Monteriggioni Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Monteriggioni holiday rentals

Property grounds
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Monteriggioni
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
The price is HK$2,216
HK$3,150 total
includes taxes & fees
24 Dec - 25 Dec
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Terrace/patio
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
MONTERIGGIONI
10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveller
The price is HK$2,462
HK$3,899 total
includes taxes & fees
24 Dec - 25 Dec
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is HK$483
HK$1,184 total
includes taxes & fees
29 Dec - 30 Dec
LOVE NEST SIENA YOUR LOVE NEST
Dining tables, kitchen islands
--- CASA DEL FATTORE ---

--- CASA DEL FATTORE ---

--- CASA DEL FATTORE ---
Monteriggioni
The price is HK$2,105
HK$3,762 total
includes taxes & fees
24 Dec - 25 Dec
--- CASA DEL FATTORE ---
Exterior
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

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

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66)
"Great Place and super nice Host. Location is very nice, top equiped and located only a couple of minutes away from Siena. Host is a really nice Person that has super good ideas where to go, in turism and wine/food matters. Really loved our stay (me and my Kids 14years), definitely come back. Highly recommended"
Germany
Michael G.
The price is HK$1,556
HK$2,224 total
includes taxes & fees
29 Dec - 30 Dec
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Fridge, microwave, oven, stovetop
------ LA STALLA -----

------ LA STALLA -----

------ LA STALLA -----
Monteriggioni
The price is HK$3,570
HK$4,055 total
includes taxes & fees
20 Jan - 21 Jan 2026
------ LA STALLA -----
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is HK$1,468
HK$1,652 total
includes taxes & fees
6 Jan - 7 Jan 2026
PALAZZO DEL PAPA
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
View from room
B&B Palazzo del Magnifico

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico
Exterior
The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View
Siena City Centre
9.2 out of 10, Wonderful, (16)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is HK$1,506
HK$1,720 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Balcony Suite -Piazza del Campo View
Netflix, streaming services
Two Bedroom Apartment

Two Bedroom Apartment

Two Bedroom Apartment
San Gimignano City Centre
9.8 out of 10, Exceptional, (11)
"Very well set up apartment and location was perfect. Parking is a bit of a challenge but if you don’t mind walking you will be ok. "
Canada
Bev P.
The price is HK$815
HK$1,547 total
includes taxes & fees
6 Jan - 7 Jan 2026
Two Bedroom Apartment
Property grounds
2bed, 1bath Garden apt in Chianti!

2bed, 1bath Garden apt in Chianti!

2bed, 1bath Garden apt in Chianti!
Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
The price is HK$720
HK$1,722 total
includes taxes & fees
25 Dec - 26 Dec
2bed, 1bath Garden apt in Chianti!
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (193)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Dining
Casa Masoni: design apartment with Wi-fi and air conditioning.

Casa Masoni: design apartment with Wi-fi and air conditioning.

Casa Masoni: design apartment with Wi-fi and air conditioning.
Colle val d'Elsa
9.8 out of 10, Exceptional, (9)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is HK$2,233
HK$2,809 total
includes taxes & fees
12 Jan - 13 Jan 2026
Casa Masoni: design apartment with Wi-fi and air conditioning.
Living area
Palazzo Lenzi

Palazzo Lenzi

Palazzo Lenzi
Siena City Centre
9.0 out of 10, Wonderful, (2)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is HK$3,603
HK$4,000 total
includes taxes & fees
23 Jan - 24 Jan 2026
Palazzo Lenzi
Birthday party area
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is HK$1,087
HK$1,232 total
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip
View from room
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is HK$1,424
HK$1,602 total
includes taxes & fees
15 Jan - 16 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Exterior detail
PALAZZO RINUCCINI - TORRE apartment

PALAZZO RINUCCINI - TORRE apartment

PALAZZO RINUCCINI - TORRE apartment
Siena City Centre
10.0 out of 10, Exceptional, (10)
"Great location, good communication, very clean and modern. We would stay here again. "
United States
Connie G.
PALAZZO RINUCCINI - TORRE apartment
Fridge, oven, stovetop, dishwasher
TRA LE MURA-central apartment in Siena

TRA LE MURA-central apartment in Siena

TRA LE MURA-central apartment in Siena
Siena Historical Center
10.0 out of 10, Exceptional, (7)
"This apartment is great! Very spacious and comfortable for our month long stay in Siena. Rooms are big and high ceilings make it feel even bigger. Fantastic location - easy to walk around to all of the city center. We loved our stay here!"
United States
Laura S.
The price is HK$921
HK$1,691 total
includes taxes & fees
7 Jan - 8 Jan 2026
TRA LE MURA-central apartment in Siena
Outdoor dining
Period residence located in the heart of Siena

Period residence located in the heart of Siena

Period residence located in the heart of Siena
Siena City Centre
9.6 out of 10, Exceptional, (46)
"We had the best time during our short stay in Siena. Our hosts were great! Picked us up from the train station, answered all of our questions, gave us good recommendations for dinner, made sure we were comfortable in our stay & even drove us to pick up our rental car! We couldn't have asked for more. Not to mention the location was ideal also! Would highly recommend this place to anyone!!!"
United States
Paul M.
The price is HK$1,080
HK$1,849 total
includes taxes & fees
7 Jan - 8 Jan 2026
Period residence located in the heart of Siena
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 Italia

Hotel Italia

10/10 Excellent
"Nice clean room. Close to train/bus station. Very good breakfast "
Krista 1-night trip
Posted 5 days ago
Hotel Italia

Find out more about Monteriggioni

Search for holiday rentals in Monteriggioni on Expedia! You can easily find your home rentals, villas, holiday apartments in Monteriggioni using one of the methods below:

  • View our selection of featured holiday rentals in Monteriggioni
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  • Enter your travel dates to view the best deals on holiday rentals in Monteriggioni while they last

Look no further and take a look at our great range of rental properties in Monteriggioni!

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 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 an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Monteriggioni?

Choose from 17 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.