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Villas in Montemassi

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (58)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (33)
"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."
Villa Costa, Stunning Villa in the heart of Tuscany.

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (37)
"The stay was very nice. It's a beautiful property and very photogenic! We all loved it, wish we had more time to spend and enjoy the house."
Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Independent RELAX villa 2-5 people 12 min from the sea

9.8 out of 10, Exceptional, (18)
"Die Vermieter waren überaus freundlich und sehr hilfsbereit. Die Ausstattung des Hauses ist sehr gut. Man kann sein Auto auf privatem Grund abstellen. Das Haus bietet einer Familie einen sehr ruhigen Urlaub, man ist trotzdem in 10 Minuten in der Altstadt oder in 5 Minuten beim sehr gut ausgestatteten Supermarkt COOP. "
Independent RELAX villa 2-5 people 12 min from the sea

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is SAR 477
SAR 789 total
includes taxes & fees
22 Jun - 23 Jun
panoramica casa con piscina privata

"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

10.0 out of 10, Exceptional, (73)
"Everything you have read or can read about this property and it’s amazing owners is true. The property itself is spectacular, a truly unique place where the pictures can’t really do the beauty of the estate justice. The owners, Leo and Alessandra were an absolute joy to work with and we’re so accommodating of everything we needed throughout our stay. If you’re looking to explore Tuscany, this is a fantastic home base that is 45 mins to an hour away for a number of great cities and experiences....
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

10.0 out of 10, Exceptional, (76)
"We enjoyed our stay at Villa Maremma very much. The location near the sea is what drew us to it but we were happy to discover an area of Tuscany that was new to us. Thanks to Italo and Chiara for being great hosts."
Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany

10.0 out of 10, Exceptional, (57)
"Wonderful hosts, a great home in a quiet setting. We will be back!"
Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany

Villa Poggialto, breathtaking views, large pool and private spa in luxury

9.4 out of 10, Exceptional, (6)
"Your video is captivating BUT REALITY IS EVEN MORE STUNNINGLY BEAUTIFUL..AN OASIS OF PACE AND RELAX. Picturesque views of wooded hills surround enormous pool...swimming at sunset is an .unforgetable emotion plus there is the SPA.. great fun..even at cocktail hour..booking masseuse..an added joy! we all fell in love with..this glorious but functional property Bedrooms are spacious and insuite bathrooms are too. Kingsize beds are very comfotable. See you soon! Josephine"
Villa Poggialto, breathtaking views, large pool and private spa in luxury

Lovely house in the heart of Chianti

Lovely house in the heart of Chianti

Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

The price is SAR 2,284
SAR 2,504 total
includes taxes & fees
17 Jun - 18 Jun
Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

House / Villa - Bagno di GavorranoHouse with garden

10.0 out of 10, Exceptional, (4)
"We stayed 2 weeks and it was wonderful! The house is very nice and spacious as is the garden. And the swmingpool is great of course, especially during the warm days. Location is great as well: close to beaches, lovely towns and restaurants."
House / Villa - Bagno di GavorranoHouse with garden

Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi

10.0 out of 10, Exceptional, (14)
"My family of 8 (all adults) with significant others traveled to experience the wine region and tour Siena and Florence. The Villa met our needs in every way allowing for beautiful sunsets, family meals, and relaxation by the pool. I recommend it highly."
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi

Villa Rocca Mare - Villa with pool by the sea

8.0 out of 10, Very Good, (1)
"We - a family with 2 grown up sons - stayed in the house for almost a week. We mainly did sightseeing in Tuscany, a boat trip to Elba and spent a day at the nearby beach. The house is well equipped with 4 comfortable bedrooms, all air-conditioned (cave: they charge extra for additional electricity costs), a good sized kitchen and 3 bathrooms. The outdoor pool is spacious but is not heated. In early September it already was a little on the cooler side. The location is close to a private beach...
Villa Rocca Mare - Villa with pool by the sea

Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

9.4 out of 10, Exceptional, (3)
"Beautiful and charming house in a great location, which offered us more than enough space for 3 families with a total of 17 people. The interior design and furnishings were functional, it was sufficiently clean, the pizza oven is a great extra. The pool was cleaned daily by the friendly caretaker, who even let our little ones go for a ride on the tractor with him. The other service was also good, almost all of our requests were dealt with promptly. We would go there again!"
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

Tenuta Di Litiano With Pool, Roccastrada, Italy

Tenuta Di Litiano With Pool, Roccastrada, Italy

Villa in secluded grounds of 1 hectare, easy access to sea, shops and restaurant

9.4 out of 10, Exceptional, (13)
"Das Haus ist sehr gut ausgestattet, Tatjana war immer zur Stelle, wenn es eine Frage gab und sehr hilfsbereit. Wir hatten eine sehr schöne Zeit, es ist alles da was man zum erholen braucht, einzig die Mücken und der Lärm vom Zug und der Straße waren etwas störend."
Villa in secluded grounds of 1 hectare, easy access to sea, shops and restaurant

Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea

9.8 out of 10, Exceptional, (15)
"Heerlijke tijd gehad, prachtig gelegen huis met fanatastisch uitzicht. Jammer dat bed- en badlinnen zelf verzorgd moet worden. WiFi werkt nauwelijks, evenals Tv. Verdere kleinere problemen werden door zeer goed contact met de eigenaar zo snel mogelijk verholpen. Persoonlijk hadden wij een airco op de slaapkamer lekker gevonden, het bleef boven heel warm. Maar een echte aanrader!"
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea

Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

10.0 out of 10, Exceptional, (21)
"It was a perfect stay! Very helpful hosts with great local suggestions."
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma
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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Frequently asked questions

How much do villas in Montemassi cost?
You’ll pay between SAR 477 and SAR 2,284 per night for a villa in Montemassi. Whatever your budget, the perfect getaway is only a click 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 Montemassi?
Use up your vacation days and pick from 228 villas in Montemassi. For a family adventure, a getaway with your besties and everything in between, Expedia can help you find the perfect place in just a few clicks.
Why book your villa in Montemassi with Expedia?
Reserving a villa in Montemassi is as easy as working out your travel dates and picking the option that meets your requirements. Searching for something inexpensive or upscale, or a property that also comes with a pool? Use Expedia’s search filters to narrow your results and find your ideal match.