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Villas in Montemassi

Our top choices for Montemassi villas

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (36)
"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.

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

9.8 out of 10, Exceptional, (19)
"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

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

10.0 out of 10, Exceptional, (4)
"We had such a great time here! The house is beautiful, with a large and closed garden where our dog could run freely. The pool was stunning and gave us many relaxing moments under the Tuscan sun. We felt immediately welcome. Upon arrival we were warmly greeted by the host and toasted together to a great holiday. During our stay, any questions we had were answered quickly and kindly. A place to look back on and hopefully to return to one day!"
Holiday house with private garden and pool in a typical Tuscan hamlet.

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

9.4 out of 10, Exceptional, (61)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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

9.6 out of 10, Exceptional, (38)
"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

panoramica casa con piscina privata

7.0 out of 10, Good, (10)
"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 355
SAR 658 total
includes taxes & fees
8 Sep - 9 Sep
panoramica casa con piscina privata

Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool

10.0 out of 10, Exceptional, (1)
"A true paradise – the size of the house and all the lovely seating areas make it easy for everyone to find their own space, even when traveling with a large group. We spent many hours by the pool! The area can be a bit tricky to reach due to a rough 3 km stretch of road, but once you’re through, there are beautiful villages nearby. The host and staff on-site are available when needed and very accommodating. Highly recommended!"
Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool

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

10.0 out of 10, Exceptional, (58)
"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

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

10.0 out of 10, Exceptional, (76)
"Our family of 5 enjoyed every minute of trip to Tuscany and our stay at Leo’s place was wonderful.Leo was excellent at communicating and made us feel very welcomed in his beautiful house."
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

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

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

Luxury stone house, large private pool and stunning seaview, 3 golf courses nearby

10.0 out of 10, Exceptional, (2)
"We had a great stay. Perfect areas outside the house, great pool and many spot to sit outside. The best spot for our family was the terrasse and the pool. A unique view from the terrasse and pool area. We solid love to come back. "
Luxury stone house, large private pool and stunning seaview, 3 golf courses nearby

House / Villa - Bagno di GavorranoHouse with garden

10.0 out of 10, Exceptional, (8)
"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

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

10.0 out of 10, Exceptional, (81)
"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

Independent holiday house surrounded by a wide fenced garden with pool , located in the Tuscan coun

8.0 out of 10, Very Good, (2)
"Man muss ich bewusst sein, dass man immer ca. 30 Minuten durch die Berge fahren muss, um in größere Dörfer / Städtchen zu kommen."
Independent holiday house surrounded by a wide fenced garden with pool , located in the Tuscan coun

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

10.0 out of 10, Exceptional, (1)
"Thomas und Ursula Deutschland Tony & Betty haben mit mediterraner Leidenschaft eine gästefreundliche Ferienwohnung gestaltet, in der man sich sofort sehr wohl fühlt. Die Wohnung ist nach dem Bedarf der Feriengäste eingerichtet, alles hat reibungslos funktioniert.Mit dem sehr vielen Grün auf dem großen Grundstück fühlt man sich tatsächliche schnell wie im Paradies. Außergewöhnlich herzlich ist die Gastfreundschaftderbeiden, wie haben zwei Menschen kennengelernt, deren Begegnung uns in...
The price is SAR 1,390
SAR 1,613 total
includes taxes & fees
15 Sep - 16 Sep
Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

5 bedroom Maremma coast villa rental

10.0 out of 10, Exceptional, (1)
"great time."
5 bedroom Maremma coast villa rental

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.

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

10.0 out of 10, Exceptional, (22)
"This villa is beautiful!! The view is amazing it is very roomy for a large group and has all the comforts of home. Riccardo and his family were so welcoming and the communication was great. We will definitely visit again. Wonderful memories. "
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

Casale Ombrone 11, Emma Villas

Casale Ombrone 11, Emma Villas
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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Top Montemassi Hotel Reviews

Frequently asked questions

How much do villas in Montemassi cost?
You'll pay between SAR 355 and SAR 1,390 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 230 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.