Search Villas in Montemassi

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 176 Villas in Montemassi with updated reviews, rates, and availability.

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 AED 347
AED 609 total
includes taxes & fees
25 Feb - 26 Feb
panoramica casa con piscina privata

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 AED 1,488
AED 1,692 total
includes taxes & fees
20 Mar - 21 Mar
Villa Costa, Stunning Villa in the heart of Tuscany.

"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

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

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

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

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

9.8 out of 10, Exceptional, (18)
"It was a perfect stay! Very helpful hosts with great local suggestions."
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

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

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.

Tenuta Di Litiano With Pool, Roccastrada, Italy

Tenuta Di Litiano With Pool, Roccastrada, Italy

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

The price is AED 827
AED 1,023 total
includes taxes & fees
1 Mar - 2 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

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

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

Wonderful private villa for 10 guests with WIFI, private pool, TV, patio, pets allowed and parking

9.8 out of 10, Exceptional, (10)
"Nette Vermieterin und schönes Haus."
Wonderful private villa for 10 guests with WIFI, private pool, TV, patio, pets allowed and parking

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

10.0 out of 10, Exceptional, (1)
"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."
Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym

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 Campo Valerio

10.0 out of 10, Exceptional, (3)
Villa Campo Valerio

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
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.
Don't see what you're looking for?
See all available properties in Montemassi
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Montemassi

Ombra Verde - B&B e Appartamenti

8.6 out of 10, Excellent, (10)
"Not great"
The price is AED 183
AED 201 total
includes taxes & fees
3 Mar - 4 Mar
Ombra Verde - B&B e Appartamenti

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

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
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?
Rates for villas in Montemassi range between AED 347 and AED 1,488 per night. Whatever your budget, you’re sure to find something that fits the bill with 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?
Montemassi has 176 villas to choose from. Find your next perfect stay quickly and easily by selecting the “Villa” checkbox under the “Property type” tab in our handy filter tool.
Why book your villa in Montemassi with Expedia?
Reserving a villa in Montemassi is as simple as entering your travel dates and choosing an option that has what you need. Seeking something upscale or budget friendly, or a stay that also features a kitchenette? Use Expedia’s search filters to narrow your results and find the ideal fit.
How can I find cheap villas in Montemassi?
With Expedia’s convenient filter tool, booking cheap villas in Montemassi is a cinch. To discover stays that’ll make your wallet smile, narrow your search results by budget, star rating and amenities.