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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
$330 nightly
The price is $375 total per night
$375 total
Jul 10 - Jul 11
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 65 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
$726 nightly
The price is $810 total per night
$810 total
Jul 19 - Jul 20
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 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
$141 nightly
The price is $160 total per night
$160 total
Jul 7 - Jul 8
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 dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this luxury bed & breakfast 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
$203 nightly
The price is $229 total per night
$229 total
Jul 7 - Jul 8
Total with taxes and fees
At Hotel Palazzetto Rosso, guests have access to free WiFi in public areas, coffee in a common area, and a computer station. Valet parking is available for EUR 49 per night, 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 a library, express check-in, and express check-out.
Breakfast included
Pet friendly

La Villa di STR
Viale Vittorio Veneto 11 Siena SI
Free Cancellation
$138 nightly
The price is $157 total per night
$157 total
Jul 12 - Jul 13
Total with taxes and fees
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
$253 nightly
The price is $283 total per night
$283 total
Jul 12 - Jul 13
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 luggage storage, concierge services, and securing valuables. Other amenities at this luxury bed & breakfast include a terrace, laundry facilities, and a communal living room.
Breakfast included
Free WiFi

LHP Certaldo Resort
via del Molino, 74 Certaldo FI
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $196 total per night
$196 total
Jul 6 - Jul 7
Total with taxes and fees
Guests of LHP Certaldo Resort have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking and an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, dry cleaning/laundry, 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 hotel 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 | 4,936 hotels |
|---|---|
Lowest Price | $157 |
Highest Price | $810 |
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, LHP Certaldo Resort |
Recent Boutique Hotels Reviews

Relais Vignale & Spa
5/5 Excellent
"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"
A verified traveler stayed at Relais Vignale & Spa
Posted 4 hours ago
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