Contignano holiday rentals

We found 771 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Contignano that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Contignano

Showing deals for:18 Dec - 25 Dec

Dining
Pool
Exterior detail
Outdoor dining
Exceptional
(17 reviews)

Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

Montepulciano

8% off
AU$6,085
for 7 nights, 1 villa
AU$869 per night
includes taxes & fees
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Exterior detail
Pool
Exterior
Large kitchen
Exceptional
(52 reviews)

Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

Pienza

9% off
AU$5,571
for 7 nights, 1 villa
AU$796 per night
includes taxes & fees
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Exterior
Private kitchen
Private kitchen
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
Pool
Property grounds
Property grounds
Interior
Exceptional
(12 reviews)

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

Radicofani

9% off
AU$3,848
for 7 nights, 1 home
AU$550 per night
includes taxes & fees
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Private kitchen
Outdoor dining
Room
Bathroom
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
Room
Gorgeous View to wake up to in the mornings!
Classic Apt. in a Palazzo with modern comforts and classic features
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

Book a holiday rental for your Contignano getaway

Learn about the unique charm of Contignano with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Contignano

Are you searching for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Contignano has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Baths of San Filippo (3.8 mi / 6.2 km)
  • Piscine Termali Theia (5.7 mi / 9.2 km)
  • Terme di Chianciano (5.9 mi / 9.5 km)
  • Consorzio del Vino Nobile di Montepulciano (8.2 mi / 13.3 km)
  • Fonteverde Terme (10.5 mi / 16.9 km)
  • Parco Piscine Capenti Outdoor Pool (12.4 mi / 19.9 km)

Exploring the natural features in Contignano

Whether you're looking for adventure or just want to appreciate the scenery, Contignano is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • La Foce (3.8 mi / 6.1 km)
  • Piscine Termali Theia (5.7 mi / 9.2 km)
  • Terme Sant'Elena (6.8 mi / 11 km)
  • Terme di Montepulciano Spa (7.3 mi / 11.8 km)
  • Historic Centre of Pienza (7.6 mi / 12.2 km)
  • Val di Chiana (8.3 mi / 13.4 km)

Frequently asked questions

What is the best area to stay in Contignano when booking a holiday rental?
When considering a holiday rental in Contignano, Tuscany, one of the most appealing areas to stay is the quaint village centre, which offers a charming atmosphere and easy access to local amenities. In this area, you'll find a variety of properties, from traditional stone houses to more modern accommodations, each reflecting the authentic Tuscan character.Staying in the village centre allows you to immerse yourself in the local culture, with delightful cafés and restaurants where you can savour regional cuisine. Additionally, the nearby rolling hills provide stunning views and opportunities for scenic walks or bike rides. A great attraction close by is the beautiful Abbey of Sant'Antimo, which is just a short drive away and offers a serene setting with impressive architecture.Another option is the outskirts of Contignano, where you can enjoy a more rural experience. This area features a selection of holiday rentals located among vineyards and olive groves, providing a peaceful retreat. Visitors here often appreciate the proximity to the historic town of Montalcino, renowned for its wine production and charming cobblestone streets.
When is the best time to visit Contignano for a holiday rental?
The best time to visit Contignano for a holiday rental is during the peak season from July to September, with August being the most popular month. This period attracts tourists eager to immerse themselves in the stunning landscapes and rich culture of Tuscany. Visitors can enjoy warm weather, typically ranging from 20 to 30 degrees Celsius, superb for exploring charming villages, vineyards, and the breathtaking countryside.In August, Contignano buzzes with activity, making it an ideal time for those seeking vibrant local festivals and outdoor dining experiences. The warm evenings provide a lovely atmosphere to savour Tuscan cuisine while soaking in the picturesque views.For those looking for a more budget-friendly option, consider visiting in November. This month offers a great experience, with fewer tourists and the opportunity to witness the beautiful autumn foliage blanketing the hills. It's a serene time to enjoy wine tastings and explore the local heritage without the crowds.
What are the top attractions in Contignano?
In Contignano, a picturesque village located in the heart of Tuscany, visitors can experience firsthand the beauty of the surrounding countryside. The village itself features charming medieval architecture, with narrow streets and traditional stone buildings that reflect its rich history. Nearby, the stunning landscape of the Val d'Orcia offers breathtaking views, particularly from viewpoints like Pienza and Monticchiello.A short drive from Contignano leads to the thermal baths of Bagno Vignoni, known for their natural hot springs and serene atmosphere. Additionally, the area is dotted with vineyards and olive groves, making it an excellent spot for wine tours and tastings, particularly in towns such as Montalcino, renowned for its Brunello wine.For those interested in art and culture, the historic town of Siena is within reach, boasting the magnificent Piazza del Campo and the stunning Siena Cathedral.
Are all fees included in the Contignano 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 Contignano holiday homes with parking?
Stayz offers a wide selection of holiday homes in Contignano 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 Contignano holiday homes?
You can find great discounts on holiday homes in Contignano 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 Contignano holiday home booking on Stayz?
To find Contignano 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 Contignano?
A long-stay holiday home in Contignano 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 Contignano holiday home?
Book your Contignano 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 Contignano?
Prices for holiday homes in Contignano 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 Contignano 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