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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Montescudaio vacation homes

Exterior
Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning

Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning

Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning
Suvereto
10.0 out of 10, Exceptional, (1)
"Pros: Location unica e curata!"
Italy
Anonymous traveler
The price is AED 367
AED 489 total
includes taxes & fees
7 Jan - 8 January 2026
Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning
Front of property - evening/night
Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
Antico Podere San Francesco Hotel
Exterior
Bob House

Bob House

Bob House
Sassetta
10.0 out of 10, Exceptional, (1)
"Struttura curata e recentemente ristrutturata, curata nei dettagli ottima per un soggiorno in tranquillita e immersa in un borgo incantevole."
United States
Sergii M.
The price is AED 215
AED 598 total
includes taxes & fees
22 Dec - 23 Dec
Bob House
Pool
Independent room "Maria Pia"

Independent room "Maria Pia"

Independent room "Maria Pia"
Sassetta
8.0 out of 10, Very Good, (1)
The price is AED 215
AED 292 total
includes taxes & fees
30 Dec - 31 Dec
Independent room "Maria Pia"
Interior
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Volterra
The price is AED 359
AED 428 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Exterior
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C

Holiday Home 'Il Mirtillo' with Wi-Fi & A/C

Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
Pisa
10.0 out of 10, Exceptional, (2)
"Great experience to stay there , super cool"
Canada
bart b.
The price is AED 746
AED 746 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
Smart TV, fireplace
2 bedroom, airconditioning, nearby coast & in the heart of the village

2 bedroom, airconditioning, nearby coast & in the heart of the village

2 bedroom, airconditioning, nearby coast & in the heart of the village
Riparbella
The price is AED 348
AED 619 total
includes taxes & fees
22 Dec - 23 Dec
2 bedroom, airconditioning, nearby coast & in the heart of the village
Property grounds
Art Beds & Garden sleeps 9 between the sea, the spa and the Tuscan countryside

Art Beds & Garden sleeps 9 between the sea, the spa and the Tuscan countryside

Art Beds & Garden sleeps 9 between the sea, the spa and the Tuscan countryside
Suvereto
Art Beds & Garden sleeps 9 between the sea, the spa and the Tuscan countryside
Pool
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
Gambassi Terme
10.0 out of 10, Exceptional, (2)
"Pros: Very warm welcome by the accomodating host who was always helpful with tips for the . Very nice appartment with beautiful view and community pool."
United States
Anonymous traveler
The price is AED 1,574
AED 2,006 total
includes taxes & fees
10 Jan - 11 January 2026
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining
Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.

Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.

Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.
Crespina Lorenzana
10.0 out of 10, Exceptional, (2)
"Absolutely fabulous property and lovely owners! Spotless, comfortable, spacious and a gorgeous view. We had a fantastic holiday."
United Kingdom
Julie A.
The price is AED 1,075
AED 1,471 total
includes taxes & fees
22 Dec - 23 Dec
Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.
Interior
Immersed in the magic of Tuscany

Immersed in the magic of Tuscany

Immersed in the magic of Tuscany
Collemontanino
The price is AED 368
AED 445 total
includes taxes & fees
3 Jan - 4 January 2026
Immersed in the magic of Tuscany
Terrace/patio
Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi
Castelnuovo di Val di Cecina
10.0 out of 10, Exceptional, (1)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is AED 2,832
AED 3,357 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi
Beach
Holiday Home 'Relax In Tuscany With Pool' with Shared Pool, Garden and Air Conditioning

Holiday Home 'Relax In Tuscany With Pool' with Shared Pool, Garden and Air Conditioning

Holiday Home 'Relax In Tuscany With Pool' with Shared Pool, Garden and Air Conditioning
Castellina Marittima
The price is AED 671
AED 1,021 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Relax In Tuscany With Pool' with Shared Pool, Garden and Air Conditioning
Smart TV
La TOSCANELLA - Terricciola house -House with garden

La TOSCANELLA - Terricciola house -House with garden

La TOSCANELLA - Terricciola house -House with garden
Selvatelle
The price is AED 1,935
AED 2,490 total
includes taxes & fees
22 Dec - 23 Dec
La TOSCANELLA - Terricciola house -House with garden
Exterior
Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning

Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning

Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning
Suvereto
The price is AED 262
AED 384 total
includes taxes & fees
7 Jan - 8 January 2026
Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning
Exterior
La Villa Apartments Tinaia- 8 beds- Private parking included with room

La Villa Apartments Tinaia- 8 beds- Private parking included with room

La Villa Apartments Tinaia- 8 beds- Private parking included with room
Livorno
The price is AED 1,239
AED 1,587 total
includes taxes & fees
22 Dec - 23 Dec
La Villa Apartments Tinaia- 8 beds- Private parking included with room
Outdoor dining
Sali and, Paradise Inn

Sali and, Paradise Inn

Sali and, Paradise Inn
Livorno
The price is AED 4,297
AED 4,873 total
includes taxes & fees
22 Dec - 23 Dec
Sali and, Paradise Inn
Outdoor dining
Cayor Room

Cayor Room

Cayor Room
Livorno
The price is AED 4,297
AED 4,873 total
includes taxes & fees
22 Dec - 23 Dec
Cayor Room
Exterior
Holiday Home 'Il Quercione' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Il Quercione' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Il Quercione' with Private Terrace, Wi-Fi and Air Conditioning
Suvereto
The price is AED 839
AED 961 total
includes taxes & fees
18 Jan - 19 January 2026
Holiday Home 'Il Quercione' with Private Terrace, Wi-Fi and Air Conditioning
Exterior
Holiday Home 'La Carraia' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'La Carraia' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'La Carraia' with Private Terrace, Wi-Fi and Air Conditioning
Suvereto
The price is AED 650
AED 773 total
includes taxes & fees
7 Jan - 8 January 2026
Holiday Home 'La Carraia' with Private Terrace, Wi-Fi and Air Conditioning
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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Top Montescudaio Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful property "
steven 2-night trip
Posted 1 month ago
Castelfalfi

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