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Compare 228 Villas in Montemassi with updated reviews, rates, and availability.

"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."

"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. "

"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!"

"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....

AED 666 total

includes taxes & fees

13 May - 14 May

"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."

"Lovely villa, great host. We really enjoyed our stay. "

"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!"

"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...

"Great property beautiful views Very comfortable"

"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....

"Great location, good service. Enjoyed our stay"

"We had a precious stay in this wonderful villa placed in a pittoresk place. We enjoyed that much that we will come back for sure. Our hosts are really helpful and lovely people. They did everything to create for us a unforgettable stay."

AED 1,992 total

includes taxes & fees

3 May - 4 May

"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"

"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."

"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...

"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."

"Vi nød vores ferie i dette smukke hus på landet. Dejligt roligt område, dejlig pool og super med faciliteter. Dog nærmest ubrugeligt internet, hvilket også er den eneste negative at sige."

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"Clean campsite, very clean accommodation, air con great, close to lovely beach and good not too expensive restaurant on site"

AED 225 total

includes taxes & fees

25 May - 26 May

"Very helpful and nice people. Small town feel at good location, close to amenities. Would book again"

AED 211 total

includes taxes & fees

15 May - 16 May

Superior Apartment, 1 Bedroom | View from room

"This is a ok place. We had the bottom appartement with 2 bedrooms. There is no aircondition, and its a old and in need of maintenance. Its not a soundproof apartement….. Its close to the beach, there is a pool, parking, and one sun bed + 2 sun chairs included. The beach is crowded with beds, not a lot of free space. There is also a bar at the beach. "

AED 478 total

includes taxes & fees

17 May - 18 May

Recent reviews of Montemassi hotels

4/5 Good

"Hotel is in a convenient location. Staff were nice and professional. In general a comfortable and good place to stay"

A verified traveler stayed at Hotel Nuova Grosseto

Posted 9 days ago

5/5 Excellent

"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious and comfortable stay. One minor drawback that I encountered during my visit in the winter was that the temperature of the indoor pool was not as warm as I would have preferred. While the pool area is undoubtedly lovely, it would have been more enjoyable with a higher water temperature, especially during the colder months. Overall, Rosewood Castiglion Del Bosco is a fantastic choice for those looking to immerse themselves in the beauty of Tuscany and indulge in a luxurious hotel experience. The breathtaking views and impeccable service make it a truly remarkable destination worth visiting."

A verified traveler from Falls Church stayed at Rosewood Castiglion del Bosco

Posted 4 months ago

5/5 Excellent

"There are no words to describe how amazing this property is! From the moment we arrived, the staff was absolutely amazing and accommodating. They greeted us by name, which was absolutely wonderful. We were given a tour of the property followed by lunch. The food at this Castello is simply divine. Everything is farm-to-table and they only use the highest of ingredients. Our rooms were also just spectacular. We stayed in the Vicario Suite, Suite Sprone & the Spa Suite. All three were amazing, however the Spa Suite was really special. The amenities in our rooms were wonderful as well. You can tell that management has thought of every last detail to make the guests stay a five star experience. This was definitely the highlight of our vacation and we cannot wait to return! "

A verified traveler stayed at Castello Di Vicarello

Posted 7 months ago

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Frequently asked questions

How much do villas in Montemassi cost?

You’ll pay between AED 374 and AED 1,781 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.

Search Villas in Montemassi

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Compare 228 Villas in Montemassi with updated reviews, rates, and availability.

House / Villa - Bagno di GavorranoHouse with garden

House / Villa - Bagno di GavorranoHouse with garden

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

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

villa con vista panoramica

villa con vista panoramica

panoramica casa con piscina privata

panoramica casa con piscina privata

Villa Costa, Stunning Villa in the heart of Tuscany.

Villa Costa, Stunning Villa in the heart of Tuscany.

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

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

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

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

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

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

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

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

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

"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

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

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

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

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

Lovely house in the heart of Chianti

Lovely house in the heart of Chianti

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

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

Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym

Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym

Villa Rocca Mare - Villa with pool by the sea

Villa Rocca Mare - Villa with pool by the sea

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

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

Villa Este

Villa Este

Other property types in Montemassi

Gitavillage Le Marze

Gitavillage Le Marze

Ombra Verde - B&B e Appartamenti

Ombra Verde - B&B e Appartamenti

Baia Etrusca

Baia Etrusca

Recent reviews of Montemassi hotels

Recent reviews of Montemassi hotels

Hotel Nuova Grosseto

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Explore a world of travel with Expedia

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