Luxury rentals in Asciano

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Top-rated luxury vacation rentals in Asciano

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Luxe

Villa in Monticiano

Mulino della Solaia

Muliono dello Solaia is a gorgeous Tuscan villa situated near the village of Iesa, south of Siena. Originally an olive oil mill, the structure has been restored and renovated into a fabulous vacation home, balancing exquisite contemporary comforts with vintage rustic artistry. Superb amenities include a swimming pool, alfresco dining and barbeque, and a gourmet kitchen. Five lovely bedroom suites with ensuite bathrooms accommodate families, destination wedding guests, and groups of friends up to ten in size. The historic home maintains much of its original character, with beautiful stone walls and facades, brick-lined thresholds, terracotta tile, and expertly landscaped gardens. The lower terrace features an ample swimming pool with elegant lounge chairs overlooking panoramic valley views. A covered patio extending from the house features a lovely outdoor sofa and dining table. Lush lawns surrounding the house offer a welcoming venue for special ceremonies or playful afternoons. Wide glass doors join the interior loggia to the terrace, forming an alfresco veranda in the summer months and a luminous, hearth-warmed habitat in winter. This space includes a comfortable lounge area with fireplace and sound system, flowing through a brick archway into a dining room furnished with timeless Tuscan elegance. The villa's kitchen features chef-grade appliances, a central table, and arched French doors to the patio. A small media room with table is located next to an antique millstone. The bedrooms balance fresh modern comforts with a dreamy, bucolic charm. There are three rooms with king beds, one with a queen, and one with a pair of twin beds. Each enjoys lovely views and light, and one of the king rooms opens directly to the garden. Air conditioning throughout the villa keeps you comfortable in the summer months. This secluded location in the Sienese hills gives a profound taste of the region's rich natural beauty and unique culture. There is a local food/convenience store about ten minutes away, and you're an easy drive from the Renaissance treasures of Siena. You're also an easy daytrip from the Grosetto region along the Tyrrhenian coast. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone bathtub, Air conditioning • Bedroom 3: Twin size bed (can be converted to queen), Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning, Direct access to garden FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • More under “What this place offers” below STAFF & SERVICES Included • Daily housekeeping (maximum 3 hours) • Change of linen and towels once a week • Concierge services • Complimentary welcome basket • Complimentary welcome dinner - Only for stays of 7 nights • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Luxe

Villa in Sarteano

4.82 out of 5 average rating, 11 reviews

Villa Conti Galgani

Located in the heart of the Tuscan countryside, between Florence and Rome, just 70km from Siena, Villa Conti Galgani is a charming estate, immersed in 65 hectares of hilly countryside, among olive groves and gardens. The villa has 7 suites, each characterized by an individual style, inspired by the rich history of the estate. Conti Galgani is the perfect place for those who want to spend a relaxing holiday in the Tuscan countryside, equipped with an outdoor swimming pool, a gym, an indoor hydro-massage pool and a billiard room. Handcrafted furniture and a modern eye for color breathe new life into this 16th-century former convent set between Tuscany’s Val di Chiana and Val d’Orcia. Olive groves and a lawn surround the outdoor pool and for-the-picking vegetable garden, and inside there’s a second pool and a games room. It’s 20 kilometers to Renaissance architecture in Pienza and hot springs in San Casciano dei Bagni. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Bidet, Television, Countryside view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Air extractor, Countryside view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Countryside view • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone rain shower, Bidet • Bedroom 5: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Bidet, Air extractor, Television • Bedroom 6: King size bed, Day bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Air extractor, Television, Mountain view • Bedroom 7: Queen size bed, Ensuite bathroom with stand-alone rain shower, Bidet STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

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

Luxe

Villa in Cetona

5 out of 5 average rating, 24 reviews

Luxury Villa Justina Tuscany

Villa Justina is a hilltop sanctuary set on 30 private acres of vineyards and olive groves—ideal for luxury travelers and families seeking serenity and style. The villa combines designer Italian furnishings, curated contemporary art, and timeless antiques. Recently transformed into a private residence, it offers five-star comfort with new premium bedding, linens, and kitchenware. Services are designed to meet the highest standards, including cleaning and options to add private cook or chef.

Luxe

Villa in Radda in Chianti

4.87 out of 5 average rating, 15 reviews

Villa Montemaggio

This booking is a chance to stay in a real Tuscan Farmhouse that is situated inside an actual vineyard. Its a private property of the owners of the estate, completely refurbished to give every possible comfort but still live in the middle of nature. The setting is absolutely breathtaking amongst the rolling tuscan hills, far away from the noise of the concrete jungle and busy streets. Here the only noise you will hear is the chirping of the birds or faraway hum of the tractor in the fields.

Luxe

Villa in Tavarnelle Val di Pesa

4.85 out of 5 average rating, 13 reviews

Villa Chianti Fornace

Experience the epitome of Tuscan luxury at Villa Chianti Fornace — a meticulously restored historic villa nestled between Florence and Siena. This exquisite retreat features expansive gardens, a private spa, and a panoramic pool with sweeping views of rolling vineyards. Whether you're planning a romantic escape or a family holiday, immerse yourself in the authentic charm and serene beauty of the Chianti countryside at this unparalleled haven.

Luxe

Villa in Montepulciano

5 out of 5 average rating, 7 reviews

Villa Benefizio

Villa Benefizio offers a charming, elegant, and exclusive retreat 3 km from Montepulciano's historic center. Guests can relax or work in six stylish rooms with modern facilities and panoramic views. The villa, built around an 18th-century Renaissance guard tower, features a restored structure integrated with modern furnishings. Products from the farm are used in the Villa’s restaurants. Wi-Fi and satellite TV are available in each room.