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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 763 Vacation Homes in Montescudaio with updated reviews, rates, and availability.

Antico Podere San Francesco Hotel
Room

Antico Podere San Francesco Hotel

10.0 out of 10, Exceptional, (15)
"We loved staying here! Staff were so lovely and helpful. Our baby daughter loved the little cottage and walking around the beautiful grounds. A welcoming oasis close to Pisa, Livorno and tourist stuff."
The price is SAR 234
SAR 265 total
includes taxes & fees
4 Feb - 5 Feb
Antico Podere San Francesco Hotel
Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.
Pool

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

10.0 out of 10, Exceptional, (7)
"After an eight-day, April stay, we did not want to leave. Surrounded by fields of rolling green hills, this house was the perfect place to relax on the patio with glasses of wine and plates of pasta. Sonia and Rosario were excellent hosts and their shop (on the premises) was filled with their company’s pasta as well as sweet goodies like biscotti. Highly recommend!"
Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.
Poggio Puccino Countryhouse
Exterior

Poggio Puccino Countryhouse

10.0 out of 10, Exceptional, (25)
"Beautiful property and house. Wonderful stay!"
Poggio Puccino Countryhouse
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
Pool

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

9.8 out of 10, Exceptional, (47)
"It was amazing. House is beautiful and very clean with a gorgeous view. Sara and family were very helpful to us. "
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
Tuscan house in an ancient village near San Gimignano - Il Fienile
Natural bio pool with a spectacular view

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

9.8 out of 10, Exceptional, (51)
"Excellent and quick contact with property owner. She was very responsive when I had to make very rapid arrangements (less than 72 hours) after a different VRBO didn't work out. Upon our arrival, Roberto (the property manager - lovely gentleman - very prompt and responsive), helped us to understand the property and it's layout. We felt well-prepared and faced no difficulties during our stay. Roberto speaks Italian and English and we speak mostly English with just enough Italian to be...
Tuscan house in an ancient village near San Gimignano - Il Fienile
Volterra Countryside House
Living area

Volterra Countryside House

9.6 out of 10, Exceptional, (14)
"Lots of room on 3 floors very close to all the sites"
Volterra Countryside House
Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc
Pool

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

9.6 out of 10, Exceptional, (5)
"Soleil plage piscine visites ballade en vélo et à pieds : le top"
Apartment with 3 bedrooms, 1 bathroom and garden with furniture and bbc
Holiday house with private pool and fenced garden
Terrace/patio

Holiday house with private pool and fenced garden

10.0 out of 10, Exceptional, (49)
"We really enjoyed our 10 day stay, beds were comfortable and everything was clean, the pool was fantastic with an amazing view. Lots of space for two couples to relax and unwind yet within an hour of all the major towns and attractions. Jurgen was responsive to our needs and even helped us with the pizza oven. We will definitely consider staying here again."
Holiday house with private pool and fenced garden
Belvilla by OYO San Francesco Uno
Holiday Home Exterior [summer]

Belvilla by OYO San Francesco Uno

10.0 out of 10, Exceptional, (13)
"Wir hatten als Familie einen super Urlaub 😊 Das Haus und das Anwesen sind traumhaft gelegen eine Ruheoase. Schöner Ausgangspunkt um die Toskana zu entdecken. Riccardo ist ein toller Gastgeber und wir würden sehr gerne wiederkommen. 5 Sterne plus für dieses Anwesen"
Belvilla by OYO San Francesco Uno
Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.
Pool

Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.

10.0 out of 10, Exceptional, (2)
"We were very happy with our accommodation and the pool was fantastic. Monica was very friendly. Close to various towns that are worth seeing. We can imagine staying here again. Thank you for a wonderful week."
Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.
Old house with garden in the center of Bibbona, with a view to
Property grounds

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

9.6 out of 10, Exceptional, (38)
"The host was amazing he met us helped with our luggage both in and out of the property Its a very hilly area but beautiful Great stay lovely little garden with lots of steps to get down but worth the effort"
Old house with garden in the center of Bibbona, with a view to
Bella Valle 2 Relax in Campagna, Spiaggia a 10 Minuti, Toscana Tutta Intorno!
Room

Bella Valle 2 Relax in Campagna, Spiaggia a 10 Minuti, Toscana Tutta Intorno!

10.0 out of 10, Exceptional, (18)
"Wir haben unseren Urlaub sehr genossen. Die Lage der Unterkunft war perfekt für unsere Ausflüge. Zum Strand kann man entweder zu Fuß gehen (wir haben 30 Minuten gebraucht) oder mit dem Auto oder Fahrrad in wenigen Minuten hinfahren. Der Sandstrand hat einen Rettungsschwimmer und das Wasser ist erst flach und wird langsam tiefer. Auch ideal für Kinder. Uns hat die Unterkunft und der wunderschöne Garten sehr gefallen. Ich habe so gut geschlafen! Die Matratzen waren toll. Wir waren nur zu zweit im...
Bella Valle 2 Relax in Campagna, Spiaggia a 10 Minuti, Toscana Tutta Intorno!
Tuscany: House "Old Abbey" among the olive trees with pool
Exterior

Tuscany: House "Old Abbey" among the olive trees with pool

9.8 out of 10, Exceptional, (13)
"Wir waren zwei Wochen zu dritt hier und haben den Aufenthalt sehr genossen. Drei große, schön eingerichtete Schlafzimmer, drei voll-ausgestattete Bäder und eine sehr große, überdachte Terrasse mit schöner Aussicht nach Süden. Sehr ruhig gelegen, kein Verkehr, keine lauten Nachbarn. Mit dem netten Verwalter vor Ort hatten wir wenig Kontakt (spricht nur Italienisch), es gab aber auch keine Probleme zu klären. Übergabe völlig unkompliziert. Perfekt."
Tuscany: House "Old Abbey" among the olive trees with pool
Apartment Teatro - Holidays live here
Living area

Apartment Teatro - Holidays live here

9.4 out of 10, Exceptional, (13)
"The property had plenty of space inside and out. A great view from the upper balcony and a lovely patio for outside eating. Tastefully furnished with antique furniture. The manager was there. To help with whatever we needed. Highly recommend Chianni as a place to stay."
Apartment Teatro - Holidays live here
Agriturismo La Valle
Exterior

Agriturismo La Valle

5.4 out of 10, (3)
"Struttura tranquilla ma senza ristorazione peccato... agriturismo?"
Agriturismo La Valle
Wonderful private villa for 4 people with WIFI, terrace, pets allowed and parking
Table, Furniture, Property, Plant, Window, Building, Chair, Wood, Shade, Interior Design

Wonderful private villa for 4 people with WIFI, terrace, pets allowed and parking

Wonderful private villa for 4 people with WIFI, terrace, pets allowed and parking
Scenic Farmhouse in Peccioli with Swimming Pool near Lakes
Exterior

Scenic Farmhouse in Peccioli with Swimming Pool near Lakes

10.0 out of 10, Exceptional, (1)
"The villa was in a beauiful area of Tuscany with breathtaking views of the hills and at least three hilltop cities. The property is situated in an area perfect for day trips to the many beautiful cities of Tuscany but you will need a car. There are also many activities available on the property. The hosts were always there for anthing we might need and gave us good tips about the area to make sure we had a wonderful Tuscan experience. I would highly recommend this property."
Scenic Farmhouse in Peccioli with Swimming Pool near Lakes
Allegra apartment Tombolino beach

Allegra apartment Tombolino beach

Allegra apartment Tombolino beach
Semi-detached villa with garden
Outdoor dining

Semi-detached villa with garden

8.4 out of 10, Very Good, (8)
"Wie immer sehr gut und erholsam. Schade nur das verschmutzte Meerwasser während mehreren Tagen. Sehr freundlicher und aufmerksamer Vermieter."
Semi-detached villa with garden
Two-room WIFI and swimming pool.
Pool

Two-room WIFI and swimming pool.

8.6 out of 10, Excellent, (4)
"Sehr schöne Unterkunft, kann ich weiter empfehlen."
Two-room WIFI and swimming pool.
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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Other property types in Montescudaio

Fattoria La Steccaia
Outdoor spa tub

Fattoria La Steccaia

Fattoria La Steccaia
Villaggio Miramare
Terrace/patio

Villaggio Miramare

3.0 star property
8.0 out of 10, Very Good, (43)
"This is such a wonderful place I will definitely return sometime in the future"
The price is SAR 222
SAR 252 total
includes taxes & fees
4 Feb - 5 Feb
Villaggio Miramare
Canado Club Family Village
View from property

Canado Club Family Village

4.0 star property
8.2 out of 10, Very Good, (104)
"Cleaniness below average. Not enough sunbeds by the pool. Food was good. Restaurant/bar/animation staff very kind and prepared, reception/housekeeping very moody and dismissive. "
Canado Club Family Village
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.