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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Villa hotels

Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (530 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
$144 nightly
The price is $167
Jun 7 - Jun 8
Total with taxes and fees
La Certosa di Pontignano
Deluxe Double Room, Balcony | Desk, cribs/infant beds, free WiFi, bed sheets

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (40 reviews)
"Great place to stay and visit all the surrounding hill towns! Breakfast was excellent. Daniela took amazing care of us! Will definitely return!"
United States
Norma
$122 nightly
The price is $140
Jun 14 - Jun 15
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$286 nightly
The price is $322
May 27 - May 28
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana
Exterior

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (88 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
$127 nightly
The price is $144
Jun 5 - Jun 6
Total with taxes and fees
Agriturismo San Sano
Front of property

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$334 nightly
The price is $375
May 20 - May 21
Total with taxes and fees
Fattoria di Vegi
Exterior

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (75 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
$173 nightly
The price is $196
Jun 7 - Jun 8
Total with taxes and fees
Relais la Costa - Dimora Storica
Exterior

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (203 reviews)
"What a lovely stay at a beautiful historic hotel. The grounds are so well kept and peaceful. Dinner was amazing both nights, highly recommend this property. "
Canada
DEANA
$177 nightly
The price is $199
May 24 - May 25
Total with taxes and fees
Villa Sabolini
Seasonal outdoor pool

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (382 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
$188 nightly
The price is $207
May 22 - May 23
Total with taxes and fees
Castello Vicchiomaggio
Chapel

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (185 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
$283 nightly
The price is $321
Jun 3 - Jun 4
Total with taxes and fees
Dievole Wine Resort
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (57 reviews)
"Exceptional service, good breakfast "
United States
borjan
$83 nightly
The price is $98
May 24 - May 25
Total with taxes and fees
Palace Hotel Due Ponti
Exterior

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (92 reviews)
"This exceeded our expectations (which were already high) in every way possible. The accommodation and setting is everything you want from a castello in Tuscany. The local walks were breathtakingly beautiful and we can’t wait to return."
United Kingdom
Katie
$270 nightly
The price is $301
Jun 2 - Jun 3
Total with taxes and fees
Torre a Cona Wine Estate
Outdoor pool, a rooftop pool, sun loungers

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (127 reviews)
"This place is gorgeous! There’s not one single view that will not make your breath away! Very well maintened place, staff very respectful, breakfast and dinner was exceptional!! A place to relax, quietitude, very close to Siena!"
United States
Carolina
$148 nightly
The price is $170
Jun 11 - Jun 12
Total with taxes and fees
Castello di Leonina Relais
Reception

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (279 reviews)
"The staff were very helpful and the buffet breakfast was delicious! "
United Kingdom
Marie
$155 nightly
The price is $175
May 21 - May 22
Total with taxes and fees
Salvadonica - Borgo del Chianti
Exterior

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$547 nightly
The price is $606
May 20 - May 21
Total with taxes and fees
One Belvedere Tuscany
Lunch and dinner served

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (57 reviews)
"I absolutely love this hotel! This is the second year I've stayed here and it's absolutely beautiful, the food is delicious, and the staff is top notch. I highly recommend for anyone who wants to explore beautiful Tuscany."
United States
Marc
$259 nightly
The price is $290
Jun 4 - Jun 5
Total with taxes and fees
Il Verreno
Outdoor dining

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
$179 nightly
The price is $202
Jun 10 - Jun 11
Total with taxes and fees
Palazzo di Valli
Lobby sitting area

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (203 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
$75 nightly
The price is $86
May 28 - May 29
Total with taxes and fees
Hotel Tenuta Il Burchio
Indoor pool, seasonal outdoor pool, sun loungers

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (186 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
$107 nightly
The price is $124
Jun 2 - Jun 3
Total with taxes and fees
Hotel Palazzo San niccolò & Spa
Breakfast meal

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (800 reviews)
"Great place to stay in Siena."
United States
John L
$146 nightly
The price is $166
Jun 15 - Jun 16
Total with taxes and fees
Palazzo Ravizza
Sundeck

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (415 reviews)
"."
Italy
Marta
$91 nightly
The price is $106
Jun 7 - Jun 8
Total with taxes and fees
Hotel Palazzo dei Priori
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Villa Hotel Reviews

Hotel Toscana Ambassador

Hotel Toscana Ambassador

6/10 Okay
"The hotel staff was very unenthusiastic, parking was convenient, it was okay, breakfast was amazing, overall just average. "
Shalayna 1-night trip
Posted 5 hours ago
Hotel Toscana Ambassador

More cheap stays in Villa

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$101 nightly
The price is $117 total per night from May 25 to May 26
$117 total
May 25 - May 26
Total with taxes and fees
7.8/10 Good! (256 reviews)

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Frequently asked questions

What is the best area to stay in Villa?
The best area to stay in Villa, Tuscany, is the historic core of the village, particularly around the central Piazza della Cisterna.

This area is the heart of Villa, characterized by its medieval architecture and narrow, cobblestone streets. Key landmarks include the Duomo di Villa and the Torre Grossa, which offers panoramic views. The main streets, Via San Giovanni and Via Francigena, are lined with local artisan shops and eateries. Couples will find this area particularly appealing for its romantic ambiance and easy access to local wine tasting experiences.

For travelers seeking a more tranquil setting with breathtaking views, the areas just outside the village walls offer excellent villa rentals. These properties often provide more space and privacy, sometimes including private pools and gardens.
When is the best time to go to Villa?
The best time to go to Villa is during the spring (April to June) and fall (September to October) months.

Spring offers pleasant weather, with temperatures ranging from the mid-60s to high 70s Fahrenheit, making it ideal for exploring the rolling hills and vineyards. The countryside is lush, and wildflowers are in bloom. This season is particularly good for couples who want to enjoy scenic drives and outdoor activities like hiking or cycling without the intense summer heat.

Fall provides similarly comfortable temperatures, typically in the 60s and 70s Fahrenheit, and the landscape is painted with rich autumnal colors. This period is superb for visitors interested in culinary experiences, as it coincides with the grape harvest and truffle season.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Villa.
How can I save on a Villa hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Villa hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Villa hotel?
Prices for hotels in Villa often vary, but you can find a great deal from $76 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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