San Rocco a Pilli holiday rentals

We found 920 holiday rentals — enter your dates for availability
Discover a selection of 6 apartments and other holiday rentals in San Rocco a Pilli that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, such as Wi-Fi and cable TV. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – San Rocco a Pilli

Showing deals for:18 Dec - 25 Dec

Pool
Outdoor dining
Exterior
Interior
Exceptional
(5 reviews)

Villa Curiano - Siena

Monteroni d'Arbia

7% off
AU$16,713
for 7 nights, 1 villa
AU$2,388 per night
includes taxes & fees
Villa Curiano - Siena
Outdoor dining
Pool
Property grounds
Living area
Exceptional
(21 reviews)

Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

Siena

6% off
AU$2,344
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Living room
Dining
Dining
Room
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,369
for 7 nights, 1 apartment
AU$1,196 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
View from the living and from the kitchen
The building and the front door.
Interior
Kitchen
Exceptional
(22 reviews)

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

Siena

23% off
AU$2,394
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Exterior
Property grounds
Living area
Private kitchen
Exceptional
(16 reviews)

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Siena

7% off
AU$9,492
for 7 nights, 1 home
AU$1,356 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Property grounds
Living area
Outdoor dining
Private kitchen
Exceptional
(118 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$7,914
for 7 nights, 1 villa
AU$1,131 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Bathroom
Room
Living area
Room
Exceptional
(14 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,716
for 7 nights, 1 apartment
AU$245 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Dining
Outdoor dining
Room
Interior
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,509
for 7 nights, 1 apartment
AU$216 per night
includes taxes & fees
Period residence located in the heart of Siena

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  • 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 San Rocco a Pilli getaway

Learn about the unique charm of San Rocco a Pilli with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around San Rocco a Pilli

Do you want to discover attractions to see during your stay? Venture out of your holiday home and experience everything that San Rocco a Pilli has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Siena Circuit (10.1 mi / 16.3 km)
  • Terme Petriolo (12.6 mi / 20.3 km)
  • Castiglion del Bosco Winery (13.9 mi / 22.3 km)
  • San Giovanni Terme Rapolano (15.5 mi / 24.9 km)
  • Terra di Seta (7.6 mi / 12.2 km)
  • Casa Vinicola Luigi Cecchi (11.6 mi / 18.7 km)

Exploring the natural landscape of San Rocco a Pilli

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, San Rocco a Pilli is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Val di Merse (6.4 mi / 10.2 km)
  • I Canaloni del Torrente Farma (12.8 mi / 20.5 km)
  • Chianti Sculpture Park (10.5 mi / 17 km)
  • Alta Val d'Elsa River Park (11.8 mi / 19.1 km)
  • Sentierelsa Trail (13.9 mi / 22.3 km)
  • Orto Botanico dell'Universita di Siena (4.5 mi / 7.3 km)

Frequently asked questions

What is the best area to stay in San Rocco A Pilli when booking a holiday rental?
When considering a holiday rental in San Rocco A Pilli, the most appealing area to stay in is the charming neighbourhood surrounding the village centre. This locale offers a delightful blend of tranquillity and convenience, making it ideal for those looking to immerse themselves in the Tuscan lifestyle. You'll find a variety of properties here, ranging from quaint apartments to spacious villas, providing options for different group sizes and preferences.One of the highlights of this area is its proximity to the stunning countryside, superb for leisurely walks or cycling adventures through the picturesque landscape. Additionally, the nearby town of Siena is a mere short drive away, famed for its medieval architecture and the historic Piazza del Campo, where you can enjoy the vibrant setting and local cuisine. The artistic heritage of the region is also a significant draw, with various art galleries and local artisans showcasing their work.
What are the top attractions in San Rocco A Pilli?
In San Rocco A Pilli, visitors can enjoy a charming slice of Tuscan life with easy access to several attractions. The area is close to the historic city of Siena, which is renowned for its beautiful medieval architecture, particularly the stunning Piazza del Campo and the magnificent Siena Cathedral. Holiday rentals in San Rocco A Pilli often provide a peaceful retreat with picturesque views of the surrounding countryside.For those interested in wine, the nearby Chianti region offers numerous vineyards and wineries where you can indulge in wine tasting and explore the scenic rolling hills. Additionally, the stunning landscapes and olive groves provide ample opportunities for outdoor activities such as hiking and cycling.Local attractions also include the beautiful Abbey of San Galgano, known for its fascinating history and striking ruins, which are just a short drive away.
Are all fees included in the San Rocco a Pilli 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 San Rocco a Pilli holiday homes with parking?
Stayz offers a wide selection of holiday homes in San Rocco a Pilli 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 Rocco a Pilli holiday homes?
You can find great discounts on holiday homes in San Rocco a Pilli 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 San Rocco a Pilli holiday home booking on Stayz?
To find San Rocco a Pilli 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 San Rocco a Pilli?
A long-stay holiday home in San Rocco a Pilli 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 San Rocco a Pilli holiday home?
Book your San Rocco a Pilli 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 San Rocco a Pilli?
Prices for holiday homes in San Rocco a Pilli 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 San Rocco a Pilli 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.

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