A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

Monteriggioni Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Monteriggioni vacation rentals

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

1. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is CA $227
CA $255 total
includes taxes & fees
Oct 12 - Oct 13
Antico Borgo Poggiarello
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is CA $255
CA $285 total
includes taxes & fees
Oct 24 - Oct 25
Villa Montecastello
A historic building with a courtyard, brick walls, and arched windows.

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

Casa Rufini among the Sienese Hills on the Bichi Borghesi Estate
Monteriggioni
The price is CA $805
CA $971 total
includes taxes & fees
Oct 12 - Oct 13
Casa Rufini among the Sienese Hills on the Bichi Borghesi Estate
A two-story stone house with a swimming pool, surrounded by greenery and a clear sky.

4. APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM

APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
Monteriggioni
9.8 out of 10, Exceptional, (10 reviews)
"Tutto perfetto: accoglienza, pulizia, bellezza. Proprietari gentilissimi. Un luogo che resta nel cuore. Ci ritorneremo.."
Italy
giuseppe z.
The price is CA $286
CA $415 total
includes taxes & fees
Nov 1 - Nov 2
APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is CA $158
CA $281 total
includes taxes & fees
Oct 18 - Oct 19
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A historic building with a courtyard, brick walls, and arched windows.

6. Apartment at Tenuta Bichi Borghesi Farm

Apartment at Tenuta Bichi Borghesi Farm
Monteriggioni
10.0 out of 10, Exceptional, (2 reviews)
"What an incredible place to stay! This beautiful 17th century apartment is full of charm, history, and character. We spent four wonderful nights here and loved every minute. The setting is peaceful, the hosts were fantastic, and we wouldn't hesitate to stay again."
United States
Elizabeth B.
The price is CA $1,293
CA $1,460 total
includes taxes & fees
Oct 13 - Oct 14
Apartment at Tenuta Bichi Borghesi Farm
A rustic villa with a garden, a pond, and a mountainous backdrop.

7. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is CA $13,414
CA $13,422 total
includes taxes & fees
Oct 18 - Oct 19
Ebbio – Villa and Organic Farm in Monteriggioni
A rustic stone building with a courtyard.

8. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $152
CA $173 total
includes taxes & fees
Oct 12 - Oct 13
Fullino Nero
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

9. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is CA $213
CA $237 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Pacini
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

10. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is CA $278
CA $309 total
includes taxes & fees
Oct 19 - Oct 20
Riserva di Fizzano Residence
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

11. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (354 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is CA $85
CA $100 total
includes taxes & fees
Nov 11 - Nov 12
ApartHotel Anghel
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

12. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is CA $188
CA $213 total
includes taxes & fees
Nov 5 - Nov 6
Il Battistero Siena - Residenza d'Epoca
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.

13. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $94
CA $109 total
includes taxes & fees
Nov 4 - Nov 5
Tuscasì Aparthotel
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

14. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (252 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is CA $143
CA $164 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A bathroom with a window view of a historic building and a tiled roof.

15. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (489 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
The price is CA $159
CA $181 total
includes taxes & fees
Nov 2 - Nov 3
Siena Vip
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (55 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is CA $181
CA $205 total
includes taxes & fees
Nov 1 - Nov 2
Guild Living Siena Senior Resort & Residence
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

17. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
The price is CA $239
CA $270 total
includes taxes & fees
Nov 10 - Nov 11
PALAZZO DEL PAPA
A bakery display with pastries and a coffee station.

18. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is CA $117
CA $135 total
includes taxes & fees
Nov 4 - Nov 5
B&B Il Corso
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (99 reviews)
"Place was great, beautiful, modern, well maintained and staff was very helpful. I didn’t like that it is far from everything, far from train station, not too many options for food in the vicinity."
United States
Waleska
The price is CA $94
CA $110 total
includes taxes & fees
Oct 20 - Oct 21
Domus il Palio B&B
A stone courtyard with a bench, potted plants, and a building in the background.

20. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is CA $144
CA $163 total
includes taxes & fees
Nov 8 - Nov 9
Casa di Campagna in Toscana
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 Monteriggioni Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"This was one of the greatest hotel experiences we’ve had. The property is top notch. The staff are amazing. We plan on coming back for sure. It it centrally located to great sights and wineries, everything seemed to be 20 to 30 minutes away."
Joseph 4-night trip
Posted 5 hours ago
Hotel Borgo San Luigi

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.