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

Monteriggioni Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 AU$264
includes taxes & fees
19 Sept - 20 Sept
Villa Montecastello
A bakery display with pastries and a coffee station.

2. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 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 AU$359
includes taxes & fees
14 Sept - 15 Sept
B&B Il Corso
A traditional stone building with a courtyard, a staircase, and potted plants.

3. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is AU$165
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A bathroom with a window view of a historic building and a tiled roof.

4. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is AU$183
includes taxes & fees
7 Sept - 8 Sept
Siena Vip
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

5. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (218 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is AU$423
includes taxes & fees
4 Oct - 5 Oct
Il Battistero Siena - Residenza d'Epoca
A building with a sign reading 'Villa Le Camelie' and multiple flags.

6. 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 AU$135
includes taxes & fees
1 Oct - 2 Oct
Villa le Camelie Siena
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

7. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is AU$193
includes taxes & fees
10 Sept - 11 Sept
A Casa Mastacchi
A rustic stone building with a courtyard.

8. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AU$160
includes taxes & fees
13 Sept - 14 Sept
Fullino Nero
A table with two wine glasses, a bottle, and a book.

9. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is AU$109
includes taxes & fees
7 Oct - 8 Oct
Domus il Palio B&B
A stone courtyard with a bench, potted plants, and a building in the background.

10. 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 AU$192
includes taxes & fees
7 Oct - 8 Oct
Casa di Campagna in Toscana
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

11. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is AU$403
includes taxes & fees
3 Oct - 4 Oct
PALAZZO DEL PAPA
A room with a bed, a leather sofa, and a window with a view of a building outside.

12. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is AU$158
includes taxes & fees
30 Sept - 1 Oct
Al Mercato B&B
A courtyard with a stone statue, a round table, and chairs.

13. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"Great location!!! Clean and well equipped. Easy online check process. Comfortable beds and linens. Would highly recommend this property."
United States
kay
The price is AU$206
includes taxes & fees
7 Sept - 8 Sept
Regis Condo
A view from a window overlooking a rural landscape with fields and a distant mountain range.

14. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is AU$245
includes taxes & fees
23 Sept - 24 Sept
B&B Palazzo Tortoli
A table set with breakfast items on a balcony overlooking a historic town.

15. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is AU$490
includes taxes & fees
7 Sept - 8 Sept
Residenza d'Epoca Palazzo Borghesi
An outdoor café with tables and chairs under umbrellas, a stone building with green shutters, and a sign that reads "POSTERIA".

16. B&B Dei Rossi

B&B Dei Rossi
Siena City Centre
8.2 out of 10, Very good, (18 reviews)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is AU$140
includes taxes & fees
7 Oct - 8 Oct
B&B Dei Rossi
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

17. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is AU$191
includes taxes & fees
24 Sept - 25 Sept
B&B Palazzo del Magnifico
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

18. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (345 reviews)
"Great stay highly recommend!!"
United States
jon
The price is AU$156
includes taxes & fees
9 Sept - 10 Sept
ApartHotel Anghel
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

19. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is AU$135
includes taxes & fees
10 Sept - 11 Sept
Mariani Bed & Breakfast
A view of a traditional European town with stone buildings, a church with a bell tower, and a tiled roof.

20. Birbo Bike Hospitality

Birbo Bike Hospitality
Siena City Centre
8.0 out of 10, Very good, (17 reviews)
"Beautiful view from our room at the top"
United States
ralph
The price is AU$174
includes taxes & fees
8 Sept - 9 Sept
Birbo Bike Hospitality
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

Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 15 hours ago
Borgo San Felice Resort

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, 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 favourite 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 depend 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 AU$78 per night. Entering your travel dates in the search wizard might find you 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. 

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 27 Expedia holiday rentals in Monteriggioni for a memorable holiday.

What’s there to see and do in Monteriggioni?

Alta Val d'Elsa River Park and Val di Merse 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.