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San Casciano in Val di Pesa vacation rentals

We found 871 vacation rentals — enter your dates for availability

Discover a selection of 18 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. 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)
  • Castello Sonnino (5.5 mi / 8.9 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)

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)
  • Torrigiani Garden (7.8 mi / 12.6 km)
  • Giardino degli Iris (8.2 mi / 13.2 km)
  • Florence Botanical Gardens (9.1 mi / 14.6 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 when booking a vacation rental?
When looking for the best area to stay in San Casciano in Val di Pesa, the historic center is a fantastic choice for vacation rentals. This charming neighborhood boasts a picturesque atmosphere with its medieval architecture and narrow streets, making it a delightful place to explore on foot. You'll be close to several top attractions, such as the stunning Church of San Giovanni Battista and the beautiful Piazza della Repubblica, where you can enjoy local cafes and shops.

Additionally, the surrounding countryside is dotted with vineyards and olive groves, great for those who appreciate the beauty of the Tuscan landscape. The area typically offers a wide range of vacation rental properties, with options that cater to various preferences and budgets. Staying in the historic center allows you to immerse yourself in the local culture while being just a short drive from other popular Tuscan towns like Florence and Siena.
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 type of vacation rental, with approximately 88 available throughout the town. These apartments often feature fully equipped kitchens, comfortable living areas, and balconies or terraces that provide stunning views of the Tuscan countryside. They are typically located in charming neighborhoods close to local shops and restaurants, making them ideal for travelers looking to immerse themselves in the local culture.

In addition to apartments, there are around 57 vacation houses and 54 villas available, providing options for larger groups or families. These properties generally come with multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying the beautiful Tuscan weather. Some rentals may also include amenities like swimming pools, fireplaces, and traditional Tuscan decor to enhance the experience.
Are there any family house rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, Tuscany, there is a wide selection of family-friendly vacation homes, with around 127 options available. This charming town is located in the beautiful Tuscan countryside, making it an excellent choice for families seeking a mix of relaxation and exploration. Many of these rentals feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and adults can unwind.

Travelers will find amenities like swimming pools, barbecue facilities, and sometimes even game rooms to keep everyone entertained. The scenic surroundings offer opportunities for hiking and biking, while nearby attractions include vineyards and historic sites, allowing families to immerse themselves in the local culture.
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, there are many vacation homes available for rent that feature pools and hot tubs, with around 156 options to choose from. This picturesque town in Tuscany offers a beautiful setting surrounded by rolling vineyards and olive groves, making it an ideal location for a relaxing getaway. Travelers can expect amenities such as private swimming pools, spa-like hot tubs, and outdoor areas great for dining al fresco or enjoying the stunning Tuscan landscape. Many properties also include fully equipped kitchens, spacious living areas, and charming decor that reflects the local culture, ensuring a comfortable and enjoyable stay.
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?
In San Casciano In Val Di Pesa, travelers can find a variety of pet-friendly house rentals that emphasize the charm of Tuscany. This picturesque town, located in the heart of the Chianti wine region, offers numerous vacation homes equipped with amenities such as private gardens, outdoor dining spaces, and fully equipped kitchens, ideal for families or groups wishing to immerse themselves in the beautiful Tuscan landscape.

Many rentals here feature traditional Tuscan architecture, with terracotta floors and exposed beams, providing an authentic feel. Guests can expect comfortable living areas, cozy bedrooms, and, in some cases, access to swimming pools or panoramic views of the surrounding vineyards and olive groves.

The region is also rich in attractions for pet owners, with nearby walking trails and parks, allowing for leisurely strolls in the countryside.
Are there any remote work vacation rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, travelers will find a variety of remote work vacation rentals, with around 168 options available to suit different needs. This charming Tuscan town, known for its beautiful vineyards and olive groves, offers accommodations that cater to remote workers. Many properties feature dedicated workspaces equipped with amenities such as Wi-Fi, desks, laptop-friendly surfaces, and even monitors, ensuring a productive environment.

The area itself is rich in history and culture, with scenic views of the surrounding countryside. Guests can enjoy spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces superb for relaxing after a day's work. Proximity to local attractions, including wineries and historical sites, adds to the appeal, providing opportunities to unwind and explore during breaks. 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, travelers can expect vacation rentals to offer a variety of popular amenities that enhance their stay. Many properties feature WiFi, allowing guests to stay connected while enjoying the scenic Tuscan countryside. Kitchens are commonly included, enabling visitors to prepare their own meals with fresh local ingredients. For those seeking relaxation, private pools are available in several rentals, providing a superb spot to unwind after a day of exploring the charming town and surrounding vineyards. Additionally, some properties may offer shared pools, giving guests the opportunity to socialize with others while enjoying the beautiful weather.
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?
In San Casciano In Val Di Pesa, visitors can immerse themselves in the beautiful Tuscan countryside while exploring various attractions. The charming old town features historical sites such as the Collegiata di San Casciano, a stunning church with an impressive façade and beautiful artworks inside. Nearby, the picturesque vineyards and olive groves offer opportunities for wine tasting and tours, particularly in areas like Chianti, which is renowned for its exceptional wines.

For those interested in outdoor activities, the surrounding hills provide scenic hiking trails with breathtaking views of the landscape. The area is also conveniently located near Florence, making it easy for travelers to explore the city's artistic treasures, including the Uffizi Gallery and the Florence Cathedral, just a short drive away.
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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