Name: Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Rating: 9.4

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The Latest Brunello di Montalcino Wine Area vacation packages

Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi

Historic Centre of Florence

$653

per person

Feb 6 - Feb 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

15.6/10 Exceptional! (1,000 reviews)

Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Villa Cora

Oltrarno

Save 100% on your flight

$2,033

per person

Jan 2 - Jan 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

19.6/10 Exceptional! (467 reviews)

Nice property and staff.

Reviewed on Nov 13, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$793

per person

Feb 11 - Feb 16

found 24 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

19.2/10 Exceptional! (495 reviews)

Everything—the breakfast, the staff, and the cleanliness—was perfect. The room was quiet and supremely comfortable. Highly recommend!

Reviewed on Nov 17, 2025

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

$787

per person

Feb 6 - Feb 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

18.8/10 Exceptional! (120 reviews)

Phenomenal location!

Reviewed on Oct 18, 2025

The St. Regis Florence

Historic Centre of Florence

Save 100% on your flight

$2,435

per person

Jan 2 - Jan 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

19.2/10 Exceptional! (261 reviews)

Nice property in a great location.

Reviewed on Jun 29, 2025

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Discover the most popular places to visit in Brunello di Montalcino Wine Area

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Poggio Antico winery- Brunello is the best!!

Fortress of Montalcino

5/5(5 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Brunello di Montalcino Wine Area Hotel Deals

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

Fully refundableReserve now, pay when you stay

$1,291 nightly

$1,432 total

Dec 21 - Dec 22

Total with taxes and fees

10/10 Exceptional! (68 reviews)

Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.

Reviewed on Aug 3, 2025

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

8.8/10 Excellent! (337 reviews)

The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

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Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany

9.4/10 Exceptional! (48 reviews)

Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on Oct 22, 2025

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See all 5,349 properties in Brunello di Montalcino Wine Area

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.