Monteriggioni Holiday Rentals from €55: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Monteriggioni has to offer?

Borgo Argiano : This holiday home rental outside of Monteriggioni is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

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Our top choices for Monteriggioni holiday rentals

A stone building with outdoor seating and a view of the countryside.

1. Antico Borgo Poggiarello

Monteriggioni

James Bakley

includes taxes & fees

11 Oct - 12 Oct

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Villa Montecastello

Monteriggioni

includes taxes & fees

29 Oct - 30 Oct

An aerial view of a large, rectangular building with a central courtyard, surrounded by lush greenery and a winding road.

3. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Siena

Robyn D.

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

4. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Toscana

A rustic villa with a garden, a pond, and a mountainous backdrop.

5. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

A historic building with a courtyard, brick walls, and arched windows.

6. Casa Rufini among the Sienese Hills on the Bichi Borghesi Estate

Monteriggioni

7. Apartment at Tenuta Bichi Borghesi Farm

Monteriggioni

Elizabeth B.

A rustic stone building with a courtyard.

8. Fullino Nero

Siena

Christian

includes taxes & fees

5 Oct - 6 Oct

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

9. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

31 Oct - 1 Nov

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

10. Riserva di Fizzano Residence

Castellina in Chianti

Janet

includes taxes & fees

8 Oct - 9 Oct

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.

11. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

31 Oct - 1 Nov

A building with a sign reading 'Villa Le Camelie' and multiple flags.

12. Villa le Camelie Siena

Petriccio

Mark

includes taxes & fees

29 Oct - 30 Oct

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

13. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

30 Oct - 31 Oct

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

14. Siena Vip

Siena City Centre

Luis

includes taxes & fees

1 Nov - 2 Nov

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

15. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

includes taxes & fees

1 Nov - 2 Nov

A bakery display with pastries and a coffee station.

16. B&B Il Corso

Siena City Centre

Enrique

includes taxes & fees

31 Oct - 1 Nov

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

17. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

14 Oct - 15 Oct

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

18. ApartHotel Anghel

Siena

Lauro

includes taxes & fees

19 Oct - 20 Oct

A traditional stone building with a courtyard, a staircase, and potted plants.

19. Il Pozzo di Sant'Andrea

Siena

Prem

includes taxes & fees

5 Oct - 6 Oct

20. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

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Top Monteriggioni Hotel Reviews

Villa I Barronci Resort & Spa

8/10 Good

"Under renovation so it could have been better"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Hotel Borgo San Luigi

10/10 Excellent

"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

Find out more about Monteriggioni

Everything you need to know about Monteriggioni 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 Monteriggioni 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 Monteriggioni holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monteriggioni holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monteriggioni. 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 Monteriggioni 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 Monteriggioni holiday rentals we have selected for you start as low as €55 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monteriggioni rentals

At Expedia, we put the best Monteriggioni 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 Monteriggioni 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 Monteriggioni 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 Monteriggioni. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a holiday rental in Monteriggioni?

Yes, there are holiday rentals close to the most popular sights in Monteriggioni, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Monteriggioni speak positively about the countryside and wineries in this destination. Make sure you have time to check out the local tours and churches during your trip.

What are some of the best holiday rentals that Monteriggioni has to offer?

Borgo Argiano: This holiday home rental outside of Monteriggioni is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Monteriggioni?

Choose from 25 Expedia holiday rentals in Monteriggioni for a memorable holiday.

What’s there to see and do in Monteriggioni?

Val di Merse and Alta Val d'Elsa River Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Monteriggioni Castle and San Leonardo al Lago.

What’s a holiday rental in Monteriggioni like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monteriggioni. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for families.

Holiday Rentals in Monteriggioni

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Check prices for these dates

Our top choices for Monteriggioni holiday rentals

1. Antico Borgo Poggiarello

2. Villa Montecastello

3. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

4. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

5. Ebbio – Villa and Organic Farm in Monteriggioni

6. Casa Rufini among the Sienese Hills on the Bichi Borghesi Estate

7. Apartment at Tenuta Bichi Borghesi Farm

8. Fullino Nero

9. Palazzo Pacini

10. Riserva di Fizzano Residence

11. Tuscasì Aparthotel

12. Villa le Camelie Siena

13. Casa di Campagna in Toscana

14. Siena Vip

15. Guild Living Siena Senior Resort & Residence

16. B&B Il Corso

17. Borgo Il Poggiaccio

18. ApartHotel Anghel

19. Il Pozzo di Sant'Andrea

20. Residence Borgo San Lorenzo a Linari

Find holiday rentals that suit your style

Top Monteriggioni Hotel Reviews

Villa I Barronci Resort & Spa

Find out more about Monteriggioni

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