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San Casciano in Val di Pesa vacation rentals

We found 826 vacation rentals — enter your dates for availability

Discover a selection of 67 homes, 90 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

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Find out more about San Casciano in Val di Pesa

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. Uffizi Gallery and Historic Centre of Florence 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)
  • Ruffino - Tenuta di Poggio Casciano (7.3 mi / 11.8 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)
  • Giardino degli Iris (8.2 mi / 13.2 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?
If you’re organizing a getaway to San Casciano in Val di Pesa, Mercatale Val di Pesa is one of the most sought-after places to stay. Whether you opt for a cottage, condo or different type of property, you’ll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in San Casciano in Val di Pesa?
Based on our research, apartments are the most desirable vacation property type in San Casciano in Val di Pesa. But as you might expect, everyone’s idea of the perfect stay will differ. Vrbo has vacation homes of all shapes and sizes, and we’ll help you discover your ideal fit.
How much does it cost to rent a vacation rental in San Casciano in Val di Pesa?
The average price for a vacation rental in San Casciano in Val di Pesa depends on several factors, like season, property type and length of stay. Whether you’re looking for a sprawling villa with space for extended family or a cozy condo for just you and the kids, just enter your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in San Casciano in Val di Pesa?
Prices for beach houses in San Casciano in Val di Pesa differ depending on the type and size of the property and when you’re traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to refine your search results by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in San Casciano in Val di Pesa?
Pack up a suitcase for your pooch because San Casciano in Val di Pesa has 224 vacation rentals that roll out the welcome mat to pets. Let your four-legged pal join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check our “Pets allowed” filter box.
Can I rent a house with a pool in San Casciano in Val di Pesa?
Mark the “pool” box in our handy filter tool and you’ll find 195 houses with private pools in San Casciano in Val di Pesa on Vrbo. Ball games, gentle soak or noodle joust? How you spend your free time is up to you when your Vrbo vacation home comes with a swimming pool.
What are popular rental amenities in San Casciano in Val di Pesa?
When it comes to rental amenities that guests look for in San Casciano in Val di Pesa, a nearby waterfront, ski-in/ski-out facilities and an electric car charging station are at the top of the list. With Vrbo vacation homes, you’ll enjoy choices to fit your taste and style, whether you’re traveling with friends, relatives or even pets.
Are there large group vacation rentals in San Casciano in Val di Pesa?
San Casciano in Val di Pesa has 52 vacation homes that can cater to 10 or more guests. These stays come with the space you need to share good times with loved ones.
Are there vacation rentals in San Casciano in Val di Pesa that welcome kids?
With 222 family-friendly vacation properties to choose from in San Casciano in Val di Pesa, there’s never been a better time to introduce the kids to the pleasures of travel. Simply check our “Properties good for families” filter box to look for stays that come with conveniences ideal for families on the move, such as extra bedrooms, pools, entertainment units and bunk beds.
What are the top attractions for families in San Casciano in Val di Pesa?
Keep the kids entertained at these awesome family-friendly attractions in San Casciano in Val di Pesa:

  • Monastary of Sorelle Clarisse
  • Torre Del Chianti
  • San Casciano Museum

Are there one-bedroom vacation rentals in San Casciano in Val di Pesa?
There are 61 one-bedroom properties in San Casciano in Val di Pesa to pick from. A one-bedroom vacation property is a wonderful option if it’s just two of you or if you’re vacationing alone. Add in more space, privacy and convenience than a regular hotel, and you’re bound to have an unforgettable getaway.
Can I find two-bedroom vacation rentals in San Casciano in Val di Pesa?
Pick from 69 two-bedroom vacation rentals in San Casciano in Val di Pesa. Put the kids in the second room or fill it with a couple of your best friends. There’s a comfy spot for whoever’s fortunate enough to be joining in on the fun.
Are there vacation rentals with WiFi in San Casciano in Val di Pesa?
San Casciano in Val di Pesa has 105 vacation rentals with WiFi, so you can stay connected during your trip. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to scrolling social media, these Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in San Casciano in Val di Pesa?
San Casciano in Val di Pesa has 72 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To book a property on Vrbo that provides this perk, enter your preferred travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in San Casciano in Val di Pesa?
The minimum required age is generally 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen San Casciano in Val di Pesa vacation home before booking.
How long can I rent a vacation rental in San Casciano in Val di Pesa for?
The amount of time you can rent a San Casciano in Val di Pesa vacation home for is down to the property. Just tap in your dates of travel to browse available options offering longer term stays. They have the things you need to make your extended trip more comfortable and convenient, like laundries and air conditioning. Some properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in San Casciano in Val di Pesa?
Weekend retreat or extended escape, Vrbo has some fantastic deals and discounts in San Casciano in Val di Pesa to suit your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without spending a fortune.

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