Luxury rentals in Monte Santa Maria Tiberina

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Top-rated luxury holiday rentals in Monte Santa Maria Tiberina

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Luxe
The villa features rustic stone architecture surrounded by greenery, set against rolling hills. An inviting swimming pool is visible in the foreground, framed by olive trees and a spacious lawn that extends towards the hillside.
Villa in Cortona

Fonte al Vento

Fonte al Vento is immersed in the green landscape of Tuscany, sitting on the typical terraces of the hilly countryside between olive groves, vineyards and other scented Mediterranean plants. The villa is located just a few steps from the Chiesa Monumentale di Santa Maria Nuova and Cortona’s Old Town, which can be reached in a few moments after a scenic walk. Perfectly integrated into its natural environment, you will not regret your decision to explore the splendor and charms of Tuscany! Fonte al Vento offers two swimming pools for guests. You will also find a terrace with an alfresco dining set. Indoors, satellite television and Wi-Fi access are available. Your reservation includes a “Comfort and Wellness” set, complimentary drinks and a gourmet welcome set. Feel free to ask our dedicated concierge about additional options to make this vacation truly memorable, such as pre-stocking, a personal chef and horse riding tours. While the exterior walls offer the quintessential old world atmosphere necessary for a vacation in Tuscany, you and your entourage will be happy to have only the most contemporary decoration and design indoors. The interiors feature modern living and dining areas as well as a sleek white billiards table with elegant black felt surface. The kitchen offers gas hobs and plenty of counter space – a delight for the culinary genius in the group. During your stay at Fonte al Vento, you will also be walking distance from various restaurants, boutiques and nightlife spots. Tuscan cuisine is noted for its eye towards simple ingredients. Make the most of the fresh bread and produce as well as cheese and olive oil, all so distinct to this area and flavorful without frills. Short excursions will also lead you to the various historical sites spotted around this enchanted area of Italy. Your dream villa awaits! Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main Villa: • Bedroom 1 - Scirocco Suite: Queen size bed, En-suite bathroom with Turkish Bath for 2 and rain shower with chromo therapy, Bathtub, Toiletries, Direct access to terrace and private garden, View of Cortona, Chiesa di Santa Maria Nuova, Air conditioning • Bedroom 2 - Maestrale Suite: Queen size bed, En-suite bathroom with whirlpool shower, Toiletries, View of pool area and Cortona mountains, Air conditioning • Bedroom 3 - Ponente Suite: Queen size bed, En-suite bathroom with whirlpool shower and jetted tub, Toiletries, Views of Val di Chiana, Cortona mountains and from Trasimento Lake to Monte Amiata on a clear day, Air conditioning • Bedroom 4 - Levante Suite: Queen size bed, En-suite bathroom with whirlpool shower and jetted tub, Toiletries, Views of Val di Chiana and Chiesa di Santa Maria Nuova, Air conditioning The Orangery: • Bedroom 5: Double size bed, Shared access to bathroom with shower • Bedroom 6:Attic Loft: 2 Twin size beds (can be double), Shared access to bathroom with shower FEATURES & AMENITIES • Private spa area in each room (only in the villa) • Annex dining area with seating for 6 • Guest annex with kitchenette, fireplace and swimming pool • More under “What this place offers” below OUTDOOR FEATURES • More under “What this place offers” below STAFF & SERVICES Included: • "Comfort and Wellness” set • Complimentary drinks • Gourmet welcome set • Water, gas, electricity, air conditioning consumption • Weekly cleaning service – for stays over 7 nights required • More under “What this place offers” below Extra Cost (advance notice may be required): • €300 heating fee in the winter • Activities and excursions • Villa heating • Baby equipment • Cleaning service • Professional chef service • Cooking classes • Wine and food tasting • Painting courses • Horse riding tours and riding school (about 4 km from villa) • Tourist tax: € 2 per person per day (from 12 years old)

Luxe
A historic villa is surrounded by lush vineyards and greenery, with tall cypress trees lining the property. The landscape features rows of grapevines stretching across gently rolling fields under a clear blue sky.
Villa in Montepulciano

Villa Montepulciano

Wine lovers will find much to appreciate at Villa Montepulciano. Located on an estate that still produces boutique wines and olive oils, the villa offers guests the chance to taste wines grown just outside. Six bedrooms, divided between a main house and guest cottage, offer space for up to fifteen guests, and rustic decor and panoramic views of the countryside are constant reminders you’re in the middle of Tuscany. A stay at Villa Montepulciano offers guests the chance to try local specialties from fruit to wine and olive oil. Sample produce from the orchard, enjoy a welcome basket of breakfast treats and taste wine with the villa’s owner, a sommelier. Create your own specialties on the outdoor barbecue, then, serve them on the outdoor dining table. Relax on the loungers around the pool or on the portico’s bench swing, and don’t forget to post vacation photos via the villa’s Wi-Fi. Built in the 1850s, the villa was recently restored in a way that respects its rustic past but provides modern comfort. In the living room, brick arches and terracotta floors nod to traditional Tuscan style, while a fireplace and contemporary sectional sofas create a welcoming place to sit. There’s room for everyone around the long dining table, situated in an airy space that’s open to the kitchen, where you’ll find modern appliances and both Italian- and American-style coffee makers. There are five bedrooms in the main house, and one bedroom in the guest cottage. Each has an en-suite bathroom and air conditioning, and is stocked with toiletries. In the main house, you’ll find three bedrooms with king beds, one bedroom with a queen bed and one bedroom with three twin beds. The guest cottage has a bedroom with a queen bed, as well as a sofa bed that can sleep three additional guests. As its name implies, Villa Montepulciano is just outside the town of Montepulciano. There’s a grocery store 7 minutes away by car, and restaurants, a tennis court, church and gym 10 minutes away in the center of town. It’s a 17.3 km drive to the Chiusi train station, a 27.4 km drive to the Bettolo golf course and a 41.8 km drive to the ski area at Mount Amiata. Take a day trip to the beach at Grosseto, 136 km away, and enjoy easy access to the Florence airport, also 136 km away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1: King size bed, En-suite bathroom with tub and shower, Toiletries, Air conditioning • Bedroom 2: King size bed, En-suite bathroom with shower, Toiletries, Air conditioning • Bedroom 3 - Family Suite: Queen size bed (can be converted into 2 twins), Daybed, En-suite bathroom with shower, Toiletries, Air conditioning • Bedroom 4: Queen size bed, En-suite bathroom with shower, Toiletries, Air conditioning • Bedroom 5: Queen size bed, En-suite bathroom with shower, Toiletries, Air conditioning, Direct access to garden & pool Guest House • Bedroom 6: King size bed (can be converted to 2 twins), Twin size bed, Sofa bed, En-suite bathroom with shower, Toiletries, Air conditioning FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES  • More under “What this place offers” below STAFF & SERVICES  Included: • Complimentary mid week cleaning and towel change • Utility consumption up to 75 euros • Complimentary wine tasting • Complimentary vineyard tour • Welcome basket of breakfast items • More under “What this place offers” below At Extra Cost - advance notice may be required: • Meal plan • Horseback riding • Event fee • Cooking course • Weekday housekeeping • Additional cleaning service - 365 Euro • Utility consumption worth over 75 Euro • More under “Add-on services” below

Luxe
Farm stay in San Giovanni del Pantano

Monticelli

Villa Monticelli is part of the Tenuta di Murlo luxury private country estate that consists in various thousands of hectares Of immaculate countryside.  All the villas at Tenuta di Murlo have been crafted and lovingly restored from old farmhouses and each villa is provided with private pool and garden with views of the immaculate Umbrian landscape. All the villas have fully equipped kitchens and all the comforts of a luxury home and are rented on a self-catering basis. However, the estate combines the privacy of a private rental villa with the full selection of services of a 5-star hotel including a bug selection of high quality catering services. Many other services and experiences can be arranged for guests on request through the very dedicated Estate Concierge Team On the hills of Antognolla Golf Course, this renovated farmhouse captures iconic views of Umbria's rolling countryside. Spend your getaway exploring Monticelli's olive groves, lounging by the pool, and dining alfresco under the stars. Day trips to local vineyards and many other activities on the Murlo Estate are easy to plan. Assisi, Perugia, and Gubbio villages are nearby if you're up for a drive. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Building 1 • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Walk-in closet, Mountain view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower • Bedroom 3: King size bed, Shared access to hallway bathroom with Bedroom 4, Stand-alone rain shower, Bidet, Terrace • Bedroom 4 - Kids Room: 2 twin size bunk beds, Shared access to hallway bathroom with Bedroom 3, Stand-alone rain shower Building 2 • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Balcony, Mountain view • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Desk, Mountain view OUTDOOR FEATURES • Outdoor living space STAFF & SERVICES Included: • Linen & pool towel change - weekly • Towel change - midweek • Gardener - once a week • Pool maintenance - once per week Extra Cost (advance notice may be required): • Activities and excursions

Luxe
The villa is set amidst lush greenery and features a modern outdoor swimming pool. Stone facades and large windows characterize the structure, which is surrounded by well-maintained gardens and tall cypress trees. Sun loungers are positioned beside the pool, inviting relaxation.
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
The rustic stone villa is set amidst lush greenery, featuring a terracotta roof and expansive windows. A stone wall encloses a spacious terrace, which is adorned with lounge chairs, inviting relaxation in the serene outdoor space surrounded by nature.
Farm stay in Perugia
5 out of 5 average rating, 3 reviews

Villa Molinella

Villa Molinella is part of the Tenuta di Murlo luxury private country estate that consists in various thousands of hectares Of immaculate countryside.  All the villas at Tenuta di Murlo have been crafted and lovingly restored from old farmhouses and each villa is provided with private pool and garden with views of the immaculate Umbrian landscape. All the villas have fully equipped kitchens and all the comforts of a luxury home and are rented on a self-catering basis. However, the estate combines the privacy of a private rental villa with the full selection of services of a 5-star hotel including a bug selection of high quality catering services. Many other services and experiences can be arranged for guests on request through the very dedicated Estate Concierge Team. Natural pools, waterfalls, and World-class wine await at this 13th-Century riverside mill, deep in the secluded heart of Umbria. After an exploratory day, spend the night nestled in the hot tub, secretly located underground inside an ancient vault. The next morning, start your day with a swim, then set out to discover nearby olive groves, immaculate gardens, and Tenuto di Murlo Estate’s vineyard. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Terrace, Fireplace • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity OUTDOOR FEATURES • Lanai • Outdoor living space • Garden • More under “What this place offers” below STAFF & SERVICES Included : • Linen change - weekly (for stays with 2 consecutive weeks or more) • Gardener • Pool maintenance • Concierge services Extra Cost (advance notice may be required): • Activities and excursions

Luxe
Villa in Castelmuzio

Villa Oliveto

Nestled in the heart of Tuscany, Villa Oliveto offers a luxurious escape with breathtaking views of the Val d'Orcia. The villa features three elegant apartments with kitchens and living rooms, 9 bedrooms, and 9 bathrooms, accommodating up to 18 guests. Outside, guests can relax in two panoramic pools and expansive gardens, perfect for al fresco dining. The 5,000 m² garden can host events for up to 80 people, combining comfort, privacy, and the timeless charm of Tuscany.

Luxe
Holiday home in Passignano sul Trasimeno

Appartamento in Cantina

This comfortable, well appointed apartment is located on a private estate in the hills above Passignano sul Trasimeno, in the heart of green Umbria and near the Tuscany border. The property location is secluded and peaceful, surrounded by olive trees and vineyards. Rome and Florence are within 2hrs, with many local medieval towns close by. Relax in the luxurious surroundings and enjoy our breakfast with a lake view before setting out to explore the region.

Luxe
Villa in Magione
5 out of 5 average rating, 6 reviews

Battisole

This sprawling stone estate, nestled into the Italian countryside, features unobstructed views of Lake Trasimeno. Enjoy a fresh breakfast each morning before heading out to explore the area’s natural terrain, vineyards, hiking trails, truffle hunts, and more. A postcard-worthy vista expands from the heated pool. Tennis, petanque, and a gym await. Sip local wine as the sun sinks below the horizon. Copyright © Luxury Retreats. All rights reserved.

Luxe
A restored farmhouse is set against a serene backdrop, with stone walls and red-trimmed windows. Surrounding the infinity pool are several red loungers, offering a relaxing area. Soft lighting highlights the building, blending seamlessly with the natural landscape.
Villa in Pieve Santo Stefano
5 out of 5 average rating, 3 reviews

Quercia Rubra Lusso in Toscana

Regions come together around this restored farmhouse! Red loungers surround the infinity pool, complementing the greens of the fields and mountains. Red-trimmed doors and windows lead into rooms filled with welcoming textures of reclaimed wood, stone floors, plush rugs, and leather poufs. The setting outside Pieve Santo Stefano lies at the intersection of Tuscany, Umbria, Romagna, and Marche! Copyright © Luxury Retreats. All rights reserved.

Luxe
An indoor pool is surrounded by modern seating in shades of turquoise. Large glass doors provide views of the outdoors, while natural light enhances the warm wooden beams overhead. A small table rests beside the pool, contributing to the relaxing atmosphere.
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.

Luxe
An aerial view captures the medieval estate, highlighting the main house and guest tower amidst rolling hills. The saltwater infinity pool glimmers in the foreground, surrounded by manicured lawns and olive trees, with scenic hills in the background under a partly cloudy sky.
Farm stay in Perugia
4.75 out of 5 average rating, 4 reviews

Le Torri di Bagnara Castles

We offer more than just a holiday Villa. We offer an unparalleled and authentic luxury Castle experience and our signature professional service. An authentic 1500 acre (590 hectares) Medieval estate dating back to the 11th Century and belonging since 1901 to a real noble family, great grand-nephew of emperor Napoleon Bonaparte, where history meets the finest Italian hospitality and a strong commitment to eco-sustainability.

Luxe
A tranquil outdoor space features a refreshing swimming pool surrounded by reclining lounge chairs. Colorful flowers bloom in the foreground, adding warmth to the setting. The villa's structure is visible in the background, exhibiting large windows that overlook the inviting pool area.
Villa in Sarteano

Villa Le Buche Wine Estate

A short drive from Sarteano, one of Tuscany's beautiful medieval towns, this elegant villa is perfect for your next destination wedding or event, with space for 26 guests. The property is decorated with vineyards, olive groves, woods, and a refreshing swimming pool. Wine aficionados will love exploring the winery, cellars, and 27 hectares of functional vineyards. Copyright © Luxury Retreats. All rights reserved.

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