Compare Brunello di Montalcino Wine Area Guest House Rentals
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Featured Guest Houses in Brunello di Montalcino Wine Area

Relais La Corte Dei Cavalieri
Via Campansi, 30 Siena SI
A local mainstay since 1780, Relais La Corte Dei Cavalieri offers free WiFi in public areas, express check-in, and express check-out. You can take advantage of free offsite parking if you drive. Helpful staff can provide concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. This smoke-free guesthouse also has a garden.
Pet friendly
Free WiFi

Palazzo Mosela Alla Porta
via di gracciano nel corso 113 Montepulciano SI
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $156 total per night
$156 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Palazzo Mosela Alla Porta enjoy a winery, free WiFi in public areas, and express check-in. Self parking is offered for EUR 10 per day. Front-desk staff can assist with access to locker space and luggage storage.
Pet friendly
Free WiFi

Poggio Paradiso Resort & Spa
Località Le Rotelle SP 15 Torrita di Siena SI
$296 nightly
The price is $328 total per night
$328 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Poggio Paradiso Resort & Spa enjoy features like a full-service spa, free WiFi in public areas, and a seasonal outdoor pool. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this spa guesthouse include a fireplace in the lobby, wedding services, and a picnic area.
Pool
Breakfast included

Residenza d'Epoca Le Aquile
Via delle Campane, 4 Siena SI
Free Cancellation
Reserve now, pay when you stay
Guests of Residenza d'Epoca Le Aquile enjoy features like free WiFi in public areas. If you drive, put free offsite parking to good use. Front-desk staff can assist with tours/tickets and luggage storage.
Free WiFi
Air conditioning

Antica Quercia & Spa
Via del Castagnolo 8 Chianciano Terme SI
Guests staying at Antica Quercia & Spa enjoy an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with securing valuables, tours or tickets, and luggage storage. Additional amenities include meeting rooms, free newspapers, and a terrace.
Pool
Breakfast included

Convento San Bartolomeo
Viale Giuseppe Vespa 368 Piancastagnaio SI
$118 nightly
The price is $130 total per night
$130 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests staying at Convento San Bartolomeo enjoy an outdoor pool, a sauna, and free WiFi in public areas. Free parking is included with your stay. Front-desk staff can assist with tours/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 hot springs guesthouse include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

B&B Le Aquile
Via delle Campane 4 Siena SI
Guests of B&B Le Aquile have access to free WiFi in public areas. Offsite parking is available for a fee. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Free WiFi
Air conditioning

Tuscany View, Montalcino
Via Giacomo Matteotti 37 Montalcino SI
$137 nightly
The price is $160 total per night
$160 total
Dec 24 - Dec 25
Total with taxes and fees
Guests of Tuscany View, Montalcino have access to free WiFi in public areas.
Free WiFi

Residenza d'Epoca San Martino 29
Via S. Martino 29 Siena SI
$112 nightly
The price is $128 total per night
$128 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests of Residenza d'Epoca San Martino 29 enjoy features like free WiFi in public areas. Helpful staff is there to provide luggage storage, as well as offer insight about the area.
Free WiFi
Air conditioning
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See all available properties in Brunello di Montalcino Wine Area
View all propertiesLowest 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.
Hotel Options in Brunello di Montalcino Wine Area

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,327 nightly
The price is $1,472 total per night from Jan 5 to Jan 6
$1,472 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
10/10 Exceptional! (70 reviews)

Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
8.8/10 Excellent! (338 reviews)

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena Tuscany
9.4/10 Exceptional! (48 reviews)
Brunello di Montalcino Wine Area Guest Houses essential information
Accommodation | 30 Guest Houses |
|---|---|
Lowest Price | $128 |
Highest Price | $1,472 |
Popular accommodation | Relais La Corte Dei Cavalieri, Palazzo Mosela Alla Porta, Poggio Paradiso Resort & Spa, Residenza d'Epoca Le Aquile, Antica Quercia & Spa, Convento San Bartolomeo, B&B Le Aquile, Tuscany View, Montalcino, Residenza d'Epoca San Martino 29 |
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