Find Chianti Region Boutique Hotels
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Featured Chianti Region Boutique Hotels

Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$310 nightly
The price is $352 total per night
$352 total
Aug 13 - Aug 14
Total includes taxes and fees
Guests of Grand Hotel Continental Siena – Starhotels Collezione enjoy access to free WiFi in public areas, conference space, and a 24-hour business center. Valet parking is EUR 55 per day if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for EUR 252 per vehicle one-way. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a computer station, a library, and laundry facilities.
Pet friendly
Free WiFi

Borgo San Felice Resort
San Felice, Castelnuovo Berardenga, SI
$728 nightly
The price is $813 total per night
$813 total
Aug 1 - Aug 2
Total includes taxes and fees
Guests of Borgo San Felice Resort have access to a winery, a full-service spa, and a gym. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this luxury hotel include a sauna, outdoor tennis courts, and a rooftop terrace.
Pool
Breakfast included

Borgo Livernano
Località Livernano 67/a, Radda in Chianti, SI
Guests staying at Borgo Livernano enjoy access to a winery, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with luggage storage and securing valuables. Other amenities at this boutique farm stay include meeting rooms, a seasonal outdoor pool, and a library.
Pool
Pet friendly

Villa il Sasso - Dimora d'epoca
Via di Belmonte 27, Bagno a Ripoli, FI
Villa il Sasso - Dimora d'epoca features an outdoor pool, WiFi in public areas, and conference space. There's free parking, and an airport shuttle (available 24 hours) for EUR 40 per vehicle roundtrip. The front desk has multilingual staff that can help with dry cleaning/laundry, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury affittacamere include a business center, a computer station, and express check-out.
Pool
Breakfast included

Relais degli Angeli
Via dei Montanini, 83, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $155 total per night
$155 total
Aug 19 - Aug 20
Total includes taxes and fees
Guests of Relais degli Angeli enjoy a rooftop terrace, free WiFi in public areas, and meeting rooms. If you plan to drive, free offsite parking is available. The front desk has multilingual staff that can help with dry cleaning/laundry, securing valuables, and concierge services. Additional amenities include a library, a terrace, and laundry facilities.
Free WiFi
Air conditioning

Hotel Palazzetto Rosso
Via dei Rossi, 38-42, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$242 nightly
The price is $272 total per night
$272 total
Jul 26 - Jul 27
Total includes taxes and fees
Hotel Palazzetto Rosso features free WiFi in public areas, a 24-hour business center, and spa services. Parking is available for EUR 20 per night (EUR 49 per night for valet parking), and there's also limo/town car service. The front desk has multilingual staff that can help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this hot springs hotel include coffee/tea in a common area, a computer station, and a library.
Breakfast included
Spa

La Villa di STR
Viale Vittorio Veneto 11, Siena, SI
Free Cancellation
Guests staying at La Villa di STR enjoy free WiFi in public areas, a library, and a garden. Free offsite parking is included with your stay. Front-desk staff can assist with securing valuables and luggage storage.
Pet friendly
Free WiFi

Residenza d'Epoca Relais Campo Regio
via della Sapienza 25, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$287 nightly
The price is $321 total per night
$321 total
Jul 27 - Jul 28
Total includes taxes and fees
A local mainstay since 1500, Residenza d'Epoca Relais Campo Regio offers free WiFi in public areas, a library, and free newspapers. The front desk has multilingual staff that can help with luggage storage, concierge services, and securing valuables. Additional amenities include a terrace, laundry facilities, and a communal living room.
Breakfast included
Free WiFi

Hotel Certaldo
via del Molino, 74, Certaldo, FI
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $248 total per night
$248 total
Jul 28 - Jul 29
Total includes taxes and fees
Guests of Hotel Certaldo have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for EUR 120 per person roundtrip. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
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.
Chianti Region hotels essential information
Accommodation | 5,199 hotels |
---|---|
Lowest Price | $155 |
Highest Price | $813 |
Popular hotels | Grand Hotel Continental Siena – Starhotels Collezione, Borgo San Felice Resort, Borgo Livernano, Villa il Sasso - Dimora d'epoca, Relais degli Angeli, Hotel Palazzetto Rosso, La Villa di STR, Residenza d'Epoca Relais Campo Regio, Hotel Certaldo |
Recent Boutique Hotels Reviews

Castello di Spaltenna- Small Luxury Hotels of the World
5/5 Excellent
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."
A verified traveler stayed at Castello di Spaltenna- Small Luxury Hotels of the World
Posted 7 days ago