Discover a selection of 500 vacation rentals in San Casciano in Val di Pesa, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $77 per night, and houses and villas are popular options for a stay in San Casciano in Val di Pesa. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — San Casciano in Val di Pesa
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What are the top vacation rentals in or near San Casciano in Val di Pesa?

Whether you want a cozy retreat for you and your sweetie or somewhere roomy to fit family and friends, you'll find some top vacation rentals in and around San Casciano in Val di Pesa. Here are a couple to get your inspiration flowing:

  • Take advantage of handy extras like cable/satellite TV services and WiFi at La Culla Di Dante' At The Duomo. Situated around 9 miles from San Casciano in Val di Pesa, this property has 2 bedrooms and is a hit with guests.
  • Alternatively, make yourself comfortable at Lovely, Family Friendly Flat. See Also Listing 165586. Close To All Attractions. Located around 10 miles from the heart of San Casciano in Val di Pesa, it has 2 bedrooms and features a garage and cable/satellite TV services.

For even more great options, use the search bar at the top of the page to find the perfect San Casciano in Val di Pesa vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near San Casciano in Val di Pesa?

There's nothing like a quick trip away to perk you up. If you're ready for some R&R, these popular weekend getaways in and around San Casciano in Val di Pesa make an excellent base for a mini break:

  • Book a few nights or longer at Home From Home" From 200m To The Cathedral Of Florence, around 10 miles to the north of San Casciano in Val di Pesa, and you've got yourself the best kind of weekend break. You'll have nature spots like Circolo Golf Ugolino and Golf Club Le Pavoniere on your doorstep and conveniences like an oven and heating to make the most of.
  • In The Hearth Of Chianti, Lovely Country House is also ideal for a whirlwind getaway. Located around 6 miles to the south of San Casciano in Val di Pesa, this vacation rental offers amenities like golf and a living room. Valle dell'Inferno e Bandella and Castelvecchio Natural Reserve should be on your itinerary if you stay here.

What are the best romantic weekend getaways in or near San Casciano in Val di Pesa?

Nothing says "I love you" like a romantic weekend trip. If you're eager to spend a couple of evenings away with your beloved, we've got some romantic getaways in and around San Casciano in Val di Pesa that will set your heart aflutter:

  • Put on some relaxing tunes and kick back together at La Culla Di Dante' At The Duomo. Around 9 miles from San Casciano in Val di Pesa, this property has everything you need for a couple's weekend away, including a balcony and winery tours.
  • Alternatively, spend a few magical days sipping on bubbly and canoodling at Lovely, Family Friendly Flat. See Also Listing 165586. Close To All Attractions, around 10 miles from San Casciano in Val di Pesa. Air conditioning and a dining table will help set the scene for romance.

Are there mansions for rent in or near San Casciano in Val di Pesa?

If you're searching for somewhere to reconnect with your nearest and dearest this vacation, why not make it memorable? These mansions for rent in or around San Casciano in Val di Pesa will easily fit your entire crew while doing it in serious style:

  • Around 3 miles to the southeast of San Casciano in Val di Pesa is A Part Of A Beautiful Mansion With View Of The Chianti Classico Hills. Along with its awe-inspiring design, you'll be impressed by its first-class amenities, such as a living room and a kitchen.
  • Another quality option is Incisa In Val D Arno: Mansion - Incisa In Val D''arnoluxury Apartment. Around 12 miles to the east of San Casciano in Val di Pesa, this luxe vacation rental gives you a taste of high-class living and comes with a hair dryer, a smart TV and more.

What's the best place to stay if you're looking to rent a house for a weekend in or near San Casciano in Val di Pesa?

If you're looking for somewhere to chill as well as enjoy some sightseeing, Massanera is an excellent choice. It's around 4 miles to the north of San Casciano in Val di Pesa. Il Serraglio is another cool neighborhood perfect for weekend escapes. Check out our vacation houses in this area, which is around 3 miles southwest of central San Casciano in Val di Pesa.

What are the best large group vacation rentals in or near San Casciano in Val di Pesa?

Share your stay and boost your odds of having fun. Whether you're organizing an active getaway with pals for a family get-together, you'll have your pick of large group vacation rentals in and near San Casciano in Val di Pesa:

  • A great range of amenities including a microwave oven and a kitchen make Dreamy Apartment In Montefiridolfi Tuscany With Private Pool a winner. This spacious retreat has 6 bedrooms and accommodates up to 13 guests. From central San Casciano in Val di Pesa, it's around 1 mile away to the southeast.
  • Erta Indipendent Large House In The Chianti With Pool Use is another awesome option. It's around 2 miles to the west of San Casciano in Val di Pesa, has 6 bedrooms and welcomes up to 12 guests. A stovetop and a pool are among the things designed to make your visit even more comfortable.

What are the best houses for rent with a pool in or near San Casciano in Val di Pesa?

Nothing spells fun like a pool. Blow up your unicorn floatie and browse these rental houses in or near San Casciano in Val di Pesa that come with this vacation perk:

  • Treat your crew to a memorable break at In The Hearth Of Chianti, Lovely Country House. There's a lot to love about this getaway apart from its pool, such as nearby museums and heating.
  • Erta Indipendent Large House In The Chianti With Pool Use is the type of place you go to get away from the everyday and appreciate your surroundings, starting with its inviting pool. A blender and towels are also on hand to make your stay nice and comfortable.

Not sure how to pack your suitcase for your San Casciano in Val di Pesa getaway? This enticing destination has an oceanic climate. In summer, you can expect average temperatures ranging from 55 ºF to 85 ºF. Look up our range of San Casciano in Val di Pesa vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.

What are the best large family vacation rentals in or near San Casciano in Val di Pesa?

Every family get-together should be a memorable one. Whether you're planning a fun escape with the kids or a celebration with relatives, Vrbo's large family vacation rentals in or near San Casciano in Val di Pesa offer a comfy home away from home with plenty of space for everyone:

  • Located around 6 miles to the south of San Casciano in Val di Pesa, In The Hearth Of Chianti, Lovely Country House has 3 bedrooms and can sleep up to 7 guests. It's equipped with a range of amenities, including a dishwasher and golf.
  • Another popular option is Dreamy Apartment In Montefiridolfi Tuscany With Private Pool. This vacation rental is 1 mile southeast of San Casciano in Val di Pesa and features a garden, a microwave oven and more. With 6 bedrooms accommodating up to 13 people, there's no need to leave anyone off your guest list.

If you're hoping to visit some family-friendly attractions around the area, there's no shortage of choice. Ponte Vecchio, Pitti Palace and Nelson Mandela Forum promise lots of fun for all ages.

Are there one-bedroom vacation rentals in or near San Casciano in Val di Pesa?

Often located in sought-after positions due to their compact size, a one-bedroom rental is a wise pick for one or two travelers. Here's a quick taste of our range in or near San Casciano in Val di Pesa:

  • Check into Pozzo Dei Desideri 1 - Vacation Rental With Swimming Pool In Chianti for a weekend or longer. This one-bedroom vacation home features a kitchen and a fridge and is not far from all the action of the center.
  • Also within easy reach of the center of San Casciano in Val di Pesa, Nice Apartment With Pool, Wifi is another popular one-bedroom option. After a big day of seeing the sights, return and enjoy a phone and a kitchen.

Can I find two-bedroom vacation rentals in or near San Casciano in Val di Pesa?

At Vrbo, we've got places in or near San Casciano in Val di Pesa to suit even the choosiest guests. Here are some top two-bedroom options to consider:

  • Torretta Villa Borri Chianti Classico is an awesome choice for small groups and families. As well as two bedrooms, this relaxing stay offers amenities like a fridge and an iron and ironing board.
  • The Colors Of Chianti is another popular two-bedroom place. It provides golf, towels and much more.