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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Montegrossi apartments

Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is AED 242
AED 283 total
includes taxes & fees
6 Jan - 7 January 2026
ApartHotel Anghel
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop
Regis Condo

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.0 out of 10, Very Good, (2)
"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 AED 414
AED 482 total
includes taxes & fees
11 Jan - 12 January 2026
Casa Vacanze Squarcialupi
Dining
Elegant Tuscan Retreat Near Florence

Elegant Tuscan Retreat Near Florence

Elegant Tuscan Retreat Near Florence
Figline e Incisa Valdarno
The price is AED 216
AED 423 total
includes taxes & fees
15 Jan - 16 January 2026
Elegant Tuscan Retreat Near Florence
Terrace/patio
Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is AED 487
AED 549 total
includes taxes & fees
3 Jan - 4 January 2026
Casa Vacanze Le Fornaci
Exterior detail
BANDINI 35-central with elevator and air conditioning

BANDINI 35-central with elevator and air conditioning

BANDINI 35-central with elevator and air conditioning
Siena City Centre
9.2 out of 10, Wonderful, (9)
"We loved our stay here. Located on a quiet street but close to Piazza del Campo."
United States
Nancy H.
The price is AED 358
AED 714 total
includes taxes & fees
7 Jan - 8 January 2026
BANDINI 35-central with elevator and air conditioning
Interior
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Toscana
10.0 out of 10, Exceptional, (1)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
The price is AED 616
AED 1,190 total
includes taxes & fees
25 Dec - 26 Dec
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Fridge, microwave, oven, stovetop
Cennano Suite - enter apartment

Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is AED 238
AED 488 total
includes taxes & fees
26 Dec - 27 Dec
Cennano Suite - enter apartment
Terrace/patio
Charming relais in Siena at the gates of Chianti

Charming relais in Siena at the gates of Chianti

Charming relais in Siena at the gates of Chianti
Siena
10.0 out of 10, Exceptional, (3)
"We loved everything about this property! The location was perfect: close to the city center. The house is beautiful and we had a fantastic vacation."
United States
Susan H.
The price is AED 475
AED 665 total
includes taxes & fees
3 Jan - 4 January 2026
Charming relais in Siena at the gates of Chianti
Outdoor dining
Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
Greve in Chianti
The price is AED 514
AED 778 total
includes taxes & fees
26 Dec - 27 Dec
Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
Outdoor dining
[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia

[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia

[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia
Arbia
The price is AED 295
AED 693 total
includes taxes & fees
11 Jan - 12 January 2026
[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia
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 735
AED 1,050 total
includes taxes & fees
29 Dec - 30 Dec
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Fridge, microwave, oven, stovetop
The small square of the Castellare

The small square of the Castellare

The small square of the Castellare
Siena City Centre
10.0 out of 10, Exceptional, (2)
"Our 2 dat stop in Siena was made extra special because we had the lovely, charming apartment to return home to. So close to everything. Would definitely stay again! "
United States
Julie S.
The price is AED 447
AED 855 total
includes taxes & fees
7 Jan - 8 January 2026
The small square of the Castellare
Private kitchen
Podere La Miniera Relax & Food with Shared Garden and Wi-Fi

Podere La Miniera Relax & Food with Shared Garden and Wi-Fi

Podere La Miniera Relax & Food with Shared Garden and Wi-Fi
Siena
The price is AED 380
AED 398 total
includes taxes & fees
11 Jan - 12 January 2026
Podere La Miniera Relax & Food with Shared Garden and Wi-Fi
1 bedroom, in-room safe, travel crib, free WiFi
Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is AED 284
AED 586 total
includes taxes & fees
6 Jan - 7 January 2026
Colle di Val d'Elsa - Siena - Apt Pink - B
1 bedroom, in-room safe, travel crib, WiFi
Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1)
"Tutto bellissimo. Dal check in on line semplice e funzionale, l'apertura con il codice permette di arrivare quando si vuole. Alloggio esattamente come nelle foto, pulitissimo e dotato di tutto quello che serve anche per la preparazione dei cibi. Bagno particolare trasparente, pulitissimo e con doccia doppi. Vasca idromassaggio davanti al letto ... la chicca"
Italy
Stefano S.
The price is AED 328
AED 631 total
includes taxes & fees
11 Jan - 12 January 2026
Colle di Val D'elsa - Siena - Apt Green - E
Comfort Single Room, Shared Bathroom (Casato 35) | Exterior
Rinidia Siena Centro

Rinidia Siena Centro

Rinidia Siena Centro
Siena City Centre
8.0 out of 10, Very Good, (1)
"The property is in a FANTASTIC location."
United States
Donna
The price is AED 587
AED 663 total
includes taxes & fees
24 Jan - 25 January 2026
Rinidia Siena Centro
Interior
Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is AED 311
AED 614 total
includes taxes & fees
6 Jan - 7 January 2026
Colle di Val d'Elsa - Siena - Apt Blue - C
2 bedrooms, iron/ironing board, free WiFi, bed sheets
SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (36)
"Excellent place, close to everything! Most enjoyable, awesome experience!"
Canada
Cyntia
The price is AED 428
AED 592 total
includes taxes & fees
6 Jan - 7 January 2026
SAN DOMENICO LUXURY APARTMENT
Exterior detail
THE EATER'S NEST - Unique in the Piazza del Campo

THE EATER'S NEST - Unique in the Piazza del Campo

THE EATER'S NEST - Unique in the Piazza del Campo
Siena City Centre
10.0 out of 10, Exceptional, (9)
"Nice little apartment located in a great spot in Siena’s beautiful piazza. Place was clean and spacious. Great kitchen. Quiet and accommodating. Obviously, so close to everything. "
United States
ryanjaysf
THE EATER'S NEST - Unique in the Piazza del Campo
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 Montegrossi Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 2 days ago
Hotel Chiusarelli

Frequently asked questions

What's it like to stay at an apartment in Montegrossi?
There are plenty of places to stay with in Gaiole in Chianti, with 286 accommodation choices including 36 apartments.
Are you thinking about an apartment for your stay?
An apartment is often more spacious than a traditional hotel room and includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.
What's the top apartment for my stay in Montegrossi?
Below are some of the more popular apartments in the area to choose from: ApartHotel Anghel: Located in Siena, 13.8 mi/22.2 km from the heart of Montegrossi. Includes free WiFi and separate dining areas. Free parking and onsite laundry facilities are on site. Regis Condo: Located 13.1 mi/21.1 km away in Siena. Free WiFi, separate dining areas, and premium mattresses are included. Access to valet parking is available on site. Villa Il Palagio: Located in Rignano sull'Arno, 14.9 mi/24.1 km away. Includes free WiFi and premium mattresses. A restaurant and free parking are on site. PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION: 8.4 mi/13.5 km away in Greve in Chianti. Free WiFi, private patios, and separate dining areas are included. Casa Ciseri: Located in Siena, 12.9 mi/20.8 km from Montegrossi. Includes free WiFi, separate dining areas, and Smart TVs. Valet parking and onsite laundry facilities are on site.
What can I expect from the weather during my trip to Montegrossi?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Montegrossi. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montegrossi is 37 inches.
What should I see in Montegrossi?
While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Terme Antica Querciolaia. In the larger area, you'll find Badia a Coltibuono and Meleto Castle.
What's the best way to get to and around Montegrossi?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Florence Airport, Peretola (FLR), which is located 25.5 mi (41.1 km) away from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.