Villastrada Hotels

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Our top choices for Villastrada hotels

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
Immerse in Tuscan splendor at this Montepulciano country house with its own winery. Savor local vintages at the restaurant, relax by the outdoor pool, or explore nearby Val di Chiana. Free WiFi and parking complement the serene garden setting.

"Great room and service"
United States
ALFREDO
The price is P8,716
P9,865 total
includes taxes & fees
Dec 18 - Dec 19
Relais Villa Grazianella - UNA Esperienze

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
Immerse yourself in rural luxury at this farm stay with helpful staff. Enjoy Italian dining at Borgo Sant'Ambrogio R restaurant, unwind by the seasonal pool, or explore nearby Monastery of Sant'Anna in Camprena. Free breakfast, WiFi and parking enhance your Tuscan retreat.

"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is P9,960
P11,164 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Borgo Sant'Ambrogio Resort

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
Immerse in this sophisticated sanctuary with an indoor pool, spa, hot tub, and sauna. Located near Signorelli Theatre and Etruscan Academy Museum, this Cortona hotel offers free breakfast and WiFi. Train access is 15 minutes away.

"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is P17,894
P19,961 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monastero di Cortona Hotel & Spa

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
Discover this welcoming retreat near RI Crea RE and Enoteca Di Ghino attractions. Relax in 2 hot tubs after exploring historic Pienza. The restaurant serves local fare while the bar offers regional wines. Enjoy free WiFi and parking during your Tuscan adventure.

"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is P10,282
P11,727 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Corsignano

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
Panoramic views await at this Montepulciano hideaway, where the rooftop terrace offers breathtaking vistas. Just steps from historic Piazza Grande and Contucci winery, this charming hotel provides free WiFi, parking, and a garden oasis with morning buffet breakfast.

"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
Escape to this historic Italian sanctuary with an attached winery and scenic rooftop terrace. Enjoy nearby hiking trails, then unwind in the hot tub. Just minutes from Torre di Pulcinella and convenient to Torrita di Siena Station.

"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is P5,477
P6,303 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Residenza Fabroni

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
Relax in the Italian countryside at this hotel with an indoor pool and a children's pool. Enjoy Thai massages at the spa and Italian cuisine at Ristorante San Biagio. San Biagio and Torre del Pulcinella attractions are just minutes away.

"Great place to stay"
Canada
Robert
The price is P2,840
P3,401 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Albergo San Biagio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
Immerse in rural charm at this Tuscan relais featuring an outdoor pool and hot tub. Enjoy dinner at Fondo restaurant, explore nearby Monastery of Sant'Anna in Camprena, and take advantage of free WiFi and parking during your Italian retreat.

"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is P4,313
P4,952 total
includes taxes & fees
Dec 18 - Dec 19
Abbadia Sicille Relais

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
Immerse yourself in Renaissance beauty at this Pienza hotel with a rooftop terrace and seasonal outdoor pool. Just minutes from Chiesa di San Francesco and Palazzo Piccolomini, enjoy complimentary breakfast, free WiFi, and drinks at the bar after exploring nearby attractions.

"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza

Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
4.0 star property
Chianciano Terme
8.2 out of 10, Very Good, (307)
Escape to this spa hotel in Chianciano Terme, just minutes from Piazza Italia and Terme di Chianciano. Enjoy rejuvenating massages and facials, dine at the restaurant, or unwind at the poolside bar after exploring the countryside. Free breakfast, WiFi, and parking included.

"The staff was very helpful and nice. Safe neighborhood and quiet."
United States
Anteneh
The price is P5,240
P6,041 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Grand Hotel Admiral Palace

Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (287)
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
United Kingdom
Neha
Hotel Italia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (199)
Immerse in Italian charm at this Tuscan retreat with a tranquil garden and welcoming bar. Explore nearby hiking trails before returning to enjoy complimentary breakfast. Palazzo Ricci and Civic Museum are just moments away from this hillside haven.

"Great family owned hotel in the centre of the town "
United Kingdom
Jonathan
The price is P6,935
P7,906 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Hotel La Terrazza di Montepulciano

I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
Surrounded by farmland near Lake Trasimeno, this resort offers rejuvenating spa treatments alongside indoor and outdoor pools. Savor meals at the onsite restaurant, unwind at the bar, then explore nearby Annibale al Trasimeno Museum with convenient free parking and WiFi.

"This property is so beautiful and the food at the resturant was fantastic. Our only complaint was the spa, the sauna was great, but the hottub was lukewarm and there was so much chlorine it made our eyes burn and we had to get out almost immediately. Otherwise a perfect experience!"
United States
Bliss
I Capricci di Merion Resort & Spa

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (69)
Located near Consorzio del Vino Nobile and Palazzo Comunale, this distinctive B&B offers complimentary continental breakfast and WiFi. Outdoor enthusiasts will appreciate the nearby hiking and mountain biking trails, while room service adds extra convenience to your Tuscan getaway.

"The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. "
United States
Jennifer
The price is P13,550
P15,183 total
includes taxes & fees
Dec 17 - Dec 18
Palazzo Nobile di San Donato

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46)
Enjoy the relaxed countryside ambiance of this Castiglione del Lago retreat. The seasonal outdoor pool with poolside bar creates a perfect summer escape. Free perks include breakfast, WiFi and parking, while nearby attractions and a welcoming cafe round out your Italian getaway.

"Beautiful view and beautiful place to be out of town. "
United States
norma
The price is P9,791
P10,881 total
includes taxes & fees
Dec 28 - Dec 29
Porsenna Resort

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (130)
Immerse yourself in Tuscan charm at this welcoming accommodation featuring local cuisine at E lucevan le stelle restaurant. Enjoy room service, free WiFi, and convenient parking. Cantina del Redi and Civic Museum are just moments away.

"Great room-great staff-great location"
United States
Richard
The price is P10,970
P12,345 total
includes taxes & fees
Dec 29 - Dec 30
La Locanda di San Francesco

Antico Sipario Boutique Hotel, BW Signature Collection

Antico Sipario Boutique Hotel, BW Signature Collection
Paciano
10.0 out of 10, Exceptional, (13)
Unwind at this Paciano retreat, just a 15-minute drive from Lake Trasimeno. Enjoy a drink at the bar/lounge after exploring nearby Wine Tasting al Fontanaro. Rooms offer flat-screen TVs and free WiFi, with daily housekeeping for a fresh stay.

"We loved the place! Claudio the manager was very kind The landscape is just magnificent! I want to come back!"
United States
Sonia
The price is P7,860
P8,757 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Antico Sipario Boutique Hotel, BW Signature Collection

EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura
Magione
9.0 out of 10, Wonderful, (60)
Immerse yourself in rural Italy at this EcoResort near Lake Trasimeno. After a day exploring Cantina Berioli, unwind in the full-service spa, hot tub, or outdoor pool with poolside bar. The onsite restaurant completes this authentic Tuscan escape.

"Beautiful peaceful place!!!"
United States
Meg
The price is P5,807
P6,665 total
includes taxes & fees
Jan 8 - Jan 9, 2026
EcoResort Il Cantico della Natura
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 Villastrada Hotel Reviews

More cheap stays in Villastrada

Frequently asked questions

Where is the best place for a stay in Villastrada?
Located 17.2 mi (27.7 km) from the heart of Villastrada, La Meridiana Bleisure Hotel is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze. See all available top hotels, or vacation rentals in Villastrada.
If I need to cancel my hotel reservation in Villastrada, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Villastrada.
What's it like to stay in Villastrada?
Visitors to Villastrada are sure to find plenty to explore and enjoy. There are 4462 hotels and other accommodations in the surrounding area. Find out more about Villastrada.
What should I see while I'm in Villastrada?
Places to visit in the wider area include Labyrinth of Porsenna, Rocca del Leone, and Lake Trasimeno. You'll also find Isola Maggiore and Terme di Chianciano in the area. Check out what more to see and do in Expedia's Villastrada guide.
What's the seasonal weather like in Villastrada?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Villastrada is 42 inches.

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