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Featured Holiday Homes in Montescudaio

Old house with garden in the center of Bibbona, with a view to

Old house with garden in the center of Bibbona, with a view to

Bibbona
With a stay at this vacation home, you'll be centrally located in Bibbona, within a 10-minute drive of Parco Gallorose and Golf Club Le Capanne.
Old house with garden in the center of Bibbona, with a view to
Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Stradone del Lupo, 13, Rosignano Marittimo, LI
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 14 Jan to 15 Jan
AU$115
includes taxes & fees
14 Jan - 15 Jan
Located in Rosignano Marittimo, Antico Podere San Francesco Hotel is within a 15-minute drive of Acqua Village and Parco Gallorose.
Antico Podere San Francesco Hotel
Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc

Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc

Toscana
A stay at this vacation home places you in the heart of Fauglia, and within a 15-minute drive of Pasta Martelli.
Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc
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Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.

Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.

Cedri (Peccioli)
With a stay at this vacation home in Peccioli, you'll be 8.2 mi (13.3 km) from Castelfalfi Golf Course and 8.8 mi (14.1 km) from Temple of Minerva Medica.
Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.
Volterra Countryside House

Volterra Countryside House

Volterra
A stay at this vacation home places you in the heart of Volterra, within a 5-minute walk of Cathedral of Volterra and Rossi Alabastri Volterra.
Volterra Countryside House
Belvilla by OYO San Francesco Uno

Belvilla by OYO San Francesco Uno

Orciatico
When you stay at this vacation home in Lajatico, you'll be 7 minutes by car from Teatro del Silenzio.
Belvilla by OYO San Francesco Uno
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

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

Ghizzano
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.
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
house in the historic village in the Tuscan hills

house in the historic village in the Tuscan hills

Chianni
Located in Chianni, this vacation home is in a rural location, within a 10-minute drive of Azienda Agricola Castelvecchio and Casciana Thermal Baths.
house in the historic village in the Tuscan hills
Tuscan house in an ancient village near San Gimignano - Il Fienile

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

Gambassi Terme
When you stay at this vacation home in Gambassi Terme, you'll be 12 minutes by car from Monastery of San Vivaldo.
Tuscan 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.

Montescudaio 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 Montescudaio vacation homes are the perfect way for you to wing it.

Holiday houses in Montescudaio 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 Montescudaio 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 Montescudaio adventures, obvs.

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

Montescudaio Holiday Homes essential information

Accommodation
766 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$373
Popular accommodation
Old house with garden in the center of Bibbona, with a view to, Antico Podere San Francesco Hotel, Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc, Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi., Volterra Countryside House, Belvilla by OYO San Francesco Uno, LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO), house in the historic village in the Tuscan hills, Tuscan house in an ancient village near San Gimignano - Il Fienile

Top trending hotels in Montescudaio

Fattoria La Steccaia

Fattoria La Steccaia

Località Pianetto, 8, Montescudaio, PI
Located in Montescudaio, Fattoria La Steccaia is connected to a shopping center, within a 15-minute drive of La Regola Azienda Vitivinicola and Hermann Geiger ...
Fattoria La Steccaia
Max Hotel Livorno

Max Hotel Livorno

4 out of 5
Via Giotto Ciardi, 28, Livorno, LI
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 9 Feb to 10 Feb
AU$169
includes taxes & fees
9 Feb - 10 Feb
With a stay at Max Hotel Livorno in Livorno, you'll be within a 10-minute drive of Port of Livorno and Stabilimento termale Acque della Salute.
Max Hotel Livorno
GH Palazzo Suite & Spa

GH Palazzo Suite & Spa

5 out of 5
Piazza G. E. Modigliani, Livorno, LI
With a stay at GH Palazzo Suite & Spa, you'll be centrally located in Livorno, within a 5-minute drive of Port of Livorno and Terrazza Mascagni.
GH Palazzo Suite & Spa
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Tombolo Talasso Resort

Tombolo Talasso Resort

5 out of 5
Via Del Corallo 3, Marina di Castagneto Carducci, Castagneto Carducci, LI
Fully refundableReserve now, pay when you stay
The price is AU$373 per night from 12 Jan to 13 Jan
AU$373
includes taxes & fees
12 Jan - 13 Jan
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 ...
Tombolo Talasso Resort
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See all available properties in Montescudaio
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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.