Montemassi Holiday Rentals

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Holiday Rentals in Montemassi

Property grounds
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, (2)
"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...
Terre di Maremma, Ciclamino Apartment, Tuscany
View from property
A 5 meters from the beach
10.0 out of 10, Exceptional, (26)
"Einwandfrei. Top Lage"
A 5 meters from the beach
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
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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.
Pool
Farmhouse "Il Diaccio" with panoramic views of the Tuscan Maremma
10.0 out of 10, Exceptional, (32)
"We spent 2 weeks in this gorgeous country house. Day trips to villages, wineries, gorgeous scenery… absolutely top notch. The host and his wife are super helpful."
Farmhouse "Il Diaccio" with panoramic views of the Tuscan Maremma
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (80)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
Indoor pool, outdoor pool, pool loungers
Guadalupe Tuscany Resort
2.0 star property
9.8 out of 10, Exceptional, (25)
"Just amazing. Great location, nice staff. Good restaurant on the premises. Will be back in summer!"
The price is AU$120
per night
17 June - 18 June
Guadalupe Tuscany Resort
Outdoor pool
Exclusive cottage with private pool 5 minutes from San Galgano Abbey
9.8 out of 10, Exceptional, (9)
"Wir verbrachten sehr schöne erholsame Ferien in dieser Unterkunft. Das Haus ist sehr schön gelegen, mit einem riesigen eingezäunten Umschwung. Für uns und unseren Hund das Paradies. Alles ist sehr gepflegt und liebevoll eingerichtet. Der Vermieter ist sehr nett und zuvorkommend, es hat uns an nichts gefehlt."
Exclusive cottage with private pool 5 minutes from San Galgano Abbey
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Outdoor pool
Independent villa with panoramic garden
9.6 out of 10, Exceptional, (42)
"Das Haus ist gemütlich eingerichtet. Der Ausblick ist atemberaubend schön. Erholung pur. Paolo und Mercina sind sehr hilfsbereit und immer erreichbar. Im Ort gibt es ein tolles Restaurant (La Grotta di Tiburzi), das sehr empfehlenswert ist. Wir hatten leider einige Regentage in unserem 14 tägigen Osterurlaub, wofür natürlich niemand etwas kann. Und wir haben die Entfernungen zu vielen Sehenswürdigkeiten der Toskana total unterschätzt. So sind für die Besichtigungen der wunderschönen Städte...
Independent villa with panoramic garden
Exterior
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.6 out of 10, Exceptional, (32)
"Wonderful villa with everything you need. The only downside is that there is no air conditioning when it's +40 outside, but having the windows open and a draught saved the day. Very good pool, although it's half an hour to the sea. We had a memorable holiday."
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Outdoor pool
Gite Montemirello, with garden and swimming pool
9.6 out of 10, Exceptional, (40)
"Great property,only 30 mins from Siena, very peaceful large garden and large private pool. Just what we needed after doing 9 days touring Tuscan cities, highly recommend this property."
Gite Montemirello, with garden and swimming pool
Property grounds
Very bright house with garden and panoramic view to the south to the sea
9.6 out of 10, Exceptional, (13)
"Schon zum zweiten Mal waren wir in diesem Haus, das für uns keinerlei Wünsche offen lässt - von der Größe des Hauses, der wirklich vollständigen Ausstattung und dem zwar kleinen Ort, der aber alles bietet, was man zum Toskana-Urlaub braucht: Espresso-Bars, Restaurants, eine Metzgerei und einen kleinen Supermarkt. Der Gastgeber ist für Rückfragen und bei Problemen jederzeit erreichbar und hilfsbereit. In der näheren Umgebung finden sich die Städte Grosseto und Follonica und die Küste. Die...
Very bright house with garden and panoramic view to the south to the sea
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
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
Pool
Borgo Etrusco S.p.A.
4.0 star property
9.2 out of 10, Wonderful, (39)
"The staff are extremely helpful and nothing is too much trouble - the apartment is clean and well equipped but bed a little hard for us That aside all very good and well reccommended "
Borgo Etrusco S.p.A.
Outdoor pool
Country house, really private pool A.C. 20 mn beaches facing Elba Island
8.8 out of 10, Excellent, (3)
"Der Aufenthalt war wunderschön. Es gibt so viele tolle Städte, Strände und die wundervolle Landschaft mit all ihren Farben und Gerüchen in der direkten Umgebung zum Haus. In 15 bis 30 Minuten kann man mit dem Auto viele wirklich lohnenswerte Ziele erreichen. Auf dem Grundstück ist so gut wie nie Zivilisationslärm zu hören. Richtig gut zum abschalten. Beim Frühstück auf der Terrasse kann man schon mal dabei zusehen, wie eine Schafherde vorbei getrieben wird. Das Haus und die Ausstattung sind...
Country house, really private pool A.C. 20 mn beaches facing Elba Island
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
Beach/ocean view
studio apartment 50 meters from the sea with external pergola. Prices on offer!
8.8 out of 10, Excellent, (11)
"Buon Appartamento per due persone con un bagno ben tenuto ed abbastanza spazioso. Si trova molto vicino alle spiaggie e ad un minuto da un alimentari per i beni di prima necessità."
studio apartment 50 meters from the sea with external pergola. Prices on offer!
Outdoor pool
Agriturismo Campo al Crognolo.
8.8 out of 10, Excellent, (15)
"We enjoyed delicious food, vino, good company with a nice view. The pool was amazing. Great weekend"
Agriturismo Campo al Crognolo.
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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.

Montemassi Holiday Home Travel Info

Number of holiday homes
10
Popular accommodation
Montemassi private holiday homes
Known landmarks
Podere Ristella Vineyards and Winery, Sassoforte Castle and Church of San Nicola
International airports
Rome (FCO-Fiumicino - Leonardo da Vinci Intl.), Rome (CIA-Ciampino) and Florence (FLR-Peretola)

Other types of properties in Montemassi you may be interested in

Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is AU$2,593
per night
3 June - 4 June
Rosewood Castiglion del Bosco
2 restaurants, lunch, dinner served; Italian cuisine
Castello Banfi - Il Borgo
5.0 star property
10.0 out of 10, Exceptional, (100)
"Spectacular is the only word for it !"
The price is AU$2,014
per night
30 May - 31 May
Castello Banfi - Il Borgo
Restaurant
The Sense Experience Resort
4.0 star property
9.0 out of 10, Wonderful, (82)
"Stunning Property. Excellent Service."
The price is AU$421
per night
23 May - 24 May
The Sense Experience Resort
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.

Everything you need to know about Montemassi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montemassi holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montemassi holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montemassi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montemassi. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montemassi holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montemassi holiday rentals we have selected for you start as low as AU$80 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montemassi rentals

At Expedia, we put the best Montemassi holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montemassi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montemassi holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montemassi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Montemassi?

Yes, there are holiday rentals close to the most popular sights in Montemassi, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montemassi has to offer?

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista: This holiday home rental outside of Montemassi is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Montemassi?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Montemassi stay.

What’s there to see and do in Montemassi?

While exploring the area, visit family-friendly sights like Piscina Il Giunco, or get outside and enjoy nature at Lago dell'Accesa. Podere Ristella Vineyards and Winery and I Canaloni del Torrente Farma are a couple of places you'll find in the wider area.

What’s a holiday rental in Montemassi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montemassi. Holiday rentals feature extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.

Recent reviews of Montemassi properties
Expedia verified reviews

The Sense Experience Resort

The Sense Experience Resort

5/5 Excellent
"Stunning Property. Excellent Service."
A verified traveller stayed at The Sense Experience Resort
Posted 10 days ago
The Sense Experience Resort