Discover a selection of 7,000 vacation rentals in Chianti Region, 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 air conditioning. Prices start at $90 per night, and villas and houses are popular options for a stay in Chianti Region. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Chianti Region
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What are the top vacation rentals in Chianti Region?

Deluxe villas, unique treehouses and quaint cottages — everyone's ideal place to stay is different. Whatever you're into, you're sure to find something you love among our top vacation rentals in Chianti Region:

  • "In The Hearth Of Chianti, Lovely Country House": If you're after someplace in Magliano with 3 bedrooms where you'll feel right at home, this retreat will tick your boxes. Amenities include coffee and tea making facilities and a microwave oven.
  • "Wonderful Private Villa For 6 People With A": Stay at this option in Lamole and make use of off-street parking options, a TV and more. It has 2 bedrooms to accommodate the ones you love.

For even more great options, use the search bar at the top of the page to find the perfect Chianti Region vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in Chianti Region?

Give these vacation rentals a gold star! The following weekend escapes in Chianti Region have all received top marks from our very happy guests:

  • "Typical Tuscan Farmhouse In Charming Position Between Panzano": A few nights away at this Greve in Chianti stay will have you feeling like your old self again. Convenient amenities here include a balcony and a washing machine. When it's time to explore, Giardino del Prato and Castelvecchio Natural Reserve are some of the natural attractions in the area.
  • "The Casa Delle Bartaline": Situated in Greve in Chianti, this popular option comes with a fridge and a washing machine. Don't miss Berignone Forest Nature Reserve and Circolo Golf Ugolino while you're in the area.

Can I find studio apartments for rent in Chianti Region?

Easy to keep clean and with everything you need close by, studio apartments are an excellent choice if you're traveling by yourself or with a pal. If you're looking for somewhere small and intimate to call home, take a look at these studio apartments for rent in Chianti Region:

  • "The Bartaline Hut" in Greve in Chianti puts you within easy reach of some of the area's popular cultural attractions, including Strozzi Palace and Silver Museum. A fridge and a stovetop are a couple of the amenities you'll have access to here.
  • Alternatively, unpack your bags at "Luxury Chianti Nest Lost In The Middle Of Wineries" which offers off-street parking options, an oven and more. Located in Greve in Chianti, sights such as Archaeological and Ceramics Museum of Montelupo and Boboli Gardens will appeal to the culture vulture in you.

Can I find short term rentals in Chianti Region?

Yes, so forget about bunking down in a dreary hotel or sleeping in someone's spare room. Choose one of our short-term rentals in Chianti Region and kick back in a place that's all your own. Here are a few options we think you'll love:

  • "Typical Tuscan Farmhouse In Charming Position Between Panzano" in Greve in Chianti will roll out the welcome mat for you. Spend your trip doing nothing but relaxing here or get out and explore. Castello di Radda Winery and Isole e Olena Winery are among the top things to see and do nearby.
  • "The Casa Delle Bartaline" is another superb choice. Spend a couple of days or so at this vacation rental in Greve in Chianti and check out Isole e Olena Winery and Castello d'Albola, which are within close reach.

What are the best romantic weekend getaways in Chianti Region?

A romantic weekend getaway in Chianti Region is sure to reignite your passion. Light a fancy candle, take your love by the hand and get set to send sparks flying at one of these properties:

  • Discover your inner Casanova at "In The Hearth Of Chianti, Lovely Country House". This Magliano vacation rental is custom-made for romance, offering amenities like a fireplace and winery tours to help set the mood.
  • Alternatively, organize an amorous weekend break at "Wonderful Private Villa For 6 People With A". Located in Lamole, it offers a fireplace, a swimming pool and other highlights.

Are there mansions for rent in Chianti Region?

Forget waiting for your turn at the hotel breakfast buffet or competing for a deck chair around the pool during your vacation. Grab your favorite people and give your getaway a major upgrade by booking one of these mansions for rent in Chianti Region:

  • Spend a few nights unwinding in style at "A Part Of A Beautiful Mansion With View Of The Chianti Classico Hills" in San Casciano in Val di Pesa. A fireplace and a garden are just a couple of the excellent amenities you'll find here.
  • "Incisa In Val D Arno: Mansion - Incisa In Val D''arnoluxury Apartment" is another showstopping option that's hard to overlook. It's located in Figline e Incisa Valdarno and features a whole bunch of highlights your guests will love, including a fireplace and a swimming pool.

What are the best large group vacation rentals in Chianti Region?

If you're planning a getaway to remember, don't go alone; bring the whole gang. You'll have loads more fun sharing your experiences with the ones you love. These vacation rentals in Chianti Region are ideal for larger groups:

  • "Wonderful Villa, Family Friendly. Infinity Pool": This popular rental is a terrific choice for larger groups planning to visit Greve in Chianti. It has 4 bedrooms and lots of great amenities, including a swimming pool and a garden.
  • "Amore Rentals - Villa Il Tinaio With Private Pool": You'll get your team's tick of approval at this Greve in Chianti option which features a swimming pool, a kitchen and more. It has 7 bedrooms that will easily house your loved ones.

Are there large vacation rentals that sleep 30 or more in Chianti Region?

Organizing a trip to Chianti Region with a big group doesn't have to mean crowding everyone into a couple of rooms. If you're searching for someplace comfy where you and your gang can spread out and unwind, one of these large vacation rentals might be perfect for you:

  • "Villa Chianti Classico": With 15 bedrooms accommodating up to 38 people, there's more than enough space at this property in Panzano in Chianti. Useful amenities here include a kitchen and a garden.
  • "Ville La Marcellina With Private Pools": Sleeping up to 37 guests and with great amenities such as a fireplace and a kitchen, this is another good choice. It has 18 bedrooms and is located in Greve in Chianti.

What are the best houses for rent with a pool in Chianti Region?

In Chianti Region, there are plenty of house rentals where every day can be a pool day. Having a splashing great time will be your only priority at one of these top-rated properties:

  • Settle into "In The Hearth Of Chianti, Lovely Country House", where the first item on your agenda should be dipping a toe in the pool. This escape is located in Magliano and offers a host of family-friendly amenities, including childrens activities and a separate dining area.
  • Lounge by the water while the kids paddle around at "Chianti Best House - Comfort, Relaxation And Privacy In The Center Of Greve In Chianti". This option in Greve in Chianti features a range of conveniences to keep your crew comfy, such as a barbecue grill and a stereo.

What are the best large family vacation rentals in Chianti Region?

Maybe you're planning a getaway to celebrate a special milestone, or reuniting with loved ones you haven't seen for ages. Whatever the reason, you'll likely need loads of space. One of these large family vacation rentals in Chianti Region might be exactly what you're after:

  • Located in Magliano, "In The Hearth Of Chianti, Lovely Country House" has 3 bedrooms and can sleep up to 7 of your nearest and dearest. Some handy amenities here include a garden and a toaster.
  • Another excellent option, "Typical Tuscan Farmhouse In Charming Position Between Panzano" in Greve in Chianti comes with 4 bedrooms and accommodates up to 10 guests. Coffee and tea making facilities and a separate dining area will help keep all the crew happy and comfortable.