Holiday homes and lettings in Montepulciano - HomeToGo base64Hash Holiday homes and lettings in Montepulciano - HomeToGo

Holiday homes and lettings in Montepulciano

Find 1,862 available offers from 49 partners
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Top 15 Recommended holiday lettings in Montepulciano

Find your perfect holiday home, apartment or cottage in Montepulciano from just £25 per night!

Apartment Montepulciano
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday apartment with garden, hot tub & terrace

Montepulciano, Province of Siena, Italy
from £122
per night
Excellent(16 ratings)
from £122
per night
View deal
Apartment Montepulciano
Apartment ∙ 4 guests ∙ 1 bedroom

Flat with barbeque, terrace & garden | Pets allowed

Montepulciano, Province of Siena, Italy
from £86
per night
from £86
per night
View deal
Apartment Montepulciano
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with hot tub | City view

Montepulciano, Province of Siena, Italy
from £63
per night
Outstanding(72 ratings)
from £63
per night
View deal
Private room Montepulciano
Private room ∙ 2 guests ∙ 1 bedroom

Charming private room with BBQ

Montepulciano, Province of Siena, Italy
from £113
per night
Outstanding(17 ratings)
from £113
per night
View deal
Apartment Montepulciano
Apartment ∙ 4 guests ∙ 2 bedrooms

Flat with 2 rooms for 4 persons

Montepulciano, Province of Siena, Italy
from £25
per night
from £25
per night
View deal
Villa Montepulciano
Villa ∙ 9 guests ∙ 5 bedrooms

Villa with barbeque, garden & private pool | Pet-friendly

Montepulciano, Province of Siena, Italy
from £173
per night
Excellent(12 ratings)
from £173
per night
View deal
House Montepulciano
House ∙ 2 guests ∙ 1 bedroom

Child-friendly holiday home with garden, pool & terrace | Garden view | Pets are welcome

Montepulciano, Province of Siena, Italy
from £133
per night
Outstanding(4 ratings)
from £133
per night
View deal
Villa Montepulciano
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with private pool, garden & BBQ

Montepulciano, Province of Siena, Italy
from £176
per night
Outstanding(1 rating)
from £176
per night
View deal
Villa Montepulciano
Villa ∙ 9 guests ∙ 5 bedrooms

Child-friendly villa with barbecue, private pool & garden | Pet-friendly

Montepulciano, Province of Siena, Italy
from £175
per night
Good(2 ratings)
from £175
per night
View deal
Farmhouse Montepulciano
Farmhouse ∙ 2 guests ∙ 1 bedroom

Farm with garden, pool & BBQ

Montepulciano, Province of Siena, Italy
from £92
per night
Outstanding(1 rating)
from £92
per night
View deal
Villa Montepulciano
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with garden, hot tub & terrace | Panoramic view

Montepulciano, Province of Siena, Italy
from £199
per night
Excellent(20 ratings)
from £199
per night
View deal
Farmhouse Montepulciano
Farmhouse ∙ 5 guests ∙ 2 bedrooms

Farm with pool, terrace & barbeque | Garden view

Montepulciano, Province of Siena, Italy
from £144
per night
Outstanding(47 ratings)
from £144
per night
View deal
Villa Montepulciano
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with barbecue, private pool & garden

Montepulciano, Province of Siena, Italy
from £128
per night
Very good(1 rating)
from £128
per night
View deal
Villa Montepulciano
Villa ∙ 6 guests ∙ 3 bedrooms

Family-oriented villa with terrace, barbecue & garden | Pet-friendly

Montepulciano, Province of Siena, Italy
from £227
per night
Outstanding(37 ratings)
from £227
per night
View deal
Private room Montepulciano
Private room ∙ 4 guests ∙ 1 bedroom

Family-friendly pleasant private room with pool | Pool view

Montepulciano, Province of Siena, Italy
from £91
per night
Outstanding(75 ratings)
from £91
per night
View deal

Holiday homes and cottages with a garden

Private room  Montepulciano
from £70 per night
Private room ∙ 3 guests ∙ 1 bedroom

Dedicated room with barbecue, pool & terrace

4.9
Outstanding(47 ratings)
Montepulciano, Province of Siena, Italy
Garden
View deal
Private room  Montepulciano
from £91 per night
Private room ∙ 4 guests ∙ 1 bedroom

Private room with garden & pool | Pool view

4.9
Outstanding(74 ratings)
Montepulciano, Province of Siena, Italy
Garden
View deal
Villa  Montepulciano
from £181 per night
Villa ∙ 9 guests ∙ 5 bedrooms

Villa with barbecue, garden & private pool

4.5
Excellent(12 ratings)
Montepulciano, Province of Siena, Italy
Garden
View deal
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Most popular holiday lettings with a fireplace

Private room  Montepulciano
from £117 per night
Private room ∙ 2 guests ∙ 1 bedroom

Private room with BBQ & pool

4.7
Excellent(96 ratings)
Montepulciano, Province of Siena, Italy
Fireplace
View deal
Private room  Montepulciano
from £130 per night
Private room ∙ 2 guests ∙ 1 bedroom

Private room with pool & barbeque

4.7
Excellent(96 ratings)
Montepulciano, Province of Siena, Italy
Fireplace
View deal
House  Montepulciano
from £148 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped big holiday home with garden, private pool & terrace

4.6
Excellent(5 ratings)
Montepulciano, Province of Siena, Italy
Fireplace
View deal
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Holiday lettings and apartments with air conditioning

Farmhouse  Montepulciano
from £97 per night
Farmhouse ∙ 4 guests ∙ 2 bedrooms

Farm with pool, terrace & barbecue | Garden view

4.8
Outstanding(29 ratings)
Montepulciano, Province of Siena, Italy
Air conditioning
View deal
Private room  Montepulciano
from £96 per night
Private room ∙ 3 guests ∙ 1 bedroom

Child-friendly private room with pool & barbecue | Pets are welcome

4.4
Very good(75 ratings)
Montepulciano, Province of Siena, Italy
Air conditioning
View deal
Apartment  Montepulciano
from £122 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Flat with pool, jacuzzi & BBQ

Montepulciano, Province of Siena, Italy
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in Montepulciano

Find Fantastic yet Cheap Lettings

Farmhouse Montepulciano
from £247 per night
Farmhouse ∙ 5 guests ∙ 3 bedrooms

Farm with barbecue, garden & terrace

Montepulciano, Province of Siena, Italy
View deal
Apartment Montepulciano
from £109 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Flat with garden & terrace | City view

5.0
Outstanding(51 ratings)
Montepulciano, Province of Siena, Italy
View deal
Private room Montepulciano
from £90 per night
Private room ∙ 4 guests ∙ 1 bedroom

Private room with barbecue & pool

4.8
Outstanding(26 ratings)
Montepulciano, Province of Siena, Italy
View deal

Top-Rated Lettings and Properties in Montepulciano

Book Holiday Letting Offers with the Highest User Rating

Villa Montepulciano
from £426 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with garden, jacuzzi & private pool | Lake view | Perfect for remote work

5.0
Outstanding(24 ratings)
Montepulciano, Province of Siena, Italy
View deal
Private room Montepulciano
from £109 per night
Private room ∙ 5 guests ∙ 1 bedroom

Dedicated room with barbecue & pool

4.8
Outstanding(15 ratings)
Montepulciano, Province of Siena, Italy
View deal
Private room Montepulciano
from £125 per night
Private room ∙ 6 guests ∙ 2 bedrooms

Private room with pool & BBQ

4.9
Outstanding(5 ratings)
Montepulciano, Province of Siena, Italy
View deal

Customer ratings and reviews

How are reviews collected?
Maarten V.
Guest verified by HomeToGo

Had the absolute best time here. Was received very friendly, the view is amazing, and the seperate little house I had was extremely peaceful and quiet. Before I read some reviews mentioning the sounds from the road nearby and although that was audible, as someone who's an extreme light sleeper it did not bother me. Also: Having stayed in many places this was probably the first time I witnessed a bed long enough for my height (2 meters). I booked some extra nights and if the place hadn't been booked by other guests I probably would have added at least another week. Being there without a car getting to places walking was a bit challenging (having to walk bits by the side of the car road). It's also worth mentioning the hosts don't speak english, but none of this affected my extremely enjoyable stay. Will definitely go here again!

Reviewed on 24/05/2025
Private room Montepulciano
from £86 per night
HomeToGo
Private room ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(6 ratings)
Montepulciano, Province of Siena, Italy
View deal

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Popular holiday rental amenities in Montepulciano

  • Pool (1,010)
  • Parking (67)
  • WiFi (1,660)
  • Balcony/patio (937)
  • Garden (1,199)
  • Kitchen (1,210)
  • Grill (711)
  • Air conditioning (1,289)
  • Microwave (468)
  • Dishwasher (468)
  • No smoking (1,659)
  • TV (1,437)

Montepulciano is a wonderful holiday spot if you would like to rent a letting with a pool. More than half of the holiday rentals here have this amenity. Also, more farmhouse rental have pools than any other type of accommodation. They are a great choice if you go in a group of 4, as that is the number of people they can welcome on average. More than half of Montepulciano's rentals with pools are within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Ancient wine cellars await near your Montepulciano holiday accommodation

Historic festivals, rich culture, and idyllic ancient streets and architecture are a few of the attractions of holiday accommodation in charming Montepulciano, Italy.

What are the best places to discover the arts and culture of Montepulciano?

Palaces and famous paintings

Palazzo Ricci was the 16th-century home of Cardinal Giovanni Maria Ricci. With spectacular views of the countryside, it hosts the European Academy for Music and Performing Arts and a labyrinthine collection of ancient wine cellars.

A painting in the collection of Museo Civico e Pinoteca Crociani has recently been attributed to Caravaggio. The painting is believed to be a portrait of the artist's patron, Cardinal Scipione Borghese. Other great works here include terracotta sculptures by Andrea Della Robbia and Domenico Beccafumi’s depiction of Montepulciano's patron saint, Agnes.

Where are the unique attractions in Montepulciano?

Explore vibrant streets on your holiday in Montepulciano

Via Ricci runs past the Palazzo, all the way to spectacular views of the Val di Chiana. Another street that's hard not to wander is Il Corso. This major street embraces the town, riding the ridge all the way from Porta al Prato to Via di Collazzi.

On your way through Piazza Savonarola, note the Colonna del Marzocca, which was installed in 1511 to represent the town's allegiance to Florence. Palazzo di Bucelli is another noteworthy edifice – its facade is inscribed with Etruscan and Latin writings. Climb up the Torre di Pulcinella, a medieval tower house topped with the famous clown, Pulcinella, who time keeps for the city.

Information about holiday rentals in Montepulciano

🏡 Holiday homes available 1,862 rentals
🌙 Nightly prices from £25
⭐ Popular amenities Pool, Parking and Internet
🐾 Pet friendly rentals 777 properties
🏊 Holiday rentals with pools 1,031 properties
19 reviews
Montepulciano holiday rentals have an average rating of 4.3/5 across 19 reviews left by travellers.

Frequently Asked Questions

What is the nightly rate for a holiday rental in Montepulciano?

Nightly rates for holiday rentals in Montepulciano start from around £25. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Check HomeToGo to see current rates and discounts.

How many holiday cottages are available to book in Montepulciano? And what are the most popular types of holiday lets?

There are 1,862 holiday lettings in Montepulciano to choose from and book for your upcoming trip. Holiday homes in Montepulciano often include spacious apartment rental and farmhouse rental. These properties are perfect for families, couples, or groups looking for a cosy base. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday apartment amenity in Montepulciano?

When booking a holiday apartment in Montepulciano, consider looking for a place with Pool, Parking, or Internet, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Montepulciano?

Yes, 55% of holiday homes in Montepulciano come with a swimming pool. With 1,031 properties available, it’s a popular choice for those looking to unwind or entertain. Find your perfect poolside getaway on HomeToGo.

Are there any pet-friendly holiday cottages in Montepulciano?

Absolutely! Pet-friendly holiday rentals in Montepulciano are widely available. With HomeToGo, it’s easy to find a place that suits both you and your four-legged companion. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What is the perfect time to travel to Montepulciano?

Sun lovers should visit Montepulciano in July and August to enjoy the warmest weather.

Can you get discounts on holiday lettings in Montepulciano?

You can find great value holiday accommodation in Montepulciano with the cost per night for a let starting at just £25 - and HomeToGo has launched plenty of features that make it a piece of cake to discover some outstanding offers. If you're still selecting dates for your break, search with HomeToGo's flexible dates technology to easily look for great value timings and get savings of as much as 6%. Furthermore, HomeToGo's 'distance from' filter makes it easy to uncover hidden treasure holiday rentals in lower-price, lesser-known locales with good proximity to the area of your choice, whether that's a beach, lake, ski region or city centre. Book early to take advantage of a wide range of offers and low prices - and do so free from stress by using HomeToGo's 'free cancellation' filter when using the website or app.

What are the pros of booking a holiday rental in Montepulciano with HomeToGo?

From increased privacy away from the crowds to more space for relaxing with your travel companions, holiday rentals in Montepulciano provide plenty of benefits. HomeToGo surfaces genuine ratings written by previous guests, and searching is safe, easy, and stress-free - so with 1,862 offers from 49 providers in the vicinity, you're guaranteed to locate the ideal holiday home with the amenities and features you need in Montepulciano.

Do you offer holiday accommodation for couples in Montepulciano?

There are lovely holiday homes in Montepulciano designed with couples in mind. Whether you’re after seclusion or a city break, there’s something for every type of trip. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Why should I book my holiday rental with HomeToGo?

With HomeToGo, you get access to the world’s largest selection of holiday lettings – all in one place. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Book with confidence and enjoy support every step of the way.

Can I find family-friendly holiday lettings in Montepulciano?

You’ll find family-ready holiday rentals in Montepulciano that cater to groups. Many come with space for medium-sized groups and families and practical features like kitchens and gardens. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Montepulciano?

Short stays are absolutely possible in Montepulciano, including weekends. It’s perfect for a quick break without using too many holiday days. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Montepulciano?

Yes, HomeToGo regularly features last-minute holiday deals in Montepulciano. Perfect for a spur-of-the-moment trip — especially with savings of up to 6%. Check today’s offers and grab a holiday cottage at a great price.

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