Montecastelli Holiday Rentals

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Our top choices for Montecastelli holiday rentals

Legible Butterfly

Legible Butterfly
Montecastelli Pisano
The price is AU$893
includes taxes & fees
2 Feb - 3 Feb
Legible Butterfly

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AU$197
includes taxes & fees
4 Feb - 5 Feb
Palazzo al Torrione 2

Sportland

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

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Personal people are very good. "
Switzerland
Wenjuan
The price is AU$140
includes taxes & fees
30 Jan - 31 Jan
Villa le Camelie Siena

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7 reviews)
"Love this town. Location is great "
United States
William
The price is AU$128
includes taxes & fees
27 Jan - 28 Jan
La Casa di Ines

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (20 reviews)
"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

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98 reviews)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is AU$195
includes taxes & fees
25 Jan - 26 Jan
Palazzo Pacini

THE BEST VIEW San Gimignano

THE BEST VIEW San Gimignano
SAN GIMIGNANO
8.8 out of 10, Excellent, (3 reviews)
"It was a lovely apartment and the host is absolutely fabulous and easy to talk/chat with and responsive and they went above and beyound when I left my wallet behind on the day I flew out. When I stayed it was extremely hot(big European heat wave) and it was difficult to get cooled down at night but I think this was unusual time but be careful if you are sensitive to the heat at night."
United States
Eileen B.
The price is AU$169
includes taxes & fees
24 Jan - 25 Jan
THE BEST VIEW San Gimignano

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (59 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is AU$215
includes taxes & fees
27 Jan - 28 Jan
B&B Palazzo Tortoli

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (49 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AU$185
includes taxes & fees
25 Jan - 26 Jan
Fullino Nero

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

Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning
suvereto
The price is AU$232
includes taxes & fees
2 Feb - 3 Feb
Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning

San Gimignano Apartments Vernaccia free Netflix

San Gimignano Apartments Vernaccia free Netflix
San Gimignano City Centre
9.2 out of 10, Wonderful, (5 reviews)
"Safe place with lots of facilities. Microwave, washer, refrigerator, etc. It could use a few more clothes hangers, but overall a great place."
United States
byrl
The price is AU$169
includes taxes & fees
23 Jan - 24 Jan
San Gimignano Apartments Vernaccia free Netflix

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (157 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is AU$139
includes taxes & fees
30 Jan - 31 Jan
Donna Nobile

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is AU$121
includes taxes & fees
21 Feb - 22 Feb
Country House il Ciliegio

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$127
includes taxes & fees
26 Jan - 27 Jan
Tuscasì Aparthotel

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 reviews)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveller
The price is AU$198
includes taxes & fees
22 Jan - 23 Jan
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

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 review)
"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 AU$180
includes taxes & fees
25 Jan - 26 Jan
La Casina between sea and culture: relaxation and history.

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (1 review)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AU$285
includes taxes & fees
22 Jan - 23 Jan
Cozy Tuscan-style apartment Suitable for families. Pets allowed
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

Find out more about Montecastelli

Everything you need to know about Montecastelli holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montecastelli holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montecastelli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montecastelli holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montecastelli. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montecastelli holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montecastelli holiday rentals we have selected for you start as low as AU$127 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montecastelli rentals

At Expedia, we put the best Montecastelli holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montecastelli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montecastelli holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montecastelli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 14 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 Val di Merse. 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.