Villa Cegliolo | 7-Bedroom Villa with Private Pool in Cortona

Fourteen guests arrive at Villa Cegliolo in Cortona, Tuscany, and the first thing they notice is the silence—genuine, rolling-hillside silence broken only by birdsong and the distant sound of grape vines rustling in the Tuscan breeze. This 18th-century estate sits positioned to command views across vine-studded countryside toward the medieval town of Cortona, just 4km away, offering the kind of space that turns a family gathering or group holiday from cramped to genuinely luxurious.

Inside Villa Cegliolo

Villa Cegliolo sleeps 14 guests across 7 bedrooms and 5 bathrooms, distributed across three interconnected residences that allow both togetherness and privacy. The architectural layout gives you options: occupy everything as one sprawling compound, or use the independent garden cottage as a retreat space for guests seeking solitude.

The main villa spans 300 square metres and houses two apartments, each self-contained yet socially connected through shared courtyards and garden access.

Apartment One functions as the primary residence. A living room anchors the space with deep sofas, a satellite television, and a fireplace that draws guests on cooler evenings. The fully equipped kitchen features a professional-grade oven, gas hob, dishwasher, microwave, full-size refrigerator, separate freezer, toaster, and integrated washing machine—the kind of kitchen that makes even reluctant cooks volunteer for dinner duty. Direct garden access means you can step straight onto the terraces with ingredients in hand. The dining room accommodates large gatherings. Three bedrooms ensure comfortable sleeping arrangements: two rooms with double beds and one with twin beds. Two bathrooms with showers, sinks, and WCs serve the apartment without bottlenecks during morning routines.

Apartment Two mirrors this layout with its own entrance, living room featuring sofas, satellite TV and fireplace, fully appointed kitchen with identical appliances and garden access, dining area, two bedrooms (one double, one twin), and two bathrooms. This separation allows families or sub-groups to manage their own schedules and meal times independently while remaining steps away from communal outdoor spaces.

The Garden Cottage operates as a romantic ancillary dwelling, ideal for grandparents, newly-weds, or guests preferring complete independence. Ground floor contains a living room with sofas, satellite television, fireplace and integrated dining table, plus a fully fitted kitchen matching the villa’s standards. Upstairs, a double bedroom on the first floor allows couples to wake to garden views, while a second twin bedroom on the same level accommodates additional guests. A single bathroom with shower completes the cottage.

Throughout Villa Cegliolo, terracotta floors ground the interiors in authentic Tuscan character, while exposed wooden ceiling beams create visual warmth. Wrought-iron bed frames reinforce the regional aesthetic without sacrificing comfort. Shuttered windows regulate light and temperature while preserving the property’s architectural integrity. Central heating ensures winter stays remain comfortable, while air conditioning units provide relief during peak summer months. Wi-Fi connectivity runs throughout the property, allowing guests to stay connected without feeling tethered to screens.

Outdoor Spaces and Living

The grounds surrounding Villa Cegliolo span several acres, revealing themselves gradually as you explore. Rose bushes frame pathways between buildings. Mature trees—oaks, cypress, and fruit trees—provide dappled shade across the property and frame views toward Cortona’s distinctive hilltop silhouette.

Three separate dining terraces dot the grounds, each positioned to capture different angles of the Tuscan landscape. The primary terrace overlooks the swimming pool and extends toward the southern vista of vine-covered hills. A second terrace sits closer to the main villa, ideal for morning coffee. A third captures the western light at sunset, the sky turning amber and rose above the Val di Chiana below.

The centerpiece is a 12-metre by 6-metre private swimming pool with a maximum depth of 2.5 metres, heated and accessible from May through September. Sun loungers and parasols line the pool deck, creating distinct zones for swimmers, sunbathers, and those preferring to read in the shade. The pool area functions as the social heart of the property—where morning swimmers overlap with afternoon napping guests, where children learn to float while adults sip prosecco on loungers.

A wood-fired pizza oven stands ready near the terraces, its brick dome built to traditional specifications. Firing it up becomes a nightly ritual—children watching flames while adults prepare dough, the smell of burning oak mixing with basil and tomato. A separate barbecue station provides additional cooking options for grilled meats and vegetables.

Parking accommodates multiple vehicles without cluttering the aesthetic. Fenced grounds provide secure boundaries, particularly valuable when traveling with children or pets (available on request).

Location: Cortona and the Surrounding Area

Villa Cegliolo occupies a strategic position in central Tuscany, positioned between the cultural magnetism of Cortona and the recreational advantages of Lake Trasimeno. The property sits just 1.5 kilometres from small local villages offering basic amenities—a alimentari for fresh bread, a café for morning espresso, a small restaurant for casual dinners. This proximity provides convenience without the sensation of being in a built-up area.

Cortona itself rises 4 kilometres away, a UNESCO-recognized hilltop town built on Etruscan foundations and refined through the Renaissance. Medieval streets wind upward toward the Fortress of the Girifalco, a Medici military stronghold with commanding views across the Val di Chiana. The Diocesan Museum houses Renaissance masterpieces including works attributed to Signorelli and Bartolomé de la Vieja. The Basilica of Santa Margherita stands at the town’s summit, its interior cooler and quieter than the bustling streets below. Le Celle Monastery, founded by the Franciscan saint Margaret of Cortona, offers contemplative spaces and historical significance. Saturday morning markets in Cortona’s central piazza fill with produce vendors, flowers, and artisan goods—the kind of experience that defines Italian small-town life.

Lake Trasimeno lies 14 kilometres north, Italy’s fourth-largest lake and a recreational focal point for central Tuscany. Seven distinct beaches ring the shoreline. Tuoro Beach accommodates families with shallow entry, beach bars, and windsurfing facilities. Sanguineto Beach offers quieter swimming. The lake supports water sports including kayaking, paddleboarding, and sailing. Boat services depart regularly for excursions to the lake islands—Isola Maggiore, Isola Minore, and Isola Polvese—each featuring restaurants, hiking trails, or archaeological sites. The surrounding wooded hills provide scenic walking routes with views back toward the water.

The Val di Chiana itself, directly visible from Villa Cegliolo’s terraces, represents classic Tuscan landscape—gentle hills striped with vineyards, cypress-lined farm roads, and small stone villages. Hiking trails crisscross the region, ranging from casual 5-kilometre walks to more demanding 20-kilometre day hikes. Cycling routes follow quieter roads between villages. Family-run wineries throughout the surrounding 20 kilometres welcome visitors for tastings of Vino Nobile di Montepulciano and Chianti Colli Senesi—wines that taste different when consumed overlooking the vineyards that produced them. Montepulciano town, 20 kilometres south, sits on a higher hill than Cortona with equally impressive Renaissance architecture and wine cellars carved into bedrock. Pienza, 25 kilometres southeast, represents Renaissance urban planning at its finest, with creamy-coloured buildings surrounding a perfectly proportioned piazza. The small village of Castelluccio offers truffle hunting experiences in autumn months.

Golf enthusiasts find courses nearby. The Valdichiana Golf Club sits approximately 15 kilometres away, an 18-hole championship course set within Tuscan countryside. For destination inspiration, explore our luxury villas in Italy and our full collection in Cortona. To understand the region more deeply, read our comprehensive Tuscany travel guide.

Nearest airports include Perugia San Francesco d’Assisi (30 kilometres, approximately 35 minutes by car), Florence Amerigo Vespucci (80 kilometres, approximately 90 minutes by car), and Rome Fiumicino (180 kilometres, approximately 2.5 hours by car). Summer months (June through August) bring reliable sunshine and warm lake water but also tourist crowds in Cortona’s streets. Spring (April-May) and autumn (September-October) offer ideal conditions—comfortable temperatures, clear skies, and manageable tourism. Winter sees fewer visitors and occasional snow on higher elevations, while spring wildflowers carpet the Val di Chiana.

Who This Villa Suits Best

Villa Cegliolo’s capacity and layout make it exceptional for multi-generational family reunions—grandparents in one apartment, adult children and their families spreading across the other spaces, teenagers claiming the cottage. The three-residence structure accommodates different wake times and dining preferences without creating tension.

Groups of friends celebrating milestones—50th birthdays, anniversaries, significant anniversaries—find the property’s size allows both communal dinners around the pool and breakout spaces for card games or conversations. The fenced grounds provide security without feeling institutional.

Couples seeking a romantic Tuscan base can claim the garden cottage while inviting other couples to share the larger villa, creating a private-yet-social dynamic. Professional groups running retreats or creative workshops appreciate the multiple quiet zones and reliable Wi-Fi for video conferencing or digital work.

Families with young children benefit from the pool area’s secure fencing, the multiple bathrooms reducing morning queues, and the spacious grounds allowing children to run and play while remaining visible to supervising adults.

Practical Information

Villa Cegliolo accommodates 14 guests across 7 bedrooms and 5 bathrooms. The property provides Wi-Fi internet access throughout, satellite television in main living spaces, central heating for cooler months, and air conditioning for summer comfort. A maid service is available on request, handling daily housekeeping, laundry, and linen changes. Baby high chairs and infant cribs (cots) are provided at no additional cost when booked in advance. The property welcomes pets by prior arrangement, allowing dogs and cats under agreed terms.

The private swimming pool operates seasonally from May through September, with water heating included in rental. Pool loungers and parasols are provided. The wood-fired pizza oven and barbecue facilitate outdoor cooking without additional charges. Parking is secure and accommodates multiple vehicles.

Utilities including electricity, heating, water, and Wi-Fi are included in rental rates. Bed linen and bath towels are provided and changed mid-stay for longer bookings. The property operates a flexible check-in policy—discuss timing directly with Excellence Luxury Villas to coordinate your arrival.

Frequently Asked Questions about Villa Cegliolo

How many guests does Villa Cegliolo sleep?

Villa Cegliolo sleeps 14 guests across 7 bedrooms and 5 bathrooms. The main villa contains 5 bedrooms (three in Apartment One, two in Apartment Two) and 4 bathrooms. The independent garden cottage includes 2 bedrooms and 1 bathroom, for a total of 7 bedrooms across the property. Bed configurations break down as: four double beds, three twin beds (accommodating six additional guests on these twin-bed configurations).

What is the nearest airport to Villa Cegliolo in Cortona?

Perugia San Francesco d’Assisi Airport sits 30 kilometres away, approximately 35 minutes by car from Villa Cegliolo. This regional airport handles flights primarily from European capitals and connects with Rome and Milan. Florence Amerigo Vespucci International Airport lies 80 kilometres south (90 minutes driving), offering more flight options and connections. Rome Fiumicino Airport, Italy’s largest hub, sits 180 kilometres away (approximately 2.5 hours), practical for transatlantic travellers willing to complete a longer transfer.

What is the best time of year to rent Villa Cegliolo?

Spring (April through May) delivers ideal weather—daytime temperatures between 18-22°C, blooming wildflowers across the Val di Chiana, and manageable tourist numbers in Cortona. Summer (June through August) guarantees warm swimming conditions and reliable sunshine, though July and August bring higher accommodation costs and crowded village streets. Autumn (September through October) mirrors spring’s climate advantages with the added benefit of wine harvest season and truffle-hunting opportunities. Winter (November through March) sees fewer visitors and occasional snow on higher ground, but some guests appreciate the quiet, the working fireplaces, and the lower rental rates. The swimming pool operates May through September only.

Is Villa Cegliolo suitable for families with children?

Yes. The property includes baby cribs and high chairs upon request, directly addressing needs of families with infants. The swimming pool features secure fencing and a maximum depth of 2.5 metres, creating a contained bathing environment. Sun loungers allow supervising adults to remain close while children swim. The expansive grounds with mature trees provide safe exploration space. Lake Trasimeno’s Tuoro Beach, 14 kilometres away, offers shallow water entry and beach facilities specifically designed for families. Cortona’s quiet side streets present safe walking territory for slightly older children. The three-apartment configuration allows parents to establish different bedtimes without disturbing other guests. Nearby supermarkets stock children’s food items and supplies within 1.5 kilometres.

What is included in the rental price at Villa Cegliolo?

Rental rates include all utilities: electricity, water, heating, and Wi-Fi internet access. Bed linens and bath towels are provided and changed during longer stays. The private swimming pool (seasonal May-September) with loungers and parasols is included. Use of the wood-fired pizza oven and barbecue requires no additional fees. Central heating operates throughout the property. Air conditioning units function without surcharge. Parking is included. Optional services available for additional cost include maid service (daily housekeeping or specific-day cleaning), and chef services for special meal preparation.

What restaurants and shops are near Villa Cegliolo?

Local alimentari and small restaurants operate in villages 1.5 kilometres from the property, offering fresh provisions and casual dining. Cortona, 4 kilometres away, contains numerous restaurants ranging from casual pizzerias to fine dining establishments. Enotecas (wine bars) throughout Cortona offer Tuscan wines paired with cured meats and cheeses. The central market in Cortona’s piazza operates Saturdays, selling fresh produce, flowers, and artisan goods. A supermarket is located approximately 2 kilometres from Villa Cegliolo, stocking groceries and household supplies. Restaurants along Lake Trasimeno’s shore, 14 kilometres north, specialize in fish and serve lakeside with sunset views. Montepulciano town contains delis, restaurants, and wine shops featuring the region’s Vino Nobile.