San Sano holiday homes

We found 1,413 holiday rentals — enter your dates for availability
Discover a selection of 6 apartments and other holiday rentals in San Sano that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – San Sano

Showing deals for:25 Dec - 1 Jan

Living area
Pool
Outdoor dining
Living area
Exceptional
(6 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
NZ$14,385
for 7 nights, 1 villa
NZ$2,055 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Exterior
Dining
Pool
Property grounds
Exceptional
(55 reviews)

Portion Farmhouse nestled in the heart of Chianti with private pool,

Gaiole in Chianti

9% off
NZ$3,948
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Living area
Property grounds
Interior
Property grounds
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,930
for 7 nights, 1 home
NZ$276 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Interior
The building and the front door.
Kitchen
View from the living and from the kitchen
Exceptional
(22 reviews)

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena

23% off
NZ$3,259
for 7 nights, 1 home
NZ$466 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Interior
Exterior detail
Property grounds
Terrace/patio
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

14% off
NZ$2,377
for 7 nights, 1 home
NZ$340 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Dining
Room
Room
Bathroom
Exceptional
(14 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
NZ$2,093
for 7 nights, 1 apartment
NZ$299 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena

  • 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

Why people love visiting cosy San Sano

Learn about the unique charm of San Sano with a stay in a holiday home rental. Travellers appreciate the restaurants in this romantic city. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in San Sano

Do you want to discover top things to see and do in the area? Venture out of your cosy holiday rental and experience everything that San Sano has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Castello di Radda Winery (5.2 mi / 8.4 km)
  • Badia a Coltibuono (5.8 mi / 9.4 km)
  • Borgo di Vescine - Tenute di Castelvecchi (6.7 mi / 10.7 km)
  • Castello di Albola (6.7 mi / 10.8 km)
  • Il Molino di Grace Winery (8.1 mi / 13.1 km)
  • Siena Circuit (8.9 mi / 14.4 km)

Exploring the natural landscape of San Sano

Whether you're an active traveller or just want to take in the scenery, San Sano is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (14.1 mi / 22.7 km)
  • Val di Merse (18.9 mi / 30.4 km)
  • Arno River (24.6 mi / 39.6 km)
  • Chianti Sculpture Park (2.1 mi / 3.4 km)
  • Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni (7.1 mi / 11.5 km)
  • Sentierelsa Trail (13 mi / 20.9 km)

Transport options to and around San Sano

Fly into Peretola Airport (FLR), the closest airport, located 27.9 mi (44.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in San Sano when booking a holiday rental?
When considering the best area to stay in San Sano, Tuscany for a holiday rental, you'll find that this charming village offers a delightful blend of tranquillity and accessibility to stunning attractions. The village itself is a picturesque spot with a handful of lovely properties that exude traditional Tuscan charm, making it an excellent choice for those seeking a peaceful retreat.Staying in the heart of San Sano immerses you in its serene atmosphere, allowing for easy access to the beautiful surrounding countryside. Just a short drive away, you can explore the historic town of Montepulciano, renowned for its exquisite wines and breathtaking views. Another nearby gem is the town of Pienza, famous for its Renaissance architecture and delicious pecorino cheese.In San Sano, you'll typically find a selection of holiday rentals that cater to various preferences, from rustic villas to modern apartments, all designed to enhance your Tuscan experience. The neighbourhood's peaceful environment, combined with its proximity to top attractions and local eateries, creates an inviting setting for a memorable holiday.
What are the top attractions in San Sano?
In San Sano, Tuscany, visitors can experience firsthand the charm of this picturesque village, which is known for its stunning medieval architecture and breathtaking countryside views. The nearby vineyards produce some of the region's finest wines, and wine tours are a popular attraction for those looking to experience the local viticulture.The village itself is a short distance from the historic town of Radda in Chianti, where you can explore the beautiful piazza and visit the Church of San Niccolò. For those who enjoy outdoor activities, the surrounding Chianti hills offer numerous hiking and biking trails that showcase the stunning landscapes of Tuscany.Additionally, the area is dotted with ancient castles and charming hamlets, such as Castello di Brolio, which invites visitors to learn about the region's rich history and enjoy spectacular views from its grounds.
Are all fees included in the San Sano holiday homes prices shown on Bookabach?
Bookabach 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 San Sano holiday homes with parking?
Bookabach offers a wide selection of holiday homes in San Sano 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 San Sano holiday homes?
You can find great discounts on holiday homes in San Sano on Bookabach, 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 San Sano holiday home booking on Bookabach?
To find San Sano holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in San Sano?
A long-stay holiday home in San Sano 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 Bookabach?
Bookabach'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 San Sano holiday home?
Book your San Sano 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in San Sano?
Prices for holiday homes in San Sano 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. Bookabach offers something for every taste and budget, from affordable homes in San Sano to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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