Hotels in Villastrada

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La Torre ai Mari
La Torre ai Mari
3.0 star property
Sarteano
9.6 out of 10, Exceptional, (28 reviews)
Soak up Tuscan views from the rooftop terrace at this family-friendly hotel near Sarteano Castle. Enjoy active days at the tennis courts and outdoor pool, then unwind with drinks at the bar. Free breakfast, WiFi, and parking enhance your Italian countryside escape.
The price is $117
$133 total
includes taxes & fees
Jun 3 - Jun 4
La Torre ai Mari
B&B Il Casale di Sandra
B&B Il Casale di Sandra
Chiusi
10.0 out of 10, Exceptional, (1 review)
The price is $80
$98 total
includes taxes & fees
May 7 - May 8
B&B Il Casale di Sandra
Villa Tiberini Wine Relais
Villa Tiberini Wine Relais
Torrita di Siena
The price is $220
$244 total
includes taxes & fees
May 10 - May 11
Villa Tiberini Wine Relais
Locanda In Tuscany
Locanda In Tuscany
Castiglione d'Orcia
9.6 out of 10, Exceptional, (20 reviews)
Escape to this family-friendly Tuscan haven near Fortress of Tentennano, offering local cuisine at Taverna di Mozart. Unwind with mani/pedis, premium bedding, and rainfall showers, all while enjoying free breakfast, WiFi, and parking.
The price is $264
$295 total
includes taxes & fees
May 19 - May 20
Locanda In Tuscany
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (105 reviews)
The price is $129
$145 total
includes taxes & fees
May 6 - May 7
Borgo Sant'Ambrogio Resort
Tenuta Santo Pietro
Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (120 reviews)
This farm stay in Pienza offers a seasonal outdoor pool and winery, plus a restaurant and bar for relaxation. Enjoy free breakfast, WiFi, and parking while staying close to the Historic Centre and Art Studio di Adelina Quadri.
The price is $237
$265 total
includes taxes & fees
Jun 4 - Jun 5
Tenuta Santo Pietro
Villa Svetoni Wine Resort
Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (74 reviews)
Escape to this wine resort featuring its own winery, a seasonal outdoor pool with poolside bar, and full-service spa. Just a 2-minute drive from Montepulciano Station and close to Tenuta Valdipiatta, the resort serves complimentary breakfast and offers free WiFi.
The price is $259
$290 total
includes taxes & fees
May 14 - May 15
Villa Svetoni Wine Resort
Agriturismo Merigge Wellness & Spa
Agriturismo Merigge Wellness & Spa
Montepulciano
9.8 out of 10, Exceptional, (84 reviews)
Tranquil countryside retreat with indulgent spa treatments, seasonal outdoor pools for adults and children, and authentic dining. Located minutes from Montepulciano Station and Tenuta Valdipiatta, with easy access to Val di Chiana's scenic beauty.
The price is $259
$291 total
includes taxes & fees
May 6 - May 7
Agriturismo Merigge Wellness & Spa
Palazzo Brandano
Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (84 reviews)
Set in historic Trequanda, this intimate hotel provides easy access to local monasteries and RI Crea RE. Relax in the garden terrace after exploring nearby attractions, all while enjoying the convenience of free WiFi.
The price is $86
$98 total
includes taxes & fees
May 6 - May 7
Palazzo Brandano
Residenza Dei Ricci Relais
Residenza Dei Ricci Relais
Chiusi
10.0 out of 10, Exceptional, (38 reviews)
Embrace authentic Italian hospitality at this countryside retreat with seasonal outdoor pool and massage services. Just a short drive from Chiusi's Cathedral Museum and National Etruscan Museum, this B&B provides free breakfast, WiFi and parking.
The price is $167
$190 total
includes taxes & fees
May 11 - May 12
Residenza Dei Ricci Relais
The Monteleone
The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (9 reviews)
In Monteleone d'Orvieto, this charming hotel offers a seasonal outdoor pool and complimentary continental breakfast. Enjoy free WiFi and parking while exploring nearby Pomario Cantina, just a short drive from Fabro-Ficulle Station.
The price is $110
$121 total
includes taxes & fees
May 10 - May 11
The Monteleone
Villa Schiatti
Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (46 reviews)
The price is $170
$192 total
includes taxes & fees
May 6 - May 7
Villa Schiatti
Cortona Resort - Le Terre Dei Cavalieri
Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (72 reviews)
Embrace the Italian countryside at this Cortona resort with an inviting outdoor pool and poolside bar. Just minutes from Cortona Archaeological Park, enjoy Italian cuisine at the on-site restaurant after a day of exploration. Free breakfast, WiFi, and parking complete your Tuscan retreat.
The price is $120
$137 total
includes taxes & fees
May 10 - May 11
Cortona Resort - Le Terre Dei Cavalieri
Locanda del Molino
Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (35 reviews)
Experience authentic Italian hospitality at this golf-adjacent hotel, where the outdoor pool and poolside bar create a serene escape. Savor local cuisine at La Locanda restaurant after exploring nearby Hannibal's Journey museum. Free breakfast, WiFi, and parking enhance your Cortona getaway.
The price is $98
$117 total
includes taxes & fees
May 11 - May 12
Locanda del Molino
Agriturismo Il Macchione
Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (64 reviews)
Rustic charm meets vineyard relaxation at this family-friendly agriturismo. Enjoy complimentary breakfast after a refreshing swim in the outdoor pool. Pamper yourself with massages, stroll through gardens, and visit nearby Pieve di Corsignano with free parking and WiFi.
The price is $169
$191 total
includes taxes & fees
May 12 - May 13
Agriturismo Il Macchione
Porsenna Resort
Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46 reviews)
Set in Castiglione del Lago, this country house offers a seasonal outdoor pool with poolside bar. Enjoy free breakfast, WiFi, and parking while exploring nearby towers. A café, deli, and terrace round out this charming Umbrian getaway near Sant Egidio Airport.
The price is $122
$139 total
includes taxes & fees
May 18 - May 19
Porsenna Resort
Poggio Paradiso Resort & Spa
Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (17 reviews)
This Torrita di Siena resort offers a seasonal outdoor pool and welcoming bar where you can unwind after exploring nearby attractions. Free perks include breakfast, WiFi, and parking, while the restaurant serves delicious meals in scenic surroundings.
The price is $308
$345 total
includes taxes & fees
May 19 - May 20
Poggio Paradiso Resort & Spa
Hotel Boutique Castiglione del Lago
Hotel Boutique Castiglione del Lago
4.0 star property
Contrada Castello
9.8 out of 10, Exceptional, (47 reviews)
Tucked in charming Castiglione del Lago, this boutique hotel offers easy access to Lake Trasimeno and Palazzo della Corgna. Wake up to complimentary continental breakfast before exploring nearby hiking trails, with free WiFi to stay connected throughout your Italian adventure.
The price is $109
$126 total
includes taxes & fees
May 17 - May 18
Hotel Boutique Castiglione del Lago
Fonteverde Lifestyle & Thermal Retreat
Fonteverde Lifestyle & Thermal Retreat
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (191 reviews)
Experience a luxury getaway at this thermal retreat in San Casciano dei Bagni. Indulge in hot stone massages or Ayurvedic treatments, then dine at Ferdinando I restaurant. With 2 outdoor pools, a fitness center, and scenic countryside just minutes from Fonteverde Terme.
The price is $377
$419 total
includes taxes & fees
May 19 - May 20
Fonteverde Lifestyle & Thermal Retreat
Hotel Aganoor
Hotel Aganoor
3.0 star property
Contrada Castello
9.2 out of 10, Wonderful, (30 reviews)
Surrounded by the beauty of Castiglione del Lago, this hotel places you just steps from Lake Trasimeno and Palazzo della Corgna. Enjoy Italian cuisine at Ristorante La Cantina and unwind in the garden, terrace, or bar after exploring local attractions.
The price is $112
$127 total
includes taxes & fees
May 6 - May 7
Hotel Aganoor
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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Frequently asked questions

What accommodations do travelers like in Villastrada?
Can I book refundable accommodations in Villastrada?
If you need the flexibility to change your travel plans to Villastrada, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Villastrada be like during my visit?
The warmest months in Villastrada are usually August and July with an average temp of 69°F. January and February are the chilliest months when the average temp is 42°F. The rainiest months are November and May.
Why should I book my Villastrada hotel through Hotels.com?
There are plenty of reasons to book your Villastrada travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.