Montepulciano Vacation Rentals

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Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
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Nov 21 - Nov 23
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Dec 19 - Dec 21

Vacation Rentals in Montepulciano

Our top choices for Montepulciano vacation rentals

Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (26)
"Exceptional service great building felt like a Medici!"
The price is ￥31,178
￥34,994 total
includes taxes & fees
Sep 29 - Sep 30
Delcorto Suites
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is ￥52,509
￥58,458 total
includes taxes & fees
Sep 29 - Sep 30
Il Tosco
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is ￥13,065
￥15,068 total
includes taxes & fees
Oct 6 - Oct 7
Residenza Fabroni
Il Casale Di Manuele 12, Emma Villas
Pool

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas
Charming House in the heart of Montepulciano
Fridge, microwave, oven, stovetop

Charming House in the heart of Montepulciano

10.0 out of 10, Exceptional, (60)
"Close to down town, everything you need."
Charming House in the heart of Montepulciano
Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano
4 bedrooms, desk, iron/ironing board, travel crib

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

9.8 out of 10, Exceptional, (7)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano
Bellarmino Boutique Apartments
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

Bellarmino Boutique Apartments

The price is ￥15,939
￥18,231 total
includes taxes & fees
Oct 8 - Oct 9
Bellarmino Boutique Apartments
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.6 out of 10, Exceptional, (79)
"Fantastic house, great location, clean and tidy. Perfect for families."
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Charming 1-bed Apartment in Montepulciano
Apartment | View from room

Charming 1-bed Apartment in Montepulciano

Charming 1-bed Apartment in Montepulciano
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Pool

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

9.4 out of 10, Exceptional, (3)
"My two friends and I enjoyed our stay at San Bono. The highlight was having the family make and serve us an authentic Tuscan meal! The view is amazing and the location was perfect!"
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Casanova - Panoramic Rooms and Suites
Front of property - evening/night

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (66)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (127)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is ￥26,470
￥30,163 total
includes taxes & fees
Oct 25 - Oct 26
Hotel San Gregorio
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"Great Historical location."
The price is ￥15,281
￥17,332 total
includes taxes & fees
Oct 22 - Oct 23
Abbadia Sicille Relais
Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (74)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (162)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Pool

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (64)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Hilltop house in the heart of Tuscany with private pool
Outdoor dining

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (92)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (71)
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Outdoor dining

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (53)
"We had a very nice stay and a well organized pizza night in the villa. Glad to come again:) "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
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

AgriHotel Villa Ambra

AgriHotel Villa Ambra

10/10 Excellent
"Excellent centrally located hotel. The staff was very friendly and dinner was really good."
Linus 3-night trip
Posted 7 days ago
AgriHotel Villa Ambra

Find out more about Montepulciano

Find out more about Montepulciano

Search for holiday rentals in Montepulciano on Expedia! You can easily find your home rentals, villas, holiday apartments in Montepulciano using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Montepulciano?

Yes, we offer vacation rentals close to top sights in Montepulciano, or you can go with a more remote option if you're looking for relaxation. Visitors to Montepulciano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the sightseeing tours and festivals during your trip.

What are some of the best vacation home rentals that Montepulciano has to offer?

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a hot tub, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Montepulciano are INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING and Stunning private villa for 4 guests with WIFI, TV and pets allowed.

How many vacation rentals are there in Montepulciano?

Expedia has 52 vacation rentals for your stay in Montepulciano.

What’s there to see and do in Montepulciano?

Terme di Montepulciano Spa and Val di Chiana are a couple of scenic spots to enjoy the outdoors, whereas Civic Museum is one of the cultural attractions. While here, Palazzo Avignonesi and Cantina del Redi are other places worth a visit.

What’s a vacation rental in Montepulciano like?

A vacation rental is a private property you can book for a few weeks or just a few days in Montepulciano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.