Photo by Tim & Nat ✈

Montisi holiday rentals

We found 1,099 holiday rentals — enter your dates for availability
Discover a selection of 7 apartments and other holiday rentals in Montisi that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Montisi

Showing deals for:18 Dec - 25 Dec

Outdoor dining
Pool
Private kitchen
Dining
Exceptional
(14 reviews)

Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

Montalcino

10% off
AU$26,160
for 7 nights, 1 villa
AU$3,737 per night
includes taxes & fees
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Pool
Outdoor dining
Exterior
Interior
Exceptional
(5 reviews)

Villa Curiano - Siena

Monteroni d'Arbia

7% off
AU$16,694
for 7 nights, 1 villa
AU$2,385 per night
includes taxes & fees
Villa Curiano - Siena
Private kitchen
Private kitchen
Exterior
Private kitchen
Exceptional
(11 reviews)

"Il Focolare" Superior Apartment in Monticchiello

Pienza

5% off
AU$1,248
for 7 nights, 1 home
AU$178 per night
includes taxes & fees
"Il Focolare" Superior Apartment in Monticchiello
Interior
Outdoor dining
from North, access to the kitchen-lounge
Dining
Exceptional
(38 reviews)

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena

9% off
AU$2,240
for 7 nights, 1 home
AU$320 per night
includes taxes & fees
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Living area
Outdoor dining
Private kitchen
Room
Exceptional
(5 reviews)

Magnificent and Bright 2 BR Apt. with Terrace

Montepulciano

9% off
AU$3,148
for 7 nights, 1 apartment
AU$450 per night
includes taxes & fees
Magnificent and Bright 2 BR Apt. with Terrace
Living area
Exterior
Outdoor dining
Property grounds
Exceptional
(26 reviews)

Villa Banditello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena

9% off
AU$2,486
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Interior
Gorgeous View to wake up to in the mornings!
Room
Interior
Exceptional
(36 reviews)

Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

Montepulciano

13% off
AU$3,982
for 7 nights, 1 apartment
AU$569 per night
includes taxes & fees
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Montisi getaway

Learn about the unique charm of Montisi with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Montisi

Do you want to find attractions to see during your stay? Venture out of your holiday home and experience everything that makes Montisi a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Consorzio del Vino Nobile di Montepulciano (7.9 mi / 12.7 km)
  • San Giovanni Terme Rapolano (9.2 mi / 14.8 km)
  • Terme Antica Querciolaia (9.8 mi / 15.8 km)
  • Tenuta Greppo Franco Biondi Santi (10.6 mi / 17.1 km)
  • Piscine Termali Theia (11.2 mi / 17.9 km)
  • Terme di Chianciano (11.5 mi / 18.5 km)

Exploring the natural features in Montisi

Whether you're an active traveller or just want to spend some time taking in the scenery, Montisi is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Historic Centre of Pienza (5.6 mi / 9 km)
  • Terme di Montepulciano Spa (9.5 mi / 15.4 km)
  • Terme Antica Querciolaia (9.8 mi / 15.8 km)
  • Val di Chiana (9.9 mi / 15.9 km)
  • Terme Sant'Elena (11 mi / 17.8 km)
  • La Foce (11.1 mi / 17.9 km)

Frequently asked questions

What is the best area to stay in Montisi when booking a holiday rental?
When considering a holiday rental in Montisi, Tuscany, the village itself is the best area to stay. This charming hamlet offers a quintessential Tuscan experience, with its picturesque streets and stunning countryside views. Montisi is known for its warm, welcoming atmosphere and rich cultural heritage, making it an ideal base for exploring the region.One of the top attractions nearby is the beautiful Abbey of Monte Oliveto Maggiore, which is just a short drive away. This stunning abbey is famous for its frescoes and tranquil surroundings, offering a glimpse into the monastic life of the past. Additionally, the surrounding area is dotted with vineyards and olive groves, superb for those looking to indulge in local wine and cuisine.In terms of holiday rentals, Montisi features a variety of properties that cater to different preferences, from cosy apartments to charming villas. Staying in this area provides not just the convenience of easy access to local amenities, but also the opportunity to experience the authentic Tuscan lifestyle.
When is the best time to visit Montisi for a holiday rental?
The best time to visit Montisi for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant period attracts those seeking the quintessential Tuscan experience, where the landscape comes alive with sun-soaked vineyards and charming hilltop views. Visitors can indulge in local festivals, enjoy leisurely strolls through the picturesque streets, and savour exquisite Italian cuisine at outdoor trattorias.During the summer months, temperatures in Montisi typically range from 20 to 30 degrees Celsius, providing warm and pleasant weather ideal for exploring the surrounding countryside. The idyllic climate makes it great for outdoor activities, such as hiking, cycling, or simply relaxing by the pool while soaking in the stunning scenery.If you are looking for a more budget-friendly option, consider planning your visit in December. Although this is the low season, it offers a different charm as Montisi transforms into a serene winter wonderland, complete with festive decorations and fewer crowds. You can enjoy cosy evenings by the fireplace and experience the local culture in a more intimate setting.Ultimately, the best time to book your holiday rental in Montisi depends on whether you prefer the bustling atmosphere of summer filled with activities and events or the peaceful tranquillity of winter.
What are the top attractions in Montisi?
In Montisi, Tuscany, visitors can immerse themselves in the charm of this quaint village known for its picturesque landscapes and historical architecture. The central square, Piazza della Libertà, is a lovely spot to enjoy local cafés and restaurants, where one can sample traditional Tuscan cuisine. Nearby, the beautiful Church of San Bartolomeo features stunning artwork and offers a glimpse into the region's rich history.For those interested in outdoor activities, the surrounding countryside provides ample opportunities for hiking and cycling, with scenic routes that showcase the stunning views of the rolling hills and vineyards characteristic of Tuscany.
Are all fees included in the Montisi holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Montisi holiday homes with parking?
Stayz offers a wide selection of holiday homes in Montisi with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Montisi holiday homes?
You can find great discounts on holiday homes in Montisi on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Montisi holiday home booking on Stayz?
To find Montisi holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Montisi?
A long-stay holiday home in Montisi is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Montisi holiday home?
Book your Montisi holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Montisi?
Prices for holiday homes in Montisi vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Montisi to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas