Montecastelli Vacation Rentals

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Vacation Rentals in Montecastelli

Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (68)
"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. "
The price is CA $76
CA $85 total
includes taxes & fees
Sep 24 - Sep 25
Camping Boschetto Di Piemma
ApartHotel Anghel
8.2 out of 10, Very good, (303)
"Nice place, quiet and clean!"
The price is CA $151
CA $172 total
includes taxes & fees
Oct 4 - Oct 5
ApartHotel Anghel
panoramica casa con piscina privata
7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
panoramica casa con piscina privata
agriturismo la roggiola
9.8 out of 10, Exceptional, (89)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Borgo San Lorenzo a Linari
8.6 out of 10, Excellent, (95)
"Beautiful and tranquil stay , 15 mins outside of Siena, great to escape to , wish we had stayed longer"
The price is CA $234
CA $257 total
includes taxes & fees
Oct 20 - Oct 21
Borgo San Lorenzo a Linari
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (92)
"Lovely large 4 bedroom house with spectacular views of San Gimignano. Really enjoyed our stay and highly recommend this rental. Everything was perfect including the pool. Alessandro "
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Palazzo Pacini
9.6 out of 10, Exceptional, (80)
"Very charming Tuscan feel and Great hospitality, we felt very welcome!"
The price is CA $207
CA $231 total
includes taxes & fees
Sep 27 - Sep 28
Palazzo Pacini
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
9.4 out of 10, Exceptional, (65)
"Very enjoyable and great location to visit Tuscany"
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
9.6 out of 10, Exceptional, (33)
"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
Holiday cottage in ancient village - sea - Etruscan Coast
9.4 out of 10, Exceptional, (13)
"Der Aufenthalt war wirklich sehr schön. Sassetta liegt in einem idyllischen Dorf mit kleiner Infrastruktur. Es gibt ein paar Restaurants und ein paar Einkaufsmöglichkeiten. Städte wie Bolgherie und Piombino sind nur ein Katzensprung. Die Wohnung selbst ist wunderschön und traditionell eingerichtet. Die Aussicht aus den Fenstern ist atemberaubend. Man hat wirklich alles, was man braucht. Sehr schön ist auch das Städtchen selbst. Der historische Ortskern ist so schön, dass er ein Reiseziel für...
Holiday cottage in ancient village - sea - Etruscan Coast
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (79)
"This was our second villa rental in the San Gimignano area, our first at Alessandro's villa and it was amazing! Alessandro was very responsive and helpful from the moment we booked the year prior, until the day we checked out. We were a group of 6 adults and had plenty of room. The villa has every amenity you might need during your stay. At check in Alessandro provided us with helpful information about the surrounding area. The villa is in a beautiful setting surrounded by vineyards and olive...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Typical farmhouse with private pool between Pisa and Siena
9.4 out of 10, Exceptional, (18)
"The setting in the Tuscan countryside was amazing. A very charming historic Farmhouse. The hosts were so kind and charming. The pool was beautiful and refreshing. The kitchen was very useful for home cooking. Despite high heat outside, we could close the shutters and windows and keep the house cool until the evening. The night air in the country was so cool to sleep in. A very authentic rural place. We were able to drive to busy sites around Tuscany and then come home to a peaceful and quiet...
Typical farmhouse with private pool between Pisa and Siena
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (71)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Holiday house with private pool and fenced garden
10.0 out of 10, Exceptional, (47)
"Our family had a wonderful 10 day stay in August 24. The house is lovely and well equipped. The swimming pool is magnificent size for a villa. The bedrooms were excellent and large. The communication with Gabrielle and Jurgen was fantastic and very fast. Downstairs could do with aircon, especially during a Tuscan summer!!!. We thought the whole house would have it and not just the bedrooms, especially at the price we were paying. Suggesting keeping the curtains close did not help and...
Holiday house with private pool and fenced garden
Villa luna with pool and garden near the center of Siena
8.8 out of 10, Excellent, (25)
"Wonderful location. Loved the view, the pool, the outdoor bbq area"
Villa luna with pool and garden near the center of Siena
Villa with large garden in the Chianti hills
9.4 out of 10, Exceptional, (67)
"This house was in a great, central location for exploring Tuscany. The outside space was beautiful. The pool was great after a long hot day. The house had every thing we needed. It is on a dirt road which surprised us, but wS not a problem."
Villa with large garden in the Chianti hills
Watching The Horizon in residence with swimming pool for a fee
9.0 out of 10, Wonderful, (2)
"Appartamento ben arredato con grande terrazza e vista magnifica sulle colline. Ho apprezzato molto cenare fuori alla luce della luna piena e approfittare sin dal mattino della bella atmosfera. La piscina è molto vicina e Gina è stata fantastica ad accoglierci e darci consigli dall'inizio alla fine del nostro soggiorno. Grazie e a presto! "
Watching The Horizon in residence with swimming pool for a fee
Belvilla by OYO San Francesco Uno
10.0 out of 10, Exceptional, (11)
"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
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.8 out of 10, Exceptional, (55)
"While the house is located far out in the Tuscan country side down a gravel road (closest small town is 15 away), it's location within Tuscany is unbeatable - 90 min from Florence, 25 min from Volterra - and Siena, San Gimingnano, Pisa/Lucca, wineries, beaches in between. The location is so peaceful and beautiful - bring bug spray for the mosquitos! A small price to pay for the views. Laura and Marco were very responsive and helpful. The place was spotless. Consuela and her family (Dominque is...
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Le Macine, a wonderful ancient restored watermill with Pool
9.6 out of 10, Exceptional, (70)
"Le Macine is a really lovely place to stay. The villa is large, with 3 evenly sized bedrooms, 2 fully equipped bathrooms and plenty of social entertaining space. The air conditioning was very effective and welcome and Wi-Fi good. Outdoors, there is a substantial garden and the pool itself is large for a villa - have been to hotels with smaller pools! Eating outside was great in the evening, with the separate doorway to the kitchen also great. Everything was clean and we did have everything...
Le Macine, a wonderful ancient restored watermill with Pool
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Other types of properties in Montecastelli you may be interested in

Hotel Ristorante Alcide
4.0 star property
8.2 out of 10, Very good, (432)
"We were very pleased with our stay and found it central to many areas of interest "
The price is CA $91
CA $107 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Ristorante Alcide
Hotel Italia
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location for the train station and old town. Staff were friendly and breakfast excellent. "
The price is CA $209
CA $238 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Italia
Poderi Arcangelo
8.8 out of 10, Excellent, (263)
"We stayed at Poderi Arcangelo with our two teenage daughters. We all loved our stay so much. The pool was beautiful, food and wine were delicious, and the staff were so helpful and lovely. We did a cooking class which was a highlight. We also ate at the restaurant 2 times and loved it. Thank you Poderi Arcangelo! We left feeling relaxed and happy. Give Zoe a cuddle from all of us! "
The price is CA $128
CA $146 total
includes taxes & fees
Oct 24 - Oct 25
Poderi Arcangelo
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.

Frequently asked questions

Are there vacation rentals in Montecastelli?

Yes, we offer vacation rentals close to top points of interest in Montecastelli, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Montecastelli has to offer?

Independent house in the hills of the Sienese countryside: This vacation home rental outside of Montecastelli is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Montecastelli?

Expedia has 17 vacation rentals for your stay in Montecastelli.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Terre di Vini, or get out into nature at a spot like Berignone Forest Nature Reserve. In the larger area, you’ll find Medici Fortress and Etruscan Museum.

What are vacation rentals like in Montecastelli?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Montecastelli. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.