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Featured Holiday Homes in Massa Marittima

Detached villa with panoramic garden

Detached villa with panoramic garden

Chiusdino Tuscany
Located in Chiusdino, this vacation home is by the sea, within a 15-minute drive of Eremo di Montesiepi and Abbazia di San Galgano.
Opens in a new windowDetached villa with panoramic garden
Beautiful stone house with garden and private pool.

Beautiful stone house with garden and private pool.

Sovicille - Siena Toscana
Located in Siena, this vacation home is in a rural location, within a 15-minute drive of Val di Merse and Battistero di San Giovanni.
Opens in a new windowBeautiful stone house with garden and private pool.
Sweet home, the home of the small village

Sweet home, the home of the small village

Colle di Val d'Elsa Toscana
Located in Colle di Val d'Elsa, this vacation home is in a rural location, a 5-minute drive from Alta Val d'Elsa River Park and 6 minutes from Le Caldane Thermal ...
Opens in a new windowSweet home, the home of the small village
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Independent house in the hills of the Sienese countryside

Independent house in the hills of the Sienese countryside

Siena Tuscany
Located in Sovicille, this vacation home is in a rural location, within a 15-minute drive of Piccolomini Library and Museo dell'Acqua.
Opens in a new windowIndependent house in the hills of the Sienese countryside
Charming Cottage overlooking the pool and the beautiful Tuscan landscape

Charming Cottage overlooking the pool and the beautiful Tuscan landscape

Toscana Provincia di Grosseto
With a stay at this vacation home in Campagnatico, you'll be on the waterfront, and 10.8 mi (17.3 km) from Roselle Archaeological Area and 10.8 mi (17.4 km) ...
Opens in a new windowCharming Cottage overlooking the pool and the beautiful Tuscan landscape
The Magical Houses - privacy surrounded by greenery with private pool

The Magical Houses - privacy surrounded by greenery with private pool

Toscana Provincia di Livorno
Located in Campiglia Marittima, this vacation home is by the ocean, within a 5-minute drive of Pieve di San Giovanni and Rubbia al Colle.
Opens in a new windowThe Magical Houses - privacy surrounded by greenery with private pool
Farmhouse in the greenery of the Tuscany countryside with private pool and view

Farmhouse in the greenery of the Tuscany countryside with private pool and view

Murlo Provincia di Siena
When you stay at this vacation home in Murlo, you'll be steps from Val di Merse.
Opens in a new windowFarmhouse in the greenery of the Tuscany countryside with private pool and view
Casa Viale Italia - homely house with direct access to the sandy beach

Casa Viale Italia - homely house with direct access to the sandy beach

Follonica Toskana
With a stay at this vacation home in Follonica, you'll be by the sea, just a 2-minute walk from State Natural Reserve Tomboli Follonica and 9 minutes by foot ...
Opens in a new windowCasa Viale Italia - homely house with direct access to the sandy beach
Typical farmhouse with private pool between Pisa and Siena

Typical farmhouse with private pool between Pisa and Siena

Pomarance Pisa
Located in Pomarance, this vacation home is within a 15-minute drive of Museum of Geothermal Energy and Rocca Sillana.
Opens in a new windowTypical farmhouse with private pool between Pisa and Siena
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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.

Massa Marittima Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Massa Marittima vacation homes are the perfect way for you to wing it.

Holiday houses in Massa Marittima let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Massa Marittima in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Massa Marittima adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Massa Marittima with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Massa Marittima vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Massa Marittima Holiday Homes essential information

Accommodation
1087 Holiday Homes
Lowest Price
AU$146
Highest Price
AU$458
Popular accommodation
Detached villa with panoramic garden, Beautiful stone house with garden and private pool., Sweet home, the home of the small village, Independent house in the hills of the Sienese countryside, Charming Cottage overlooking the pool and the beautiful Tuscan landscape , The Magical Houses - privacy surrounded by greenery with private pool, Farmhouse in the greenery of the Tuscany countryside with private pool and view, Casa Viale Italia - homely house with direct access to the sandy beach, Typical farmhouse with private pool between Pisa and Siena

Top trending hotels in Massa Marittima

Tombolo Talasso Resort

Tombolo Talasso Resort

5 out of 5
Via Del Corallo 3 Castagneto Carducci LI
Fully refundableReserve now, pay when you stay
The price is AU$458 per night from 22 Mar to 23 Mar
AU$458
22 Mar - 23 Mar
includes taxes & fees
A stay at Tombolo Talasso Resort places you in the heart of Castagneto Carducci, a 2-minute drive from Cavallino Matto and 12 minutes from Marina di San ...
Opens in a new windowTombolo Talasso Resort
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 22 Mar to 23 Mar
AU$146
22 Mar - 23 Mar
includes taxes & fees
A stay at Grand Hotel Bastiani places you in the heart of Grosseto, steps from Colonna Romana and Piazza Dante.
Opens in a new windowGrand Hotel Bastiani
Hotel Airone

Hotel Airone

4 out of 5
Via Senese, 35 Grosseto GR
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 22 Mar to 23 Mar
AU$188
22 Mar - 23 Mar
includes taxes & fees
A stay at Hotel Airone places you in the heart of Grosseto, a 3-minute drive from Grosseto Cathedral and 13 minutes from Natural Park of Maremma.
Opens in a new windowHotel Airone
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Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II

4 out of 5
Via IV Novembre 133 Grosseto GR
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 13 Apr to 14 Apr
AU$149
13 Apr - 14 Apr
includes taxes & fees
When you stay at Hotel Terme Marine Leopoldo II in Grosseto, you'll be on the waterfront, within a 15-minute walk of Port of Marina di Grosseto and Forte di ...
Opens in a new windowHotel Terme Marine Leopoldo II
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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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^Subject to availability and chosen travel dates.