Luxury rentals in Province of Siena

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Top-rated luxury vacation rentals in Province of Siena

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Luxe
Villa in Montalcino
Villa La Palazzetta
Wake up early to catch the morning sun as it hits the mist in Val d’Orcia, turning the entire valley gold. You’ll have quite the view from this 5-acre hilltop villa 7-minute’s walk from Montalcino’s center. When the mist settles, set out to explore the property’s private vineyard and olive grove. Then, walk into town for breakfast. And, make sure to pick up some Brunello di Montalcino for later.  Lovingly-restored, this 1600’s farmhouse has been updated with a state of the kitchen, in-floor heating and cooling, and the highest-end electronics and appliances. Staying true to its roots, Villa La Palazetta also boasts a private cantina and wine cellar, wood-burning pizza oven, and rustic fire pit. Dine outside amongst the mountain views. After dinner, issue a challenge on the night-lit bocce court.  Make that home-cooked meal extra-special and get the concierge to book an in-house Italian cooking lesson. The professional kitchen is the perfect place to learn how to hand-make pasta and combine fresh local produce. When the party inevitably moves to the terrace, cool off in the swimming pool, or sample the finest local wines around the alfresco dining set.  Rather dine out? Walk into Montalcino and wander within their historic city walls, where high-quality restaurants, bakeries, and gelato shops line the streets. Take a day trip to Siena and explore the museums, galleries, and churches of the ancient Renaissance city. And, wine tours of the World-famous Brunelle Vineyards are a great way to see all the different areas and landscapes of Val d’Orcia. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary : King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Safe • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower    • Bedroom 3: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Safe • Bedroom 4: Double size bed, Ensuite bathroom with stand-alone rain shower, Safe   OUTDOOR FEATURES • Pergola  STAFF & SERVICES Included • Firewood for outside pizza oven  • Welcome gift • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • Wine tasting  • Babysitting • Cooking classes  • More under “Add-on services” below
Feb. 10 – 17
$4,501 CAD per night
New place to stay
Luxe
Villa in Chiusdino
Quercia
Step outside each morning to feel the warm, fresh breeze as you stroll through fruit gardens and forests of oak at this traditional farmhouse estate in the heart of Tuscany. Embark on day trips to nearby villages, vineyards, and the famous Abbey of San Galgano. Return home for an afternoon swim, a delicious alfresco dinner, and a night of incredible Italian wine by the fireplace. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with shower/bathtub combo, Bidet • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Balcony • Bedroom 3: 2 Twin size beds (can be converted to a king), Day bed, Ensuite bathroom with stand-alone rain & steam shower, Bidet House 2 • Bedroom 4: King size bed, Ensuite bathroom with shower/bathtub combo, Bidet, Walk-in closet, Sofa, Desk • Bedroom 5: King size bed, Shared access to hallway bathroom, shower/bathtub combo, Dual vanity, Bidet, Desk • Bedroom 6: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain & steam shower, Bidet, Walk-in closet, Desk • Bedroom 7: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower, Bidet, Walk-in closet OUTDOOR FEATURES • Outdoor living space STAFF & SERVICES Included: • Linen change - twice per week • Concierge service Extra Cost (advance notice may be required): • Activities and excursions • Additional housekeeping
Oct. 14 – 21
$4,052 CAD per night
New place to stay
Luxe
Villa in Gaiole
Villa Rietine
Villa Rietine embodies Tuscan serenity amid a lush landscape of olive, oak, and vineyards. With wide views of the Chianti hills around Lecchi and Gaiole, the lower and upper terraces welcome sunny pool plunges and meals in the aromatic breeze. Modern interiors emphasize rustic origins, with an eat-in kitchen, fireplaces in the salon and dining room, and arched doors to the veranda. Radda and Siena are an easy drive away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 3: Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 4: 2 Twin size bed (can be converted to a double bed), Ensuite bathroom with stand-alone shower FEATURES & AMENITIES • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • Heating consumption • Tourist tax : 1,50 Euro per person, per night for the first 7 nights • More under “Add-on services” below
Oct. 5 – 12
$2,015 CAD per night
5.0 out of 5 average rating, 6 reviews

Popular amenities for Province of Siena luxury vacation rentals

Other great luxury vacation rentals in Province of Siena

Luxe
Villa in San Martino a Bocena
Tenuta Pomona
Apr. 27 – May 4
$825 CAD per night
5.0 out of 5 average rating, 5 reviews
Luxe
Villa in Montepulciano Stazione
Maramai
Oct. 5 – 12
$1,935 CAD per night
4.67 out of 5 average rating, 6 reviews
Luxe
Villa in Montepulciano
Villa Benefizio
Feb. 4 – 11
$3,540 CAD per night
5.0 out of 5 average rating, 6 reviews
Luxe
Villa in Radicofani
Villa Poggio Fibbia
Aug. 10 – 17
$2,644 CAD per night
5.0 out of 5 average rating, 11 reviews
Luxe
Villa in Sarteano
Villa Conti Galgani
Aug. 24 – 31
$3,953 CAD per night
5.0 out of 5 average rating, 5 reviews
Luxe
Villa in Tocchi
Villa Ferraia
Apr. 1 – 8
$6,732 CAD per night
New place to stay
Luxe
Villa in Radicondoli
Villa Mugnello
Jan. 18 – 25
$2,938 CAD per night
5.0 out of 5 average rating, 5 reviews
Luxe
Villa in Gaiole in Chianti
Le Pratola
Jan. 28 – Feb. 4
$3,452 CAD per night
New place to stay
Luxe
Villa in Montepulciano
Il Tosco
Feb. 2 – 9
$2,112 CAD per night
New place to stay
Luxe
Villa in Sovicille
Villa Cetinale
Feb. 3 – 10
$6,610 CAD per night
New place to stay
Luxe
Place to stay in San Gimignano
Villa Simone
Jun. 10 – 17
$2,556 CAD per night
New place to stay
Luxe
Villa in Buonconvento
Villa Il Poggino
Feb. 1 – 8
$4,407 CAD per night
New place to stay

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Luxury rentals