Search Chalets in Monteriggioni

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Monteriggioni

Deluxe Double Room, Balcony | Terrace/patio
Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (33)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is AED 377
AED 431 total
includes taxes & fees
8 Jan - 9 January 2026
Hotel Ristorante La Dama nella Vigna
Seasonal outdoor pool
La Rocca della Magione

La Rocca della Magione

La Rocca della Magione
Monteriggioni
9.4 out of 10, Exceptional, (6)
"Lovely property in a 13th century convent. Situated on a hill overlooking a valley. Family owned, very sweet staff. Visitors (esp Americans) should know the owners speak little to no English, so come with your google translate or try and learn a little Italian prior. One major thing I learned in Italy is the importance of communicating your arrival plan with your host prior to arrival as many establishments are family owned and operated. Owner was very accommodating even though we were...
United States
Jennifer
La Rocca della Magione
In-room dining
Fattoria Lornano Winery

Fattoria Lornano Winery

Fattoria Lornano Winery
Monteriggioni
8.0 out of 10, Very Good, (5)
"The staff were so friendly and polite to us during our stay. Such a gem of a place to stay and we are very happy we chose to stay there "
Canada
Tamara
Fattoria Lornano Winery
Property entrance
Hotel I Platani

Hotel I Platani

Hotel I Platani
3.0 star property
Monteriggioni
8.8 out of 10, Excellent, (182)
"The staff was wonderful. Immensely nice person who made sure we had a safe, good time!!"
United States
Ann
Hotel I Platani
Front of property
Hotel Borgo San Luigi

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (405)
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Aerial view
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is AED 434
AED 495 total
includes taxes & fees
28 Dec - 29 Dec
Villa Montarioso
Food court
Relais Castel Bigozzi

Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (242)
"Great location, facility, staff, views and restaurant. Ideal for seclusion. "
United States
Innokentiy
The price is AED 449
AED 516 total
includes taxes & fees
27 Dec - 28 Dec
Relais Castel Bigozzi
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 AED 748
AED 1,067 total
includes taxes & fees
29 Dec - 30 Dec
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Spa
LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is AED 228
AED 559 total
includes taxes & fees
22 Dec - 23 Dec
LOVE NEST SIENA YOUR LOVE NEST
Exterior
TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..

TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..

TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..
MONTERIGGIONI
8.0 out of 10, Very Good, (1)
"Lovely home in a lovely area"
United States
jude d.
The price is AED 1,677
AED 1,918 total
includes taxes & fees
7 Jan - 8 January 2026
TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..
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 AED 1,041
AED 1,480 total
includes taxes & fees
22 Dec - 23 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.
Property grounds
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 traveler
The price is AED 1,157
AED 1,836 total
includes taxes & fees
22 Dec - 23 Dec
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Exterior
Lovely typical barn ,, in the heart of the most beautiful cities of Tuscany

Lovely typical barn ,, in the heart of the most beautiful cities of Tuscany

Lovely typical barn ,, in the heart of the most beautiful cities of Tuscany
MONTERIGGIONI (SIENA)
The price is AED 1,355
AED 1,544 total
includes taxes & fees
22 Dec - 23 Dec
Lovely typical barn ,, in the heart of the most beautiful cities of Tuscany
Exterior
--- CASA DEL FATTORE ---

--- CASA DEL FATTORE ---

--- CASA DEL FATTORE ---
Monteriggioni
The price is AED 989
AED 1,768 total
includes taxes & fees
22 Dec - 23 Dec
--- CASA DEL FATTORE ---
Exterior
------ LA STALLA -----

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

------ LA STALLA -----
Monteriggioni
The price is AED 1,677
AED 1,910 total
includes taxes & fees
22 Dec - 23 Dec
------ LA STALLA -----
Turkish bath, body treatments, body scrubs, facials
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (337)
"We enjoyed our stay"
United States
Joshua
Hotel Il Piccolo Castello
Aerial view
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is AED 303
AED 350 total
includes taxes & fees
23 Dec - 24 Dec
La Certosa di Pontignano
Aerial view
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1003)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is AED 323
AED 368 total
includes taxes & fees
8 Jan - 9 January 2026
Hotel Athena
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (211)
"Great location and staff. "
United States
Susan
The price is AED 601
AED 661 total
includes taxes & fees
15 Jan - 16 January 2026
Hotel Palazzetto Rosso
Terrace/patio
Hotel Chiusarelli

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
"Lovely staff and great location with a quiet, comfortable room."
United States
Katherine
The price is AED 288
AED 329 total
includes taxes & fees
9 Jan - 10 January 2026
Hotel Chiusarelli
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monteriggioni Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service."
Stephen 1-night trip
Posted 4 days ago
Palazzo Ravizza

Explore a world of travel with Expedia