Luxury rentals in Monte Santa Maria Tiberina

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

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)

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

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.

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.

[Luxury Villa] 9DBR + Heated pool + Billiards Room

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.

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.

Il poggio del tempo ritrovato

Escape to this stunning 680 m² Umbrian villa built around a medieval tower. Perfect for families and groups, it hosts up to 16 guests in 7 bedrooms, each with its own private bathroom for maximum comfort and privacy. Enjoy a large private pool, outdoor dining areas, and a hobby room with TV. A unique blend of history, design, and countryside charm — your dream Italian retreat.

Villa Aggia

Countryside views, traditional architecture and modern luxury at Villa Aggia make for the quintessential Perugia holiday—with a contemporary twist. Spend a dreamy week or two with friends and family, reserve the property for a relaxed Italian honeymoon.