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26 Dec - 27 Dec
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27 Dec - 28 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Monsigliolo hotels

Restaurant
Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
Set in Bucine, this luxurious retreat offers a refreshing outdoor pool and peaceful garden terrace. Near historic Civitella Longobard Castle, guests enjoy complimentary WiFi and parking while exploring Tuscan treasures, with a café and lounge for relaxation.
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
Palazzo Tiglio - A Small Luxury Hotels of the World
Restaurant
I Capricci di Merion Resort & Spa

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. Savour meals at the on-site 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
Exterior
Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme
Chianciano Terme
10.0 out of 10, Exceptional, (3)
Escape to a serene retreat in Chianciano Terme, just moments from Terme di Chianciano and Piscine Termali Theia. Enjoy complimentary breakfast at the café, sip drinks at the bar, or relax on the terrace after a day of wellness.
"La camera è un po' fredda, ma c'è il condizionatore che permette di regolare la temperatura. Il personale è cortese e disponibile. Ottima struttura."
Italy
Francesca
The price is NZ$132
includes taxes & fees
11 Jan - 12 Jan 2026
Palazzo Belvedere Chianciano Terme
Property entrance
Villa Santa Margherita

Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (18)
Experience the charm of this Cortona villa with free daily buffet breakfast and WiFi. Nearby Giuseppe Garibaldi Memorial and Parterre Garden offer cultural exploration, while convenient parking makes day trips easy from this business-friendly haven.
"Good facilities and good value. Very helpful staff, too."
United States
George
Villa Santa Margherita
Seasonal outdoor pool, pool loungers
Hotel La Darsena

Hotel La Darsena

Hotel La Darsena
3.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very good, (52)
Escape to this peaceful hotel with a seasonal outdoor pool and scenic rooftop terrace just minutes from Lake Trasimeno. Enjoy complimentary breakfast, WiFi and parking while exploring nearby Sualzo Beach and local attractions.
"all is great!"
United States
Mikalai
Hotel La Darsena
Terrace/patio
La Gustea Hotel & Cucina

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
Mediterranean flavours await at this family-friendly retreat near Sarteano Castle. After enjoying the on-site restaurant and bar, explore nearby Archaeological Museum. With free breakfast, parking, and WiFi, plus garden views, this railway-accessible gem creates lasting memories.
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina
Outdoor pool, pool umbrellas, pool loungers
Locanda del Molino

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (34)
Set in Cortona, this charming Tuscan hotel offers massages, local cuisine at La Locanda restaurant, and outdoor swimming. Enjoy free breakfast, WiFi, and parking while exploring nearby attractions like Hannibal's Journey museum.
"Great place to stay."
United Kingdom
Christopher
The price is NZ$224
includes taxes & fees
1 Jan - 2 Jan 2026
Locanda del Molino
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
Immerse in this sophisticated sanctuary with an indoor pool, spa, spa pool, 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 NZ$580
includes taxes & fees
4 Jan - 5 Jan 2026
Monastero di Cortona Hotel & Spa
Front of property
Hotel Italia

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
Daily buffet breakfast (EUR 10 per person)
Locanda agli Amici

Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (35)
Unwind at this Tuscan retreat with seasonal outdoor pool and complimentary breakfast. Just minutes from Villa Bramasole and Fortress of Girifalco, enjoy convenient amenities including free WiFi, parking, and drinks at the on-site bar after exploring nearby attractions.
"Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed."
Canada
Tara
Locanda agli Amici
Exterior
Palazzo Pio III

Palazzo Pio III

Palazzo Pio III
Sarteano
10.0 out of 10, Exceptional, (3)
Palazzo Pio III offers free WiFi and on-site spa services in this historic Italian town. After exploring nearby hiking trails, you're just minutes from Sarteano Castle and the Archaeological Museum. Mountain biking adventures await.
"Great stay at this hotel. Amazing breakfast and very warm welcome. I highly recommend Palazzo Pio III! Everything was perfect!"
Canada
Geneviève
Palazzo Pio III
Single Room, 1 Single Bed, Private Bathroom, City View | View from room
B&B San Francesco

B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (55)
Wake up to a delicious daily buffet breakfast at this charming Cortona retreat. Located near Piazza della Repubblica and Signorelli Theatre, this guesthouse offers free WiFi and convenient parking for exploring the picturesque surroundings.
"The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!"
United States
Maria
B&B San Francesco
Exclusive Suite
Relais La Corte dei Papi

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (64)
Set near Cortona's train station, this elegant hotel features an outdoor pool and poolside bar. The spa offers facials and manicures, while the restaurant serves local cuisine. Explore nearby Villa Bramasole or relax in the sauna after a day of Tuscan adventures.
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is NZ$662
includes taxes & fees
5 Jan - 6 Jan 2026
Relais La Corte dei Papi
Terrace/patio
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (73)
Escape to this enchanting Tuscan retreat with its own winery and seasonal outdoor pool. The on-site spa offers rejuvenating deep-tissue massages and facials, while the restaurant and poolside bar provide delightful dining. Just a 2-minute drive from Montepulciano Station.
"Very nice place to go around from."
Canada
Raja
Villa Svetoni Wine Resort
Outdoor pool, open 10 AM to 7 PM, pool umbrellas, pool loungers
Hotel Lidò

Hotel Lidò

Hotel Lidò
4.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very good, (145)
Gorgeous lakeside hotel in Passignano features an outdoor pool, spa pool, and welcoming bar. Just 7 minutes from the train station and near the marina, this business-friendly escape offers a charming café, garden, and free WiFi.
"Great visit "
Mexico
Francisco
Hotel Lidò
Interior
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60)
Surrounded by scenic hiking trails, this charming B&B offers free WiFi and parking. Located near Museo dell'Antica Grancia e dell'Olio and San Giovanni Terme Rapolano, it's just a 9-minute drive from Sinalunga Rigomagno Station.
"old fashion building, clean and affordable"
United States
Irene
The price is NZ$368
includes taxes & fees
5 Jan - 6 Jan 2026
Antico Granaione
Free daily continental breakfast
Casa Kita

Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (29)
Charming garden retreat in Cortona with complimentary continental breakfast served each morning. Minutes from cultural attractions, this intimate B&B offers free WiFi and parking while the outdoor terrace provides a peaceful setting to unwind after sightseeing.
"Love this place! The back deck views, over breakfast, are breathtaking. We keep returning! Terri"
United States
Terri
Casa Kita
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool loungers
Nobilis Charme Relais

Nobilis Charme Relais

Nobilis Charme Relais
Montepulciano
8.8 out of 10, Excellent, (6)
Escape to this charming Montepulciano relais with a seasonal outdoor pool and spa pool. Unwind with therapeutic massages and complimentary breakfast while exploring nearby Tenuta Valdipiatta. The poolside bar and sauna complete your tranquil Italian retreat.
"Was a spectacular room and bathroom, pool area was comfortable and pleasant place to spend time. Nice breakfast and good service. Large patio area with lovely views. Is about a 25 minute walk up hill to montepulciano which is a lovely place to spend the evening - worth booking the restaurants in town. The path from the hotel through the broken gate could really do with a bit of tlc"
United Kingdom
alison
The price is NZ$309
includes taxes & fees
4 Jan - 5 Jan 2026
Nobilis Charme Relais
Exterior detail
Podere San Giuseppe

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (4)
Immerse yourself in Italian countryside at this family-friendly retreat offering hiking trails and free bike rentals. Enjoy the bar/lounge and children's pool before exploring nearby La Braccesca Winery, all with convenient parking and daily buffet breakfast.
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
The price is NZ$435
includes taxes & fees
29 Dec - 30 Dec
Podere San Giuseppe
Exterior
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52)
Immerse yourself in the Tuscan countryside with views from the elevated terrace. This family-friendly retreat offers a refreshing seasonal pool, garden, and on-site café. Explore nearby Monastery of Sant'Anna in Camprena after a relaxing drink at the bar.
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is NZ$164
includes taxes & fees
12 Jan - 13 Jan 2026
Locanda Vesuna
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 Monsigliolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 7 days ago
Monastero di Cortona Hotel & Spa

More cheap accommodation in Monsigliolo

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
The price is NZ$230 per night from 28 Dec to 29 Dec
NZ$230
28 Dec - 29 Dec
includes taxes & fees
9.2/10 Wonderful! (196 reviews)

Frequently asked questions

Where is the best place for a stay in Monsigliolo?
Located 15.6 mi (25.1 km) from the heart of Monsigliolo, A Point Arezzo Park Hotel is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze. See all available top hotels, or vacation rentals in Monsigliolo.
What are some of the best holiday rentals that Monsigliolo has to offer?
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This holiday home rental outside of Monsigliolo is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday. See all vacation rentals in Monsigliolo.
If I need to cancel my hotel reservation in Monsigliolo, will I receive a refund?
Yes! Most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Monsigliolo.
What are some hotels with pools in Monsigliolo?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze are a couple of other choices that offer an on-site pool. View all hotels with pools in Monsigliolo.
What is staying in Monsigliolo like?
Travellers to Monsigliolo will find plenty to explore and enjoy. In Monsigliolo, there are 11 hotels and other accommodation options to choose from. Find out more about Monsigliolo.
What are the top places to visit in Monsigliolo?
Places to visit in the wider area include Piazza della Repubblica, Signorelli Theatre and Giuseppe Garibaldi Memorial. You'll also find Villa Bramasole and Fattoria Le Capezzine in the area. Take a look at what more there is to see and do in Expedia's Monsigliolo guide.
What's the seasonal weather like in Monsigliolo?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Monsigliolo is 906 mm.

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