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Featured Holiday Homes in Santa Maria a Monte

Design house in Tuscan style surrounded by nature

Design house in Tuscan style surrounded by nature

Pescaglia
Located in Pescaglia, this vacation home is in the mountains, within a 15-minute drive of Chestnut Museum and Teatrino di Vetriano.
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Opens in a new windowDesign house in Tuscan style surrounded by nature
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)

Ghizzano Provincia di Pisa
When you stay at this vacation home in Peccioli, you'll be next to a golf course and 14 minutes by car from Castelfalfi Golf Course.
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Opens in a new windowLUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)
Historic mansion with suites, rooms and scenic garden

Historic mansion with suites, rooms and scenic garden

Montopoli Tuscany
With a stay at this vacation home in Montopoli in Val d'Arno, you'll be within a 10-minute drive of Arno River and Pasticceria Andreoni.
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Opens in a new windowHistoric mansion with suites, rooms and scenic garden
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Cottage in charming position, with pool, in residence, surrounded from hills.

Cottage in charming position, with pool, in residence, surrounded from hills.

Montecarlo Tuscany
Located in Montecarlo, this vacation home is in a rural location, within a 5-minute drive of Tenuta del Buonamico and Fattoria del Teso.
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Opens in a new windowCottage in charming position, with pool, in residence, surrounded from hills.
Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Volterra Toskana
Located in Volterra, this vacation home is on a river, within a 15-minute drive of Balze di Volterra and Palazzo Incontri Viti.
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Opens in a new windowHoliday house with private pool and fenced garden
Detached house, private swimming pool, private fenced garden, panoramic view

Detached house, private swimming pool, private fenced garden, panoramic view

Montopoli in val d'Arno Toscana
Located in Montopoli in Val d'Arno, this vacation home is by the ocean, within a 10-minute drive of Pasticceria Andreoni and Arno River.
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Opens in a new windowDetached house, private swimming pool, private fenced garden, panoramic view
Live the magic of Lucca’s historic center in a real stunning 11th-century tower

Live the magic of Lucca’s historic center in a real stunning 11th-century tower

Lucca Tuscany
A stay at this vacation home places you in the heart of Lucca, steps from Cathedral of St Martin and San Giovanni Church.
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Opens in a new windowLive the magic of Lucca’s historic center in a real stunning 11th-century tower
Elegant villa: 6 dble beds/baths

Elegant villa: 6 dble beds/baths

Gugliano
With a stay at this vacation home in Lucca, you'll be in the mountains, and 26.4 mi (42.4 km) from Viareggio Beach and 5.6 mi (9 km) from Parish Church of Santa ...
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Opens in a new windowElegant villa: 6 dble beds/baths
Tuscan house in an ancient village near San Gimignano - Il Fienile

Tuscan house in an ancient village near San Gimignano - Il Fienile

Gambassi Terme Tuscany
Located in Gambassi Terme, this vacation home is in a rural location, within a 15-minute drive of Monastery of San Vivaldo and Pieve di Santa Maria a ...
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Opens in a new windowTuscan house in an ancient village near San Gimignano - Il Fienile
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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.

Santa Maria a Monte 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 Santa Maria a Monte vacation homes are the perfect way for you to wing it.

Holiday houses in Santa Maria a Monte 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 Santa Maria a Monte 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 Santa Maria a Monte adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Santa Maria a Monte 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 Santa Maria a Monte 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.

Santa Maria a Monte Holiday Homes essential information

Accommodation
1520 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$131
Popular accommodation
Design house in Tuscan style surrounded by nature, LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO), Historic mansion with suites, rooms and scenic garden, Cottage in charming position, with pool, in residence, surrounded from hills., Holiday house with private pool and fenced garden, Detached house, private swimming pool, private fenced garden, panoramic view, Live the magic of Lucca’s historic center in a real stunning 11th-century tower, Elegant villa: 6 dble beds/baths, Tuscan house in an ancient village near San Gimignano - Il Fienile

Top trending hotels in Santa Maria a Monte

Hotel Bologna

Hotel Bologna

4 out of 5
Via Mazzini 57 Pisa PI
Fully refundableReserve now, pay when you stay
With a stay at Hotel Bologna in Pisa (Pisa City Centre), you'll be a 5-minute drive from Leaning Tower and 6 minutes from Cisanello Hospital.
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Opens in a new windowHotel Bologna
Grand Hotel Bonanno

Grand Hotel Bonanno

4 out of 5
Via Carlo Francesco Gabba, 17 Pisa PI
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 4 Jan to 5 Jan
AU$131
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Grand Hotel Bonanno, you'll be centrally located in Pisa, a 3-minute drive from Leaning Tower and 7 minutes from Cisanello Hospital.
Opens in a new windowGrand Hotel Bonanno
Prato dei Miracoli Residenza d'Epoca

Prato dei Miracoli Residenza d'Epoca

Piazza del Duomo 5 Pisa PI
Fully refundable
With a stay at Prato dei Miracoli Residenza d'Epoca, you'll be centrally located in Pisa, steps from Piazza del Duomo and Leaning Tower.
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Opens in a new windowPrato dei Miracoli Residenza d'Epoca
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Hotel San Ranieri

Hotel San Ranieri

4 out of 5
Via Filippo Mazzei, 2 Pisa PI
Fully refundableReserve now, pay when you stay
When you stay at Hotel San Ranieri in Pisa, you'll be near the airport, within a 5-minute drive of Church of San Michele degli Scalzi in Orticaia and Giardino ...
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Opens in a new windowHotel San Ranieri
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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.