A vineyard with rows of grapevines, rolling hills, and distant buildings.

Poggibonsi holiday rentals

We found 1,215 holiday rentals — enter your dates for availability

Discover a selection of 14 apartments, 23 villas and other holiday rentals in Poggibonsi that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Poggibonsi

Villetta by Interhome

Sleeps 6 · 2 bedrooms · 2 bathrooms

Borgo - Apartment with pool

Sleeps 6 · 3 bedrooms · 3 bathrooms

RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far

Sleeps 2 · 1 bedroom · 1 bathroom

Spacious Apartment Villa in Tuscan Vineyard Estate

Sleeps 4 · 1 bathroom

Old village house

Sleeps 5 · 1 bedroom · 1 bathroom

Panoramic castle with large pool on the walls. Ideal for weddings and events

Sleeps 10 · 5 bedrooms · 6+ bathrooms

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 visit Poggibonsi

Historical Landmarks: Discover the captivating ruins of ancient fortresses and charming churches that highlight Poggibonsi's rich history.
Picturesque Streets: Stroll through the enchanting streets lined with quaint shops and vibrant piazzas, perfect for soaking up local culture.
Scenic Outdoor Activities: Enjoy scenic hiking trails that offer breathtaking views of the surrounding Tuscan landscape.
Exquisite Local Cuisine: Savor delicious traditional dishes that showcase the culinary delights of the region.
Romantic Atmosphere: Experience the charming and friendly ambiance, ideal for a relaxing getaway.

Popular types of accommodation in Poggibonsi

You're set for an enchanting getaway in Poggibonsi, a charming city nestled in the heart of Tuscany. Known for its rich history and stunning landscapes, Poggibonsi offers a variety of accommodations, from cosy apartments to luxurious villas and private holiday homes. Explore local attractions, including historical landmarks and picturesque views, while enjoying the comfort and convenience of your chosen holiday rental. Discover the perfect place to unwind and immerse yourself in the beauty of Italy.

Apartments: The top choice for visitors, offering modern and conveniently located living spaces.
Villas: A luxurious option providing expansive, elegant homes ideal for a comfortable stay.
Private Holiday Homes: Perfect for those seeking privacy and a homely atmosphere during their visit.
Caravan Parks: An attractive option for travellers looking for a budget-friendly and flexible holiday experience.
Cottages: Quaint and charming dwellings that offer a cosy, traditional Italian retreat.**

Top attractions in and around Poggibonsi

Poggibonsi offers a blend of romantic and cultural experiences, with charming churches, historic castles, and vibrant piazzas. Enjoy outdoor adventures and scenic hiking trails that lead to captivating views and quaint local spots. The city is ideal for those seeking a mix of city life, culture, and nature in a picturesque Tuscan setting.

Church of San Lorenzo: This charming church in Poggibonsi boasts a rich cultural heritage, featuring beautiful architecture and serene interiors that invite contemplation and reflection.
Magione Castle: Nestled in the heart of Poggibonsi, this captivating castle offers a romantic atmosphere, with its ancient walls and stunning views, perfect for a leisurely exploration of its historical significance.
Fortezza Medicea: This historic fort, located a short distance from Poggibonsi, showcases impressive architecture and cultural depth, providing a glimpse into the region's storied past.

Things to do recommended for couples

For a romantic escape in Poggibonsi, explore the enchanting vineyards on a wine-tasting tour, or take a leisurely stroll hand-in-hand through the charming medieval streets. Indulge in a candlelit dinner featuring local Tuscan delicacies for a truly memorable evening together.

Things to do recommended for families

Families visiting Poggibonsi can explore the enchanting San Lucchese Abbey, enjoy a picnic at the scenic Parco della Rimembranza, and discover the fascinating medieval history at the nearby Castello della Magione. These experiences promise a delightful blend of culture and fun for everyone.

Things to do recommended for groups

Discover Poggibonsi's hidden gems, from medieval architecture tours to local cooking classes featuring Tuscan cuisine, ideal for group adventures. Experience authentic Italian culture and create unforgettable memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Poggibonsi

Whether you're journeying with a group, travelling as a family, bringing your pets along or seeking extended stays, be sure to filter according to your specific priorities. Here are some Stayz booking tips for you.

Traveling to Poggibonsi with a group: Think about how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these preferences and more on Stayz.
Traveling to Poggibonsi with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, alongside providing suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Poggibonsi: For many, a family holiday is not complete without the company of their four-legged companion. If this resonates with you, consider exploring Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel right at home.
Planning for a long term stay visiting Poggibonsi: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Poggibonsi

Poggibonsi, nestled in the heart of Tuscany, offers a delightful blend of historical charm and modern vibrancy. Visitors can explore the captivating ruins of the ancient fortress, enjoy leisurely strolls through picturesque streets, and savour exquisite local cuisine. With a range of outdoor activities and romantic spots, Poggibonsi is perfect for a relaxing getaway. The friendly atmosphere and luxurious experiences further enhance the charm of this enchanting city, making it an ideal destination for all types of travellers.

Staggia: Nestled within the Poggibonsi area, Staggia is a charming village that invites travellers to immerse themselves in its rich cultural tapestry. Renowned for its vibrant public market and engaging tours, visitors can revel in the local flavour and the community's business spirit. The village is also home to several noteworthy landmarks, including a historical monument and a picturesque private garden, offering a perfect backdrop for leisurely exploration. Staggia's unique blend of city-themed experiences makes it an ideal stop for those seeking to delve into the region's heritage.
Lecchi: Located near Poggibonsi, Lecchi is a delightful village that embodies a romantic charm, making it a perfect spot for couples and outdoor enthusiasts alike. With its scenic walking trails and captivating tours, Lecchi presents a wealth of opportunities to connect with nature and enjoy the picturesque Tuscan landscape. The area boasts a variety of historic sites, including a striking castle and significant monuments, allowing visitors to step back in time and appreciate the local history. Lecchi’s emphasis on outdoor entertainment makes it a splendid choice for those seeking a tranquil yet engaging experience.
Bibbiano: Situated a mere 5km from Poggibonsi, Bibbiano offers a peaceful retreat focused on wellness and outdoor enjoyment. The village is famous for its rejuvenating hot springs, providing an ideal setting for relaxation and body treatments. Surrounded by the beautiful Tuscan countryside, Bibbiano invites visitors to explore its tranquil landscapes and partake in outdoor activities. Whether indulging in a spa day or simply soaking in the serene environment, Bibbiano is a haven for those seeking both entertainment and relaxation.

Best time to go to Poggibonsi

If you're planning a trip to Poggibonsi, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.8°F (4.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	42.8°F (6.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
April	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Average	Average
June	69.8°F (21.0°C)	Light Rain	Sunny	Average	Slightly High
July	75.9°F (24.4°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
August	75.6°F (24.2°C)	No Rain (Dry)	Sunny	Average	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Average
November	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Stayz is a breeze

Looking to cut costs on your upcoming holiday? Being flexible with your travel dates can be a smart move, as prices do tend to vary. Moreover, opting for a longer stay often translates into substantial savings. To discover the ideal Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly platform where you can easily create new trips, resume your planning, or manage your existing itineraries. Here, you’ll find your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin using the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Why people love visiting rustic Poggibonsi

Enjoy the wineries and other features of Poggibonsi. One of the city's many top draws is its seafood restaurants. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Poggibonsi

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Poggibonsi a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Castello di Monsanto (2.6 mi / 4.2 km)
Castello della Paneretta (3.2 mi / 5.1 km)
Tenuta Torciano Winery (4.2 mi / 6.8 km)
Sovestro in Poggio Winery (4.5 mi / 7.3 km)
Isole e Olena Winery (5.1 mi / 8.2 km)
Casa Sola - Chianti Winery (5.4 mi / 8.7 km)

Exploring the natural landscape of Poggibonsi

Whether you're an adventurous traveller or just want to appreciate the scenery, Poggibonsi 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:

Alta Val d'Elsa River Park (5.8 mi / 9.3 km)
Val di Merse (20.8 mi / 33.5 km)
Sentierelsa Trail (3.4 mi / 5.5 km)
Chianti Sculpture Park (13 mi / 20.9 km)
Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni (18.2 mi / 29.2 km)
The SottoVico Garden (3.6 mi / 5.8 km)

How to get to and around Poggibonsi

The nearest airport is in Peretola Airport (FLR), located 23 mi (37 km) from the city centre.

If you prefer train travel, you can make your way to Poggibonsi-San Gimignano Station.

Frequently asked questions

What is the best area to stay in Poggibonsi when booking a holiday rental?

When considering a holiday rental in Poggibonsi, Tuscany, the historic centre is a popular area to stay. This charming neighbourhood offers a delightful blend of medieval architecture and modern conveniences, making it an appealing choice for visitors. Within the historic centre, you'll find a variety of properties ranging from quaint apartments to more spacious villas, providing numerous options to suit different preferences and budgets.One of the main attractions in the area is the impressive Castle of Poggibonsi, which dates back to the 13th century and offers stunning views of the surrounding countryside. Additionally, the nearby San Lucchese Abbey is a must-visit, with its serene atmosphere and beautiful architecture, superb for those looking to immerse themselves in the local culture and history.Staying in the historic centre not only allows easy access to these attractions but also places you within walking distance of local shops, cafes, and restaurants, where you can savour authentic Tuscan cuisine.

What is the most popular type of holiday rental accomodation in Poggibonsi?

In Poggibonsi, apartments are the most popular type of holiday rental, with around 276 available throughout the area. These apartments are typically located in charming neighbourhoods, offering easy access to local shops and cafes, and often include amenities such as fully equipped kitchens, comfortable living rooms, and balconies to enjoy the Tuscan sun.Additionally, there are approximately 200 villas and around 156 holiday houses, which are ideal for larger groups or families seeking more space. These properties usually feature multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying meals al fresco while soaking up the picturesque surroundings.

Are there any family house rentals in Poggibonsi?

In Poggibonsi, Tuscany, there are over one hundred family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming town features spacious homes equipped with amenities such as full kitchens, outdoor dining areas, and private gardens, superb for family gatherings and leisurely meals together.Visitors will appreciate the proximity to local attractions, including the historic centre and its delightful shops and cafés. The lush Tuscan countryside is also nearby, offering opportunities for hiking and exploring beautiful landscapes. Additionally, families can enjoy easy access to nearby towns like San Gimignano and Certaldo, known for their rich history and stunning architecture.

Can I rent a holiday home with a pool or hot tub in Poggibonsi?

In Poggibonsi, Tuscany, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 120 options to consider. This picturesque town is surrounded by rolling hills and vineyards, providing a beautiful backdrop for a relaxing getaway. Many of these properties come with amenities such as private swimming pools, outdoor terraces for al fresco dining, and hot tubs, making them ideal for unwinding after a day of exploring the stunning Tuscan countryside.Travellers can also expect fully equipped kitchens, spacious living areas, and sometimes even private gardens where children can play. The town itself offers a charming atmosphere with local shops, restaurants, and historical sites, ensuring a delightful balance of relaxation and cultural experiences during your stay.

Are there pet-friendly house rentals in Poggibonsi?

In Poggibonsi, travellers will find a variety of pet-friendly house rentals available, with approximately 78 options to choose from. Many of these properties offer charming amenities that enhance the experience, such as spacious gardens, outdoor seating areas, and well-equipped kitchens, superb for families or groups wishing to enjoy a homely atmosphere.The town itself is situated in the heart of Tuscany, providing an excellent base for exploring the picturesque surrounding countryside. Nearby attractions include the stunning vineyards and rolling hills typical of the region, where pets are often welcome, making it ideal for outdoor enthusiasts.Additionally, Poggibonsi is conveniently located near several historical sites and charming villages, allowing visitors to enjoy both cultural experiences and scenic walks with their pets.

Are there any remote work holiday rentals in Poggibonsi?

In Poggibonsi, Tuscany, there are numerous options for remote work holiday rentals, with around 556 available throughout the area. This charming town, known for its rich history and picturesque landscapes, offers a variety of accommodations that cater to those looking to work remotely while enjoying the beauty of Tuscany. Many properties come equipped with essential amenities such as reliable Wi-Fi, ensuring a seamless working experience. Additionally, you can expect comfortable living spaces, some featuring dedicated work areas, fully equipped kitchens for convenient meal preparation, and outdoor terraces to unwind after a day of work.Poggibonsi's central location also allows easy access to nearby attractions, including the medieval town of San Gimignano and the stunning Chianti wine region, great for after-work explorations. With local cafés and restaurants within reach, you can enjoy a taste of the local cuisine while balancing work and leisure in this idyllic setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.

What are popular rental amenities in Poggibonsi?

In Poggibonsi, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals while enjoying the local flavours of Tuscany. Many properties also offer onsite parking, making it convenient for those travelling by car. Gardens are a common feature, providing a tranquil outdoor space for relaxation, and several rentals permit pets, suiting those who wish to bring their furry companions along. Additionally, many holiday rentals in the area include access to shared pools, great for cooling off during the warm Tuscan summers.

When is the best time to visit Poggibonsi for a holiday rental?

April is one of the best times to visit Poggibonsi, as the spring season brings delightful weather and fewer crowds, making it ideal for those seeking a mix of relaxation and exploration. During this month, temperatures typically range from 10 to 20 degrees Celsius, providing a comfortable climate for outdoor activities, wandering around charming streets, and enjoying the stunning Tuscan countryside.The peak tourist season in Poggibonsi runs from July to September when visitors flock to the region for summer festivities, wine tours, and outdoor adventures. While this period offers a vibrant setting, it does come with larger crowds and higher accommodation prices. If you prefer a more tranquil experience with the chance to soak in the local culture without the hustle and bustle, April is superb for exploring nearby attractions such as the historic town of San Gimignano or the scenic vineyards of Chianti.For those looking to save on costs, November is a lovely time to visit as well, when you can enjoy the beautiful autumn landscapes and participate in local harvest events, all while benefiting from lower rental rates.Ultimately, your choice of when to visit Poggibonsi should reflect whether you desire the lively summer atmosphere or the peaceful charm of springtime and autumn.

What are the top attractions in Poggibonsi?

In Poggibonsi, visitors can discover a blend of historical and cultural attractions. The impressive ruins of the Castello della Magione, a medieval fortress, offer a glimpse into the area's rich past and provide stunning views of the surrounding countryside. The nearby Church of San Lorenzo features beautiful frescoes and is a significant landmark in the town.For those interested in local history, the archaeological site of Badia a Passignano, located just a short drive away, showcases ancient structures and is home to a lovely abbey. Additionally, Poggibonsi serves as a convenient base for exploring the picturesque Chianti region, famous for its vineyards and charming villages.The town itself has a vibrant setting with various shops and cafes, particularly in the historic centre, where visitors can enjoy authentic Tuscan cuisine.

Are all fees included in the Poggibonsi 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 Poggibonsi holiday homes with parking?

Stayz offers a wide selection of holiday homes in Poggibonsi 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 Poggibonsi holiday homes?

You can find great discounts on holiday homes in Poggibonsi 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 Poggibonsi holiday home booking on Stayz?

To find Poggibonsi 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 Poggibonsi?

A long-stay holiday home in Poggibonsi 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 Poggibonsi holiday home?

Book your Poggibonsi 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 Poggibonsi?

Prices for holiday homes in Poggibonsi 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 Poggibonsi 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

Holiday homes