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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Vacation Homes in Monsigliolo

Interior entrance
Poggio del Sole

Poggio del Sole

Castiglione del Lago
8.0 out of 10, Very Good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Outdoor dining
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Castel Rigone
10.0 out of 10, Exceptional, (3)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
The price is SAR 405
SAR 501 total
includes taxes & fees
5 Dec - 6 Dec
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
The price is SAR 305
SAR 401 total
includes taxes & fees
4 Dec - 5 Dec
Holiday home with panoramic terrace ideal for families and couples
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Trequanda, Siena
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is SAR 353
SAR 762 total
includes taxes & fees
4 Dec - 5 Dec
Romantic farm in the Sienese hills
Property grounds
Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany

Casaltondo
9.0 out of 10, Wonderful, (2)
"This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday."
United States
Edit K.
The price is SAR 218
SAR 471 total
includes taxes & fees
2 Jan - 3 January 2026
Farmhouse in a medieval village between Umbria and Tuscany
Interior
"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is SAR 415
SAR 502 total
includes taxes & fees
4 Dec - 5 Dec
"Il Focolare" Superior Apartment in Monticchiello
Pool
Eagle House

Eagle House

CHIANCIANO
10.0 out of 10, Exceptional, (3)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is SAR 1,100
SAR 1,497 total
includes taxes & fees
7 Dec - 8 Dec
Eagle House
Property grounds
Dolce Casa 2 Summary:

Dolce Casa 2 Summary:

Arezzo
The price is SAR 354
SAR 484 total
includes taxes & fees
4 Dec - 5 Dec
Dolce Casa 2 Summary:
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Cortona
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
The price is SAR 468
SAR 485 total
includes taxes & fees
1 Jan - 2 January 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is SAR 262
SAR 340 total
includes taxes & fees
31 Dec - 1 January 2026
Montecchio di Cortona
Pool
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Umbertide
8.0 out of 10, Very Good, (1)
"Pros: Location in the mountains is superb, very friendly& supportive staff, fair price Cons: Only very small windows in the appartment, thus dark and nearly no chance for fresh cold air in the night. Due to the size of the location the pool was overcrowded and too less sun chairs. Photos better than reality."
United States
Anonymous traveler
The price is SAR 468
SAR 786 total
includes taxes & fees
4 Dec - 5 Dec
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

House in the Cortona countryside

Fratticciola
10.0 out of 10, Exceptional, (1)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is SAR 392
SAR 470 total
includes taxes & fees
5 Dec - 6 Dec
House in the Cortona countryside
Terrace/patio
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

Sinalunga
8.0 out of 10, Very Good, (2)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is SAR 393
SAR 476 total
includes taxes & fees
8 Dec - 9 Dec
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Fridge, microwave, oven, stovetop
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Foiano della Chiana
The price is SAR 335
SAR 343 total
includes taxes & fees
4 Dec - 5 Dec
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Outdoor dining
Holiday Home "Il Forcone" with Shared Pool & Wi-Fi

Holiday Home "Il Forcone" with Shared Pool & Wi-Fi

Panicale
The price is SAR 311
SAR 523 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Home "Il Forcone" with Shared Pool & Wi-Fi
TV, fireplace
Villa - Podere Monti

Villa - Podere Monti

Sant'Albino
10.0 out of 10, Exceptional, (1)
"An idyllic villa in a stunning location"
United Kingdom
Helen O.
The price is SAR 4,081
SAR 6,017 total
includes taxes & fees
3 Jan - 4 January 2026
Villa - Podere Monti
Property grounds
The little Magician's secret corner

The little Magician's secret corner

Sinalunga
The price is SAR 523
SAR 828 total
includes taxes & fees
4 Dec - 5 Dec
The little Magician's secret corner
Pool
Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi

Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi

Umbertide
The price is SAR 468
SAR 786 total
includes taxes & fees
11 Dec - 12 Dec
Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi
Outdoor dining
A farmhouse in a large forest on a mountain with an immense view around it.

A farmhouse in a large forest on a mountain with an immense view around it.

Città della Pieve
The price is SAR 823
SAR 1,320 total
includes taxes & fees
5 Dec - 6 Dec
A farmhouse in a large forest on a mountain with an immense view around it.
Exterior detail
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Scrofiano
The price is SAR 692
SAR 781 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
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

Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Room and breakfast is great but a 20 minute drive to Pienza very cute area"
Suzanne 1-night trip
Posted 4 days ago
Palazzo Brandano