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San Casciano in Val di Pesa vacation rentals

We found 850 vacation rentals — enter your dates for availability

Discover a selection of 19 homes, 13 apartments, and other vacation rentals in San Casciano in Val di Pesa that are perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about San Casciano in Val di Pesa

Why visit San Casciano in Val di Pesa

  1. Charming Churches: Explore beautiful churches that reflect the rich history and culture of Tuscany.
  2. Picturesque Vineyards: Experience the stunning landscapes filled with vineyards and the Florentine countryside.
  3. Local Events: Participate in vibrant local events that showcase the town's traditions and community spirit.
  4. Elegant Accommodations: Choose from luxurious villas and charming apartments for a memorable stay.
  5. Delightful Neighborhoods: Stroll through friendly neighborhoods that offer a glimpse into authentic Tuscan life.

Popular types of accommodation in San Casciano in Val di Pesa

Vrbo offers a variety of vacation rentals in San Casciano in Val di Pesa, perfect for any traveler. Whether you’re looking for a charming apartment, a scenic caravan park, or a luxurious villa like Villa Mangiacane or a stunning Renaissance villa, you'll find the perfect fit. Our travelers often love the elegance of Tuscany villas or the historic charm of Strozzi Palace. Discover your ideal getaway in this beautiful part of Italy!

  • Apartments: The top choice for visitors in San Casciano in Val di Pesa, offering comfortable and convenient living spaces for any traveler.
  • Caravan Parks: A great option for those seeking a unique outdoor experience, providing a blend of nature and community.
  • Houses: Ideal for families or groups, these homes offer privacy and a home-like atmosphere.
  • Villas: Luxurious accommodations that provide stunning views and spacious living for a relaxing getaway.
  • Lodges: A cozy choice, perfect for travelers looking for a rustic charm close to nature.**

Top attractions in San Casciano in Val di Pesa

San Casciano in Val di Pesa is an ideal destination for romantic getaways and outdoor adventures, offering a rich blend of culture and entertainment. Visitors can explore charming churches, lively piazzas, and fascinating museums that capture the essence of Tuscany. Don't miss the opportunity to attend local events or experience the beauty of the surrounding Tuscan landscape during your stay.

  1. Historic Center - Downtown: A vibrant hub of culture, this historic site features charming streets, local shops, and cafés, all set against a backdrop of stunning architecture. Located 8 miles from San Casciano in Val di Pesa, it's perfect for leisurely strolls immersed in history.
  2. Cathedral of Santa Maria del Fiore: This iconic cathedral, situated 9 miles away, showcases exquisite Gothic architecture and breathtaking artwork, including its magnificent dome, offering a unique glimpse into Florence's rich history.
  3. Ponte Vecchio: An architectural marvel located 8 miles away, this historic bridge is lined with jewelry shops and offers picturesque views of the Arno River, making it a must-see for any visitor.

Things to do recommended for couples

For a romantic getaway in San Casciano in Val di Pesa, indulge in wine tasting at Antinori nel Chianti Classico or Tenuta Torciano Winery, both offering enchanting atmospheres. Don't miss the outdoor charm of Tenuta Maiano, just 7 miles away, perfect for creating unforgettable memories together.

Things to do recommended for families

Your family will love visiting Stadio Artemio Franchi for an exciting sports atmosphere, unwind at the Nelson Mandela Forum for relaxation, and explore the Arcetri Observatory for a fun and educational experience. Each location offers unique vibes for a memorable family vacation in Tuscany!

Things to do recommended for groups

In San Casciano in Val di Pesa, your group can explore the vibrant Central Market, enjoy outdoor adventures with Tuscany MTB Guide, and indulge in shopping at The Mall Luxury Outlet. Experience the local culture, outdoor activities, and family-friendly entertainment all within a short drive.

What do I need to keep in mind when booking a vacation in San Casciano in Val di Pesa

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful booking tips for Vrbo.

  • Traveling to San Casciano in Val di Pesa with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to San Casciano in Val di Pesa with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with having access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to San Casciano in Val di Pesa: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting San Casciano in Val di Pesa: If you're seeking vacation rentals with special offers for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in San Casciano in Val di Pesa

San Casciano in Val di Pesa offers a captivating escape in the heart of Tuscany, surrounded by picturesque vineyards and the stunning Florentine countryside. Whether you're seeking romance or outdoor adventures, this charming town provides a perfect blend of relaxation and luxury. Explore the delightful neighborhoods filled with friendly locals and rich history, or unwind in the secluded beauty of the Tuscan landscape. Your vacation here promises memorable experiences in one of Italy's most enchanting regions.

  • Florence: Located about 8 miles from San Casciano in Val di Pesa, Florence is a cultural treasure trove that beckons travelers from around the globe. Known for its rich history and artistic legacy, visitors can explore iconic attractions such as the Florence Cathedral, Uffizi Gallery, and Ponte Vecchio. The city’s vibrant shopping areas and public markets offer a delightful experience for those looking to indulge in local craftsmanship and gourmet delicacies. Florence is ideal for families, culture enthusiasts, and outdoor adventurers alike, providing a dynamic mix of activities that cater to various interests.
  • Mercatale Val di Pesa: Nestled within the San Casciano in Val di Pesa area, Mercatale Val di Pesa is a charming city that offers a romantic and entertaining atmosphere. The local shopping center and mall provide ample opportunities for retail therapy, while historic sites and picturesque tourist precincts invite exploration. With its quaint streets and welcoming ambiance, Mercatale Val di Pesa is perfect for couples seeking a cozy getaway or families wanting to enjoy a leisurely day out. The blend of modern amenities and historical charm makes it a must-visit destination.
  • Bargino: Also situated near San Casciano in Val di Pesa, Bargino is a delightful town that exudes romance and entertainment. Visitors can appreciate the area’s rich history through its notable monuments and historic sites, making it an excellent spot for culture lovers. The town's inviting tourist precinct provides a great atmosphere for leisurely strolls and exploration. Bargino’s serene environment and beautiful landscapes make it an ideal choice for outdoor enthusiasts looking to unwind while enjoying the picturesque Tuscan countryside.

Best time to go to San Casciano in Val di Pesa

If you're planning a trip to San Casciano in Val di Pesa, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.4°F (5.2°C)Light RainMostly SunnyAverageSlightly Low
February43.0°F (6.1°C)Light RainMostly SunnyAverageSlightly Low
March47.8°F (8.8°C)Light RainMostly SunnyAverageAverage
April54.3°F (12.4°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.6°F (20.9°C)Light RainSunnyAverageSlightly High
July75.2°F (24.0°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.2°F (24.0°C)No Rain (Dry)SunnyAverageAverage
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
October58.8°F (14.9°C)Light RainMostly SunnySlightly LowAverage
November50.2°F (10.1°C)Light RainMostly SunnySlightly LowSlightly Low
December43.5°F (6.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to stretch your travel budget on your next adventure? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your trip!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the organizer truly has its benefits! Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash™ on qualifying stays. Sign up today to begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, resume your previous work, or organize your itinerary all in one place. Your saved or booked properties will be neatly categorized into Potential, Upcoming, or Current Trips for your convenience. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Tranquil San Casciano in Val di Pesa will entice you

Enjoy the wineries and other features of San Casciano in Val di Pesa. Well known for its cheese shops, spas and coffeehouses, this relaxing city won't disappoint. Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around San Casciano in Val di Pesa

Do you want to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes San Casciano in Val di Pesa a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Antinori nel Chianti Classico (3.2 mi / 5.2 km)
  • Circolo Golf Ugolino (5.8 mi / 9.4 km)
  • Villa Medicea di Lilliano - Malenchini (7.2 mi / 11.6 km)
  • Visarno Arena (8.7 mi / 14 km)
  • Casa Sola - Chianti Winery (9.5 mi / 15.2 km)
  • Buondonno Winery (10 mi / 16.1 km)

Exploring the natural landscape of San Casciano in Val di Pesa

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, San Casciano in Val di Pesa is a great place to get outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Boboli Gardens (7.8 mi / 12.6 km)
  • Arno River (8.2 mi / 13.2 km)
  • Cascine Park (9 mi / 14.4 km)
  • Chianti Sculpture Park (20.7 mi / 33.4 km)
  • Torrigiani Garden (7.8 mi / 12.6 km)
  • Giardino degli Iris (8.2 mi / 13.2 km)

Traveling to and around San Casciano in Val di Pesa

The nearest airport is in Florence Airport, Peretola (FLR), located 10 mi (16 km) from the city center.

Frequently asked questions

What is the best area to stay in San Casciano In Val Di Pesa, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in San Casciano In Val Di Pesa, a popular area to stay is the historic center. This charming neighborhood is characterized by its picturesque streets and stunning medieval architecture, providing a truly authentic Tuscan experience. Visitors can easily explore attractions such as the beautiful Church of San Giovanni Battista and the scenic Piazza della Repubblica, where local markets and events often take place.

Another appealing option is the surrounding countryside, which offers a serene atmosphere and breathtaking views of the rolling hills and vineyards that Tuscany is famous for. This area is superb for those looking to unwind in a tranquil setting while still being a short drive from the vibrant local culture. Additionally, there are numerous vineyards and wineries nearby, providing excellent opportunities for wine tasting and tours.

Overall, San Casciano In Val Di Pesa features a variety of properties, ranging from cozy apartments in the heart of town to charming villas located in the countryside.
How much does it cost to rent a vacation home in San Casciano In Val Di Pesa?
Prices for vacation rentals in San Casciano In Val Di Pesa 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in San Casciano In Val Di Pesa to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for San Casciano In Val Di Pesa vacation house rentals?
You can find great discounts on house rentals in San Casciano In Val Di Pesa on Vrbo, 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.
What is the most popular type of vacation rental accomodation in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, apartments are the most popular vacation rental option, with about 87 available in the area. These apartments are often situated in charming neighborhoods, providing easy access to local shops, restaurants, and the beautiful Tuscan countryside. Most units come equipped with fully functional kitchens, cozy living areas, and balconies where guests can enjoy stunning views of the rolling hills.

For those looking for more spacious rooms, there are approximately 52 vacation houses and 51 villas available, which are ideal for families or larger groups. These properties typically feature multiple bedrooms, expansive living spaces, private gardens, and outdoor areas superb for enjoying al fresco dining under the Tuscan sun. Additionally, several cottages can be found, offering a quaint and rustic experience while still being close to the region's attractions.
Are there any family house rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, Tuscany, there is a substantial selection of family-friendly houses, with around 129 options available for visitors. This charming area is known for its picturesque landscapes and proximity to popular attractions such as the beautiful vineyards of Chianti and the historic city of Florence, which is just a short drive away.

Many of these homes come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can run and play. Additional amenities often include Wi-Fi, air conditioning, and sometimes even private pools or gardens for relaxation. The local environment encourages exploration, with opportunities for hiking and enjoying the breathtaking Tuscan countryside.

Families can take advantage of the nearby cultural experiences, such as visiting local markets or enjoying traditional Tuscan cuisine in nearby villages.
Can I rent a vacation home with a pool or hot tub in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, travelers can find a variety of vacation homes available for rent with pools or hot tubs, totaling around 144 options. This charming town in Tuscany is surrounded by picturesque vineyards and rolling hills, making it a serene getaway. Many of the properties come equipped with private pools, hot tubs, and spacious outdoor areas ideal for soaking up the sun and enjoying the stunning countryside views.

Amenities often include fully equipped kitchens, allowing guests to prepare meals with local ingredients, as well as comfortable living spaces for relaxation after a day of exploring. Some rentals may also offer additional features like barbecue facilities and beautiful gardens, great for outdoor dining.
Can I find long-stay vacation rentals in San Casciano In Val Di Pesa?
A long-stay vacation rental in San Casciano In Val Di Pesa is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in San Casciano In Val Di Pesa?
Yes, there are numerous pet-friendly house rentals available in San Casciano In Val Di Pesa, with over 100 options to choose from. This picturesque town in Tuscany offers vacation homes that often feature rustic charm and modern comforts, including fully equipped kitchens, spacious living areas, and outdoor spaces like gardens or terraces. Many properties also provide amenities such as Wi-Fi, air conditioning, and private parking, making them ideal for travelers with pets and families.

San Casciano In Val Di Pesa is surrounded by beautiful Tuscan countryside, providing ample opportunities for pet-friendly outdoor activities. The area is dotted with vineyards and olive groves, where guests can enjoy leisurely strolls with their pets while taking in the stunning landscape. Additionally, nearby parks and walking trails offer great spots for exercise and exploration, ensuring both pets and their owners have a delightful stay in this charming region.
Are there any remote work vacation rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, there are numerous vacation rentals that cater to remote work needs, with around 171 options available throughout the area. This picturesque town in Tuscany offers a serene environment, great for working remotely while surrounded by stunning landscapes. Many properties come equipped with high-speed internet and Wi-Fi, allowing for a seamless work experience.

Travelers can expect accommodations ranging from charming villas to cozy apartments, often featuring dedicated workspaces and comfortable living areas. Additionally, some rentals provide amenities such as outdoor terraces or gardens where you can take breaks and enjoy the beautiful Tuscan scenery.

The town itself is rich in history and culture, with local wineries and olive groves nearby, providing opportunities for relaxation after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any San Casciano In Val Di Pesa vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in San Casciano In Val Di Pesa with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
What are popular rental amenities in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, popular rental amenities include kitchens, allowing guests to prepare their own meals with local ingredients from the nearby markets. Onsite parking is commonly available, providing convenience for those traveling by car. Many properties are pet-friendly, welcoming furry companions to join the stay. Travelers can also enjoy the warmth and ambiance of fireplaces, great for cozy evenings after exploring the beautiful Tuscan countryside. Additionally, gardens are a frequent feature, offering serene outdoor spaces to relax and take in the picturesque surroundings.
When is the best time to visit San Casciano In Val Di Pesa for a vacation rental?
April is the most popular month to visit San Casciano In Val Di Pesa, as it marks the beginning of spring in Tuscany, bringing mild weather and vibrant landscapes. During this time, visitors can enjoy comfortable temperatures ranging from the low 50s to the mid-70s Fahrenheit, making it ideal for outdoor activities such as vineyard tours, scenic walks, and exploring the charming town's historic sites.

The peak season, running from July to September, draws a lively crowd eager to experience the warmth of summer in Tuscany. This bustling period is filled with outdoor dining, wine festivals, and various cultural events, creating an energetic atmosphere that appeals to many travelers. However, if you prefer a more relaxed experience with fewer tourists, visiting in April ensures you can fully appreciate the beauty of the Tuscan countryside without the summer crowds.

For those looking for more budget-friendly options, December offers a unique charm with fewer visitors and the opportunity to experience local holiday traditions. The weather is cooler, generally ranging from the low 30s to the mid-50s Fahrenheit, but the picturesque landscapes dusted with light frost can provide a cozy backdrop for a winter getaway.
How early should I book a San Casciano In Val Di Pesa vacation rental?
Book your San Casciano In Val Di Pesa vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in San Casciano In Val Di Pesa, Tuscany, Italy?
In San Casciano In Val Di Pesa, visitors can immerse themselves in the charm of Tuscany with its picturesque landscapes and rich history. The town itself boasts the stunning Church of Santa Maria del Prato, known for its beautiful frescoes and serene ambiance. Just a short drive away, travelers can explore the vineyards and olive groves that dot the Chianti region, offering wine tastings and tours that highlight the area's renowned wines.

The nearby Castello di Bibbione is also a must-see, providing a glimpse into the region's medieval past, along with breathtaking views of the rolling hills. For those seeking outdoor activities, the surrounding countryside presents numerous hiking and biking trails that allow for exploration of the stunning Tuscan landscape.
Can I change or cancel my San Casciano In Val Di Pesa home rental booking on Vrbo?
To find San Casciano In Val Di Pesa vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the San Casciano In Val Di Pesa vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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