Villa Tolomei | 9-Bedroom Villa with Private Pool in Grosseto Florence

Eighteen guests converge on Villa Tolomei in Grosseto, Tuscany, and within minutes the outside world simply ceases to exist. This isn’t a typical holiday rental—it’s a sprawling Tuscan compound where mustard-hued stone walls rise from vineyards and poplar-lined gardens, where the very air seems to slow down and deepen. The kind of place where extended families actually want to spend two weeks together.

Inside Villa Tolomei

Villa Tolomei sleeps 18 guests across 9 bedrooms and 9 bathrooms, distributed across three distinct structures that create natural separation without isolation. The main villa houses most living spaces and sleeping quarters; a secondary annexe offers additional privacy and wellness facilities.

Ground Floor of the Main Villa opens into an expansive sitting area anchored by a working fireplace—the kind with a genuine hearth that draws people in on cooler evenings. A separate television lounge provides refuge for those seeking quieter company. The fully-equipped kitchen spans enough counter space for two cooks and seats six at the dining table for casual meals; a distinct formal dining room with seating for 18 serves as the gathering point for group dinners. A twin bedroom with en-suite bathroom (featuring both bath and shower) offers ground-floor accessibility for elderly guests or those with mobility needs. Practical spaces include a dedicated laundry room, billiards room for evening entertainment, and two guest WCs positioned for convenience.

First Floor accommodations comprise seven bedrooms spread across the upper level. The master bedroom features an en-suite bathroom with shower and soaking tub—your first view from the windows is of cypress trees against an open horizon. Two additional double bedrooms with en-suite bathrooms provide the same attention to comfort. Three twin bedrooms with en-suites offer flexible sleeping arrangements for families or friends who prefer separate beds. A small television lounge on this level includes a sofa, armchairs, and printer/scanner for those needing to handle emails discreetly. Air-conditioning operates on this floor, essential during July and August when Tuscan heat peaks.

The Annexe functions as a semi-independent wellness retreat. It contains one bedroom with a queen-size futon-style bed and en-suite shower bathroom. The standout feature: a dedicated massage room with professional-grade massage bed, plus a Jacuzzi and hammam (steam room) creating a spa experience without leaving the property. This space suits either additional guests seeking privacy or serves as a dedicated wellness zone for the entire party.

Every bedroom holds original wood furnishings and displays a colour palette of soft power blues, French greys, and pale pinks. High ceilings throughout the property are hung with chandeliers rather than ceiling lights, creating ambient warmth. Throughout Villa Tolomei, Wi-Fi reaches every room, heating systems maintain comfort in winter, and televisions offer entertainment for downtime.

Outdoor Spaces and Living

The 1,200-acre grounds surrounding Villa Tolomei contain multiple distinct outdoor experiences. The main terrace, roofed in traditional terracotta tiles and draped with climbing greenery, creates naturally dappled shade perfect for al fresco meals without sun glare. This is where breakfast happens—fresh pastries and coffee with the countryside view shifting through morning light.

The swimming pool (operational approximately May through October) anchors the lower gardens, surrounded by sun loungers, shade umbrellas, and surrounding grounds that ensure complete privacy from neighbouring properties. The pool’s temperature can be adjusted for comfort during shoulder seasons. A separate barbecue area with substantial outdoor furniture creates an informal gathering point for grilled meals and evening drinks.

The tennis court operates year-round, maintained to a standard suitable for recreational play—tennis rackets are provided for guests without their own equipment. A distinctive watchtower building (the “tower” structure visible on approach) stands as a landmark feature, its architecture echoing the main villa’s elegant proportions and finishing style.

The gardens themselves show the hand of serious landscape planning: poplar trees create natural windbreaks and visual framing, native plantings reduce maintenance while supporting local wildlife, and multiple terraces at different levels allow different perspectives across the Grosseto countryside. Morning light here—between 6 and 8 AM in summer—has a specific golden quality that photography enthusiasts and painters immediately recognize.

Location: Grosseto and the Surrounding Area

Villa Tolomei sits in the Province of Grosseto, within the Upper Maremma region of western Tuscany. The nearest significant town is Gavorrano, 8 kilometres away—a medieval hillside settlement that functioned for centuries as a mining centre. Today, the Parco Nazionale Delle Colline Metallifere offers visitors the chance to descend into authentic mines via a restored mining train, providing genuine insight into the region’s 800-year industrial heritage. The Teatro Delle Rocce, an open-air theatre carved into the mining landscape, hosts cultural events during summer months.

The Castello di Scarlino lies 12 kilometres south, a fortified castle with 360-degree views extending to Elba Island on clear days. The climb rewards visitors with sight lines across the Tuscan archipelago and straightforward local ice cream at the summit café.

Grosseto city itself (25 kilometres south) functions as the provincial capital, containing supermarkets for restocking provisions, restaurants ranging from casual trattorie to Michelin-listed establishments, and the weekly farmers market at Piazza Dante where local producers sell seasonal produce directly. The Maremma regional food speciality—wild boar ragu—appears on every serious local menu.

Beaches on the Tyrrhenian coast lie 40 kilometres west: Marina di Grosseto and Follonica offer sandy swimming and beach-club culture. The Ombrone River estuary, 20 kilometres away, provides birdwatching opportunities and quiet nature walks.

For day trips, Florence sits approximately 145 kilometres north (2.5 hours by car), reachable via the A1 motorway. Siena (80 kilometres north, 1.5 hours) preserves medieval architecture and hosts the famous Palio horse race each summer. Pisa (120 kilometres northwest, 2 hours) offers the leaning tower and substantially fewer crowds than Florence.

Explore our villas in Province Of Grosseto for alternative properties in this region, or browse our luxury villas across Europe. For broader destination planning, our Tuscany travel guide covers seasonal timing, driving routes, and hidden restaurants beyond the tourist circuit.

Best time to visit: May, June, September, and October offer warm weather (20-26°C) without the intense July-August heat (regularly exceeding 30°C). These months coincide with lower tourist density at major sites and reduced accommodation competition. Spring brings wildflowers and active vineyard work; autumn brings harvest activities and the food calendar peaks with truffle season beginning in November.

Who This Villa Suits Best

Extended families (10-18 people) looking to gather without hotel constraint: three separate sleeping buildings mean teenage children gain independence while parents and grandparents maintain shared communal spaces. The ground-floor bedroom accommodates less mobile family members without marginalizing them from group activities.

Multiple families holidaying together: Two or three families can occupy distinct zones—one family on the first floor, another in the annexe, a third using the ground-floor suite and secondary beds—without constant interaction fatigue.

celebration groups (weddings weekends, milestone birthdays, milestone anniversaries): The formal dining room seats 18, outdoor terraces accommodate larger gatherings, and the dedicated chef service (available on request) eliminates cooking rotation stress.

Professional retreats and corporate groups seeking working space: Printer/scanner availability, strong Wi-Fi, and quiet zones allow daytime conference work while evening outdoor space supports team bonding.

Couples seeking privacy within a group setting: While Villa Tolomei accommodates 18, two couples can rent the property and experience it as an ultra-spacious family villa with room to move between social and solitary hours.

Practical Information

Capacity & Layout: 18 guests, 9 bedrooms, 9 bathrooms across main villa and annexe. Ground floor includes one accessible bedroom with en-suite bathroom. Futon-style double bed in annexe provides additional sleeping option.

Nearest Airport: Pisa International Airport (Galileo Galilei) sits 120 kilometres north, approximately 2 hours by car. Florence Peretola Airport (90 kilometres north, 1.5 hours drive) offers additional flight options. Transfer services can be arranged through the on-site concierge.

Nearest Supermarket: Grosseto city centre contains Coop and Esselunga supermarkets (25 kilometres away, 30-minute drive). Gavorrano has a smaller market suitable for daily essentials (8 kilometres, 12-minute drive).

What’s Included: Utilities (heating, water, electricity), Wi-Fi throughout, linens and towels, pool maintenance (seasonal), basic kitchen equipment, and access to on-site tennis court. Air-conditioning operates on first floor only.

Optional Services: Private chef service (per request), maid service for cleaning between stays, babysitting for families with young children, spa access including massage therapy and hammam treatments. On-site concierge can arrange bicycle rentals, local activity bookings, and special requests.

Check-In Flexibility: Standard check-in allows afternoon arrival; early morning or late evening arrivals may be accommodated with advance notice.

Frequently Asked Questions about Villa Tolomei

How many guests does Villa Tolomei sleep?

Villa Tolomei sleeps 18 guests comfortably across 9 bedrooms and 9 bathrooms. The main villa contains six bedrooms plus a ground-floor twin; the first floor adds seven bedrooms; the annexe provides one additional bedroom. The futon-style bed in the annexe accommodates a queen-size sleeper, making the property suitable for configurations ranging from couples to large extended groups. Most bedrooms feature either double or twin bed arrangements.

What is the nearest airport to Villa Tolomei in Grosseto?

Pisa International Airport (Galileo Galilei) sits 120 kilometres northwest of Villa Tolomei, approximately 2 hours by car via the A1/SS1 route. Florence Peretola Airport (Aeroporto di Firenze) lies 90 kilometres north, roughly 1.5 hours driving. Both airports receive international flights from major European hubs. The on-site concierge can arrange private car transfers from either airport, with journey times factoring in traffic patterns (significantly slower on Friday and Sunday evenings).

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

May through June and September through October offer optimal conditions: daytime temperatures range 20-26°C, rainfall remains minimal, and the swimming pool maintains comfortable temperatures (though May may require heating). These months avoid July and August heat (regularly exceeding 32°C indoors without shade) and peak tourist congestion at Florence and Siena. Spring brings wildflower displays and active vineyard operations; autumn coincides with harvest festivals and superior restaurant availability. Winter (December-February) experiences occasional rain but offers solitude and dramatic light quality—ideal for couples and photographers who don’t require pool access.

Is Villa Tolomei suitable for families with children?

Yes, Villa Tolomei accommodates families of varying sizes well. The swimming pool (open May-October) allows supervised water play within secure grounds. Gavorrano medieval town (8 kilometres away) offers child-friendly exploration of cobbled streets and low climbing hazards. Follonica beach (40 kilometres south) provides sandcastle and shallow-water activities. The tennis court entertains older children and adolescents. Ground-floor bedroom accessibility assists families with elderly grandparents or mobility needs. Babysitting services can be arranged through the concierge for evening parents’ dinners. The large grounds allow children to move between spaces without constant adult monitoring—a genuine advantage over smaller rental properties.

What is included in the rental price at Villa Tolomei?

Standard rental includes all utilities (heating, water, electricity), Wi-Fi throughout the property, comprehensive linens and towels, pool maintenance during operating season (May-October), basic kitchen equipment (pots, pans, dishes, utensils), and access to the tennis court with provided rackets. Air-conditioning operates on the first floor. Additional services available for supplementary cost include private chef services, professional maid cleaning, babysitting, massage therapy, and hammam access. Bicycle use is included; tennis rackets are provided.

What restaurants and shops are near Villa Tolomei?

Gavorrano (8 kilometres) contains several trattorias serving traditional Maremma cooking, including wild boar specialities and fresh pasta. Grosseto city (25 kilometres) hosts a farmers market at Piazza Dante (operating Tuesday-Saturday mornings), multiple supermarkets including Coop and Esselunga, and restaurants ranging from casual pizzerias to the Michelin-listed Michela Ristorante. The village of Follonica (40 kilometres toward the coast) offers beachfront dining and gelato. Siena (80 kilometres north) provides sophisticated dining; Florence (145 kilometres north) offers virtually unlimited restaurant options. The on-site concierge can provide recommendations and make restaurant reservations based on dietary preferences and group size.