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Compare 332 Villas in Montelaterone with updated reviews, rates, and availability.

Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (89)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
10.0 out of 10, Exceptional, (7)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.6 out of 10, Exceptional, (37)
"Our family had a fantastic time in this rural villa. The space was very clean and well-kept as were the grounds (almost too much as they were there mowing grass several times during our stay and for most of the day). The surroundings were very peaceful and quiet and the countryside views were breathtaking with many outdoor areas on the property to enjoy - perfect for meals al fresco! Property is wonderfully located and ideal for day trips in Tuscany/Umbria from this home base but made sure we...
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino
Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
A private luxury retreat in Montalcino
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
10.0 out of 10, Exceptional, (9)
"This is a beautifully furnished and restored house. The quality of the furnishings and kitchens and bath are excellent. The pool is beautiful and we loved the covered loggia area so you could lounge poolside but still have cover from the sun. Easy to get to several interesting towns including Montalcino, Pienza, Montepulciano. The house manager was very helpful and pre-shopped for groceries and is available to line up lots of activities. Definitely recommend a stay with family or friends."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
Villa Podere Belvedere
9.8 out of 10, Exceptional, (11)
"Our stay at Villa Podere Belvedere was just wonderful. Our family had the most relaxing time at the Villa, enjoying morning walks in the picturesque country side, lovely lunches by the pool and driving to the many charming Towns in the area all contributed to a wonderful stay. My only negative comment is that it would have been helpful if we had been informed that absolutely no household cleaning products or catering supplies would be provided, we could have brought these items with us. Given...
Villa Podere Belvedere
Villa with private pool and panoramic view in beautiful Val d'Orcia
10.0 out of 10, Exceptional, (5)
"We had stayed at this property for years before Jennifer purchased it. And do hope to continue. We appreciate the effort and care to details she put into updating it and providing an excellent experience. This property is well located to see numerous villages in the area."
Villa with private pool and panoramic view in beautiful Val d'Orcia
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (29)
"Avons passé une semaine de reve. Jolie maison agréable et pratique, nous étions 8 PERSONNES, chacun à pu avoir son intimité. Avons apprécié la magnifique vue sur le sud Toscane, le calme,..... Envie d'y retourner."
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
9.8 out of 10, Exceptional, (15)
"Beautiful setting, charming house with everything we needed. It is on a dirt road, but not too hard to navigate and the owners were upfront about it beforehand."
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
Villa Mealli Large Private Pool, WiFi
9.2 out of 10, Wonderful, (11)
"Die Zufahrt zum Haus ist katastrophal. Das Haus war nur teilweise gereinigt. 1 Bett im Obergeschoss war nicht frisch bezogen. Im Obergescgoss gab es keine Töpfe, keine Pfannen, keine Gläser kein Geschirr. In der Küche waren alle Schränke leer. Im Obergeschoss gab es 4 Tage kein heißes Wasser zum duschen. Die Toilettensvhüssel und das Waschbecken wackelten. Im Untergeschoss war die Kaffemascine verschimmelt. Die Couch und der Sessel waren durchgesessen und nicht benutzbar. Die Toilettenschüssel...
Villa Mealli Large Private Pool, WiFi
Villa La Chiesina, Arcidosso, Italy
4.0 out of 10, (1)
" Sehr geehrte Damen und Herren, wir haben uns nicht geweigert die Reinigungsgebühren zu bezahlen, sondern waren erst der Meinung das diese uns nicht auf der Hauptbuchungsseite angezeigt wurden und haben uns nun gewundert, das wir diese vor Ort zahlen sollten. Im nachhinein haben wir die Reinigungskosten versteckt im Kleingedruckten gefunden. Und auch vor Ort bezahlt. Es ist gesetzlich vorgeschrieben, das alle Kosten klar ersichtlich sind, und im Endpreis erscheinen müssen! Zudem wollte man uns...
Villa La Chiesina, Arcidosso, Italy
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (34)
"Der Aufenthalt war super. Alles ist wie auf der Webseite beschrieben. Der Vermieter war sehr nett und hat uns immer geholfen. Ich kann es sehr empfehlen "
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Casale Donatelli - Five Bedroom Villa, Sleeps 11
10.0 out of 10, Exceptional, (7)
Casale Donatelli - Five Bedroom Villa, Sleeps 11
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
9.6 out of 10, Exceptional, (17)
"4 mile dive down a rocky road to get to the property.There was no heat in the house, could not use the fireplace, the pool was frigid, the lighting was terrible. The caretakers were nice but would not return there."
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
9.4 out of 10, Exceptional, (9)
"This is a marvelous property and the owners Fulvia and Umberto couldn't be more welcoming, helpful and sincerely nice people. I wish we could have stayed longer and would highly recommend this place to anyone who wants to stay in Tuscany. It was the highlight of our trip."
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
Antico Convento I Cappuccini - Villa & Wedding Venue
10.0 out of 10, Exceptional, (2)
"Convent I Cappuccini was amazing. We (18 family members) spent a week here in early July 2022. The rooms are so beautiful and simply appointed. There were absolutely no complaints from the group. We loved the pool, the forest walks, early morning runs to Montalcino, lovely dinners on the patio, and day trips to close by hill towns. This house is a perfect venue for a wedding, family reunions or conferences. Riccardo kept the pool sparkling and was a great host. Thank you."
Antico Convento I Cappuccini - Villa & Wedding Venue
Iperbole country house, between Pienza and Montepulciano
10.0 out of 10, Exceptional, (11)
"We had the absolute best time staying at Olivia’s beautiful home. This was our favorite part of our two week trip. The property and the home are gorgeous and cozy. There is so much space so perfect for large groups. Oliva and Lucia provide everything you could need! We did wine tours, dinners, and cooking classes all from Olivas recommendations. We cannot recommend this stay enough!"
Iperbole country house, between Pienza and Montepulciano
Stunning private villa with A/C, private pool, WIFI, panoramic view and parking, close to Montal...
9.8 out of 10, Exceptional, (21)
"Logement bien équipé et très bien situé dans l’environnement exceptionnel de la campagne du Val d’Orcia. Le panorama autour de la maison est fantastique et très calme. La maison est séparée en deux logements indépendants. Les propriétaires sont au rez de chaussée. Ils sont très gentils et accueillants mais aussi très discrets.. L’accès au logement est un peu compliqué avec un véhicule de type citadine car c’est une piste caillouteuse avec une montée un peu raide. La piscine est très grande mais...
Stunning private villa with A/C, private pool, WIFI, panoramic view and parking, close to Montal...
Villa Fioranna, cosy house in the olive grove - Podere Bellaria
10.0 out of 10, Exceptional, (2)
"A typical italian countryside villa beautifully renovated situated in a very pleasant area with a well looked after and relaxing garden and veranda. Spacious bedrooms with useful furniture. Well equipped bathrooms. Spacious sitting room with an open space kitchen with all the necessary tools, pots and pans. The only thing missing was the WiFi, which is much needed in this day and age. Perhaps the host could also improve on the quality of bedding as we found the sheets not to be of very high...
Villa Fioranna, cosy house in the olive grove - Podere Bellaria
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 Montelaterone

Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 528
AED 581 total
includes taxes & fees
28 Nov - 29 Nov
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is AED 626
AED 696 total
includes taxes & fees
21 Nov - 22 Nov
Casanova - Panoramic Rooms and Suites
Eco house with pool and fantastic views
8.6 out of 10, Excellent, (7)
"We verbleven met 2 gezinnen in de 2 huisjes. Huisjes, 1 authentiek Toscaans en 1 nieuw huisje met gezamenlijk zwembad. Sfeer is heel fijn, eigenaar is zeer vriendelijk en behulpzaam. Hij zorgt er voor dat we ons meteen welkom voelden. Prachtig uitzicht op het Toscaanse landschap. Lekker eten in het locale restaurant van Linda. Voor boodschappen of verkennen van de omgeving is veel tijd nodig, gezien de locatie ver van de bewoonde wereld af ligt. Met de auto is het prima te berijden. Rome bezocht...
Eco house with pool and fantastic views
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.

Frequently asked questions

How much do villas in Montelaterone cost?
You’ll pay between and per night for villas in Montelaterone. No matter your budget, an ideal stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Montelaterone?
You can choose from 332 villas in Montelaterone. Whether you’re traveling with the family or organizing a weekend escape with your pals, Expedia can help you find the right space for your entire crew.
Why book your villa in Montelaterone with Expedia?
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How can I find cheap villas in Montelaterone?
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