Book Holiday Homes in Montescudaio

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Featured Holiday Homes in Montescudaio

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$129 per night from 5 Oct to 6 Oct
AU$129
5 Oct - 6 Oct
includes taxes & fees
Located in Rosignano Marittimo, Antico Podere San Francesco Hotel is within a 15-minute drive of Acqua Village and Parco Gallorose.
Opens in a new windowAntico Podere San Francesco Hotel
Resort Riva degli Etruschi

Resort Riva degli Etruschi

Strada Provinciale della Principessa 120, San Vincenzo, LI
Located in San Vincenzo, Resort Riva degli Etruschi is a 2-minute drive from Rimigliano Coastal Park and 14 minutes from Calidario Terme Etrusche.
Opens in a new windowResort Riva degli Etruschi
Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Volterra
Located in Volterra, this vacation home is on a river, within a 15-minute drive of Balze di Volterra and Palazzo Incontri Viti.
Opens in a new windowHoliday house with private pool and fenced garden
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Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Volterra
With a stay at this vacation home in Volterra, you'll be 7.4 mi (11.9 km) from Medici Fortress and 7.7 mi (12.4 km) from Palazzo Pretorio.
Opens in a new windowCountry House & Spa - Inside Nature with panoramic views, Art Surrounded
Agriturismo I Casali - A stone farmhouse from 1850 with pool

Agriturismo I Casali - A stone farmhouse from 1850 with pool

Micciano
With a stay at this vacation home in Pomarance, you'll be by the sea, and 12.2 mi (19.7 km) from Montecatini Val di Cecina Mining Museum and 15 mi (24.1 km) ...
Opens in a new windowAgriturismo I Casali - A stone farmhouse from 1850 with pool
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
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.
Opens in a new windowLUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)
Le Macine, a wonderful ancient restored watermill with Pool

Le Macine, a wonderful ancient restored watermill with Pool

Volterra
Located in Volterra, this vacation home is in a rural location, within a 10-minute drive of Medici Fortress and Porta all'Arco.
Opens in a new windowLe Macine, a wonderful ancient restored watermill with Pool
Tuscan house in an ancient village near San Gimignano - Il Fienile

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

Gambassi Terme
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 ...
Opens in a new windowTuscan house in an ancient village near San Gimignano - Il Fienile
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.
Opens in a new windowOld house with garden in the center of Bibbona, with a view to
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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
988 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$1,123
Popular accommodation
Antico Podere San Francesco Hotel, Resort Riva degli Etruschi, Holiday house with private pool and fenced garden, Country House & Spa - Inside Nature with panoramic views, Art Surrounded, Agriturismo I Casali - A stone farmhouse from 1850 with pool, LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO), Le Macine, a wonderful ancient restored watermill with Pool, Tuscan house in an ancient village near San Gimignano - Il Fienile, Old house with garden in the center of Bibbona, with a view to

Top trending hotels in Montescudaio

Hu Montescudaio Village

Hu Montescudaio Village

3 out of 5
Via Del Poggetto Montescudaio, Montescudaio, PI
When you stay at Hu Montescudaio Village in Montescudaio, you'll be within a 10-minute drive of Hermann Geiger Cultural Foundation and Archaeological Park of ...
Opens in a new windowHu Montescudaio Village
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$157 per night from 28 Sept to 29 Sept
AU$157
28 Sept - 29 Sept
includes taxes & fees
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.
Opens in a new windowMax Hotel Livorno
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
The price is AU$1,123 per night from 19 Oct to 20 Oct
AU$1,123
19 Oct - 20 Oct
includes taxes & fees
Located in Montaione, Castelfalfi is in a rural location, a 4-minute drive from Castelfalfi Golf Course and 7 minutes from Monastery of San Vivaldo.
Opens in a new windowCastelfalfi
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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$420 per night from 28 Sept to 29 Sept
AU$420
28 Sept - 29 Sept
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
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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.