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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 1597 Villas in Monsigliolo with updated reviews, rates, and availability.

Villa with pool and garden
Pool

Villa with pool and garden

Villa with pool and garden
Stunning Villa, Private Swimming Pool, Breathtaking Views, BBQ, AC, Sleeps 10
Outdoor dining

Stunning Villa, Private Swimming Pool, Breathtaking Views, BBQ, AC, Sleeps 10

9.6 out of 10, Exceptional, (16)
"Way more house than we needed for just the two of us—5 bedrooms and 4 baths—but it always felt comfortable. Very nicely decorated with art and ceramics. Beautiful grounds, including a large swimming pool. Spectacular views across the valley and into the hills and mountains beyond. We felt very much at home there, and would love to come back with our children and grandchildren some day. Bridgette and Enrico, the owners were very welcoming and helpful showing us around the house when we...
Stunning Villa, Private Swimming Pool, Breathtaking Views, BBQ, AC, Sleeps 10
Winery Villa in the heart of Nobile Vineyards.
Interior

Winery Villa in the heart of Nobile Vineyards.

9.8 out of 10, Exceptional, (10)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.
Il Poggio dell'Eremita
Interior

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 AED 521
AED 601 total
includes taxes & fees
1 Apr - 2 Apr
Il Poggio dell'Eremita
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (35)
"La Rustica is a large, quaint. comfortable villa, wirh a large fenced garden and an above ground pool ( not heated). It has many large rooms with antique decoration. Very characterfull.Comfortable beds with A/C in bed rooms. Lovely covered outdoor seating area where we spent most of our time. But the highlight was Maurizio!! What a gentleman. He made our holiday special and unforgetable. Thank you Maurizio"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

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!!!
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
A heated pool

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

10.0 out of 10, Exceptional, (48)
"We had a luxurious time with friends and family for my wife's birthday. Local restaurants were great even in winter . Parking in Chiusi can be interesting. A memorable stay for all the right reasons"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
Property grounds

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

8.2 out of 10, Very Good, (21)
"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
Villa Ventotto by Paola Orazioli
Pool

Villa Ventotto by Paola Orazioli

9.8 out of 10, Exceptional, (16)
"We had a great time. We stayed for two days"
The price is AED 1,313
AED 2,044 total
includes taxes & fees
8 Apr - 9 Apr
Villa Ventotto by Paola Orazioli
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (43)
"Villa Calcinaio was a beautiful place to spend our time while in Cortona. My goal was to get a slice of Tuscan life and this house gave me the opportunity to do just that. It was rustic but charming and updated ~20 years ago. Enrico was very responsive and even came to our rescue when we had trouble locating the house on the dark and rainy night when we arrived. I found the house stocked with all the basics and then some and I fell in love with the view of the beautiful dome from every...
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
I Cipressi, 5 bedrooms with pool near Cortona
Outdoor pool

I Cipressi, 5 bedrooms with pool near Cortona

I Cipressi, 5 bedrooms with pool near Cortona
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Terrace/patio

Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany

9.8 out of 10, Exceptional, (23)
"This property is exactly as we'd imagined it to be! Very charming, great location, beautiful views! Franco and his brother were wonderful. We would definitely stay here again!"
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Dining

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

9.4 out of 10, Exceptional, (10)
"We were a family group of 15 ranging in age from 20 to 92. We used the pool every day. Laughed at the clothes dryer because they have the same kind in Portugal where we vacationed. Many people walked into Camucia and enjoyed the restaurants grocery stores etc. Several of us have been to Italy before my first time in Assisi but we shared experiences with them. Staff was prompt to arespond to any problems. And a week of perfect weather makes it all the better"
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Pool

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

10.0 out of 10, Exceptional, (35)
"Visited Cortona and Assisi beautiful home in convenient location"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Beautiful villa with spectacular views in a rural location
Outdoor pool

Beautiful villa with spectacular views in a rural location

9.8 out of 10, Exceptional, (40)
"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"
Beautiful villa with spectacular views in a rural location
Casale Le Vigne, 8 pax, private pool
Exterior

Casale Le Vigne, 8 pax, private pool

10.0 out of 10, Exceptional, (9)
"Group of 9 had a fantastic stay. The villa is superbly fitted out with lovely decor and kitchen equipment. The kids loved the pool as did the adults and the evening meal area was superb. Very good communication with the host who gave us some great suggestions. Loved our holiday and the villa was exactly what we needed. Very secluded so loved watching the stars with lots of local wine."
Casale Le Vigne, 8 pax, private pool
Beautiful private villa with WIFI, private pool, A/C, TV, veranda, panoramic view and parking
Outdoor dining

Beautiful private villa with WIFI, private pool, A/C, TV, veranda, panoramic view and parking

10.0 out of 10, Exceptional, (1)
Beautiful private villa with WIFI, private pool, A/C, TV, veranda, panoramic view and parking
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."
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
Exterior

Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy

9.8 out of 10, Exceptional, (17)
"This is a stunning property with a stunning view that photos simply cannot do justice to. My only reservation was the very poor directions to find it and some difficulty getting a hot water issue sorted out . The garden is stunningly beautiful and lavender bushes a hive of activity for bees and gorgeous butterflies that did not desturb us in any way even when standing in their midst observing them closely. We took our children and grandchildren and had a great time. The views are to die for the...
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining

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...
The price is AED 2,173
AED 3,159 total
includes taxes & fees
2 Apr - 3 Apr
Villa "Il Fornacino" with Pool, Garden & 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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Other property types in Monsigliolo

Hotel San Gregorio
Seasonal outdoor pool, sun loungers

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (111)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 543
AED 621 total
includes taxes & fees
3 Apr - 4 Apr
Hotel San Gregorio
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Outdoor pool

Traditional stone cottage in rural, tranquil and quiet location built in 1799

9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (158)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is AED 456
AED 514 total
includes taxes & fees
22 Apr - 23 Apr
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.