Luxury rentals in Monte Santa Maria Tiberina

Villa Poggio Fibbia

Steep yourself in Tuscan history, culture and cuisine at Villa Poggio Fibbia. This beautifully renovated farmhouse is just a half-mile from the fortress at Radicofani, in a medieval village that garnered mentions in both Dante’s Divine Comedy and Boccaccio’s Decameron. Today, this vacation rental features a lovingly curated mix of traditional and modern decor and five bedrooms—the perfect Val d’Orcia escape for groups of up to ten friends or family members. Look out over the hills of Tuscany or up to the fortress tower from outdoor living areas with an infinity pool, loungers and a barbecue. During the hottest parts of the day, retreat to the shade of the al-fresco sitting and dining areas; in the evenings, relax inside by the flat-screen TVs, Wi-Fi and fireplace. Though it still has the architectural charm of the region’s traditional homes, Villa Poggio Fibbia is a modern masterpiece inside. Its beamed ceilings and stone floors are juxtaposed with sleek furnishings in the living and dining rooms, as well as playful details like orange fabric or a trompe-l’oeil wall painting. The fully equipped kitchen is equally stylish and functional, too. This luxury property has two bedrooms with king beds, a primary bedroom with a double bed, and one bedroom with two twin beds. The fifth bedroom, ideal for families on holiday with children, has a French queen bed and a twin bed. All five bedrooms have private en-suite bathrooms. Spend your stay simply enjoying the villa or exploring the area. It’s well worth the climb to the Radicofani fortress for both the views and the history, not to mention the 15-minute walk to the nearest village, where you can stop for a drink in one of the bars or sit down to a honeymoon-worthy dinner in one of the restaurants. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: Double size bed, Walk-in closet, Ensuite bathroom with stand-alone shower with chromotherapy & bathtub with hand-held shower • Bedroom 2: French Queen bed, 1 twine size bed, Ensuite bathroom with stand-alone shower with chromotherapy • Bedroom 3: King size bed, Ensuite bathroom with combo shower/bathtub, Balcony • Bedroom 4: 2 Twin size bed (can be converted into a double bed), Ensuite bathroom with stand-alone shower with chromotherapy • Bedroom 5: King size bed, Ensuite bathroom with combo shower/bathtub FEATURES & AMENITIES • Alarm system OUTDOOR FEATURES • Lounge area STAFF & SERVICES Included:  • One four course dinner or one cooking class included in the price. The specific day to be agreed • Linen change - every Saturday • Light housekeeping - every Wednesday (2 hrs per day) • Towel change - every Wednesday and Saturday • Air conditioning consumption • Heating consumption At Extra Cost – advance notice may be required: •Chef and cooking classes •Van with driver for airport transfer or any other need • Activities and excursions • Additional housekeeping (40 euros/hour) (Advance notice required)

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

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

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

Beautiful modern villa with pool in Val D'Orcia

Nestled into the rolling hillside of Tuscany, this luxurious farmhouse enjoys sweeping views decorated with emerald lawns, lush gardens, and mature trees. With 17 beds, this spacious estate is perfect for large gatherings. Spend your days shooting pool, swimming, and playing tennis on the grass court. Inside, gorgeous architecture and high-end finishings await. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary:Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 3: Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 4:  Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 5: 2 Twin size beds (can be converted to a double bed ) Ensuite bathroom with stand-alone shower • Bedroom 6: 2 Twin size beds (can be converted to a double bed , Ensuite bathroom with stand-alone shower • Bedroom 7: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 8: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 9: Double size bed, Ensuite bathroom with stand-alone shower FEATURES & AMENITIES • Home theater STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

Tenuta Val D’Orcia

EXCLUSIVE VAL D’ORCIA Perched on a hilltop with breathtaking views over the Val d’Orcia, this extraordinary luxury villa—featured in the renowned interior design magazine AD (Architectural Digest)—is the perfect blend of tradition and modernity. Nestled in one of Tuscany’s most iconic areas, known for its rolling hills and postcard-perfect landscapes, the property offers an exclusive retreat for those seeking privacy, relaxation, and an authentic experience in a refined, one-of-a-kind setting.

Luxury Villa Tuscany

An exclusive estate 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.

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.

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.

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.

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.

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.