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Compare 1365 Villas in Monsigliolo with updated reviews, rates, and availability.

Villa in Montalcino, exclusive for you, stunning view!!!
Exterior

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
Pool

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

9.8 out of 10, Exceptional, (30)
"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Pool

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"
Pool

Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"

9.8 out of 10, Exceptional, (26)
"What an awesome property! Our host was not only knowledgeable of area but was an excellent chef! The villa exceeded all our expectations. It is strategically located to visit towns and historical sites! A must stay!"
Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
Villa Miralaghi from the private heated swimming pool 5x8 1,40 constant depth.

Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,

9.4 out of 10, Exceptional, (41)
"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren

Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren

10.0 out of 10, Exceptional, (1)
"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
Holiday Home La Limonaia - Lovely restored baronial guesthouse
Terrace/patio

Holiday Home La Limonaia - Lovely restored baronial guesthouse

10.0 out of 10, Exceptional, (35)
"The loveliest place we have ever stayed through VRBO. La Limonia exceeds all expectations. Wander the property, explore the many gardens. Relax. Enjoy. Many thanks to Margareth and Arthur who were exceptional hosts, kind, friendly and helpful. Polly, Don, Chuck and Mary Jo"
Holiday Home La Limonaia - Lovely restored baronial guesthouse
Beautiful Villa in a peaceful place, ideal for family holidays.
Pool

Beautiful Villa in a peaceful place, ideal for family holidays.

10.0 out of 10, Exceptional, (7)
"This is our second visit to Annie's beautiful farmhouse and we hope to visit again next year. It's an incredibly special place - perfectly peaceful, thoughtfully and generously furnished and child friendly. Selfishly we hope the house doesn't become too popular! Thanks again Annie for letting us stay."
Beautiful Villa in a peaceful place, ideal for family holidays.
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Exterior

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
The price is SAR 1,763
SAR 2,092 total
includes taxes & fees
29 Dec - 30 Dec
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Pool

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Vrbo Property
Pool

Vrbo Property

10.0 out of 10, Exceptional, (3)
"A wonderful Umbrian property with spectacular views over the lake. Paola was really helpful and we had a couple of great trips to recommended restaurants. Great relaxing view"
Vrbo Property
House with garden and panoramic view over Lake Trasimeno
Pool

House with garden and panoramic view over Lake Trasimeno

9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno
Big house
Overview

Big house

7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Villa Scopetello

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
View from pool

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Mansion - Arezzo
Exterior

Mansion - Arezzo

9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Pool

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (46)
"Our group of 15 thoroughly enjoyed our stay. The communication prior to and during the visit was excellent. The villa is stunning and HUGE and the grounds are magnificent. One day of our trip was spent just relaxing on the property and it was precious time well spent. "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (48)
"We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful."
The price is SAR 576
SAR 666 total
includes taxes & fees
24 Dec - 25 Dec
Il Poggio dell'Eremita
Villa Primula - Holiday Rental in Cortona, Tuscany
Building Exterior, Garden, Pool

Villa Primula - Holiday Rental in Cortona, Tuscany

9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
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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Other property types in Monsigliolo

Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (107)
"Very nice staff, great service, super clean. Will stay again."
The price is SAR 630
SAR 717 total
includes taxes & fees
2 Jan - 3 January 2025
Hotel San Gregorio
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Interior

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (111)
"Where to begin? For starters this property is even more beautiful in person than in the incredible photos shown here. It is very clean. The kitchen is fully equipped. Many people had left helpful cooking ingredients. The location is perfect. We were right across the street from a multi-generational, family owned & operated pastry/coffee shop. The women who run it are lovely, and the food/coffee was so yummy we went there every day of our weeklong stay. We easily walked to delicious restaurants,...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Abbadia Sicille Relais
Property entrance

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (153)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
Abbadia Sicille Relais
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.