Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Montepulciano

Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

Montepulciano
The price is ￥12,121
￥14,043 total
includes taxes & fees
Nov 9 - Nov 10
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is ￥12,959
￥14,965 total
includes taxes & fees
Nov 12 - Nov 13
Residenza Fabroni
Property entrance
Il Tosco

Il Tosco

Montepulciano
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 "
United States
Michael
The price is ￥35,664
￥39,941 total
includes taxes & fees
Nov 17 - Nov 18
Il Tosco
Standard Room | Exterior
Osteria del Borgo

Osteria del Borgo

Montepulciano
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Fridge, microwave, oven, stovetop
Charming House in the heart of Montepulciano

Charming House in the heart of Montepulciano

Montepulciano
9.8 out of 10, Exceptional, (64)
"The home was charming, spacious, and perfectly located. The host was responsive and helpful, making our stay comfortable and easy. A perfect spot to experience Tuscany—highly recommend!"
United States
Hank T.
Charming House in the heart of Montepulciano
Interior
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

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

Montepulciano
9.6 out of 10, Exceptional, (81)
"Enjoyed our stay. Especially the spectacular views of the nearby area. Short walk up to the city center. Great recommendations for restaurants to try from the host. There was a heat wave while during our time and the small AC units didn't do much to cool things down, but we survived! "
United States
Jill B.
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
4 bedrooms, desk, iron/ironing board, travel crib
Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

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

Montepulciano
9.8 out of 10, Exceptional, (8)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
United States
Lorenzo P.
Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano
Pool
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t

Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t

Montepulciano
10.0 out of 10, Exceptional, (2)
"The villa is spacious with big bedrooms and five good bathrooms. The kitchen is well equipped and our big family with 8 adults and 6 children had everything we needed for our 14-day stay. There is a big pool beautifully located in a separate part of the garden. The trees and bushes give shadow all through the day so there is no need for umbrellas. The whole property is well cared for by the very friendly owners who live nearby. This is a perfect location for a visit in Toscana, close to many...
Sweden
Kristina M.
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (131)
"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."
United States
DEBORAH
The price is ￥30,505
￥34,620 total
includes taxes & fees
Dec 5 - Dec 6
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (162)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is ￥11,220
￥12,874 total
includes taxes & fees
Dec 4 - Dec 5
Abbadia Sicille Relais
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
United States
Charles
Casanova - Panoramic Rooms and Suites
Pool
Farmhouse in the hills with panoramic view and swimming pool

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia
9.6 out of 10, Exceptional, (75)
"Pros: Location Excellent pool Fantastic views Cons: Very, very outdated kitchen. Limited privacy due to people staying in outbuildings some of the time. A (not unfriendly) cat that's fed at the property and it seems to be assumed that guests will do this. There's a strong smell of cats in the kitchen and the area immediately outside it. Doors can't be left open to ventilate the property when using the pool as the cat may get inside. No consumables apart from toilet roll and cat food: not so...
United Kingdom
Calum S.
Farmhouse in the hills with panoramic view and swimming pool
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!

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

Montalcino
10.0 out of 10, Exceptional, (86)
"We were a group of 4 couples and found there was plenty of room for all of us. The property as better in person than we had expected. We had a car so it was really easy to get around and see all the towns nearby. Very beautiful property with great vistas. So relaxing to hang out at the pool or the deck."
Canada
Elfrieda S.
Villa in Montalcino, exclusive for you, stunning view!!!
Pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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

Siena
9.4 out of 10, Exceptional, (67)
"Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!"
United States
Blake R.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Outdoor dining
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

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

chiusi
10.0 out of 10, Exceptional, (53)
"Our group of 15 thoroughly enjoyed our stay. The communication prior to and during the visit was excellent. The villa is stunning and HUGE and the grounds are magnificent. One day of our trip was spent just relaxing on the property and it was precious time well spent. "
United States
Mindy K.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"We loved our stay in this beautiful apartment. The town was so quiet and peaceful. Definitely a spot we’d like to visit again"
Canada
Nathan E.
The price is ￥28,262
￥38,154 total
includes taxes & fees
Dec 8 - Dec 9
The House of Alice, charm and relaxation
Outdoor dining
Hilltop house in the heart of Tuscany with private pool

Hilltop house in the heart of Tuscany with private pool

Montisi
9.8 out of 10, Exceptional, (94)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Exterior
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga
10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
United States
Vivian K.
The price is ￥20,826
￥24,358 total
includes taxes & fees
Nov 9 - Nov 10
Il Poggio dell'Eremita
Aerial view
Bosco della Spina

Bosco della Spina

Murlo
9.6 out of 10, Exceptional, (169)
"We enjoyed the scenery and service! Clean and comfortable. "
United States
Sanaz
Bosco della Spina
Outdoor pool
Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia

La Valle
9.6 out of 10, Exceptional, (7)
"Perfekte Lage um Umbrien zu erkunden und einen Abstecher in die Toskana zu machen. Die Unterkunft war wie beschrieben. Die Kommunikation mit dem Vermieter lief gut. Kleiner Makel, bei einem Aufenthalt von 14 Tagen sollte zur Hälfte der Zeit die Bettwäsche und die Handtücher gewechselt werden. In der 2.Woche waren die Nächte relativ kühl (15), da hat die Überdecke zum Laken gefehlt. Sonst alles prima."
Germany
Joerg R.
The price is ￥17,169
￥29,710 total
includes taxes & fees
Nov 13 - Nov 14
Villa Graziella, Romantic Perugia
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

Residenza Fabroni

Residenza Fabroni

10/10 Excellent
"We had a great stay! Beautiful on the roof top terrace!"
Jennifer 1-night trip
Posted 4 days ago
Residenza Fabroni

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:

  • View our selection of featured holiday rentals in Montepulciano
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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 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?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a balcony, and a barbecue grill 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. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. Another good choice for your trip to Montepulciano is Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano.

How many vacation rentals are there in Montepulciano?

Expedia has 51 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.