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Compare 192 Villas in Montemassi with updated reviews, rates, and availability.

House / Villa - Bagno di GavorranoHouse with garden

10.0 out of 10, Exceptional, (3)
"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

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

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 366
SAR 651 total
includes taxes & fees
25 Mar - 26 Mar
panoramica casa con piscina privata

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

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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 Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (33)
"Our group of 8 lovers of food and wine thoroughly enjoyed the comfortable and spacious villa, isolated on a hilltop amongst the sheep and with 360 degree views of the Tuscan countryside and the charming small village of Radicondoli. Perfect for visiting many fascinating villages, towns, and cities of Tuscany, preparing meals of pasta and truffles with local wines, sampling freshly-pressed olive oil from nearby producers, and tasting at generations-old wineries. The one glitch we had was a...
The price is SAR 1,571
SAR 1,787 total
includes taxes & fees
20 Mar - 21 Mar
Villa Costa, Stunning Villa in the heart of Tuscany.

Holiday house with private garden and pool in a typical Tuscan hamlet.

10.0 out of 10, Exceptional, (1)
"We had a lovely stay at La Pergola. We were greeted at the property by Alessio who toured us through the house and hosted us to a warm welcome. The property had lots of room for our group of 8. The host directed us to some wonderful sites in the region and made arrangements for us to dine at the Scalvaia restaurant. That is an experience that you should not miss. The food was fantastic. We found the help at the property to be prompt and supportive. The pool was a huge hit for us all as the...
Holiday house with private garden and pool in a typical Tuscan hamlet.

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

10.0 out of 10, Exceptional, (71)
"We so enjoyed our nine nights at Leo’s beautiful place in Belforte. This is a tiny Medieval town at the top of the mountain. So quiet except for the church bells, and occasional kids running through the town. A nice retreat from the business of other Tuscany tourist attractions. The home is very spacious with four bedrooms and large outdoor gathering areas . Fruit trees and grape vines in the yard add to the ambiance . The kitchen was well equipped, with everything one would need and the...
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

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

9.8 out of 10, Exceptional, (19)
"Most amazing villa I ever been to. It’s absolutely perfect. Ricardo and Roberta are great hosts, providing everything from fresh fruits to travel tips. The villa is walking distance from a small village, very typical and non touristic. It is remote so expect at least 30 minutes drive wherever you want to visit. Most amazing sunset ever! You’ll have all you need to cook even an outside bbq. Best time we had in Italy, I wish I’d stay longer!!"
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

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)
"Wir hatten viel Spass"
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

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

10.0 out of 10, Exceptional, (75)
"The villa was incredible, and allowed our entire family to stay together. The grounds and pool were breath-taking and complete with a hammock, barbecue, outdoor games and toys, and lots of sitting areas. Large tables indoors and out provided space for meals and games. The location was perfect for exploring nearby towns, beaches, and trails by car or bicycle. I just can’t say enough about the facilities or about the prompt and cheerful responses from the owner/his representative when we called on...
Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

Tenuta Di Litiano With Pool, Roccastrada, Italy

Tenuta Di Litiano With Pool, Roccastrada, Italy

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

10.0 out of 10, Exceptional, (57)
"This villa was everything and more than we could have hoped for! A fantastic first impression as you drive through the gates and up to the villa entrance. The beautiful garden full of flowers and herbs and the splendid pool with views of the hills beyond. The villa was so well equipped. Everything was there. We felt so at home. Very comfortable and grand interior and lovely bedrooms. Our hosts were very friendly and helpful. we were so sorry to have to leave. Would love to return one day."
Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany

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

The price is SAR 874
SAR 1,080 total
includes taxes & fees
16 Mar - 17 Mar
Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

Villa Poggialto, luxury Tuscany villa with panoramic pool, view and private spa

9.2 out of 10, Wonderful, (5)
"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, luxury Tuscany villa with panoramic pool, view and private spa

Villa Este

9.0 out of 10, Wonderful, (2)
Villa Este

Elegant historic villa, sleeps 12, so tastefully reconstructed according to Tuscan style with stunn

10.0 out of 10, Exceptional, (1)
"Een thuis komen. Van alle gemakken voorzien. Uitstekend aan alles gedacht. Fijne sfeer. We hadden prive kok Manuela een avond voor ons grote gezelschap een italiaanse tafel 4 gangen diner laten verzorgen. Tot in de puntjes geregeld. Een bijzonder fijne toscaanse avond aan ern prachtige rondr tafel. "
Elegant historic villa, sleeps 12, so tastefully reconstructed according to Tuscan style with stunn

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

Poggio Tamantino, Villa with poll in Maremma

10.0 out of 10, Exceptional, (3)
"Gigantisch schöne Lage mit tollem Blick , auch aufs Meer in der Ferne"
Poggio Tamantino, Villa with poll in 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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Other property types in Montemassi

Ombra Verde - B&B e Appartamenti

8.8 out of 10, Excellent, (12)
"Room walls very thin; I could hear sounds from adjoining rooms. Some guests were smoking in their rooms and the smoke permeated the entire area."
The price is SAR 233
SAR 256 total
includes taxes & fees
28 Mar - 29 Mar
Ombra Verde - B&B e Appartamenti

agriturismo la roggiola

9.6 out of 10, Exceptional, (97)
"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"
agriturismo la roggiola

Gitavillage Le Marze

8.8 out of 10, Excellent, (40)
"We had a wonderful stay at Gitavillage. There are big play ground for kids. The facility is very big. Best is the private beach with free umbrellas. The beach is quite big and sandy. Was very quite. Highly recommend the place and will definitely stay here if we come back to this area. "
Gitavillage Le Marze
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 Montemassi cost?
You’ll pay between SAR 366 and SAR 1,571 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 192 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.
How can I find cheap villas in Montemassi?
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