Search B&B in Bossi

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

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 Bossi 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
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
Outdoor pool
B&B Le Caselle

B&B Le Caselle

B&B Le Caselle
Lucignano
9.2 out of 10, Wonderful, (23)
"Cozy place in nice ambience, close to small historical village. Super friendly team, and also arranged pizza for me even though I had a late 10pm arrival. Great stay!"
Norway
Anonymous traveler
The price is AED 418
AED 460 total
includes taxes & fees
22 Dec - 23 Dec
B&B Le Caselle
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
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
Garden
Arnolfo B&B

Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
The price is AED 360
AED 405 total
includes taxes & fees
28 Dec - 29 Dec
Arnolfo B&B
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
Daily buffet breakfast (EUR 7.50 per person)
B&B San Francesco

B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (46)
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco
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
Interior
La Dimora Dei Monaci

La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (86)
"Fantastic accommodations! Very comfortable bed! Spacious room, and beautiful. We definitely recommend."
United States
Karin
La Dimora Dei Monaci
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
Free daily buffet breakfast
Casale La Gora

Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (21)
"Casale La Gora in Tuscany. The property is beautifully renovated, blending historic charm with modern architecture. Our room was clean and cozy, the breakfast was delicious, and the pool was perfect for cooling off during the hot summer days. The host was warm, friendly, and always helpful, which made our stay even more enjoyable. We would definitely love to come back! "
Sweden
Besarta
The price is AED 342
AED 385 total
includes taxes & fees
11 Jan - 12 January 2026
Casale La Gora
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
Garden
Villa Fiorita

Villa Fiorita

Villa Fiorita
Camollia
8.2 out of 10, Very Good, (183)
"Easy parking in the street behind the building. Amazing hosts Very close to city center and yet find parking."
United Kingdom
Kushal
The price is AED 234
AED 275 total
includes taxes & fees
7 Jan - 8 January 2026
Villa Fiorita
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
Royal Suite | Down comforters, desk, laptop workspace, soundproofing
Il Senesino

Il Senesino

Il Senesino
Siena City Centre
9.0 out of 10, Wonderful, (24)
"this is a very nice place. if I ever return to siena, I will stay here. the owners were lovely, and the location is superb, as is the coffee"
United States
thomas
The price is AED 378
AED 433 total
includes taxes & fees
7 Jan - 8 January 2026
Il Senesino
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
Exterior
B&B Poggiobonizio

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio
Superior Double Room (La Soffitta) | 1 bedroom, Frette Italian sheets, down comforters, pillowtop beds
Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38)
"Very friendly owner and excellent breakfast variety. Room decorated with a lot of attention to detail. We would love to come back another time! "
Germany
Robert
Bed & Breakfast Le Terrazze del Chianti
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 Bossi 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

Frequently asked questions

Searching for B&Bs in Bossi?
Whether you're on a family vacation and want a small, cozy place to stay, or you're traveling solo and hoping to get some local recommendations, B&Bs can be a great choice for many travelers.
How do you know if a B&B is the best choice for your stay?
Every B&B has its own unique feel. Whether it's a garden for guests to admire or a sunlit breakfast nook, the little details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Bossi?
Here are some B&Bs in the surrounding area: La Certosa di Pontignano: 4.6 mi (7.3 km) from the heart of Bossi. Enjoy the local cuisine breakfast and rooftop terrace. Castello di Fonterutoli Wine Resort: 15 rooms. 8.5 mi (13.6 km) from the downtown core. Enjoy the designer toiletries and winery. B&B San Francesco: 8 rooms. Situated 6.9 mi (11 km) from the heart of Bossi. Borgo Del Cabreo: 11 rooms. 16.5 mi (26.5 km) from the heart of downtown. Enjoy the free buffet breakfast and winery. Il Chiostro del Carmine: 21 rooms. Located 7.4 mi (11.9 km) from the core of Bossi. Enjoy the free buffet breakfast and in-room dining.
What's the best time of year to stay at a B&B in Bossi?
When you're planning your escape to Bossi, 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 Bossi is 37 inches.