Montecastelli Holiday Rentals from €84: Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Montecastelli

"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"

includes taxes & fees

28 Jul - 29 Jul

"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."

includes taxes & fees

27 Jul - 28 Jul

"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."

includes taxes & fees

17 Aug - 18 Aug

includes taxes & fees

26 Jul - 27 Jul

includes taxes & fees

21 Jul - 22 Jul

"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"

includes taxes & fees

25 Jul - 26 Jul

includes taxes & fees

14 Aug - 15 Aug

includes taxes & fees

17 Aug - 18 Aug

"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"

includes taxes & fees

25 Jul - 26 Jul

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31 Jul - 1 Aug

"Pros: De locatie was lekker privé, mooi terras, leuk ingericht, goede communicatie, dichtbij een supermarkt (coop) in het dorpje en dichtbij Siena. Ik raad aan de coop in het dorpje als supermarkt te gebruiken, die is groter dan de supermarkten in de stad! Er is veel te doen in de omgeving ook, maar chillen hier is ook heerlijk! Cons: Eigenlijk alleen de muggen, dus ik raad aan muggen spray mee te nemen!"

Fridge, microwave, stovetop, coffee/tea maker

includes taxes & fees

21 Jul - 22 Jul

includes taxes & fees

21 Jul - 22 Jul

includes taxes & fees

31 Jul - 1 Aug

includes taxes & fees

21 Jul - 22 Jul

"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "

includes taxes & fees

23 Jul - 24 Jul

includes taxes & fees

27 Jul - 28 Jul

"Pros: Very warm welcome by the accomodating host who was always helpful with tips for the . Very nice appartment with beautiful view and community pool."

includes taxes & fees

26 Jul - 27 Jul

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Top Montecastelli Hotel Reviews

Hotel Italia

10/10 Excellent

"Great stay at Hotel Italia, a hotel that blends its historical building with a modern feel. Great staff and top tip to park at the train station for 2 euros per 24hrs if there is no room in their small car park. Absolutely recommend this hotel!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"This a beautiful property just a short drive from SAN GIMIGNANO. The buildings, and grounds are magnificent. Very well taken care. Rooms were big and comfortable. The included Breakfast was very good Parking it's free and at the property. They have a FREE shuttle service to go to SAN GIMIGNANO, and BACK to the hotel. I ve been to San Gimignano 3 times, it's a wonderful medieval town, BUT parking outside the city walls, it's a pain. On previous trip, for 2 different days we had to wait in line for someone to leave the parking to get into the parking lot. Also it's kind of expensive parking .(more than 20 euros for the daytime) So for us leaving our car at the hotel, and going to San Gimignano and back to the hotel, with the offered shuttle WAS GREAT option. Not to worry where to park, and not waiting in line for a parking spot. The hotel STAFF was AMAZING. Super friendly, they had always a smile, and offer a solution for every request. We were 5 people traveling in 2 cars, One of the people of the group got a room, in an area with an ELEVATOR. The other 4 people, got a room in an older area of the property WITHOUT ELEVATOR, but the hotel staff, HELPED US WITH OUR LUGGAGE, at check in, and at check out. (Thank you) The hotel has an in property restaurant. Kind of expensive, the food was good, but the staff at the restaurant, did not speak much English, so communication was a problem. We will DEFINTIVLY will stay there again, on our return to TOSCANA. "

Cappuccina Country Resort

10/10 Excellent

"Really nice, quiet place to stay with an incredible view and convenient to San Gimignano. The staff and service was top notch with very friendly poolside service and at the restaurant. The room accommodations and beds are very comfortable, but the AC had trouble keeping up with the 90 degree days…especially with a mezzanine sleeping space. Regardless, we had a wonderful time. "

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, apart-hotels, 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 favorite 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 depends 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 €84 per night. Entering your travel dates in the search wizard you might find 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 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.

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Holiday Rentals in Montecastelli

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Holiday Rentals in Montecastelli

Comfort, relaxation and nature

Casa Vacanze Le Case

Villa with large garden in the Chianti hills

LaCollinaTuscany between San Gimignano and Volterra

Detached house with garden a few minutes from the abbey of San Galgano

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

Cozy Tuscan-style apartment Suitable for families. Pets allowed

2 bedroom, airconditioning, nearby coast & in the heart of the village

House with pool for 4 pax

The Sunset

Vacation Home "Il Botteghino" close to Siena with Wi-Fi

Apartment 'Home Sweet Home' with Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

LOVE NEST SIENA YOUR LOVE NEST

Holiday Home 'Traveling_spoon' with Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Vacation home with pool in Tuscany - enjoy relaxation, style and nature!

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Room 'Countryhometuscany - Courtyard' with Shared Pool, Private Terrace and Wi-Fi

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

Top Montecastelli Hotel Reviews

Hotel Italia

Poderi Arcangelo

RELAIS SANTA CHIARA - TUSCANY CHARME

Hotel Leon Bianco

Hotel Sovestro

La Cisterna

Hotel Casolare Le Terre Rosse

Hotel Il Piccolo Castello

Cappuccina Country Resort

Find out more about Montecastelli

Frequently asked questions