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San Casciano in Val di Pesa vacation rentals

We found 867 vacation rentals — enter your dates for availability

Discover a selection of 19 homes, 15 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.

Vacation rentals with weekly discounts - San Casciano in Val di Pesa

Showing deals for:Mar 20 - Mar 27

Image gallery for Florentine Hills LE SCALETTE

Outdoor dining
10 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)

Florentine Hills LE SCALETTE

Scandicci, FI

10% off
Price is CA $452
CA $3,645 total
includes taxes & fees
Florentine Hills LE SCALETTE

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Find out more about San Casciano in Val di Pesa

Why visit San Casciano in Val di Pesa

  • Charming Historic Sites: Discover picturesque piazzas, historic churches, and palaces that reflect the rich heritage of San Casciano in Val di Pesa.
  • Wine Tasting Adventures: Indulge in delightful wine tastings in nearby Chianti towns, experiencing the essence of Tuscany.
  • Stunning Landscapes: Enjoy the breathtaking views of the beautiful Tuscan countryside, perfect for relaxation and outdoor activities.
  • Warm Hospitality: Experience the friendly locals and welcoming accommodations, including luxurious villas and charming apartments.
  • Family-Friendly Activities: The town caters to both families and couples, offering a range of cultural experiences and outdoor fun.

Popular types of accommodation in San Casciano in Val di Pesa

If you're looking for the perfect getaway in San Casciano in Val di Pesa, you'll find a range of delightful vacation rentals to suit your needs. Our most popular options include charming apartments, spacious mid-sized villas, and inviting houses. Experience the warm hospitality at Villa Mangiacane, Villa Bossi, and Villa Montepaldi, ensuring a memorable stay in this picturesque Italian locale.

  • Apartments: The top choice for visitors to San Casciano in Val di Pesa, offering modern amenities and a convenient home base for exploring the region.
  • Villas: A popular option, these spacious and luxurious homes provide a taste of Italian elegance and stunning views.
  • Houses: Ideal for families or groups, these homes offer comfort and privacy for a relaxing getaway.
  • Caravan Parks: A unique way to enjoy the great outdoors while having access to essential facilities.
  • Cottages: Quaint and charming, these are perfect for a peaceful retreat in the heart of Tuscany.**

Top attractions near San Casciano in Val di Pesa

San Casciano in Val di Pesa offers a romantic and entertaining outdoor vacation experience, perfect for culture-seeking travellers. Explore charming piazzas, historic churches, and palaces, or indulge in delightful wine tastings. This picturesque town caters to families and couples alike, providing a rich blend of cultural experiences amidst the beautiful Tuscan landscape. Make sure to immerse yourself in the local heritage while enjoying the scenic views and warm hospitality.

  • Uffizi Gallery: Renowned for its exceptional collection of Renaissance art, the Uffizi Gallery houses masterpieces by Botticelli, Michelangelo, and da Vinci. The atmosphere is steeped in cultural significance, making it a must-visit for art lovers.
  • Ponte Vecchio: This historic bridge, famous for its charming shops and picturesque views of the Arno River, exudes a unique cultural ambiance. It’s a perfect spot for photos and soaking in the local atmosphere.
  • Pitti Palace: A stunning example of Renaissance architecture, the Pitti Palace features exquisite gardens and impressive art collections. The cultural vibes here transport you to a luxurious past, making it a fascinating experience.

Things to do recommended for couples

For a romantic getaway in San Casciano in Val di Pesa, explore the enchanting Antinori nel Chianti Classico winery, soak in the charm of Fattoria San Michele a Torri just 6.4km away, and indulge in the exquisite wines at Ruffino - Tenuta di Poggio Casciano, located 11.3km from town.

Things to do recommended for families

Your family will love visiting the Nelson Mandela Forum for relaxation, cheering at Stadio Artemio Franchi for an exciting sports experience, and splashing around at Hidron Aquatic Centre. Each destination offers unique family-friendly vibes that will make your trip memorable.

Things to do recommended for groups

Explore the lively Central Market for a taste of local culture or enjoy an exhilarating ride with Tuscany MTB Guide amidst stunning landscapes. For a dose of arts, catch a show at Teatro Verdi, where you can soak in the rich culture and family-friendly entertainment.

*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 San Casciano in Val di Pesa

When planning your trip, whether you're traveling with friends, family, pets, or seeking longer accommodations, it's important to prioritize your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to San Casciano in Val di Pesa with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for socializing with your group. Thankfully, on Vrbo, you can easily apply filters to find all of these options and more.
  • Traveling to San Casciano in Val di Pesa with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to San Casciano in Val di Pesa: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting San Casciano in Val di Pesa: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the perfect spot. By utilizing the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around San Casciano in Val di Pesa

San Casciano in Val di Pesa offers a charming blend of romance and relaxation in the heart of Tuscany. Nestled in the picturesque Chianti region, this delightful town invites you to explore its rich history and stunning landscapes. You'll find friendly locals, luxurious accommodations, and opportunities for outdoor adventures. Don’t miss the chance to visit nearby Chianti towns, where you can savour exquisite wines and experience the true essence of a Tuscan vacation.

  • Florence: Florence, located 12.9km from San Casciano in Val di Pesa, is a cultural gem renowned for its rich history and vibrant atmosphere. This city offers a delightful blend of art, architecture, and culinary experiences. Visitors can explore the iconic landmarks such as the Duomo and Ponte Vecchio, shop in the bustling markets, or enjoy a leisurely stroll along the Arno River. Florence is perfect for families, culture enthusiasts, and outdoor lovers eager to immerse themselves in the Renaissance spirit.
  • Mercatale Val di Pesa: Mercatale Val di Pesa is a charming village nestled in the heart of the San Casciano area. Known for its romantic ambiance, this destination invites travelers to indulge in relaxation and entertainment. Enjoy rejuvenating spa treatments, explore local shops, and experience the village’s rich history through its historic sites. Mercatale Val di Pesa is a delightful retreat for couples and anyone seeking a peaceful yet engaging experience surrounded by beautiful Tuscan landscapes.
  • Bargino: Bargino is another picturesque village within San Casciano in Val di Pesa, offering a blend of romance and outdoor adventures. Visitors can wander through its quaint streets and discover local attractions steeped in history. With its inviting atmosphere, Bargino is an ideal spot for leisurely exploration, whether you're enjoying local cuisine or taking in the scenic views. This village is perfect for those who appreciate a blend of cultural experiences and natural beauty.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly Low
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)SunnyAverageSlightly High
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
October58.8°F (14.9°C)Light RainMostly SunnySlightly LowAverage
November50.2°F (10.1°C)Light RainMostly SunnySlightly LowAverage
December43.5°F (6.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, since prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform to help you plan new trips, resume your previous ones, and manage your travel arrangements with ease. You can easily access your saved or booked properties, which are organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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)
  • Florence Botanical Gardens (9.1 mi / 14.6 km)
  • Villa di Castello (11.3 mi / 18.2 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 when booking a vacation rental?
When considering a vacation rental in San Casciano in Val di Pesa, the charming historical centre is a popular area to stay. This picturesque neighbourhood is characterised by its ancient buildings, narrow cobbled streets, and friendly space, making it a delightful base for exploring the region. Here, you'll find an array of properties, from rustic villas to modern apartments, suiting various tastes and budgets.

Staying in the historical centre allows you easy access to several top attractions, including the stunning Church of San Giovanni Battista, which boasts beautiful frescoes and a serene ambiance. Just a short stroll away, you can visit the impressive Villa Medicea di Lilliano, a UNESCO World Heritage Site that showcases the grandeur of the Medici family and offers picturesque gardens and breathtaking views of the surrounding countryside.

Another excellent area to consider is the surrounding countryside, where you can experience the authentic Tuscan lifestyle. This region is dotted with charming farmhouses and villas, often set amidst vineyards and olive groves. Here, you can enjoy the peacefulness of rural life while being just a short drive from the town's amenities. The nearby Chianti wine region is a major draw, allowing you to indulge in wine tastings and tours at local wineries.
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 travelling 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.
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 around 86 available throughout the charming town. These apartments are often situated in picturesque settings, providing travellers with a taste of local Tuscan life. Most feature fully equipped kitchens, inviting living areas, and balconies or terraces that overlook the beautiful countryside, making them great for enjoying a glass of Chianti after a day of exploration.
Are there any family house rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, Tuscany, there is an impressive selection of family-friendly vacation rentals—around 126 available in the area. This charming town, located in the picturesque Chianti region, offers a superb blend of culture and natural beauty, making it an ideal spot for families seeking an unforgettable stay.

Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor terraces or gardens where children can play and families can relax together. Amenities such as Wi-Fi, air conditioning, and occasionally private pools enhance the comfort of guests.
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, Tuscany, there are many vacation homes available for rent that come with pools or hot tubs, with around 155 options to choose from. This picturesque area, located in the heart of the Chianti wine region, offers a variety of charming neighbourhoods where travellers can find these properties. Many of these rentals feature private pools set within beautiful gardens, superb for enjoying the Tuscan sun, along with hot tubs for ultimate relaxation after a day of exploring the stunning countryside.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, there are numerous pet-friendly house rentals available, with around 110 options to choose from. This charming town in Tuscany offers a delightful mix of rustic beauty and modern amenities for travellers. Many of the vacation homes are set within picturesque landscapes, providing serene surroundings superb for both pets and their owners.

Expect to find properties equipped with essential amenities such as fully furnished kitchens, comfortable living areas, and private outdoor spaces like gardens or terraces, allowing you to enjoy al fresco dining or relaxing moments with your furry friends. Some rentals may also feature swimming pools or proximity to walking trails, ideal for daily strolls with your pet.
Are there any remote work vacation rentals in San Casciano In Val Di Pesa?
In San Casciano In Val Di Pesa, Tuscany, there are plenty of remote work vacation rentals available, with around 173 options to choose from. This charming town, known for its picturesque landscapes and rich history, provides a superb setting for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed WiFi, dedicated desk spaces, and comfortable office chairs, ensuring a productive environment. 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 travellers 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, refrigerators, and stovetops, making it easy for guests to prepare their own meals. Many properties also feature private pools, providing a refreshing spot to relax during warm days. Additionally, free Wi-Fi is commonly available, ensuring that travellers can stay connected.
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 the Tuscan countryside begins to bloom, offering a picturesque setting for vacationmakers. During this time, temperatures typically hover around the low 20s Celsius, making it pleasantly warm for outdoor activities and leisurely strolls through the charming streets of this historic town.

The peak season runs from July to September, attracting tourists eager to experience the vibrant culture, wine festivals, and warm Mediterranean climate. Visitors during these months can experience firsthand the local lifestyle, enjoying vineyard tours and sampling exceptional Chianti wines, all while surrounded by stunning landscapes.

For those seeking a more budget-friendly option, consider planning your trip in December. Although this month falls within the low season, it offers a unique opportunity to experience the festive charm of San Casciano, adorned with vacation lights and local markets, all without the bustling crowds.
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 enjoy a range of charming attractions that highlight the beauty of Tuscany. The historic centre offers picturesque views and quaint streets, with great sites such as the Church of San Giovanni Battista, which features stunning frescoes. Nearby, the Villa Machiavelli, a historic estate, provides insights into the life of the famous philosopher and is surrounded by beautiful vineyards.
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 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 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, Vrbo 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 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.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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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