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Montemassi Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Montemassi vacation rentals

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

1. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is P5,375
P6,054 total
includes taxes & fees
Oct 23 - Oct 24
Country House il Ciliegio
A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

2. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
Agriturismo Benvenuti
A woman sitting at a wooden table under a pergola with a white curtain, surrounded by greenery.

3. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
The price is P6,051
P6,656 total
includes taxes & fees
Nov 22 - Nov 23
Botrona B&B
A metal table with a tray of food and chairs on a terrace with a view of green hills.

4. B&B Terre di Castiglione già Fattoria Pian di Rocca

B&B Terre di Castiglione già Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (34 reviews)
"We are very happy with everything in this hotel, nice room, comfortable bed, and very good breakfast."
Sweden
Tor
The price is P5,383
P6,205 total
includes taxes & fees
Oct 27 - Oct 28
B&B Terre di Castiglione già Fattoria Pian di Rocca
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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Top Montemassi Hotel Reviews

Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Great staff, nice breakfast, beautiful building and location."
Peter 3-night trip
Posted 13 days ago
Grand Hotel Bastiani

Find out more about Montemassi

Search for holiday rentals in Montemassi on Expedia! You can easily find your home rentals, villas, holiday apartments in Montemassi using one of the methods below:

  • View our selection of featured holiday rentals in Montemassi
  • Use the map to find apartments and other holiday homes in the Montemassi neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montemassi while they last

Look no further and take a look at our great range of rental properties in Montemassi!

Frequently asked questions

Are there vacation rentals in Montemassi?

Yes, we give you a choice of vacation rentals near popular local attractions in Montemassi, or you can select a secluded option if you're looking for a relaxing stay.

How many vacation rentals are there in Montemassi?

With 4 Expedia vacation rentals, you're sure 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 Rocca di Frassinello Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Montemassi like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Montemassi. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.