Montecastelli Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Montecastelli vacation rentals

Pool
Legible Butterfly

Legible Butterfly

Legible Butterfly
Montecastelli Pisano
The price is ￥76,822
￥95,662 total
includes taxes & fees
Jan 11 - Jan 12
Legible Butterfly
Terrace/patio
Casa di Campagna in Toscana

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (20)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana
Exterior
Villa le Camelie Siena

Villa le Camelie Siena

Villa le Camelie Siena
3.0 star property
Petriccio
8.6 out of 10, Excellent, (8)
"Personal people are very good. "
Switzerland
Wenjuan
The price is ￥14,966
￥17,194 total
includes taxes & fees
Jan 10 - Jan 11
Villa le Camelie Siena
Reception
Sportland

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Exterior detail
La Casa di Ines

La Casa di Ines

La Casa di Ines
2.0 star property
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is ￥11,453
￥13,513 total
includes taxes & fees
Jan 10 - Jan 11
La Casa di Ines
Daily self-serve breakfast (EUR 6 per person)
Beatabb

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior
Residence Il Paradiso

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very Good, (25)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is ￥12,676
￥14,859 total
includes taxes & fees
Jan 10 - Jan 11
Residence Il Paradiso
Exterior detail
Comfort, relaxation and nature

Comfort, relaxation and nature

Comfort, relaxation and nature
Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is ￥13,170
￥18,657 total
includes taxes & fees
Jan 11 - Jan 12
Comfort, relaxation and nature
Premium bedding, down comforters, pillowtop beds, minibar
Tuscasì Aparthotel

Tuscasì Aparthotel

Tuscasì Aparthotel
4.5 star property
Sovicille
9.0 out of 10, Wonderful, (26)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥11,144
￥14,636 total
includes taxes & fees
Jan 14 - Jan 15
Tuscasì Aparthotel
Beach
Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning
suvereto
The price is ￥10,243
￥24,510 total
includes taxes & fees
Jan 11 - Jan 12
Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning
Studio, Patio, Ground Floor | Terrace/patio
Fullino Nero

Fullino Nero

Fullino Nero
3.0 star property
Siena
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ￥16,828
￥19,243 total
includes taxes & fees
Feb 2 - Feb 3
Fullino Nero
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 ￥9,145
￥25,424 total
includes taxes & fees
Jan 11 - Jan 12
Bob House
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
3.5 star property
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ￥8,746
￥10,352 total
includes taxes & fees
Jan 13 - Jan 14
ApartHotel Anghel
Iron/ironing board, WiFi, bed sheets
Palazzo Malfatti- Studio flat standard

Palazzo Malfatti- Studio flat standard

Palazzo Malfatti- Studio flat standard
Massa Marittima
9.0 out of 10, Wonderful, (2)
"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."
United States
John H.
The price is ￥17,660
￥19,427 total
includes taxes & fees
Jan 11 - Jan 12
Palazzo Malfatti- Studio flat standard
Beach
La Casina between sea and culture: relaxation and history.

La Casina between sea and culture: relaxation and history.

La Casina between sea and culture: relaxation and history.
Montecatini Val di Cecina
10.0 out of 10, Exceptional, (1)
"Wij hebben genoten van ons onderkomen. Attente host die na onze vraag welk koffiezetapparaat er aanwezig was (klein Italiaans app) een bonen koffiemachine neergezet, super lief. We hadden alleen een kleine badkamer, maar dat was minder erg. Verder toplocatie. Het enige wat ze misschien uit hun advertentie kunnen halen is -dicht bij zee-. TIP….. Maak leuke foto’s van jullie mooie kleine dorpje."
Netherlands
Jolanda B.
The price is ￥11,194
￥18,694 total
includes taxes & fees
Jan 11 - Jan 12
La Casina between sea and culture: relaxation and history.
Exterior
Country House il Ciliegio

Country House il Ciliegio

Country House il Ciliegio
3.5 star property
Roccastrada
9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ￥11,598
￥12,757 total
includes taxes & fees
Feb 8 - Feb 9
Country House il Ciliegio
Interior
Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi

Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi

Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi
Massa Marittima
10.0 out of 10, Exceptional, (3)
"We enjoyed being right in the center of such a lovely town. Enrico was very helpful to us during our stay."
United States
Leslie T.
The price is ￥24,526
￥26,979 total
includes taxes & fees
Jan 11 - Jan 12
Palazzo Malfatti - Appartamento deluxe con vista Piazza Garibaldi
Spa
Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1)
"Tutto bellissimo. Dal check in on line semplice e funzionale, l'apertura con il codice permette di arrivare quando si vuole. Alloggio esattamente come nelle foto, pulitissimo e dotato di tutto quello che serve anche per la preparazione dei cibi. Bagno particolare trasparente, pulitissimo e con doccia doppi. Vasca idromassaggio davanti al letto ... la chicca"
Italy
Stefano S.
The price is ￥9,383
￥22,187 total
includes taxes & fees
Jan 11 - Jan 12
Colle di Val D'elsa - Siena - Apt Green - E
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is ￥14,455
￥20,764 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Exterior
Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is ￥7,737
￥20,541 total
includes taxes & fees
Jan 11 - Jan 12
Colle di Val d'Elsa - Siena - Apt Pink - B
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 Montecastelli Hotel Reviews

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent
"Great location inside the city walls. Historic building with a beautiful courtyard. Room was large, warm, and comfortable in Dec. Host was fantastic and helped us with parking recommendations for our trips to Sienna and Florence. Highly recommend."
Jonathan 7-night trip
Posted 9 days ago
Residenza d'Epoca Palazzo Buonaccorsi

Find out more about Montecastelli

Search for holiday rentals in Montecastelli on Expedia! You can easily find your home rentals, villas, holiday apartments in Montecastelli using one of the methods below:

  • View our selection of featured holiday rentals in Montecastelli
  • Use the map to find apartments and other holiday homes in the Montecastelli neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montecastelli while they last

Look no further and take a look at our great range of rental properties in Montecastelli!

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?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montecastelli is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals will I find in Montecastelli?

Expedia has 14 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 Sentierelsa Trail. 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.