhost

Holiday home in Torrenieri
4.7 out of 5 average rating, 96 reviewsAppartamento in Val d’Orcia con posto auto privato
AgnesRating, 5 stars1 week ago
Très bon accueil. Carlo est très réactif aux besoins des clients et très disponible. Séjour très agréable. Merci Carlo pour ces jours passés à Torrenieri.
Top guest favourite

Farm stay in Manciano
4.99 out of 5 average rating, 75 reviewsCasa Mirta art & nature in the heart of Maremma
LolaRating, 5 stars2 weeks ago
Eines der schönstens AirBnBs, welches wir je besucht haben! Alessandro ist sehr freundlich und hat uns tolle tipps für Unternehmungen gegeben. Man hat einen tollen Garten mit fantastischer Aussicht! Für Menschen, die einen ruhigen und entspannten Urlaub machen wollen, die perfekte Unterkunft. Kann das AirBnB von ganzem Herzen empfehlen.
Guest favourite

Flat 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.
Guest favourite

Apartment in Figline Valdarno
4.87 out of 5 average rating, 54 reviewsAgriturismo Casavecchia, l'Olivo
VerenaRating, 5 stars2 weeks ago
Wir hatten einen wunderschönen Aufenthalt in diesem tollen Anwesen, welches von zahlreichen Olivenbäumen umgeben ist. Alle waren sehr freundlich, hilfsbereit und haben uns tolle Tipps zum Essengehen etc. gegeben. Abends haben wir immer direkt dort gegessen - einfach empfehlenswert. Sehr leckere regionale Küche. Wer es entspannt und ruhig möchte ist dort super aufgehoben. Wir haben es geliebt und uns total wohl gefühlt. Alles in allem super top, wir kommen gerne wieder :).
Top guest favourite

Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviewsCipressini 2 - piscina e vista mozzafiato
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!
Guest favourite

Farm stay in Murlo
4.94 out of 5 average rating, 71 reviewsSuite, private apt for 2/4, pool
GeorgieRating, 5 stars2 weeks ago
Hands down the best place we have stayed in Italy! Eloise’s farm stay is magical, location is great for exploring the Tuscany region and Eloise and her family are so lovely and helpful. We did the home cooked meal- just perfect! Can’t wait to come back
Quick stats about holiday rentals in Montalcino
Total rentals
920 properties
Nightly prices starting at
₹1,731 before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
500 properties are a good fit for families
Pet-friendly rentals
530 properties allow pets
Rentals with a pool
390 properties have a pool
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Podere La Marronaia, Sosta alle Colonne
- Cantina de' Ricci
- Riva del Marchese
- Cantina Contucci
- Madonna del Latte
- Things to do Montalcino
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- Things to do Province of Siena
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- Things to do Tuscany
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- Things to do Italy
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