Find hotels near Rocca of Montestaffoli, San Gimignano from $90

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Compare 3,496 hotels close to Rocca of Montestaffoli with room rates, reviews, and availability. Most hotels are fully refundable.

Terrace/patio
Palazzo Mari

Palazzo Mari

San Gimignano City Centre, 0.2 mi from Rocca of Montestaffoli
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
Garden view
I Coppi

I Coppi

0.4 mi from Rocca of Montestaffoli
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
$160 nightly
The price is $182
Dec 6 - Dec 7
Total with taxes and fees
I Coppi
Exterior detail
B&B Palazzo Tortoli

B&B Palazzo Tortoli

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
$123 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
B&B Palazzo Tortoli
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre, 0.2 mi from Rocca of Montestaffoli
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
$114 nightly
The price is $132
Dec 15 - Dec 16
Total with taxes and fees
Palazzo al Torrione 2
Food court
Palazzo al Torrione

Palazzo al Torrione

San Gimignano City Centre, 0.2 mi from Rocca of Montestaffoli
8.8 out of 10, Excellent, (56)
"The area of San Gimignano was surprising and beautiful."
United Kingdom
Philip
$125 nightly
The price is $143
Dec 9 - Dec 10
Total with taxes and fees
Palazzo al Torrione
Courtyard
Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
8.6 out of 10, Excellent, (171)
"Exceptional building and excellent staff "
Canada
Mariana
$93 nightly
The price is $109
Dec 9 - Dec 10
Total with taxes and fees
Residenza d'Epoca Palazzo Buonaccorsi
Seasonal outdoor pool, pool umbrellas
Cappuccina Country Resort

Cappuccina Country Resort

4.0 star property
1.1 mi from Rocca of Montestaffoli
8.6 out of 10, Excellent, (91)
"Great stay. Very good experience. "
Canada
Vince
$142 nightly
The price is $165
Dec 12 - Dec 13
Total with taxes and fees
Cappuccina Country Resort
Down comforters, Select Comfort beds, in-room safe
Donna Nobile

Donna Nobile

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
8.2 out of 10, Very Good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$79 nightly
The price is $93
Dec 8 - Dec 9
Total with taxes and fees
Donna Nobile
Exterior
Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.2 mi from Rocca of Montestaffoli
9.8 out of 10, Exceptional, (6)
$115 nightly
The price is $133
Dec 10 - Dec 11
Total with taxes and fees
Duccio Nacci Rooms - guest house
Exterior detail
La Casa di Ines

La Casa di Ines

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
9.4 out of 10, Exceptional, (6)
"Love this town. Location is great "
United States
William
$76 nightly
The price is $90
Dec 19 - Dec 20
Total with taxes and fees
La Casa di Ines
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

1.6 mi from Rocca of Montestaffoli
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$108 nightly
The price is $125
Dec 12 - Dec 13
Total with taxes and fees
Casa Vacanze Le Case
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio
Affittacamere Le Ginestre

Affittacamere Le Ginestre

San Gimignano City Centre, < 0.1 mi from Rocca of Montestaffoli
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre
Outdoor pool, sun loungers
Agriturismo Il Castagnolino

Agriturismo Il Castagnolino

1.9 mi from Rocca of Montestaffoli
8.0 out of 10, Very Good, (15)
"Lovely scenery and nice house but the room was very hot at night and the service of the old lady was extremely arrogant & unpleasant."
Finland
Marjo
$122 nightly
The price is $140
Dec 8 - Dec 9
Total with taxes and fees
Agriturismo Il Castagnolino
Comfort Condo, Ensuite, Ground Floor | 1 bedroom, free WiFi
IL VECCHIO CONVENTO

IL VECCHIO CONVENTO

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
5.0 out of 10, (2)
$169 nightly
The price is $192
Dec 6 - Dec 7
Total with taxes and fees
IL VECCHIO CONVENTO
Apartment, 1 Bedroom, City View | Interior
Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views

San Gimignano City Centre, 0.1 mi from Rocca of Montestaffoli
$172 nightly
The price is $196
Dec 6 - Dec 7
Total with taxes and fees
Charming San Gimignano Apartment With City Views
Deluxe Room, Valley View | Hill view
Villa La Cappuccina

Villa La Cappuccina

1 mi from Rocca of Montestaffoli
$406 nightly
The price is $454
Dec 6 - Dec 7
Total with taxes and fees
Villa La Cappuccina
Exterior
Podere La Quercia

Podere La Quercia

2.7 mi from Rocca of Montestaffoli
10.0 out of 10, Exceptional, (15)
"Amazing stay! Clean and new rooms, and wonderful surroundings and friendly host!"
Hong Kong SAR China
So Wei
$187 nightly
The price is $212
Dec 9 - Dec 10
Total with taxes and fees
Podere La Quercia
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Agriturismo Macinatico 1

Agriturismo Macinatico 1

3 mi from Rocca of Montestaffoli
10.0 out of 10, Exceptional, (9)
"Great family vacation home in a beautiful setting. We stayed for 2 weeks with the family and parents and have a wonderful time. Very friendly and helpful staff, clean property, plenty of amenities."
Belgium
Olivier
$452 nightly
The price is $504
Jan 5 - Jan 6, 2026
Total with taxes and fees
Agriturismo Macinatico 1
Exterior
Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo

3 mi from Rocca of Montestaffoli
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
Hotel Torciano Vecchio Asilo
Interior
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

4.0 star property
4.8 mi from Rocca of Montestaffoli
9.4 out of 10, Exceptional, (432)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
$107 nightly
The price is $120
Dec 10 - Dec 11
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA
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 Rocca of Montestaffoli Hotel Reviews

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent
"Lovely room, great hosts, convenient location!"
Chris 1-night trip
Posted 4 days ago
Residenza d'Epoca Palazzo Buonaccorsi

Hotels near other Rocca of Montestaffoli attractions

Piazza delle Erbe showing heritage architecture

Piazza delle Erbe

5.0/5 (1 review)
Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.
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landscapes of Italy. medieval San Gimignano - Tuscany, Shutterstock ID 383524231, SF SSA Case with Manager Approval: Case 07151371, Job: Prepay credit, Client/Licensee: , Other:

San Gimignano Communal Palace

4.4/5 (38 reviews)
You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.
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Frequently asked questions

What's the area like around Rocca of Montestaffoli?
Rocca of Montestaffoli is located in San Gimignano. Travelers like this historic area for its countryside. If you're looking for a convenient place to stay, check out the 170 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Rocca of Montestaffoli?
Adjacent to Rocca of Montestaffoli, Hotel Leon Bianco is one of the top choices for your stay based on our traveler data, and this hotel offers a fitness center and a bar. Other good choices close by include RELAIS SANTA CHIARA - TUSCANY CHARME and L'Antico Pozzo.
How many hotels will I be able to find near Rocca of Montestaffoli?
Expedia has 170 hotels and other accommodations within a mile from Rocca of Montestaffoli.
If I need to cancel the hotel reservation for my stay near Rocca of Montestaffoli, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to view the top deals on offer near Rocca of Montestaffoli.
Where can I learn more about changing or cancelling my trip in the area near Rocca of Montestaffoli?
For more information about rescheduling or cancelling your stay near Rocca of Montestaffoli, go to https://www.expedia.com/service/.
What can I see and do near Rocca of Montestaffoli?
You'll want to browse the collections at Vernaccia di San Gimignano Wine Museum, San Gimignano Communal Palace, and Medieval Criminal and Torture Museum. Sights like Podesta's Palace, Fortress of Montestaffoli, and Torre Grossa are must-sees while exploring the area. Create some family memories at The SottoVico Garden and Ra-Ma snc.