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

La Tana del Bianconiglio - Apartment Uva
There are no words to describe the stunning, spare beauty of the Tuscan landscape around Ludovica’s property. She provided home baked, vegan plum cake on our arrival, and the kitchen had a local wine selection as well as organic homemade dry-pasta for sale if you were looking to make a meal. We stayed in the 2-bedroom “UVA House (means grape). The summer months are HOT but the pool a lovely relief. Highly relaxing, out of the hectic pace of life, which was our reason for going. There is pebbled garden with outdoor seating under an awning, poolside chairs with shade, and lots of pool toys for kids. Ludovica has a farm animal rescue, and a vegan restaurant on the property. Wonderful day trips to be had to hill towns nearby. A great place, Thank you!! Note: the location is best understood to be in the area of Val d’Orcia but closest to the actual town of Gallina.

Panoramic Country Suite Montalcino
We spent a week with Aleksandra in Montalcino in the heart of Brunello, a breathtakingly beautiful area. The large property is fantastic and with the tranquility and the view just the right thing to relax and unwind. An unforgettable experience for the whole family. This is how you imagine a Tuscan holiday. We highly recommend the place.

In the heart of Pienza, just 50 meters from the Duomo!
Lucio the host was very friendly, easy to communicate and accommodated all of our needs. He recommended us great places to eat, drink and points of interest to visit. If we ever needed anything, he was so quick to respond. I would definitely recommend this apartment to anyone who visits. Everything is walking distance. Thank you Lucio for your wonderful hospitality.

Rosemary
Great stay in Tuscany! Nice location with short drives to Montepulciano and Pienza. Very peaceful. We cooked a couple of nights and the kitchen was stocked with basic items. Riccardo was very responsive before and throughout. Recommend for those looking for a convenient stay in Tuscany.

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.

Apartment in Chianti at Mulino dell 'Argenna
We have now been to Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can switch off perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!

Podere Ferranino #Brunelleschi Townhouse
Perfect home for our group! Was great to take advantage of the kitchen and have some meals at home too. Everything was just as described and a beautiful little getaway. The crib and high chair were especially helpful as we are traveling with a baby.

45 sqm cottage with kitchen, swimming pool, garden, 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!
Private apartment rentals

Borgo Iesolana Suite Superior
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

Colle ai Lecci: Design Apartment in Tuscany
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Arrigo's Stopover
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!!

Artistica Pienza | Breathtaking Val d 'Orcia View
Wonderful place to stay in Pienza. Gorgeous little town in the rolling hills of Tuscany. Host is fantastic too. We had an issue with the front door that they were very quick to fix for us. Would highly recommend if you are going thru Tuscany!

Il Belvedere Air Conditioning + Fast WiFi
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 Standard Suites
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.

La Casa delle Querce - "Belvedere" (The House of Oaks - "Belvedere")
Great house, stayed here for four days. We don't have a car so can only choose a place with good transport links.It is close to the train station and the view is the best place for us! The landlord was very friendly and came to the train station to pick us up and drop us off. Friends without a car can report a day or rent an e-bike/tram to get around. The room on the second floor has a good view, you can see the beautiful Tuscan pastoral scenery by pushing the window, the natural scenery is accompanied by birds, the whole person is quiet, it is so relaxing. There is a kitchen where you can go to the nearby supermarket to buy your own cooking (30 minutes on foot). The room was clean and tidy, the bed was soft and hard, everything was very satisfactory.The only regret is that the pool is only open in May. I hope I can come back next time!
Apartment rentals with a hot tub

Apartment with garden in the heart of Tuscany
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
This apartment in the heart of Florence is a true gem. It’s spacious, comfortable, and modern, yet still retains its historic charm. The location is simply dreamlike, with the widow view and the proximity to The Accademia being the highlight. Having the Accademia right in front of the window was priceless. The bathroom is spacious and clean, and the kitchen is well-stocked and discreet. Conveniently located, restaurants, shops, and a supermarket are just a short walk away. The communication was easy and fast, and Luca was friendly and helpful. Overall, this is a perfect apartment in an ideal location. I highly recommend it, and I’ll definitely be back on my next trip to Florence. Thank you so much for hosting! 🤍

House of Delights - The Medici private leisure house
The apartment is as advertised. Really something. Highly recommend.

.2 La Casa sui Tetti dell 'Oltrarno
Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment.

[Ponte Vecchio] Prestige and unique view
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

Pepi Garden Loft with Jacuzzi Pool
From booking to checking out, things could not have been smoother. Everything was as described and Alessandra was a very responsive and reasonable host. The area was also fantastic- 10 minutes walk to the Duomo and the restaurants and bars in the small Piazza five minutes’ walk away were excellent. Hope to return soon!

Domus Nannini - L'Angolo di Paradiso Spa (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!

Villa'Colombaiolo di Marciano', 28
The accommodation is in a large family building perched on a hill and offers a splendid view of the Tuscan landscape. The interior matches the photos perfectly. We find many trinkets, paintings, souvenirs of all kinds that evoke the generations that have succeeded each other in this beautiful house. The pool is exceptionally large and perfect after a day of discovery. Too bad there's no air conditioning, but Antiionetta provided 2 welcome fans. The car can be parked in the courtyard.
Quick stats about flat rentals in Montalcino
Total rentals
340 properties
Nightly prices starting at
$26 SGD 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
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Riva del Marchese
- Podere La Marronaia, Sosta alle Colonne
- Cantina Contucci
- Cantina de' Ricci
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