Monteriggioni Vacation Rentals from CA $79: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals in Monteriggioni?

Borgo Argiano : Visitors like this Monteriggioni 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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In two weeks

In two months

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In four months

Our top choices for Monteriggioni vacation rentals

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

1. Antico Borgo Poggiarello

Monteriggioni

James Bakley

CA $263 total

includes taxes & fees

Oct 24 - Oct 25

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

2. Villa Montecastello

Monteriggioni

Alvaro

CA $256 total

includes taxes & fees

Oct 4 - Oct 5

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.

CA $304 total

includes taxes & fees

Oct 4 - Oct 5

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

CA $280 total

includes taxes & fees

Oct 7 - Oct 8

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

5. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

CA $13,540 total

includes taxes & fees

Oct 18 - Oct 19

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

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

Monteriggioni

CA $979 total

includes taxes & fees

Oct 2 - Oct 3

7. Apartment at Tenuta Bichi Borghesi Farm

Monteriggioni

Elizabeth B.

CA $1,472 total

includes taxes & fees

Oct 5 - Oct 6

A rustic stone building with a courtyard.

8. Fullino Nero

Siena

Christian

CA $175 total

includes taxes & fees

Oct 5 - Oct 6

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

CA $192 total

includes taxes & fees

Oct 29 - Oct 30

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

10. Riserva di Fizzano Residence

Castellina in Chianti

Janet

CA $301 total

includes taxes & fees

Oct 4 - Oct 5

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

CA $133 total

includes taxes & fees

Oct 25 - Oct 26

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

12. Villa le Camelie Siena

Petriccio

Mark

CA $135 total

includes taxes & fees

Oct 29 - Oct 30

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

13. Casa di Campagna in Toscana

Sovicille

Sally

CA $160 total

includes taxes & fees

Oct 30 - Oct 31

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

14. Siena Vip

Siena City Centre

Luis

CA $175 total

includes taxes & fees

Oct 28 - Oct 29

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

15. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

CA $215 total

includes taxes & fees

Oct 19 - Oct 20

A bakery display with pastries and a coffee station.

16. B&B Il Corso

Siena City Centre

Enrique

CA $186 total

includes taxes & fees

Oct 27 - Oct 28

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

17. Borgo Il Poggiaccio

Sovicille

Louie

CA $191 total

includes taxes & fees

Sep 30 - Oct 1

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

18. ApartHotel Anghel

Siena

Lauro

CA $127 total

includes taxes & fees

Oct 6 - Oct 7

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

19. Il Pozzo di Sant'Andrea

Siena

Prem

CA $157 total

includes taxes & fees

Oct 13 - Oct 14

20. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

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Top Monteriggioni Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Fattoria di Vegi

10/10 Excellent

"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."

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 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 Monteriggioni vacation rental for you. At Expedia, you can take your pick from private vacation 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 Monteriggioni vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monteriggioni vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monteriggioni vacation rentals we have selected for you start as low as CA $79 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 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 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 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 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.

Frequently asked questions

Can I find a vacation rental in Monteriggioni?

Yes, we have vacation rentals close to popular sights in Monteriggioni, or you can choose a more secluded option if you want a relaxing place to 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 vacation home rentals in Monteriggioni?

Borgo Argiano: Visitors like this Monteriggioni 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.

How many vacation rentals are there in Monteriggioni?

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

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 larger area, you’ll find Monteriggioni Castle and San Leonardo al Lago.

What’s a vacation rental in Monteriggioni like?

A vacation rental is a private property you can book for a long or short time in Monteriggioni. Vacation rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.

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Check prices for these dates

Our top choices for Monteriggioni vacation 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 vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

La Certosa di Pontignano

Fattoria di Vegi

Hotel Borgo San Luigi

Poderi Arcangelo

Villa I Barronci Resort & Spa

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Find out more about Monteriggioni

Frequently asked questions

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