Montemassi Holiday Rentals from €125: Search Short-Term Rentals

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Holiday Rentals in Montemassi

Enjoy a romantic dinner on the balcony with a breathtaking view of the lush landscape.

"Anche se solo punto di appoggio, Grosseto si raggiunge rapidamente.Non lontano molto da vedere, tra sacro e profano...Grazie."

includes taxes & fees

22 Jul - 23 Jul

Enjoy a peaceful retreat with a view of the surrounding neighborhood from this balcony.

"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"

includes taxes & fees

28 Jul - 29 Jul

Enjoy dining and entertaining in this spacious kitchen with a large dining table, stove, and wine bottle and glasses.

"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...

includes taxes & fees

20 Aug - 21 Aug

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

"Tutto ok"

includes taxes & fees

22 Jul - 23 Jul

Relax in a serene patio surrounded by lush greenery and a shaded seating area.

includes taxes & fees

22 Jul - 23 Jul

includes taxes & fees

31 Jul - 1 Aug

Relax by the serene pool surrounded by lush greenery and tall pine trees, with lounge chairs and a shaded pavilion nearby.

includes taxes & fees

22 Jul - 23 Jul

Cozy retreat with a neatly made bed, serene landscape painting, and a comfortable seating area.

includes taxes & fees

22 Jul - 23 Jul

includes taxes & fees

22 Jul - 23 Jul

includes taxes & fees

31 Jul - 1 Aug

includes taxes & fees

27 Jul - 28 Jul

includes taxes & fees

27 Jul - 28 Jul

includes taxes & fees

1 Aug - 2 Aug

includes taxes & fees

27 Jul - 28 Jul

1 bedroom, iron/ironing board, bed sheets

includes taxes & fees

28 Jul - 29 Jul

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Top Montemassi Hotel Reviews

Fattoria Casabianca

10/10 Excellent

"The staff was so incredible. We didn’t realize we needed a car and they dropped everything to help us. She even drove us to the next town. I have never met such friendly staff 15/10"

The Sense Experience Resort

10/10 Excellent

"What can I say!!!! Best hotel, Amazing service from check in staff who are amazing and welcoming. They are super helpful and friendly. The manager was amazing, so helpful and accommodating . She helps , and pay attention to little details to make your time great and always with a smile . Restaurant staff were amazing and attentive. Management is superb , and waiters are very highly trained to make guests feel special. Egor was great in particular as he is fast , attentive, and super friendly. We have been coming here for the 4 th time now as it is great and upscaled. It is part of the i prefer hotels . Only my gps keeps taking me to a different location thinking we arrived, but the street is closed. Restaurants, breakfast, dinner, lunch all had great selections. They even arranged couple massages for us on the panoramic terrace. Over all it is 10 out of 10."

Rosewood Castiglion del Bosco

10/10 Excellent

"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a heads-up: if you need anything like Advil or small essentials, the nearest town is about 20 minutes away on a dirt road. Overall, everything was well done. We’d absolutely come back."

Find out more about Montemassi

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, apart-hotels, 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 favorite 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 depends 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 €125 per night. Entering your travel dates in the search wizard you might find 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?

Country house, really private pool A.C. 20 mn beaches facing Elba Island: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Montemassi?

With 4 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.

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Holiday Rentals in Montemassi

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Holiday Rentals in Montemassi

Spacious apartment with beautiful views of the Ombrone River and Mount Amiata

Comfort, relaxation and nature

Room 'Marroneto - Suite' with Mountain View, Shared Pool and Wi-Fi

Exclusive Stone Tower.

Two-room apartment in residence with swimming pool and restaurant

Detached house with garden a few minutes from the abbey of San Galgano

The Sunset

Four-room apartment with 3 double bedrooms and 2 bathrooms

Camera Doppia Indipendente con Bagno e Accesso Privato

Holiday Home 'Traveling_spoon' with Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Vacation home with pool in Tuscany - enjoy relaxation, style and nature!

Sequerciani: Maison de Vacances

Sequerciani: Maison de Ville 3 Chambres

Apartment 'Jolanda' with Balcony, Wi-Fi and Air Conditioning

Apartment 'Cesari' with Shared Garden

Apartment 'Limone Loft' with Private Terrace and Air Conditioning

Top Montemassi Hotel Reviews

Fattoria Casabianca

The Sense Experience Resort

L'Andana

Grand Hotel Bastiani

Rosewood Castiglion del Bosco

Hotel Nuova Grosseto

Borgo Santo Pietro

Hotel L'Approdo

Hotel La Pineta

Find out more about Montemassi

Frequently asked questions