Search Holiday Rentals in Brunello di Montalcino Wine Area

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Top Holiday Rentals in Brunello di Montalcino Wine Area

Property grounds
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, (2)
"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...
Terre di Maremma, Ciclamino Apartment, Tuscany
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
10.0 out of 10, Exceptional, (33)
"We enjoyed our 10-day stay at this conveniently located and roomy apartment, an easy walk to the main piazza in downtown Siena. It was clean and had a well-supplied kitchen and laundry, two key requirements for us for week-plus stays. The property manager met us at the door with the key and showed us around. The apartment itself also has several small balconies (though no furniture on them) and from two of them you have a lovely view of Siena. Living in this apartment felt very much like we had...
Family apartment with magical view on the old city, balcony, wifi & parking
Property entrance
Il Tosco
10.0 out of 10, Exceptional, (86)
"Il Tosco is a quiet, clean and charming place to stay while traveling in Tuscany. The common rooms are cozy and the elegant breakfasts are the best we encountered in Italy. This is a wonderful place to stay with a local quality. Well worth the higher cost. "
The price is £255
includes taxes & fees
9 May - 10 May
Il Tosco
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Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (62)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Terrace/patio
Borgo Argiano
10.0 out of 10, Exceptional, (49)
"This place was wonderful. Dario, extremely helpful and personable. Will return!"
Borgo Argiano
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Exterior
Magnificent stone farmhouse in the heart of Tuscany
10.0 out of 10, Exceptional, (23)
"My son and I had a wonderful stay at this property in March. The villa was really well equipped, with all amenities, and had a huge amount of land around it. Everything was really well cleaned. The sheets were comfortable and pristine. We appreciated the large white towels and extra blankets. The heaters worked really well as did the chimney. The views were superb and we were surprised with wildlife including the deers. Franco guided us well and was a pleasure. He pointed us to great experiences...
Magnificent stone farmhouse in the heart of Tuscany
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Exterior
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, (42)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
Outdoor pool
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (82)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (78)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (114)
"Center of everything. Great service and communication. "
The price is £198
includes taxes & fees
10 May - 11 May
Il Battistero Siena - Residenza d'Epoca
Pool | Outdoor pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (207)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is £161
includes taxes & fees
9 May - 10 May
La Terrazza Sul Campo Rooming House
Exterior
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
9.6 out of 10, Exceptional, (36)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (47)
"We loved this place. Beautiful pool, facilities and views"
A private luxury retreat in Montalcino
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (122)
"Charming property in midst of magical Tuscany."
The price is £76
includes taxes & fees
12 May - 13 May
Bosco della Spina
Seasonal outdoor pool, pool loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (98)
"Very nice staff, great service, super clean. Will stay again."
The price is £150
includes taxes & fees
14 May - 15 May
Hotel San Gregorio
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (17)
"Beautiful location convenient to many Tuscany sites."
The price is £155
includes taxes & fees
24 May - 25 May
Casanova - Panoramic Rooms and Suites
Lobby
Residenza Fabroni
9.0 out of 10, Wonderful, (61)
"The room was very nice. The parking was a bit difficult to find at first, but the staff did a wonderful job providing directions for us. The panoramic view on the rooftop was beautiful. Overall, a very pleasant and quaint place to stay in Montepulciano."
The price is £93
includes taxes & fees
21 May - 22 May
Residenza Fabroni
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See all available 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.

Brunello di Montalcino Wine Area Holiday Rental Travel Info

Popular accommodation
Brunello di Montalcino Wine Area villas
International airports
Florence (FLR-Peretola), Pisa (PSA-Galileo Galilei) and Grosseto (GRS-Baccarini)

Other types of properties in Brunello di Montalcino Wine Area you may be interested in

Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is £1,256
includes taxes & fees
8 May - 9 May
Rosewood Castiglion del Bosco
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (271)
"Beautiful place very thoughtful caring people and a fantastic breakfast"
The price is £138
includes taxes & fees
13 May - 14 May
SI Montalcino Hotel
Indoor pool, pool loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (284)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is £746
includes taxes & fees
5 May - 6 May
Castello di Velona Resort Thermal SPA & Winery
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.

Everything you need to know about Brunello di Montalcino Wine Area holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brunello di Montalcino Wine Area holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brunello di Montalcino Wine Area holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Brunello di Montalcino Wine Area holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brunello di Montalcino Wine Area. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brunello di Montalcino Wine Area holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brunello di Montalcino Wine Area holiday rentals we have selected for you start as low as £76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Brunello di Montalcino Wine Area rentals

At Expedia, we put the best Brunello di Montalcino Wine Area holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Brunello di Montalcino Wine Area rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brunello di Montalcino Wine Area holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brunello di Montalcino Wine Area. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of Brunello di Montalcino Wine Area properties
Expedia verified reviews

La Certosa di Pontignano

La Certosa di Pontignano

5/5 Excellent
"converted monastery, unique ambience, great location and rooms"
A verified traveller stayed at La Certosa di Pontignano
Posted 3 days ago
La Certosa di Pontignano