Montechiaro Vacation Rentals from $73: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Montechiaro has to offer?

Borgo Argiano : Visitors like this Montechiaro vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for Montechiaro vacation rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Castelnuovo Berardenga

Deanna

$121 nightly

Oct 20 - Oct 21

Total with taxes and fees

An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

2. Ca' Bianca Tuscany Relais

Siena

Talha

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

3. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

$126 nightly

Nov 10 - Nov 11

Total with taxes and fees

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

4. Tuscasì Aparthotel

Sovicille

Sergey

$66 nightly

Nov 4 - Nov 5

Total with taxes and fees

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

5. ApartHotel Anghel

Siena

Lauro

$62 nightly

Nov 15 - Nov 16

Total with taxes and fees

A stone building with a garden in front.

6. Borgo Argenina

Gaiole in Chianti

Tatevik

$180 nightly

Oct 19 - Oct 20

Total with taxes and fees

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

7. Villa di Sotto

Castelnuovo Berardenga

Philippe

$162 nightly

Oct 20 - Oct 21

Total with taxes and fees

A bedroom with a bed, bedside table, and a window with a view of greenery.

8. La Coroncina Lodging

Siena

Hassan

$111 nightly

Nov 9 - Nov 10

Total with taxes and fees

A rustic stone building with a courtyard.

9. Fullino Nero

Siena

Christian

$96 nightly

Oct 18 - Oct 19

Total with taxes and fees

A stone courtyard with a bench, potted plants, and a building in the background.

10. Casa di Campagna in Toscana

Sovicille

Sally

$93 nightly

Nov 15 - Nov 16

Total with taxes and fees

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

11. Bosco della Spina

Murlo

Amir

$89 nightly

Nov 1 - Nov 2

Total with taxes and fees

12. Residence Arianna

Sovicille

Violeta

$118 nightly

Nov 11 - Nov 12

Total with taxes and fees

A table with two wine glasses, a bottle, and a book.

13. Domus il Palio B&B

Ravacciano

Waleska

$66 nightly

Oct 29 - Oct 30

Total with taxes and fees

A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

14. Piazza Paradiso Accomodation

Siena City Centre

Dawn

$73 nightly

Nov 4 - Nov 5

Total with taxes and fees

A bathroom with a window view of a historic building and a tiled roof.

15. Siena Vip

Siena City Centre

Heather

$111 nightly

Oct 18 - Oct 19

Total with taxes and fees

A stone building with a yellow sign reading "b&b erioico".

16. L' Eroico

Gaiole in Chianti

Angela

$128 nightly

Nov 5 - Nov 6

Total with taxes and fees

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

17. RESIDENCE LECCIO

Asciano

Corey

$75 nightly

Oct 26 - Oct 27

Total with taxes and fees

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

18. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

$128 nightly

Nov 2 - Nov 3

Total with taxes and fees

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

19. Castello di Gargonza

Monte San Savino

Iain

$234 nightly

Oct 28 - Oct 29

Total with taxes and fees

A table set with breakfast items on a balcony overlooking a historic town.

20. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Roman

$140 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Montechiaro Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Palazzo Ravizza

10/10 Excellent

"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"

Il Chiostro del Carmine

10/10 Excellent

"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."

Find out more about Montechiaro

Everything you need to know about Montechiaro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montechiaro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Montechiaro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montechiaro vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montechiaro rentals

At Expedia, we put the best Montechiaro vacation 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 Montechiaro 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 Montechiaro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montechiaro. 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

Can I find a vacation rental in Montechiaro?

Yes, we have vacation rentals close to well known attractions in Montechiaro, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Montechiaro has to offer?

Borgo Argiano: Visitors like this Montechiaro vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

What’s there to see and do in Montechiaro?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. In the larger area, you’ll find Porta Romana and Siena State Archives.

What’s a vacation rental in Montechiaro like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Montechiaro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Montechiaro vacation rentals

1. Villa Curina Resort

2. Ca' Bianca Tuscany Relais

3. Guild Living Siena Senior Resort & Residence

4. Tuscasì Aparthotel

5. ApartHotel Anghel

6. Borgo Argenina

7. Villa di Sotto

8. La Coroncina Lodging

9. Fullino Nero

10. Casa di Campagna in Toscana

11. Bosco della Spina

12. Residence Arianna

13. Domus il Palio B&B

14. Piazza Paradiso Accomodation

15. Siena Vip

16. L' Eroico

17. RESIDENCE LECCIO

18. La Terrazza Sul Campo Rooming House

19. Castello di Gargonza

20. Residenza d'Epoca Palazzo Borghesi

Find vacation rentals that suit your style

Top Montechiaro Hotel Reviews

La Certosa di Pontignano

Palazzo Ravizza

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Il Chiostro del Carmine

Fattoria di Vegi

Borgo Scopeto Wine & Country Relais

Four Points by Sheraton Siena

Find out more about Montechiaro

Frequently asked questions

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