Montepulciano Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Montepulciano Vacation Homes

Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning
Outdoor dining

Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning

8.0 out of 10, Very good, (3)
"We were looking for a quite Italian village experience away from the busy city chaos and found that at the Loft Fonte al Guinco. Maurizio was very helpful through the whole booking and checkin process giving us specific guideance to arrive at the loft as well as help with places to eat and visit while there. The loft was very clean and the detail of the finishes inside were a very nice touch especially the bathroom. I was very pleased with communication and support during our stay of any needs...
The price is CA $265
CA $311 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning
Property grounds

Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning

The price is CA $2,559
CA $2,562 total
includes taxes & fees
Aug 15 - Aug 16
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning
Villa Falco- Cignella Resort Tuscany
Outdoor pool

Villa Falco- Cignella Resort Tuscany

9.0 out of 10, Wonderful, (2)
"Perfectly located in the center of the Heart of Tuscany. Great property with a clean and spacious interior. "
The price is CA $8,052
CA $9,010 total
includes taxes & fees
Aug 17 - Aug 18
Villa Falco- Cignella Resort Tuscany
Zampugna
Outdoor pool

Zampugna

9.2 out of 10, Wonderful, (5)
"Beautiful and host is great!"
The price is CA $468
CA $519 total
includes taxes & fees
Aug 22 - Aug 23
Zampugna
Villa Pesca - Cignella Resort Val D'orcia Toscana
TV, DVD player

Villa Pesca - Cignella Resort Val D'orcia Toscana

The price is CA $8,052
CA $9,037 total
includes taxes & fees
Aug 25 - Aug 26
Villa Pesca - Cignella Resort Val D'orcia Toscana
Podere Belsogno-camera Lavanda
Outdoor dining

Podere Belsogno-camera Lavanda

10.0 out of 10, Exceptional, (3)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
The price is CA $193
CA $225 total
includes taxes & fees
Aug 16 - Aug 17
Podere Belsogno-camera Lavanda
The House of Alice, charm and relaxation
Exterior detail

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Very authentic dwelling. Just what we wanted to experience. It looked just like what life in this area must have looked 200 years ago. "
The price is CA $289
CA $381 total
includes taxes & fees
Aug 18 - Aug 19
The House of Alice, charm and relaxation
Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning
Exterior detail

Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning

The price is CA $286
CA $296 total
includes taxes & fees
Aug 15 - Aug 16
Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning
Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi
Pool

Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

The price is CA $292
CA $445 total
includes taxes & fees
Aug 30 - Aug 31
Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi
Holiday home with panoramic terrace ideal for families and couples
Property grounds

Holiday home with panoramic terrace ideal for families and couples

The price is CA $113
CA $148 total
includes taxes & fees
Aug 15 - Aug 16
Holiday home with panoramic terrace ideal for families and couples
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Pool

A stylish Tuscan cottage for four people with stunning views over the valley and Cortona

The price is CA $370
CA $458 total
includes taxes & fees
Aug 15 - Aug 16
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Romantic farm in the Sienese hills
Property grounds

Romantic farm in the Sienese hills

"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
The price is CA $193
CA $353 total
includes taxes & fees
Sep 2 - Sep 3
Romantic farm in the Sienese hills
The little Magician's secret corner
Property grounds

The little Magician's secret corner

The price is CA $193
CA $304 total
includes taxes & fees
Aug 16 - Aug 17
The little Magician's secret corner
Amiata mountain house w terrace, top of the medieval village with stunning views
Dining

Amiata mountain house w terrace, top of the medieval village with stunning views

The price is CA $86
CA $125 total
includes taxes & fees
Aug 17 - Aug 18
Amiata mountain house w terrace, top of the medieval village with stunning views
La Fonte, our quaint little west facing cottage for two people.
Pool

La Fonte, our quaint little west facing cottage for two people.

The price is CA $222
CA $294 total
includes taxes & fees
Aug 31 - Sep 1
La Fonte, our quaint little west facing cottage for two people.
The Gelda house, relax with a view
Interior

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (13)
"We loved the village setting and the apartment was very comfortable and well appointed."
The price is CA $161
CA $228 total
includes taxes & fees
Aug 26 - Aug 27
The Gelda house, relax with a view
Eagle House
Pool

Eagle House

10.0 out of 10, Exceptional, (2)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
The price is CA $333
CA $472 total
includes taxes & fees
Aug 27 - Aug 28
Eagle House
Chestnut House
Exterior

Chestnut House

The price is CA $3,215
CA $3,656 total
includes taxes & fees
Aug 16 - Aug 17
Chestnut House
Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi
Electric kettle

Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi

10.0 out of 10, Exceptional, (1)
"Pros: Ottima posizione a pochi minuti a piedi dal centro del paese, posto tranquillo con comodo parcheggio. Letto comodo, bagnetto un po' piccolino ma funzionale con prontezza e kit cortesia, buona idea kit con spazzolino e dentifricio. Cucina in comune ben equipaggiata. Host premurosa e attenta, ci ha fornito prontamente tutte le indicazioni necessarie e consigli sui locali nelle vicinanze."
The price is CA $167
CA $172 total
includes taxes & fees
Sep 8 - Sep 9
Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi
La Leccia.
Outdoor banquet area

La Leccia.

The price is CA $3,215
CA $3,656 total
includes taxes & fees
Aug 16 - Aug 17
La Leccia.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montepulciano Hotel Reviews

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

10/10 Excellent
"A wonderful setting amongst their winery. Loved our week long stay at Svetoni where the comfortable duplex room was very tastefully done a with modern comfort like Ac and a lovely rain shower. The breakfast was very good each day and the staff were friendly and attentive. The swimming pool is also of a good size."
Shreyas 7-night trip
Posted 4 days ago
Villa Svetoni Wine Resort