Montecastelli Holiday Rentals

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Holiday Rentals in Montecastelli

ApartHotel Anghel

8.2 out of 10, Very good, (311)
"Nice place, quiet and clean!"
The price is AU$143
includes taxes & fees
26 Feb - 27 Feb
ApartHotel Anghel

san gimignano apartment in historical center, courtyard and fast free wifi

9.6 out of 10, Exceptional, (28)
"Amazing place with great location "
The price is AU$186
includes taxes & fees
24 Feb - 25 Feb
san gimignano apartment in historical center, courtyard and fast free wifi

Riserva di Fizzano Residence

3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay and experience. The property is well maintained and very peaceful. Everyone on the staff is friendly and very excited to have you as a guest. Food was wonderful. 5 stars all around. Convenient location for day trips or to just relax by the pool. Highly recommend"
Riserva di Fizzano Residence

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

agriturismo la roggiola

9.6 out of 10, Exceptional, (97)
"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"
agriturismo la roggiola

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

9.2 out of 10, Wonderful, (31)
"We had a great time in Radicondoli. Really enjoyed the village and both restaurants were fantastic. People were very friendly and our host was great. Highly recommend the coffee shop for breakfast and took full advantage of the laundromat in town. Views from the patio were amazing. Look forward to returning and highly recommend. "
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (31)
"The location was excellent, 30 minute walk (2.1 km) to the main gate of Siena or 15 minute bus ride (bus stop 25 meters from the house). The home is beautiful, lots of amenities, it was very rustic. The pool area could use a good trimming, the online photos showed the property better than it actually was but not too far off."
Il Boschetto an oasis of peace and nature in Siena

Beautiful Villa With Panoramic Views near San Gimignano

9.6 out of 10, Exceptional, (70)
"We had a wonderful stay and this property provided a nice central location from which to explore the region. Information from Steve was timely and extremely helpful. "
Beautiful Villa With Panoramic Views near San Gimignano

Historic mill with private swimming pool

Historic mill with private swimming pool

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

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....
The price is AU$267
includes taxes & fees
4 Mar - 5 Mar
panoramica casa con piscina privata

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

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

Detached villa with panoramic garden

9.8 out of 10, Exceptional, (52)
"We had a great stay at the house of Marisa and Paolo. Both were very welcoming, and we spent a perfect week in Chiusdino. The house provided everything we needed for our family of four. From the garden we had a beautiful view towards the hills. And the swimming pool was great to cool down and escape from the summer heat. Chiusdino provides a couple of good restaurants which are all in walking distance. We usually had our morning coffee in the bellavista bar, which rightfully has this name. For...
Detached villa with panoramic garden

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Private House with Exclusive Swimming Pool Heated and Amazing View

9.6 out of 10, Exceptional, (51)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
Private House with Exclusive Swimming Pool Heated and Amazing View

Panoramic villa w/ private infinity pool & garden

9.2 out of 10, Wonderful, (30)
"We loved our stay in the villa. The location felt rural enough but was also only a 10 minute walk into town (it’s a bit steep though) where there were some great bars, restaurants and a little shop. The pool has a great view and there is plenty of land (including an onsite vineyard). We had some challenges finding the villa by car due to some roadworks and the person who met us did not speak any English (we don’t speak any Italian), however a call to the property managing agent sorted this out....
Panoramic villa w/ private infinity pool & garden

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

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
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 types of properties in Montecastelli you may be interested in

Hotel Italia

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Great location, very close to the train station and the old city. Super friendly staff, great facilities. I loved it :)"
The price is AU$144
includes taxes & fees
3 Mar - 4 Mar
Hotel Italia

Borgo Santo Pietro

5.0 star property
9.6 out of 10, Exceptional, (44)
"The property is gorgeous. We had plans to visit other places nearby but ended up spending more of our time within the property itself because we enjoyed it so much. "
Borgo Santo Pietro

Hotel Sovestro

3.0 star property
9.6 out of 10, Exceptional, (220)
"Great hotel in good location. Lovely room, staff were great & provided good info on the area. Pool looked very inviting but was raining when we stayed. Would totally recommend. "
The price is AU$212
includes taxes & fees
26 Feb - 27 Feb
Hotel Sovestro
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 holiday rentals in Montecastelli?

Yes, there are holiday rentals close to the most popular sights in Montecastelli, or you can select a more secluded option if you're looking for a relaxing stay.

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

Beautiful stone house with garden and private pool.: This holiday home rental outside of Montecastelli is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

How many holiday rentals will I find in Montecastelli?

Expedia has 9 holiday 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 Alta Val d'Elsa River Park. In the wider area, you’ll find Medici Fortress and Etruscan Museum.

What are holiday rentals like in Montecastelli?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montecastelli. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family getaway.