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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Montegrossi bed & breakfast

Exterior detail
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
Interior
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Porch
Il Chiostro del Carmine

Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (870)
"Terrific place to stay. Breakfast was great, staff were friendly, and the view we had was stunning. Lots of room Old monastery was very interesting. "
Canada
John
Il Chiostro del Carmine
Pool
Torrebianca Tuscany

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40)
"Lovely pool Breakfast good"
United Kingdom
christine
The price is AED 379
AED 423 total
includes taxes & fees
11 Jan - 12 January 2026
Torrebianca Tuscany
Basic Double Room, Private Bathroom | Down comforters, minibar, in-room safe, individually decorated
Quattro Cantoni

Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (81)
"It was nice, clean. Easy keyless access"
United States
Tabatha
The price is AED 265
AED 309 total
includes taxes & fees
22 Dec - 23 Dec
Quattro Cantoni
Comfort Suite, 1 Bedroom, Non Smoking, Fireplace | Private kitchen | Microwave, stovetop, dishwasher, highchair
San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.6 out of 10, Excellent, (7)
"Great location and beautiful place to stay. Loved the interior decorating and host was good too. Would stay again. "
Canada
Nadia
San Sebastiano Suite & Luxury
Free daily buffet breakfast
A Casa di BiaGio B&B

A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
10.0 out of 10, Exceptional, (24)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
The price is AED 422
AED 482 total
includes taxes & fees
11 Jan - 12 January 2026
A Casa di BiaGio B&B
Exterior detail
B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (162)
"Great staff, good location and quiet"
United States
Molly
The price is AED 324
AED 373 total
includes taxes & fees
15 Jan - 16 January 2026
B&B Siena in Centro - Diffuso
Front of property
A Casa Da Agata

A Casa Da Agata

A Casa Da Agata
Loro Ciuffenna
10.0 out of 10, Exceptional, (1)
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
United States
Carolina
The price is AED 494
AED 543 total
includes taxes & fees
22 Dec - 23 Dec
A Casa Da Agata
Outdoor pool, sun loungers
Relais Villa al Vento

Relais Villa al Vento

Relais Villa al Vento
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (78)
"The place was very welcoming and clean "
United States
SILVANO
The price is AED 410
AED 459 total
includes taxes & fees
27 Dec - 28 Dec
Relais Villa al Vento
Terrace/patio
Alle Terme B&B

Alle Terme B&B

Alle Terme B&B
Rapolano Terme
8.4 out of 10, Very Good, (20)
"We found the facility, very clean and the manager was very understanding and nice. A very nice asdortment of foods for breakfast was available. Would highly recommend this charming accomodation. "
United States
Cheryl
Alle Terme B&B
Gazebo
Chiantirooms Guesthouse

Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (35)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse
Free daily continental breakfast
Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is AED 801
AED 899 total
includes taxes & fees
22 Dec - 23 Dec
Residenza d'Epoca Relais Campo Regio
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

Frequently asked questions

Searching for B&Bs in Montegrossi?
If you want to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast might be a great fit for your trip to Montegrossi.
Why consider a B&B versus a traditional hotel?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a beautiful dining room, the small details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Montegrossi?
Below are some well-liked B&Bs in the area: La Certosa di Pontignano: 9.1 mi (14.6 km) from the heart of Montegrossi. Enjoy the local cuisine breakfast and rooftop terrace. Castello di Fonterutoli Wine Resort: 15 rooms. 8.1 mi (13.1 km) from the downtown core. Enjoy the designer toiletries and winery. B&B San Francesco: 8 rooms. Situated 12.6 mi (20.3 km) from the heart of Montegrossi. Borgo Del Cabreo: 11 rooms. 10.4 mi (16.7 km) from the heart of downtown. Enjoy the free buffet breakfast and winery. Il Chiostro del Carmine: 21 rooms. Located 13.2 mi (21.3 km) from the core of Montegrossi. Enjoy the free buffet breakfast and in-room dining.
When should I stay at a B&B in Montegrossi?
When you're planning your getaway to Montegrossi, be sure to take into account the year-round temperatures. 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.
How can I get to and around Montegrossi?
You can plan your excursions in and around Montegrossi ahead of time with these transportation options. Fly into Florence Airport, Peretola (FLR), which is located 25.5 mi (41.1 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.