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Our top choices for Montecastelli bed & breakfast

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16)
"Ras"
France
jean
$63 nightly
The price is $70
Jan 6 - Jan 7, 2026
Total with taxes and fees
B&B da Nada Locanda Toscana

Locanda dell'Aioncino

Locanda dell'Aioncino
Bibbona
10.0 out of 10, Exceptional, (24)
"beautiful location, friendly staff, comfortable room, excellent breakfast, i look forward to coming back!"
United States
Anonymous traveler
$105 nightly
The price is $116
Jan 14 - Jan 15, 2026
Total with taxes and fees
Locanda dell'Aioncino

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

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
$94 nightly
The price is $106
Dec 30 - Dec 31
Total with taxes and fees
Arnolfo B&B

Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.8 out of 10, Exceptional, (77)
"Great location in a wonderful medieval town.. Just keep in mind that there are stairs and hills in this amazing destination."
Canada
Denis
Palazzo Mari

Villa Le Querciolaie

Villa Le Querciolaie
Monteverdi Marittimo
8.8 out of 10, Excellent, (13)
"It's a wonderfull place, lost in Italy, it's a dream coming true with a good comfort and nice price for this style of hotels. I recommand it. "
Switzerland
Anonymous traveler
$95 nightly
The price is $105
Dec 24 - Dec 25
Total with taxes and fees
Villa Le Querciolaie

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
$69 nightly
The price is $76
Dec 24 - Dec 25
Total with taxes and fees
B&B Poggiobonizio

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
$64 nightly
The price is $76
Jan 12 - Jan 13, 2026
Total with taxes and fees
Villa Fiorita

Villa Curiel

Villa Curiel
Castagneto Carducci
10.0 out of 10, Exceptional, (19)
"Just amazing. Everything from check-in to room to breakfast. Amazing value for money and a lovely lovely place to stay. Also amazing views out to ththe sea. "
United Kingdom
Mark
$177 nightly
The price is $200
Dec 29 - Dec 30
Total with taxes and fees
Villa Curiel

Palazzo delle Erbe

Palazzo delle Erbe
Casole d'Elsa
10.0 out of 10, Exceptional, (2)
"Very clean, nice area and excellent staff!"
United States
Bijan
$110 nightly
The price is $124
Jan 2 - Jan 3, 2026
Total with taxes and fees
Palazzo delle Erbe

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
$175 nightly
The price is $193
Dec 26 - Dec 27
Total with taxes and fees
Valdonica Winery - Chill in Nature Lodge

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (56)
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
$154 nightly
The price is $176
Jan 3 - Jan 4, 2026
Total with taxes and fees
B&B Ponte a Nappo

Palazzo al Torrione

Palazzo al Torrione
San Gimignano City Centre
8.8 out of 10, Excellent, (56)
"The area of San Gimignano was surprising and beautiful."
United Kingdom
Philip
$126 nightly
The price is $144
Jan 12 - Jan 13, 2026
Total with taxes and fees
Palazzo al Torrione

I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (70)
"What a wonderful place to stay in Tuscany the views alone form this B&B is amazing. The husband and wife are wonderful providing an excellent breakfast and overall stay. Buy the olive oil made on property!!!"
United States
Quenton
$155 nightly
The price is $176
Dec 29 - Dec 30
Total with taxes and fees
I Coppi

Vacation House Behind the Walls

Vacation House Behind the Walls
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1)
$224 nightly
The price is $224
Dec 25 - Dec 26
Total with taxes and fees
Vacation House Behind the Walls

Country Lodge

Country Lodge
Petriccio
8.6 out of 10, Excellent, (36)
"Very quiet and comfortable. The staff was so gracious and welcoming. "
United States
Annie
$396 nightly
The price is $440
Dec 25 - Dec 26
Total with taxes and fees
Country Lodge

Poderino Sole, Camera Mirto

Poderino Sole, Camera Mirto
Lajatico
$154 nightly
The price is $154
Jan 11 - Jan 12, 2026
Total with taxes and fees
Poderino Sole, Camera Mirto

Rocca degli Olivi

Rocca degli Olivi
San Gimignano
9.4 out of 10, Exceptional, (25)
"Manfredi is a perfect host in a truly beautiful setting."
United Kingdom
james
$388 nightly
The price is $433
Dec 25 - Dec 26
Total with taxes and fees
Rocca degli Olivi

Poderino il Sole - Camera Vite

Poderino il Sole - Camera Vite
Lajatico
$162 nightly
The price is $162
Jan 11 - Jan 12, 2026
Total with taxes and fees
Poderino il Sole - Camera Vite

Poderino il Sole - Camera Ginestra

Poderino il Sole - Camera Ginestra
Lajatico
$175 nightly
The price is $175
Jan 11 - Jan 12, 2026
Total with taxes and fees
Poderino il Sole - Camera Ginestra
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 Montecastelli Hotel Reviews

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Montecastelli B&B information

Number of reviews
576
Accommodation
71 B&B
Lowest Price
$70
Highest Price
$440

Frequently asked questions

Searching for B&Bs in Montecastelli?
If you want to find a place to stay with a small number of rooms and a cozy environment, a B&B might be a great fit for your trip to Montecastelli.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to meet other guests, and tasty breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the top B&Bs in Montecastelli?
Here are some well-liked B&Bs in the area: Il Casale del Cotone: 14 rooms. 15.2 mi (24.4 km) from the heart of Montecastelli. Enjoy the rooftop terrace and outdoor pool. B&B Poggiobonizio: 5 rooms. Situated 16.8 mi (27.1 km) from the heart of Montecastelli. Enjoy the unique décor and patio area. Il Defizio: 13 rooms. 15.5 mi (24.9 km) from the heart of downtown. Enjoy the rooftop terrace and outdoor pool. B & B La Cornice - Gina Room With Bathroom and Private Terrace: 5 rooms. Located 14.1 mi (22.6 km) from the core of Montecastelli. Enjoy the rooftop terrace and library.
What's the best time of year to book my B&B in Montecastelli?
When you're dreaming of a escape to Montecastelli, year-round temperatures and rainfall may be important factors to consider. 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 Montecastelli is 37 inches.

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