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Browse Select Montemassi Villas

Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Fridge, microwave, oven, stovetop
Villa di Piera
8.8 out of 10, Excellent, (3)
"Wir hatten einen sehr freundlichen Empfang von Jamil, durften in seinem Haus alles wie zuhause nutzen, sogar die Lebensmittel, Sekt, Wein etc. Vielen Dank, wir haben uns sehr wohl gefühlt!"
Villa di Piera
Pool
Villa Este
9.0 out of 10, Wonderful, (2)
Villa Este
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Fridge, oven, stovetop, dishwasher
Maremma Holidays: Villa Kennedy
Maremma Holidays: Villa Kennedy
Beach
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea
9.8 out of 10, Exceptional, (15)
"The Podere is a really attractive and comfortable farmhouse on an Italian estate. There is lots of space inside and out. It is in a part of Tuscany slightly off the usual tourist patch, in wooded hills with fascinating volcanic rocks. Corso was helpful and full of good suggestions for our expeditions. Although a little remote, we used it as a base to visit Elba, Populonia, Porto San Stefano, Siena and Volterra as well as enjoying the beach. Because we were sightseeing so much, we probably did...
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea
Pool
panoramica casa con piscina privata
7.8 out of 10, Good, (7)
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is £160
includes taxes & fees
6 Jun - 7 Jun
panoramica casa con piscina privata
Outdoor pool
villa con vista panoramica
8.0 out of 10, Very good, (1)
"Sehr schön."
villa con vista panoramica
Exterior
Villa Costa, Superb Villa in the heart of Tuscany.
10.0 out of 10, Exceptional, (29)
"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, Superb Villa in the heart of Tuscany.
Outdoor spa tub
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma
9.8 out of 10, Exceptional, (13)
"This villa lives up to its pictures and more. It is spacious, beautiful, fabulously maintained and an enchanting place to spend vacation time. The owner is extremely helpful and gracious. You will remember your stay at this villa as an exceptional experience."
Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma
Outdoor pool
Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea
10.0 out of 10, Exceptional, (69)
"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
Terrace/patio
Independent villa two independent apartments with swimming pool, whirlpool, park
9.0 out of 10, Wonderful, (12)
"Nous avons bien profité de la maison, des alentours. C’est une très belle région. Dommage que le spa ne fonctionnait pas, il manque un peu de vaisselle pour une si grande maison et un-deux parasols pour le bord de la piscine. Sinon c’était parfait. De bons montant de partage. La personne qui s’occupe de la maison est sympathique et serviable. Un immense merci."
Independent villa two independent apartments with swimming pool, whirlpool, park
Pool
Architectural Digest Masterpiece 18th Century Tuscan Villa
9.0 out of 10, Wonderful, (12)
"This property is truly isolated, about two hours drive from Florence airport. A robust vehicle is required as the roads of Tuscany are a little rundown and the access to Le Tanelle is an unmade, steep drive. The view and isolation is worth the effort. There have been changes to the property since the marketing photographs on the site. Some improvements like safety cables around the pool area making it safer for children other elements of the building have moved on as the restoration is a work in...
Architectural Digest Masterpiece 18th Century Tuscan Villa
Outdoor pool
House / Villa - Bagno di GavorranoHouse with garden
10.0 out of 10, Exceptional, (2)
""Il proprietario è gentile e molto disponibile; la casa è meravigliosa e molto ben tenuta. Il contesto è suggestivo e rilassante.""
House / Villa - Bagno di GavorranoHouse with garden
Pool
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
10.0 out of 10, Exceptional, (67)
"We could not have had a better stay (or a better host) for this trip with my elderly parents. The house is wonderful and easily sleeps 6-8 with privacy and comfort. We cooked and ate most meals at home and the kitchen is exceptionally well set up. Leo (the host) is one of the nicest people we have met: generous, informative and genuinely interested in solving any issues that arose. We had a pump failure in the heating one morning and he got it fixed within a few hours. Cannot recommend more...
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Beach/ocean view
Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany
10.0 out of 10, Exceptional, (55)
"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
Outdoor dining
Villa Fiorenzani with panoramic pool garden medieval historic center
10.0 out of 10, Exceptional, (7)
"Thank you so much for being so flexible with my wedding party! They had an amazing time staying at your place!! "
Villa Fiorenzani with panoramic pool garden medieval historic center
Outdoor pool
Luxurious villa with private pool and large garden near Follonica and Piombino
10.0 out of 10, Exceptional, (16)
"We stayed at the villa for 6 days and we really enjoyed the experience. The house and the surrounding area were beautiful. Bruno the gardener was an exceptionally nice and helpful man. We would love to be able to visit again. "
Luxurious villa with private pool and large garden near Follonica and Piombino
Outdoor pool
Villa on the hills in the bay opposite the island of Elba
9.6 out of 10, Exceptional, (9)
"L'emplacement de cette belle villa est féerique et dans un calme absolu!! Entouré de beaux arbres, avec une vue lointaine sur le golfe, les montagnes et la mer au loin. L'hôtesse était très sympathique, charmante et surtout très serviable ! Mes enfants et ma petite-fille ont été très enthousiasmés par mon choix. Hautement recommandé. Merci Paola !"
Villa on the hills in the bay opposite the island of Elba
Pool
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
10.0 out of 10, Exceptional, (13)
"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
Pool
Stunning private villa for 10 people with WIFI, private pool, TV, patio, pets allowed and parking
10.0 out of 10, Exceptional, (7)
Stunning private villa for 10 people with WIFI, private pool, TV, patio, pets allowed and parking
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See all available properties in Montemassi
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.

Other property types in Montemassi

Private beach, sun-loungers, beach umbrellas
Camping Maremma Sans Souci
3.0 star property
7.8 out of 10, Good, (19)
"Really good"
The price is £64
includes taxes & fees
27 May - 28 May
Camping Maremma Sans Souci
Water park
Vallicella Glamping Resort
9.2 out of 10, Wonderful, (25)
"Ottima posizione immersa nel bel mezzo della natura. L’appartamento è dotato di ogni comfort. Da migliorare animazione (solo 3 animatori con un livello di italiano molto scarso) e il ristorante non mi ha convinto per la qualità dei pasti."
Vallicella Glamping Resort
Seasonal outdoor pool
Ombra Verde - B&B e Appartamenti
6.8 out of 10, (3)
"Not great"
The price is £63
includes taxes & fees
23 May - 24 May
Ombra Verde - B&B e Appartamenti
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.

Montemassi Villas information

Number of reviews
280
Accommodation
162 Villas
Lowest Price
£160
Highest Price
£160

Frequently asked questions

How much do villas in Montemassi cost?
Expect to pay between £160 and £160 per night for a holiday villa in Montemassi. Whatever your budget, an ideal getaway is only a click away on Expedia. This price was 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?
Claim your holiday time and choose from 162 villas in Montemassi. For a family escape, a getaway with your besties or anything in between, Expedia will help you find the perfect place in just a few clicks.
Why book your holiday villa in Montemassi with Expedia?
We think planning a holiday should be a breeze, so if you’re looking for villas at the right price, Expedia has your back. Keep costs down and opt for an all-inclusive stay, or splurge on a high-end holiday villa to spoil your sweetheart. Use our convenient search filters to find a getaway in Montemassi that you’ll adore.
How can I find cheap villas in Montemassi?
A wonderful way to score cheap villas in Montemassi is with Expedia’s easy-to-use filter tool. Narrow down your search by star rating, amenities and budget to grab unbeatable deals in only a few clicks.
What is there to do near my holiday villa in Montemassi?
If you want to see the sights of Montemassi, be sure to stop by Podere Ristella Vineyards and Winery. It’s a hit with locals and tourists alike.

Montemassi Hotel Reviews
Expedia verified reviews

agriturismo la roggiola

agriturismo la roggiola

5/5 Excellent
Slice of Tuscan paradise
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
A verified traveller stayed at agriturismo la roggiola
Posted 19 hours ago
agriturismo la roggiola