
Cottage vacation rentals in Montepulciano
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Top-rated cottage rentals in Montepulciano
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Popular amenities for Montepulciano cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi
We stayed at this lovely cottage in late November and we were delighted with every aspect of the stay. The cottage was clean and comfortable, and was well equipped. The hot-tub was wonderful and sitting there on a chilly night with a view of SG was amazing. Annalisa and Davide were really nice and friendly and very helpful- great hosts. It was about 35 minutes to walk to the town, so quite walkable, and wonderfully quiet and rural (one morning there were 3 deer walking past the window). We had a very nice day out in Sienna which was easy to drive to. I would definitely recommend this place as somewhere really special.

From Simone, podere santi Lucia and Pietro
Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.

Beautiful renovated barn in Tuscany
beautiful accommodation surrounded by nature and silence. Hot tub under the stars a no small plus. Impeccable cleanliness, also greatly appreciated the welcome basket. Gloria responsive, kind and helpful host. We can't wait to go back

"Rosso Poggiolo" farmhouse with swimming pool.
Very good, it was perfect The host were so friendly Thank you very much

Tuscany Villa Girasole
Charming home with amazing pool and a great location Massimo was so helpful and always quick to respond offering restaurant reccos as well The ac was great and the bedrooms stay completely dark if you close the shutters which was nice to sleep a little later despite the morning light There were paper towels, salt oil even some coffee and filters, many basics provided We did not hear cars or highway sounds, just owls, roosters and quiet, it truly is a special place

EcoLodge – modern design in quiet panoramic location
Beautifull quite and lovely place. Good location to visit surroundings by car on day trips.

Panoramic view & outdoor jacuzzi - Pienza
We had a wonderful stay at Orto Cottage. The cottage is very comfortable, the views are divine and the surrounding area is beautiful. We were in our own private world. Frank and Phil are great hosts, very friendly, responsive to any requests and helpful with suggestions. We loved their Private Guidebook. It was packed with great suggestions of places to visit, great restaurants and activities. Orto Cottage is highly recommended if you would like a lovely place to stay in the Tuscan hills that is private and an easy drive to all that the area has to offer.
Pet-friendly cottage rentals

Countryside, 10 min from Siena
a beautiful house, lovely garden among the olive trees. and a very nice host. the location is more spacious than it looks in the pictures. you get a good description to get there and you do need it because is wonderfully quiet secluded in nature

Rustic retreat in the Tuscan hills
Beautiful accommodation, well maintained and very clean. The only flaw was the very small hair dryer and there was no paper towels in the kitchen. Everything else is well-stocked and very quiet.

Borgo Spedaletto 3 – Dolcevita Holiday
Charming little cottage perfect for a small family in the hills near Florence. Had everything we needed. About 25 minutes drive through the country to central Florence so perfect for day trips in. Lovely walks in the olive groves around the cottage.

Holiday Casa Vacanze Tuscan countryside with swimming pool
We had a pleasant stay at Vito's. The house is very well arranged and offers many amenities. The place is idyllic surrounded by olive groves and high up allowing exceptional views of Tuscany. The pool is simply fantastic, spacious and extremely well maintained thanks to Vito's right-hand man who takes great care of the entire property. This is a property to remember that we highly recommend.

Cottage with panoramic view
We, 2 couples a baby and a dog, enjoyed our week at this lovely location. After a quite rocky and adventurous road, the house is situated in the midst of the beautiful tuscan landscape with wine hills and olive trees. From the lovely pool which was only for us we enjoyed those lovely views. The rooms are spacious and the kitchen is fully equipped, including a nice barbecue ourside. Florence is reachable within about 45 minutes by car and there are two little towns about 10-15 minutes away with big grocery stores, restaurants and gelaterias. Andrea and Gianni were super helpful, responsive and lovely hosts. We would highly recommend Le Spugne.

Toscana, Country house with exclusive pool
We stayed at Leonardo's cottage for almost two weeks and we enjoyed it very much. The pool was a real highlight for us. You will have the pool all to yourselves and are privately located. The area is very quiet and the view from the cottage fantastic. However, you will have to sit in the car to visit a larger supermarket (~20 minutes) or go to a town (Sienna, Perugia for example). We enjoyed the peace and weather and privacy. There is a restaurant within walking distance, which is definitely recommended! The cottage itself was very well cleaned when we arrived and Leonardo also offered new bedding after a week if we wanted, very neat. Furthermore, the cottage is simple and it is not big, but everything you need is in it (fridge with freezer, dishwasher, good TV, good internet, etc) and if you are there on vacation, of course you are not going to sit inside... Maybe we'll come back!

Chianti Independent barn
Beautiful little cottage! My young daughters (5 & 2) loved being around Daniella’s dog and the beautiful surroundings of olive trees and being able to disconnect with electronics. We even got to see how olives were harvested early in the morning. We were even given a bottle of wine to enjoy during our stay. Daniella was very helpful! And out of all the Airbnbs I’ve stayed in, the beds were very comfortable!! It is very secluded and the road is very curvy so if you get car sick, take your motion sickness meds. Other than that, I would stay here again! My 5 year old loved our stay here and didn’t want to leave. Thank you Daniella!

Barn in Chianti
Beyond all expectations, the view from the windows over the Chianti vineyards is priceless, comfortable and clean apartment, the photos do not do justice, Paola is really kind and responsive. We will definitely be back, highly recommended
Private cottage rentals

The Cottage
The house lives from Gloria, who is a perfect host and a soul of man. She personally accompanied us to the accommodation, explained everything to us and spoiled with homemade delicacies and Tuscan specialties: homemade bread and cookies, jam, fresh fruit, water in the fridge, Tuscan olive oil and coffee. Because it sometimes got quite cool during our stay in October, she also brought us wood and lighters for the open fireplace. We had three cozy days in the blue garden house, which certainly unfolds its charm in summer even more if you can use the garden and the beautiful terraces. The sea is only a few kilometers away by bike or car. Highly recommended is also the vegetarian restaurant, which Gloria runs together with her sister, about 1 km from the house.

dependance mandriola
The annex is very nice and welcoming, with an "old" style but with modern amenities, thoughtful, beautiful and functional decor. We had a very good time and felt welcomed by the owners, who, living a few meters away, invited us to not hesitate to bother them in case of anything. The location is excellent, with 360-degree views of the surrounding hills, just a few minutes from the highway toll booth, although it is impossible to say from the house. Obviously the outdoor jacuzzi, great for evening relaxation after shooting all day. We enjoyed having the visit while we were on the porch of the various 4-legged friends who were very cuddly! If it happens, I'll be back!

Crete Senesi - Asciano Cavoni Hut
perfect place in Tuscany we stayed 7 days and it was perfect to explore Tuscany and to relax at the pool side. The house is very charming in Tuscany style Laura even left us coffee water and Prosecco. One if the best stays during our Italy trip

La Loggia, cozy stone cottage for 2 with terrace
Vacation and relaxation from the first minute. Beautifully furnished house with two spacious rooms as well as bathroom and kitchenette. Perfect sunny terrace where you can spend your time from morning to evening. Table, chairs, armchairs and loungers are available. Easily accessible about 20 km from the highway. All shopping is 15 km away.

Antico Borgo Ripostena – 1 Casa Bertilla
Fantastic place to stay! A beautiful place nestled away in the countryside. We loved our honeymoon stay, thanks for the wine!

Casa Gialla, Cortona-sunsets in the olive grove
We had a wonderful time. In addition to other reviews let me point this out: good matrasses, working roll-up flyscreens at bedroom windows, Lesley (or Celeste) helped very fast when WiFi was down due to power cut, comfy chairs for garden, cushions for chairs and deck chairs. Apart from that: everybody was nice, everything was as described. We would definitely like to come back.

apartment surrounded by greenery
We had a great time at Antonello's place. He is very welcoming, despite the fact that he only speaks Italian, and German, if I'm not mistaken. It was very understandable that we were arriving earlier than the scheduled time. We were able to drop off our luggage and the food we brought from our previous home. When we returned, we were pleasantly surprised to see that he had transferred everything to our rental and even put our bottles in the fridge🤩. The pool is superb, at very good temperature, and the sunbeds available, are comfortable, there is even a shower, which is very good. You can eat outdoors, in the shade, there are different spaces at your disposal. In summary, we can say that we had a great stay, in a beautiful environment, quiet, tastefully furnished. You have to plan to come by car, if you want to visit....

Villetta Belvedere
The place was very nice and well located! The garden with the view of the Tuscan hills is amazing! Simone is very responsive and helpful. The village is peaceful and idyllic with local markets and shops around the corner. The location is perfect to further explore Tuscany. Would definitely recommend Simone’s place!
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- Lake Trasimeno
- Lake Bolsena
- Marina di Grosseto beach
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Terme Dei Papi
- Basilica of St Francis
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Mount Subasio
- Cantina Colle Ciocco
- Pubblico Palace
- Madonna del Latte
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Stefanoni
- Cantina Contucci
- Cantina de' Ricci
- Golf Club Toscana
- Castiglion del Bosco Winery
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere Il Cocco
- Casa Del Cioccolato Perugina