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
$467 nightly
The price is $525 total per night
$525 total
Oct 27 - Oct 28
Total with 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 tours or tickets, securing valuables, 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 luxury hotel include a computer station, a library, and laundry facilities.
Pet friendly
Free WiFi

Borgo San Felice Resort
San Felice, Castelnuovo Berardenga, SI
$758 nightly
The price is $846 total per night
$846 total
Oct 26 - Oct 27
Total with 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 securing valuables and luggage storage. 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 tours or tickets, securing valuables, 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
$228 nightly
The price is $256 total per night
$256 total
Oct 26 - Oct 27
Total with 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 securing valuables, concierge services, and luggage storage. Additional amenities include a library, a terrace, and laundry facilities.
Free WiFi
Air conditioning

La Villa di STR
Viale Vittorio Veneto 11, Siena, SI
Free Cancellation
Reserve now, pay when you stay
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 luggage storage and securing valuables.
Pet friendly
Free WiFi

Residenza d'Epoca Relais Campo Regio
via della Sapienza 25, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$329 nightly
The price is $367 total per night
$367 total
Sep 30 - Oct 1
Total with 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 concierge services, luggage storage, and dry cleaning/laundry. 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
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 luggage storage, tours or tickets, and dry cleaning/laundry. 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 | 5,129 hotels |
---|---|
Lowest Price | $256 |
Highest Price | $846 |
Popular hotels | Grand Hotel Continental Siena – Starhotels Collezione, Borgo San Felice Resort, Borgo Livernano, Villa il Sasso - Dimora d'epoca, Relais degli Angeli, La Villa di STR, Residenza d'Epoca Relais Campo Regio, Hotel Certaldo |
Recent Boutique Hotels Reviews

Hotel Borgo di Cortefreda Relais
5/5 Excellent
"Beautiful property at an impressively reasonable price. E-Bike rentals on site were perfect to ride to vineyards nearby. The pool was amazing and the staff. The on site restaurant might have been my best meal in Italy! I would stay again in a heartbeat!"
A verified traveler stayed at Hotel Borgo di Cortefreda Relais
Posted 3 days ago