Monteriggioni Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Monteriggioni holiday rentals

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

1. 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 S$501
includes taxes & fees
28 Nov - 29 Nov
Villa Montecastello
A dining area with tables set for meals, a chandelier, and a view of the outdoors.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$167
includes taxes & fees
3 Dec - 4 Dec
Palazzo Pacini
A rustic stone building with a courtyard.

3. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (60 reviews)
"Very nice place close to"
Canada
Annie
The price is S$148
includes taxes & fees
17 Nov - 18 Nov
Fullino Nero
A rustic stone building with a garden in front, a clear view of the countryside, and a lamp post.

4. 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 S$99
includes taxes & fees
16 Nov - 17 Nov
Casa di Campagna in Toscana
A stone building with a tiled roof, surrounded by greenery and a large terracotta pot.

5. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is S$184
includes taxes & fees
15 Nov - 16 Nov
Agriturismo La Ferrozzola
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

6. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (62 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is S$142
includes taxes & fees
15 Nov - 16 Nov
Guild Living Siena Senior Resort & Residence
A hotel reception area with a green counter, yellow chairs, and a balcony with a view.

7. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$109
includes taxes & fees
19 Nov - 20 Nov
Tuscasì Aparthotel
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

8. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is S$169
includes taxes & fees
16 Nov - 17 Nov
Casa Vacanze Squarcialupi
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is S$87
includes taxes & fees
1 Dec - 2 Dec
ApartHotel Anghel
A building with a sign reading 'Villa Le Camelie' and multiple flags.

10. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is S$112
includes taxes & fees
15 Nov - 16 Nov
Villa le Camelie Siena
Outdoor pool

11. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is S$189
includes taxes & fees
9 Dec - 10 Dec
Residence Arianna
A bedroom with a bed, bedside tables, a wardrobe, and a hanging light fixture.

12. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (498 reviews)
"The room was modern and clean. Enjoyed the breakfast."
Australia
John
The price is S$130
includes taxes & fees
16 Nov - 17 Nov
Siena Vip
A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is S$84
includes taxes & fees
15 Dec - 16 Dec
Chianti Village Morrocco
A bakery display with pastries and a coffee station.

14. B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is S$108
includes taxes & fees
26 Nov - 27 Nov
B&B Il Corso
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

15. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (227 reviews)
"Very nice hotel with wonderful staff. Very accommodating. Would highly recommend."
United States
Anthony
The price is S$180
includes taxes & fees
26 Nov - 27 Nov
Il Battistero Siena - Residenza d'Epoca
A garden patio with two metal chairs, a round table, and a picnic setup including a basket, jars, and plates of food.

16. La Coroncina Lodging

La Coroncina Lodging
Siena
9.8 out of 10, Exceptional, (44 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is S$123
includes taxes & fees
15 Nov - 16 Nov
La Coroncina Lodging
A table with two wine glasses, a bottle, and a book.

17. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is S$98
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
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.
View all properties

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Top Monteriggioni Hotel Reviews

A hotel room with a large bed, a vanity with a mirror, and a green archway.
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena

10/10 Excellent

Cozy hotel, serves great food and staff are friendly and helpful.
Singapore
Oi Kee
Reviewed December 1, 2021
Hotel Certosa Di Maggiano

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.