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Compare 779 Vacation Homes in Montecastelli with updated reviews, rates, and availability.

Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.8 out of 10, Exceptional, (56)
"My wife and I found and booked this house for our family and friends to join us for a celebration, and not one part of our experience was disappointing. We showed up late Friday night after a longer day of travel than expected, and we had people at the house waiting for us. They were very gracious and kind and I was communicated with the entire way. I was given a tour of the house and grounds and then we settled in. The house itself is huge and absolutely gorgeous. It’s a picturesque home with...
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
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
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.
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
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Belvilla by OYO San Francesco Uno
10.0 out of 10, Exceptional, (12)
"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
Le Macine, a wonderful ancient restored watermill with Pool
9.6 out of 10, Exceptional, (73)
"House was so cute, owner was there when we arrived and was very responsive to any questions. Great location to many of the surrounding towns."
Le Macine, a wonderful ancient restored watermill with Pool
Tuscan house in an ancient village near San Gimignano - Il Fienile
9.8 out of 10, Exceptional, (50)
"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
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
House with pool in residence, near San Gimignano
9.2 out of 10, Wonderful, (26)
"Great location, comfortable property with everything we needed. Perfect as a base for exploring Tuscany. The pool was great for unwinding after a day on the road and the patio, comfortable and peaceful. We will be back, thank you Fabio."
House with pool in residence, near San Gimignano
Info House
10.0 out of 10, Exceptional, (11)
"Giovanni was an amazing host. He even gave us a welcoming gift of a bottle of wine and apples. I had such an incredible time just relaxing in the peace and quiet and getting some writing done. I would recommend this spot to anyone who is interested in doing the same."
Info House
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.
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (7)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
Casa Vacanze Le Case
Charming cottage with private pool in Siena area
10.0 out of 10, Exceptional, (6)
"Gorgeous cottage with double bedroom and twin bedroom was ideal for our family of three. Beautiful scenery, very peaceful, traditional feel to the place. Easy walk to a small town with good small shop and friendly restaurant. Hosts were super welcoming and friendly - and provided a welcome food package so generous we didn't finish it all in our week long stay. If you want superfast internet or a huge TV it's not for you but then the Tuscan countryside is probably wasted on you anyway. If you...
Charming cottage with private pool in Siena area
Agriturismo La Valle
5.4 out of 10, (3)
"Struttura tranquilla ma senza ristorazione peccato... agriturismo?"
Agriturismo La Valle
Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (2)
The price is SAR 651
SAR 836 total
includes taxes & fees
18 Nov - 19 Nov
Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi
Vacation home Merlot by Interhome
Vacation home Merlot by Interhome
Belvilla by OYO Oliveta
8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta
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
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
9.6 out of 10, Exceptional, (34)
"My husband and I spent 9 days at Anna Maria and Filiberto property. We had the most wonderful time there. We can't remember having such relaxing holiday. Everything was just perfect: spacious, clean house, outdoor table with chairs, the most beautiful palm tree in front of our house, blooming flowers and trees. Absolutely perfect. We made trips to Volterra, Pisa, Sienna, San Gimignano, we walked on the beach and in the forest. We are definitely coming back. Anna Maria and Filiberto, Thank you...
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
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 Montecastelli

ApartHotel Anghel
8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is SAR 285
SAR 324 total
includes taxes & fees
1 Dec - 2 Dec
ApartHotel Anghel
agriturismo la roggiola
9.6 out of 10, Exceptional, (95)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma
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.