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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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

House / Villa - Bagno di GavorranoHouse with garden
Outdoor pool

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
Independent RELAX villa 2-5 people 12 min from the sea
Fridge, microwave, oven, stovetop

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
Outdoor 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
panoramica casa con piscina privata
Pool

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 365
SAR 649 total
includes taxes & fees
1 Apr - 2 Apr
panoramica casa con piscina privata
Villa Costa, Stunning Villa in the heart of Tuscany.
Exterior

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...
Villa Costa, Stunning Villa in the heart of Tuscany.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
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
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Pool

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

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

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

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

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
Exterior

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
Beach/ocean view

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
Fridge, oven, stovetop, dishwasher

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

The price is SAR 871
SAR 1,077 total
includes taxes & fees
24 Mar - 25 Mar
Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi
Villa Poggialto, luxury Tuscany villa with panoramic pool, view and private spa
Outdoor pool, a heated pool

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
Lovely house in the heart of Chianti
Outdoor dining

Lovely house in the heart of Chianti

Lovely house in the heart of Chianti
Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym
Terrace/patio

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."
The price is SAR 1,177
SAR 1,339 total
includes taxes & fees
22 Apr - 23 Apr
Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym
Villa Este
Pool

Villa Este

9.0 out of 10, Wonderful, (2)
Villa Este
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Terrace/patio

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
Outdoor pool

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
Seasonal outdoor pool

Ombra Verde - B&B e Appartamenti

8.8 out of 10, Excellent, (13)
"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 180
SAR 198 total
includes taxes & fees
6 Apr - 7 Apr
Ombra Verde - B&B e Appartamenti
agriturismo la roggiola
Point of interest

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
Camping Maremma Sans Souci
Private beach, sun loungers, beach umbrellas

Camping Maremma Sans Souci

3.0 star property
8.0 out of 10, Very Good, (22)
"Really good"
Camping Maremma Sans Souci
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 365 and SAR 1,177 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.
How can I find cheap villas in Montemassi?
The simplest way to score cheap villas in Montemassi is with Expedia’s useful filter tool. Tailor your search results by budget, amenities and star rating to find unbeatable deals in only a couple of clicks.