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4,189 Houses
Villa Nobile, Luxury Tuscan Home, Walk to Town
Province of Siena / Montepulciano
5 18 min stay varies
- 5 bedrooms
- sleeps 18
- min stay varies
- Nearest beach 152 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$859
Responds fast!
avg. 2 hours 32 minutes
Price per night from
$859
Very nice home in the historical center
Montepulciano / Valiano
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$94
Price per night from
$94
Charming Apartment in Historic Center of Montepulciano, Tuscany
Province of Siena / Montepulciano
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$91
Responds fast!
avg. 2 hours 24 minutes
Price per night from
$91
Maramai
Montepulciano / Abbadia di Montepulciano
5 10 7 nights min
- 5 bedrooms
- sleeps 10
- 7 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$482
Responds fast!
avg. 1 hour 5 minutes
Price per night from
$482
Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool
Province of Siena / Montepulciano
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$133
Price per night from
$133
Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool
Province of Siena / Montepulciano
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$94
Price per night from
$94
Colombi Palace Montepulciano
Province of Siena / Montepulciano
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Map
Price per night from
$189
Price per night from
$189
Apartment "The Hague" at The House of the Oaks - Montepulciano
Montepulciano / Acquaviva di Montepulciano
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$143
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$143
Villa Abbadia
Montepulciano / Abbadia di Montepulciano
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Nearest beach 201 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$317
Price per night from
$317
LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI
Province of Siena / Montepulciano
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 15 mi
- Swimming pool
Map
Price per night from
$651
Price per night from
$651
Maramai
Province of Siena / Montepulciano
4 7 7 nights min
- 4 bedrooms
- sleeps 7
- 7 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$406
Responds fast!
avg. 1 hour 5 minutes
Price per night from
$406
Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool
Province of Siena / Montepulciano
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$117
Price per night from
$117
Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool
Province of Siena / Montepulciano
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$133
Price per night from
$133
Villa Iris - Perfect for families or group of friends
Province of Siena / Montepulciano
3 5 3 nights min
- 3 bedrooms
- sleeps 5
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$224
Price per night from
$224
villa in South Toscany
Province of Siena / Montepulciano
3 8 14 nights min
- 3 bedrooms
- sleeps 8
- 14 nights min
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$586
Responds fast!
avg. 29 minutes
Price per night from
$586
6 bedroom Villa in Castelluccio, Tuscany, Italy - 5395009
Montepulciano / Bivio di San Biagio
6 12 7 nights min
- 6 bedrooms
- sleeps 12
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$919
Price per night from
$919
CasaMontepulciano Into the sunset
Province of Siena / Montepulciano
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Car not necessary
- Ask about pets
Map
Price per night from
$175
Responds fast!
avg. 1 hour 11 minutes
Price per night from
$175
Villa Croce
Montepulciano / Sant'Albino
5 11 7 nights min
- 5 bedrooms
- sleeps 11
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$390
Price per night from
$390
Apartment "Belvedere" at The House of the Oaks - Montepulciano
Montepulciano / Acquaviva di Montepulciano
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Nearest beach 130 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$104
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$104
4 bedrooms in a tower, home of a sculptor
Province of Siena / Montepulciano
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Swimming pool
- Private garden
Map
Price per night from
$430
Responds fast!
avg. 3 hours 30 minutes
Price per night from
$430
Agriturismo I Fuochi
Montepulciano / Valiano
11 22 2 nights min
- 11 bedrooms
- sleeps 22
- 2 nights min
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$1,106
Responds fast!
avg. 3 hours 11 minutes
Price per night from
$1,106
CasaMontepulciano, In the heart of Montepulciano
Province of Siena / Montepulciano
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$137
Responds fast!
avg. 1 hour 11 minutes
Price per night from
$137
Luxury villa Vignola
Province of Siena / Montepulciano
7 19 7 nights min
- 7 bedrooms
- sleeps 19
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$829
Price per night from
$829
Luxury villa Ivory
Montepulciano / Sant'Albino
8 16 7 nights min
- 8 bedrooms
- sleeps 16
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$2,257
Price per night from
$2,257
Country House at Antico Podere in Montepulciano, Tuscany
Province of Siena / Montepulciano
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$157
Price per night from
$157
Rustic Stone Brick Villa on Siena Countryside
Province of Siena / Montepulciano
7 16 7 nights min
- 7 bedrooms
- sleeps 16
- 7 nights min
- Ask about children
- Pet Friendly
Map
Price per night from
$520
Price per night from
$520
7 bedroom Villa in Castelluccio, Tuscany, Italy - 5247920
Montepulciano / Sant'Albino
7 14 7 nights min
- 7 bedrooms
- sleeps 14
- 7 nights min
- Swimming pool
- Child Friendly
- Ask about pets
Map
Price per night from
$782
Price per night from
$782
Villa Montepulciano
Province of Siena / Montepulciano
6 15 7 nights min
- 6 bedrooms
- sleeps 15
- 7 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$908
Responds fast!
avg. 1 hour 5 minutes
Price per night from
$908
Rustic Tuscan Farmhouse at Podere Pisinano
Province of Siena / Montepulciano
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$455
Price per night from
$455
Villa Viole - Dream under the tuscan sun
Province of Siena / Montepulciano
2 4 3 nights min
- 2 bedrooms
- sleeps 4
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$196
Price per night from
$196
DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces
Province of Siena / Montepulciano
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Nearest beach 41 mi
- Child Friendly
- Private garden
Map
Price per night from
$201
Responds fast!
avg. 1 hour 45 minutes
Price per night from
$201
Studio "Rustic" at The House of the Oaks - Montepulciano
Montepulciano / Acquaviva di Montepulciano
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$85
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$85
Tuscan Tower - A unique castle apartment
Province of Siena / Montepulciano
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Suitable for children age 5+
Map
Price per night from
$298
Price per night from
$298
Beautiful apartment with pool in Montepulciano
Montepulciano / Valiano
3 5 2 nights min
- 3 bedrooms
- sleeps 5
- 2 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$222
Responds fast!
avg. 3 hours 11 minutes
Price per night from
$222
Apartment "Poggino" - Montepulciano
Montepulciano / Acquaviva di Montepulciano
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$117
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$117
Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool
Province of Siena / Montepulciano
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$133
Price per night from
$133
The Molinaccio 10 + 2
Montepulciano / Acquaviva di Montepulciano
5 12 7 nights min
- 5 bedrooms
- sleeps 12
- 7 nights min
- Ask about children
- Pet Friendly
Map
Price per night from
$428
Price per night from
$428
"Policiano Suite" at The House of the Oaks - Montepulciano
Montepulciano / Acquaviva di Montepulciano
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$196
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$196
About Montepulciano
Montepulciano is a beautiful village in a hilly area of Tuscany overlooking the Valdichiana countryside. The streets here leave a lasting impression on visitors because of their old world charm and also because of their steep inclines, which can make an adventure out of an ordinary day spent exploring markets and relaxing in cafes.
These sloping streets wind among some unforgettable restaurants and wine cellars. They can also take you to some of the most beautiful renaissance churches in Tuscany. Head beyond the center of town and take a hike through the rolling countryside of world famous vineyards and olive groves. At the end of the day, head back to experience the delicious cuisine that brings knowledgeable foodies to Montepulciano from all over the world and enjoy a glass of vino nobile as the sun sets.
Here are a few additional suggestions as you plan your trip:
- Visit the Chiesa di San Biagio: This domed renaissance church with its fantastic marble alter piece lies in a valley just to the west of the Chiesa del Gesu, another impressive work of religious architecture.
- Explore the Museo Civico: The town of Montepulciano has its own civic museum, which houses artifacts documenting its long history.
- Explore the cantinas of Montepulciano: Tuscany is known for its wine, but Montepulciano in particular has a charming community of cantinas that offer tours through cellars packed with casks followed by a unique tasting experience.
- Take a tour of the Azienda Agricola Canneto: This sprawling vineyard close to the Church of San Biagio produces regional vino nobile and extra virgin olive oil. Come to tour the grounds and learn more about how these precious items are produced.
- Take an Italian cooking class: Sample the unforgettable flavors of Tuscany at the restaurants and trattorias of Montepulciano, then take a course from a skilled chef and learn how to bring these flavors home with you.
- Visit the Formaggi Cugusi Silvana: The family that runs this artisanal pecorino cheese shop makes cheese with the milk from their own sheep that graze in the pastures of the Val d'Orcia.
You'll have no trouble finding world class dining opportunities, and you'll also have no trouble finding a vacation rental that offers luxurious views of the Tuscan countryside. Find an elegant condo downtown or a beautiful rustic villa overlooking the vineyards. While you're visiting Montepulciano, you may want to include a day trip to the beautiful town of Torrita di Siena in your plans.
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.