Montepulciano Holiday Rentals

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Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept

Holiday Rentals in Montepulciano

Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Exceptional service great building felt like a Medici!"
The price is HK$1,633
HK$1,833 total
includes taxes & fees
11 Sept - 12 Sept
Delcorto Suites
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (89)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is HK$669
HK$773 total
includes taxes & fees
15 Sept - 16 Sept
Residenza Fabroni
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 HK$2,270
HK$2,534 total
includes taxes & fees
11 Sept - 12 Sept
Il Tosco
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 cot

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

9.8 out of 10, Exceptional, (6)
"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
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
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Interior

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center

9.6 out of 10, Exceptional, (48)
"Great little apartment right next to an entrance to the old town. Everything you want to see and eat is within a few minutes walking. The view from the apartment is stunning and Montepulciano is the perfect Tuscan town, and easy driving to all the highlights of the area."
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Charming 1-bed Apartment in Montepulciano
View from room

Charming 1-bed Apartment in Montepulciano

The price is HK$1,551
HK$1,743 total
includes taxes & fees
8 Sept - 9 Sept
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. "
The price is HK$1,423
HK$1,602 total
includes taxes & fees
9 Sept - 10 Sept
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, (125)
"Such friendly staff, loved Pienza and the property was such a good location! "
Hotel San Gregorio
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, (71)
"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
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, (62)
"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
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
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, (90)
"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, (83)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!
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 HK$937
HK$1,059 total
includes taxes & fees
5 Oct - 6 Oct
Abbadia Sicille Relais
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, (52)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
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

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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Look no further and take a look at our great range of rental properties in Montepulciano!

Frequently asked questions

Are there holiday rentals in Montepulciano?

Yes, there are holiday rentals close to the most popular sights in Montepulciano, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Montepulciano has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated holiday home rental in Montepulciano is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday. Some other top choices in Montepulciano are A MAGICAL HOLIDAY IN TUSCANY and Stunning private villa for 4 guests with WIFI, TV, pets allowed and parking.

How many holiday rentals are there in Montepulciano?

Expedia has 52 holiday 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 holiday rental in Montepulciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montepulciano. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.