
Condo vacation rentals in Montalcino
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Top-rated condo rentals in Montalcino
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Popular amenities for Montalcino condo rentals
Weekly condo rentals

Apartment with panoramic terrace
We were absolutely charmed by Ilva’s condo. The condo is so cute and cozy, and the view is stunning. It’s also walking distance to basically all of Orvieto. Ilva was so responsive and helpful!

Casa Clara Cortona Cin IT051017c28a6h9glv
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.

The Nest in Chianti
Beautiful apartment in a fabulous location. Cora and Carlotta were very helpful and informative and very patient with us with our lack of Italian! Highly recommend and would love to return. Richard and Suzie

Apartment Melissa
We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.

Apartment Azzurro- Cignella Resort Tuscany
Wow! Beautiful place! We have a wonderful pizza on the terrace and a great breakfast spread in the morning. The room was comfortable and very clean. The hosts were kind and welcoming. We can’t wait to go back. Totally worth the drive out there.

Tangerine Tree House with sea view!
We stayed in the app for 12 days. "Olive tree house" ! Due to technical problems in the Tangerine Tree House, Lyza left us the larger apartment in the same house for the same price. We enjoyed the olive tree house very much. Lyza has helped us very well with many tips (restaurants, beaches) and recommendations. Nice big terrace with great sea view. We always ate outside and enjoyed the atmosphere. Just disturb the many mosquitoes! Very good location. You can walk quickly and easily to the old town and to the beach. Parking was very good and easy. You can make beautiful excursions from here. The apartment is equipped with everything you need for a longer stay. Kitchen and amenities are very good. The bed is very good. The apartment (windows & doors) is equipped with good mosquito protection. The air conditioners in the bedroom and in the living room/kitchen are very good. We can absolutely recommend the apartment and would be happy to come back.

Relaxation and peace in the countryside Cortona G
We really enjoyed our stay! Emanuele and Angela were very kind and replied to any question very quickly. The place is perfect to relax and take day-trips to nearby towns such as Cortona, Pienza, Montalcino and Montepulciano. We enjoyed the pool after big days of visiting the surroundings during very hot days. I recommend it to anyone who wants a mix of visiting and relaxing! :)

Holidays at Susy's on Lake Trasimeno CASA ROSA
Spacious apartment with everything you need, lake view, parking in the garden, safe, quiet location. Thank you! We probably felt
Pet-friendly condo rentals

Renaissance Residence In San Miniato with a view
We regret not staying longer at Leonardo's. We loved his home and his unobstructed life. Leonardo's super hosting and availability. We felt at home and didn't want to leave.

The house in the garden
Great! Attention to detail and super clean! Very cozy terrace! Within walking distance of the city center, supermarket and car(parking). Super!

House between Firenze, Arezzo, chianti e Siena
What a hidden gem! It is exactly what you think of when it comes to an authentic Italian household! The pictures do not do it justice, the views are incredible! Every morning we were treated to a cloud inversion over the valley, it was jaw droppingly good! The food in the restaurant was top notch and reasonably priced also! The family are super friendly and would always greet us and go out of their way to have a conversation which made us feel really welcomed! The farm just down by the pool area is such a nice touch and the local dog Franchi is such a good boy too 😃 We would have loved to do the day trip with the family but we didn't have enough time as we were only there for 2 nigjt! We highly recommend staying here and would 100% go back in a heart beat!

Apartment in an ancient tower in Perugia
Responsive host (and co-host), lovely location and easy to get to places. Easy, straightforward check-in even without the host present to greet us as they weren't available. Next time we'll book with Ernesto again. 🙂

Le Fornaci Holiday Home - Dondo Apartment
Very nice location, essential but functional. Great convenience to have the option to use the restaurant (with prior reservation). Suggestions for improvement, more equipment in the kitchen (cutlery, bottle opener were missing, nothing that couldn't be found after reporting), the bed pillows were quite uncomfortable. We'll be happy to come back

Liberty Siena Flat 2
Perfect apartment in the middle of Siena, a stones throw away from everything you would like to see as a tourist. Great, helpful and communicative host who went out of her way to make sure we had a great stay and took the time to give personal tips. ❤️ A few things in the apartment description did not quite match – the apartment is not on the ground floor but on the first floor (it matters to us traveling with a stroller and had to fold up and carry it up the stairs), and the free parking refers to the free parking spaces that can be found around town. Those are small things in the context - overall we were super happy with both accommodation and host!

Nerone Apartment
The accommodation is a small paradise of tranquility. No noise pollution. Wonderful view. Careful environment and a beautiful pool where you can relax and cool off. Antonella and her family are exquisite, kind, and extremely discreet people. strategic location to visit both the villages of Lake Trasimeno and to visit Perugia, Assisi and many other places. The nearby village is enchanting and you can shop for local products. For a more complex shopping just reach the lake village (Passignano) and you can find coop and Conad. the only thing that should be considered is that the area is totally devoid of a mobile network. The house is equipped with wifi, but as soon as you leave the house, even just to go to the pool, you have no way to access the network. For those like us who wanted to disconnect from everything, it was a no problem. If instead you needed to work or be available, it should be considered. overall for us it was a beautiful week of relaxation. It's worth it.

lovely farm- apartment (Fox)
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.
Condo rentals with a pool

Two-room apartment with private garden in a villa with swimming pool
Chiara was a great host, and the apartment was a fantastic base for our trip. The location is perfect - so close to Florence but still has the peacefulness of the countryside. The apartment had everything we needed, was clean and tidy, and we felt at home. The property has beautiful gardens, the pool area was lovely too. Chiara was also kind enough to make a dinner reservation for us, and gave us some great recommendations. We loved our stay!

""Beautiful Villa with PRIVATE pool in Tuscany""
Nice scenary, quiet romantic Town, Nice small cafe beside the river. But what impress Me marco property I felt like Home right away. Secured electeric gate leaving Me no worries. Kids love it and kitchen are well equip!! Thanks marco for your beautiful place and hosting us!!! I recommend this place for quiet country side place.

Le Balze - Studio apartment in villa (for 2 + 2 children)
We had an excellent stay with our son and my parents in Valentina's apartment. The welcome is impeccable, Valentina is very kind and attentive to give all the useful information to make your vacation as pleasant as possible. The apartment is very clean and with everything you need to cook. It has a large garden with a shared pool... In short, a heavenly place! We hope to be back soon! 100% recommended

Relax in farmhouse among the Chianti vineyards
Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.

💜 "Gaia" at Podere Le Fontanelle
It’s the best airbnb we’ve ever been to. Gaia is amazing and she’s very responsive! The place is very clean with magical views. We will be back and recommend this place to family & friends! Very peaceful and very clean! Love it

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

Csa di Romano – Sunset
It was my second time at Il Tramonto (because you will love to come again). It has been a great stay, the perfect spot to visit the Chianti region, as well as rest (garden behind is a bliss) and discover tiny villages around. Laura and Sandra are very welcoming, communication is very easy. I recommend !

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park
We thoroughly enjoyed our stay at Daphne's place. It is set amongst beautiful manicured gardens, a large pool (which was covered due to seasons end), a tennis court and the views across the Tuscan landscape are incredible. The apartment itself was immaculate and looked better than the photos. It is well appointed, spotlessly clean and modern. We found Montefollonico to be quieter than other tourist destinations and it's a short walk/drive from the residence. It too is beautiful and charming. There's only one Grocery store specializing in Tuscan products and more, It catered for pretty much all we needed. There's also a pharmacy, a quaint bar and a restaurant that was surprisingly good, and the owner is quite the character, in a good way :). Montepulciano is a short 15 or so minute drive away. Having a car is a must unless you just want to spend quality time away from everything and relax in a most beautiful, tranquil and private setting. Thank you Daphne, we loved our stay.
Quick stats about condo rentals in Montalcino
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- CavallinoMatto
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Santa Maria della Scala
- Cavallino Matto
- Casa Barthel
- Tenuta Le Velette
- Podere La Marronaia, Sosta alle Colonne
- Cala Di Forno
- Cala Violina
- Cantina de' Ricci
- Madonna del Latte
- Cantina Stefanoni
- Riva del Marchese
- Golf Club Toscana
- Cantina Contucci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Pubblico Palace
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Ugolino Golf Club
- Podere Il Cocco
- Castiglion del Bosco Winery
- 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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