
Apartment vacation rentals in Montalcino
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Top-rated apartment rentals in Montalcino
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Weekly apartment rentals

Antica Loggia - Apartment with view
Wow what an incredible stay at Claudia's! It was the perfect home base to explore other towns in Tuscany, and after a long day of sightseeing, the apartment felt so relaxing like a real home away from home. We were lucky enough to stay during the Festa Del Barbarossa where San Quirico really came alive and we got to experience the festivities. As for Claudia she is a 10/10 host! She made sure we were well prepared, met us at check in and had stocked the apartment with everything we needed. Do not hesitate to book Claudia's apartment. It is top tier accommodation! Thank you Claudia for an unforgettable stay!

Podere Ferranino #Cimabue Townhouse
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.

La sosta di Arrigo
Excellent place to stay with a comfortable bed for our family of two adults and one toddler. Martina even lent us a high chair for us to use during our stay. This is a great location for exploring Buonconvento and surrounding Tuscan environs; it’s also very convenient for parking a car nearby without hassle.

Casa Tòrta - comfort room
Genuinely a secret little heaven, I cant recommend staying here more! Monticchiello is so beautiful and peaceful and their place is just perfect! I can’t wait to hopefully return one day!!

Live Like a Local & Private Concierge Service
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.

Appartamento Mimosa - Poggio al Vento
We had an absolutely wonderful stay at this Airbnb! The space was exactly as described—clean, cozy, and thoughtfully decorated, with all the amenities we needed for a comfortable visit. The bed was super comfortable, and I really appreciated touches like fresh towels and the equipped kitchen. Our host Roberto was exceptional—friendly, responsive, and genuinely welcoming. He made check-in seamless. The location was perfect—quiet and peaceful, yet close enough to everything we wanted to see and do. I would definitely stay here again and highly recommend it to anyone visiting the area. Thanks again for such a lovely stay that we will never forget, Roberto! Wish you all the best.

PoliFlora Panorama
Kindest host! Beautiful view of the tuscan landscape

Casa Evelina - Incredible View, Central Location
This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.
Private apartment rentals

Colle ai Lecci: Design Apartment in Tuscany
Wir hatten eine unvergessliche Zeit hier - die Natur sowie die Anlage selbst sind wunderschön, etwas rustikal mit ein paar Erneuerungen, über die Ana viel erzählen kann. Man kann sich auf dem Gelände super verteilen, hat genug Privatsphäre falls erwünscht und kann die schönsten Sonnenuntergänge beobachten. Auch der Pool zwischen den Olivenbäumen ist traumhaft. Wir konnten von hier aus einige Städte wie Florenz und Siena besuchen, auch hier hatte Ana super Tipps für geeignete Restaurants parat. Wir kommen gerne wieder!

Apartment in a wine estate
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.

San Giovanni in Poggio, Crepuscolo app. 60 mq
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.

Il Belvedere Aria Condizionata+Wifi Veloce
Nicole and Giuseppe thank you for your warm and kind hospitality. What can I say? This place was magical and beautiful. The apartment was clean to the T and very modern and sheik decorated. Both host went above and beyond to make sure I had what I need it. The neighborhood is so quiet and peaceful. So much history there. But my one favorite thing about this place is the smell/scent of the jasmine trees outside. I fell in love with the smell of the trees. If I come back I will most definitely stay here again. Good vibes good people good food and good wine. This is a perfect place to relax and unwind from whatever stressors you have in life l. Thank you Nicole and Giuseppe

Palazzo del Papa Suites standard
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

Herons Superior Apartment - Splendid view!
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.

Attico panoramico nell'antico borgo
Loved our stay! Great set up, great location, and really responsive host. Check in was easy, we had everything we needed and the views are INCREDIBLE from the house. There’s also a nice coffee place just downstairs that opens early. Highly recommended!

Cottage 45mq cucina, piscina, giardino, privacy
A stunning location hosted by the nicest people! Very communicative and gave perfect instructions to get there. Inside the kitchen and bathroom were well equipped. The bed is on the harder side if that suits your preference but plenty of blankets and didn’t even need to touch the heat for a cooler nights. If you are offered a dinner and wine pairing, just say yes immediately. We didn’t know where to set our expectations for that night but it certainly exceeded anything we had in our heads. Overall absolutely fantastic place Sara and Simone have and after you sit outside at sunset you will not want to leave!
Apartment rentals with a hot tub

La Murata - Cecco Angiolieri
Abbiamo soggiornato a La Murata e ne siamo rimasti incantati. La casa è spaziosa, accogliente, piena di carattere e perfetta per famiglie o gruppi di amici. Ogni ambiente racconta una storia e l’atmosfera generale è quella di un rifugio lontano dal caos, immerso nel verde. La piscina e la vasca idromassaggio ci hanno regalato momenti di autentico relax,con un panorama incantevole. Gli spazi esterni sono curati, ideali per rilassarsi o cenare all’aperto ammirando le colline toscane al tramonto. Nara è un’host gentilissima, presente e disponibile, sempre pronta a intervenire in caso di necessità. Fin dal primo incontro si è creata una bellissima empatia, ci siamo sentiti subito accolti come a casa. La posizione è strategica per esplorare borghi e città nei dintorni, ma anche perfetta se si cerca solo relax in una cornice unica. Ci torneremo sicuramente. Un soggiorno da sogno!

Romantic farmhouse, garden apartment with panorama
It’s a fantastic location and everything you could imagine from dreams of Tuscany. The house was perfect and the birdlife and pool fabulous.

Apartment with garden in the heart of Tuscany
Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!

Domus Nannini - L' Angolo di Paradiso Spa
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

Luxury frescoed apartment in the historical center
This place is even better than described. I never imagined I could one day live in an authentic palace. Thank you, Bianca, for making this dream come true! A small piece of advice for future guests: please follow Bianca’s directions exactly when coming to the palace—Google Maps can be very misleading.

Penthouse in Siena near Piazza del Campo and Palio
We had a fabulous stay here, there was more than enough rooms and space to relax after a day of sightseeing. The view from the living room is gorgeous, the rooms are all charmingly decorated and it had all the amenities we needed: separate beds for 4 adults, large enough showers, laundry and kitchen as well as cosy living room. Federico was very friendly, responsive and made us feel at home immediately. Highly recommend!

WiFiFiber LargeApartment with view inMontepulciano
Elias was an exceptional host! Fantastic recommendations on the area and restaurants. His space was more than expected. Stylish , modern and spacious. So handy having two large bathrooms with 2 couples. The neighbourhood was truly perfect, historic area in walking distance, gelato & cappuccino was right across the street, grocery store around the corner, steak house next door and the best… Linda’s pizza!!! Enjoyed super reasonable meals with excellent service. Even bumped into Linda at the gelato place in the evening and were greeted warmly! What a welcoming friendly neighbourhood. Hands down our best Airbnb experience in Italy! ❤️

Villa’Colombaiolo di Marciano',28
Wygodny choć nieco staromodny apartament w spokojnej okolicy, wokół dużo zieleni i piękny widok z okna. Duży i zadbany basen z przestrzenią do odpoczynku. Dobre miejsce na relaks po zwiedzaniu Sieny i okolic.
Quick stats about apartment rentals in Montalcino
Total rentals
340 properties
Nightly prices starting at
G$4,182 GYD before taxes and fees
Total number of reviews
8.8K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
110 properties have a pool
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Tenuta Le Velette
- Santa Maria della Scala
- Casa Barthel
- Cantina Stefanoni
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Castiglion del Bosco Winery
- Pubblico Palace
- Golf Club Toscana
- Podere La Marronaia, Sosta alle Colonne
- Riva del Marchese
- Cantina de' Ricci
- Cantina Contucci
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