Photo by Anjelah

Vagliagli holiday rentals

We found 1,551 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Vagliagli that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Vagliagli

Showing deals for:18 Dec - 25 Dec

Living area
Pool
Private kitchen
Outdoor dining
Exceptional
(6 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
AU$11,752
for 7 nights, 1 villa
AU$1,679 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Outdoor dining
Pool
Living area
Property grounds
Exceptional
(21 reviews)

Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

Siena

6% off
AU$2,344
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Exterior
Dining
Property grounds
Pool
Exceptional
(55 reviews)

Portion Farmhouse nestled in the heart of Chianti with private pool,

Gaiole in Chianti

9% off
AU$3,166
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Living room
Dining
Room
Dining
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,369
for 7 nights, 1 apartment
AU$1,196 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Interior
Outdoor dining
Room
Private kitchen
Exceptional
(10 reviews)

Apartment in renovated farmhouse in typical Chianti Tuscan village

Castelnuovo Berardenga

8% off
AU$1,770
for 7 nights, 1 home
AU$253 per night
includes taxes & fees
Apartment in renovated farmhouse in typical Chianti Tuscan village
Interior
Property grounds
Pool
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
AU$997
for 7 nights, 1 home
AU$142 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Interior
The building and the front door.
Living Room
View from the living and from the kitchen
Exceptional
(22 reviews)

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena

23% off
AU$2,394
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Private kitchen
Property grounds
Private kitchen
Exterior
Exceptional
(16 reviews)

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Siena

7% off
AU$9,492
for 7 nights, 1 home
AU$1,356 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Private kitchen
Living area
Outdoor dining
Dining
Exceptional
(118 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$7,914
for 7 nights, 1 villa
AU$1,131 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Interior
Exterior detail
Terrace/patio
Property grounds
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

13% off
AU$1,942
for 7 nights, 1 home
AU$277 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Living area
Room
Dining
Room
Exceptional
(14 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,716
for 7 nights, 1 apartment
AU$245 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Room
Outdoor dining
Dining
Interior
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,509
for 7 nights, 1 apartment
AU$216 per night
includes taxes & fees
Period residence located in the heart of Siena

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the relaxing city of Vagliagli

Enjoy the wineries and other features of Vagliagli. This city is relaxing and welcoming, recognised for its local tours, restaurants and cycling. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Vagliagli

Are you hoping to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Vagliagli a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Castello di Radda Winery (5.3 mi / 8.6 km)
  • Borgo di Vescine - Tenute di Castelvecchi (6.5 mi / 10.5 km)
  • Badia a Coltibuono (7.2 mi / 11.6 km)
  • Castello di Albola (7.3 mi / 11.8 km)
  • Il Molino di Grace Winery (7.3 mi / 11.8 km)
  • Isole e Olena Winery (8.1 mi / 13.1 km)

Exploring the natural features in Vagliagli

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Vagliagli is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (15.7 mi / 25.3 km)
  • Val di Merse (18 mi / 29 km)
  • Arno River (24.2 mi / 39 km)
  • Chianti Sculpture Park (2.6 mi / 4.2 km)
  • Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni (9 mi / 14.5 km)
  • Sentierelsa Trail (10.9 mi / 17.5 km)

Transport options to and around Vagliagli

The nearest airport is in Peretola Airport (FLR), located 27.3 mi (44 km) from the city centre.

Frequently asked questions

What is the best area to stay in Vagliagli when booking a holiday rental?
When considering a holiday rental in Vagliagli, Tuscany, the charming area surrounding the village itself is the best choice. This picturesque location is renowned for its stunning landscapes, rolling vineyards, and rich history. The village is a superb base for exploring the surrounding Chianti region, known for its exceptional wines and culinary delights.Within Vagliagli, you'll find a selection of properties that embody the rustic charm of Tuscany, ranging from traditional villas to modern apartments, each offering a great experience. The area is relatively small, which contributes to a sense of tranquillity while still providing access to local amenities.One of the top attractions nearby is the historic town of Siena, just a short drive away. Siena's medieval architecture and famous Piazza del Campo are must-see highlights. Additionally, the nearby vineyards provide opportunities for wine tastings and tours, allowing you to immerse yourself in the local culture and enjoy the region's acclaimed Chianti wines.
What are the top attractions in Vagliagli?
In Vagliagli, Tuscany, visitors can engage in the picturesque countryside and rich cultural heritage. The area is renowned for its stunning vineyards and olive groves, making it an ideal spot for wine enthusiasts. Nearby, the charming medieval village of Castellina in Chianti offers a range of local wineries and a historic castle, great for exploring the region's winemaking traditions.For those interested in art and history, the city of Siena is just a short drive away, boasting attractions such as the magnificent Piazza del Campo and the stunning Siena Cathedral. Vagliagli itself is a tranquil setting with lovely walking trails that allow visitors to enjoy the breathtaking landscapes of the Chianti region.
Are all fees included in the Vagliagli holiday homes prices shown on Stayz?
Stayz 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.
Are there any Vagliagli holiday homes with parking?
Stayz offers a wide selection of holiday homes in Vagliagli 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 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.
Are there any discounts for Vagliagli holiday homes?
You can find great discounts on holiday homes in Vagliagli on Stayz, 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.
Can I change or cancel my Vagliagli holiday home booking on Stayz?
To find Vagliagli holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Vagliagli?
A long-stay holiday home in Vagliagli 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Vagliagli holiday home?
Book your Vagliagli holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Vagliagli?
Prices for holiday homes in Vagliagli 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. Stayz offers something for every taste and budget, from affordable homes in Vagliagli to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 as applicable. 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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