Montecastelli Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Montecastelli

Property grounds
Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea

Siena
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Terrace/patio
Casa di Campagna in Toscana

Casa di Campagna in Toscana

Sovicille
9.4 out of 10, Exceptional, (18)
"Beautiful property in the middle of nature with an excellent restaurant and super friendly staff."
United States
Matt
Casa di Campagna in Toscana
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is P5,179
P7,755 total
includes taxes & fees
Nov 20 - Nov 21
Palazzo al Torrione 2
View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Sovicille
9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P4,433
P5,082 total
includes taxes & fees
Nov 18 - Nov 19
Tuscasì Aparthotel
Property entrance
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 P4,742
P5,560 total
includes taxes & fees
Nov 17 - Nov 18
Residence Il Paradiso
Daily self-serve breakfast (EUR 6 per person)
Beatabb

Beatabb

Guardistallo
9.0 out of 10, Wonderful, (7)
"We had a bit of an issue getting into the property. Locals helped with calling the owner. Not sure what we would have done otherwise! Stairs to our shower area and balcony were not for anyone physically challenged. Very clean, comfortable mattress, darling small town, and lovely breakfast provided."
United States
Cheryl
Beatabb
Exterior detail
La Casa di Ines

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
The price is P6,736
P7,752 total
includes taxes & fees
Nov 26 - Nov 27
La Casa di Ines
Garden
Fullino Nero

Fullino Nero

Siena
9.6 out of 10, Exceptional, (49)
"The view of vineyards and olive trees."
Canada
Sunil
The price is P5,815
P6,672 total
includes taxes & fees
Nov 15 - Nov 16
Fullino Nero
Reception
AlbergoDiffusoVolterra

AlbergoDiffusoVolterra

Volterra
8.4 out of 10, Very Good, (18)
"Amazing property. Very beautiful "
Canada
Charles
AlbergoDiffusoVolterra
Exterior
Sportland

Sportland

Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

Siena
8.4 out of 10, Very Good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is P4,154
P4,843 total
includes taxes & fees
Nov 18 - Nov 19
ApartHotel Anghel
Seasonal outdoor pool, pool umbrellas, sun loungers
Country House il Ciliegio

Country House il Ciliegio

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 P4,456
P4,901 total
includes taxes & fees
Dec 15 - Dec 16
Country House il Ciliegio
Exterior
Villa le Camelie Siena

Villa le Camelie Siena

Petriccio
8.6 out of 10, Excellent, (8)
"Nice for the price. Would stay there again."
United States
Mark
The price is P5,616
P6,452 total
includes taxes & fees
Nov 15 - Nov 16
Villa le Camelie 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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Top Montecastelli Hotel Reviews

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

10/10 Excellent
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
George 1-night trip
Posted 6 days ago
Hotel Palazzo San Lorenzo & SPA

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?

Casa Vacanze Le Case: This vacation home rental outside Montecastelli offers an outdoor pool, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a garden.

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 Alta Val d'Elsa River Park. 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.