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Gaiole in Chianti vacation rentals

We found 1,366 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Gaiole in Chianti by choosing from 50 houses, 93 apartments, and other vacation rentals. Vacation homes offer the best amenities for your family, friends, or furry companion, such as WiFi and a pool. At the end of the day, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Gaiole in Chianti

Showing deals for:Oct 3 - Oct 10

Image gallery for Villa in the Heart of Chianti

Private swimming pool and garden
10 out of 10 rating
Exceptional
(35 reviews)

Villa in the Heart of Chianti

Greve in Chianti, Tuscany

14% off
$4,430 for 7 nights
Price is $633
All fees included
Villa in the Heart of Chianti

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Gaiole in Chianti

Head to the rustic city of Gaiole in Chianti

The area's wineries and monuments are just a few of the reasons to vacation in Gaiole in Chianti. One of the city's many top draws is its spas. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Gaiole in Chianti

Do you want to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Gaiole in Chianti has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Badia a Coltibuono (2 mi / 3.2 km)
  • Cantalici Winery (2.1 mi / 3.4 km)
  • Castello di Radda Winery (3.8 mi / 6.2 km)
  • Castello di Albola (3.9 mi / 6.3 km)
  • Borgo di Vescine - Tenute di Castelvecchi (5.2 mi / 8.4 km)
  • Il Molino di Grace Winery (7.5 mi / 12 km)

Exploring the natural landscape of Gaiole in Chianti

Whether you're an active traveler or just want to appreciate the scenery, Gaiole in Chianti is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Terme Antica Querciolaia (14.8 mi / 23.9 km)
  • Sentierelsa Trail (15.5 mi / 25 km)
  • Le Caldane Thermal Baths (15.9 mi / 25.6 km)
  • Alta Val d'Elsa River Park (16 mi / 25.8 km)
  • Arno River (22.4 mi / 36.1 km)
  • Chianti Sculpture Park (5.7 mi / 9.2 km)

How to get to and around Gaiole in Chianti

The nearest airport is in Florence Airport, Peretola (FLR), located 25.9 mi (41.7 km) from the city center.

Frequently asked questions

What is the best area to stay in Gaiole in Chianti when booking a vacation rental?
If you're planning to explore Gaiole in Chianti, Badia Coltibuono is among the most in-demand locations to stay. Whatever your style of travel, Vrbo is sure to have a vacation rental here that has everything you need.
What is the most popular type of vacation rental accommodation in Gaiole in Chianti?
The most sought-after types of vacation rentals in Gaiole in Chianti are apartments. Looking for something different? Vrbo has a variety of options to match the unique needs of our guests, so you'll see properties in all sizes and shapes. The perfect fit is waiting for you --- find yours today.
How much does it cost to rent a vacation rental in Gaiole in Chianti?
Several factors determine how much you'll pay for a vacation rental in Gaiole in Chianti, including the season, length of stay and type of property. But, all of our vacation homes have one thing in common --- incredible value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Gaiole in Chianti?
Prices for beach houses in Gaiole in Chianti vary depending on the size and style of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to tailor your search results by nearby activities, amenities, ratings and more.
Are there pet-friendly vacation rentals in Gaiole in Chianti?
You're in luck. There are. You'll have your pick of 282 stays that welcome pets in Gaiole in Chianti on Vrbo. Our furry best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to find a perfect property where Spot can get in on the family fun.
Can I rent a house with a pool in Gaiole in Chianti?
Tick the "pool" box in our filter tool and select from 255 houses with private pools in Gaiole in Chianti on Vrbo. Lazy soak or races and ball games? How you spend your leisure time is up to you when your vacation home boasts a swimming pool.
What are popular rental amenities in Gaiole in Chianti?
When it comes to rental amenities that guests look for in Gaiole in Chianti, a firepit, an ocean view and a fireplace rank highest. With Vrbo vacation homes, you'll enjoy choices to match your taste and style, whether you're going on a trip with family members, friends or even pets.
Are there large group vacation rentals in Gaiole in Chianti?
Gaiole in Chianti has 58 vacation rentals that can fit 10 or more people. These stays come with the space and privacy you need to enjoy good times with friends and family.
Are there vacation rentals in Gaiole in Chianti that welcome kids?
Bring the entire group together for a memorable adventure in Gaiole in Chianti at one of our 275 family-friendly vacation homes. A lot of these stays offer amenities that are just perfect for trips with children, such as dining rooms, multiple bedrooms and private pools. Just check the "Properties good for families" filter box and decide on your favorite.
What are the top attractions for families in Gaiole in Chianti?
Keep the kids amused at these fantastic family-friendly attractions in Gaiole in Chianti:

  • Castle of Brolio
  • Meleto Castle
  • Badia a Coltibuono

Are there one-bedroom vacation rentals in Gaiole in Chianti?
Take your pick from 56 one-bedroom rentals in Gaiole in Chianti. Whether you're looking for a cozy chalet or an upmarket condo, our one-bedroom properties are perfect if you don't require a lot of space. One of the perks of having your own place? You won't ever need to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Gaiole in Chianti?
Gather your family and enjoy a relaxing escape in one of the 93 two-bedroom vacation properties Gaiole in Chianti has to offer.
Are there vacation rentals with WiFi in Gaiole in Chianti?
Whether you want to keep up with the latest news, write a few emails or surf social media, there are 67 vacation homes with WiFi in Gaiole in Chianti. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Gaiole in Chianti?
Work out your travel dates and then use the filters to find vacation rentals with ac in Gaiole in Chianti on Vrbo. With 126 air-conditioned properties available here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Gaiole in Chianti?
The minimum age requirements can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in Gaiole in Chianti you're considering. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Gaiole in Chianti for?
The amount of time you can stay in a Gaiole in Chianti vacation home for is up to the property. Simply enter your dates of travel to view available options offering extended stays. They feature the things you need to make your extended vacation more comfortable such as air conditioning and kitchens. Some vacation rentals may also offer discounted weekly or monthly prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Gaiole in Chianti?
In Gaiole in Chianti, you'll find some fantastic deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're off on a mini vacay or an extended stay, we offer plenty of options to suit your style.

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