10 Gorgeous Villas in Tuscany You Can Rent

Tuscany is a beloved destination for Americans and Brits alike—so much so that in the UK, it has been dubbed Chiantishire, as travelers decamp from gloomy England and set up in villas for a summer of sightseeing, swimming, and socializing. But Tuscany is large and there are many hidden or lesser-known places worth visiting, too. The landscape, recognizable as the background of countless Renaissance Madonnas, remains relatively unspoiled, dotted with ancient farmhouses which have been beautifully restored into villas or boutique Tuscan hotels. For a summer (or fall) stay that showcases the best of this beautiful region, these addresses get our pick for being the best villas in Tuscany.
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- Courtesy Villa Laura
Villa Laura
If your trip to this region is inspired by the classic film Under the Tuscan Sun then why not double down on the fantasy and stay at the traditional, centuries-old villa that features in the movie? All of the quintessential elements are here, from soaring beamed ceilings to terracotta tiles and original stonework. Modernized updates include a contemporary kitchen with a spacious marble-top island and a game room. In the gardens, there’s a pool, a hot tub, and a pizza oven, as well as a farmhouse with additional bedrooms. All in, the estate has space for 16. Take it over for a group holiday and soak up that Italian sunshine.
Sleeps: 16
Price: From $2,124 per night, or $133 per person per night, seven nights minimum
- Francesca Pagliai
La Regina
From the badminton court to the infrared sauna, truly everything has been considered at this exquisite 14th-century Tuscan house. Within the former convent are six bedrooms that resemble those found in a boutique hotel, all featuring smart seating areas, exposed beamed ceilings, and air conditioning. The kitchen, originally used as a literal pigsty, is now a chef’s dream with marble kitchen tops, an Aga stove, and plenty of cookbooks. Outside there’s a vegetable garden and orchids to pick fresh ingredients from. Much of the house is built around a courtyard where the whole crew can gather at the outdoor lounge and dining area. The other main hangout hub is the magnesium infinity pool, surrounded by sun loungers and an outdoor hot tub, and overlooking the romantic rolling hills of Tuscany.
Sleeps: 12
Price: From $36,307 per week or $3,025 per person per week
- Courtesy Villa Cetinale
Villa Cetinale, Tuscany
Of all the beautiful addresses in Tuscany, few can claim the grandiose place in history that Villa Cetinale can. And we mean grandiose in every sense—built in 1680 for Pope Alexander VII, it's hosted famous names from royalty (Princess Margaret) to rock stars (Mick Jagger) over the years. Edith Wharton famously praised the Cetinale gardens, an icon of Tuscan beauty with climbing roses, lemon trees, statues, and vine-covered pergolas. From the villa, you’ll have private access to the gardens, along with a heated pool and tennis court. Each of the 13 bedrooms is named after a different color. All are sumptuously decorated but the red room, with its scarlet velvet four-poster, is the one to aim for. Naturally, a stay here is accompanied by the service of a full staff including a chef, waiter, daily housekeeping, and a porter.
Sleeps: 27 across 13 bedrooms
Price: From $8,344 per night, or $265 per person per night, three nights minimum
- Courtesy One Fine Stay
Tuscan Castle
Perfectly placed between Rome and Florence, this sprawling Tuscan retreat offers a supremely stylish stay within an 11th-century castle. Much of the history has been preserved—the main kitchen with exposed stone walls and ceiling is a particular highlight—while modern comforts are blended seamlessly throughout. All nine bedrooms come with en suites, while other features vary from four-posters to terraces with hot tubs, lounge rooms, minibars, and even kitchenettes. There’s room for everyone to gather in the glass-walled dining room that overlooks the surrounding gardens. Or for an even better view, lunch can be served outside from the elevated al fresco dining area with views of the surrounding farmland, vineyards, olive groves, and soaring Cypress trees. After lunch, head to the infinity pool for a dip—there are two to choose from.
Sleeps: 18
Price: From $14,164 per night or $787 per person per night, minimum two nights
- Courtesy Thermae
Thermae
Dating back to the 16th century, this full-of-character villa has lived a varied life, from housing a stable to operating as a nightclub. Today the property is a unique two-bedroom, two-bathroom private stay available on Plum Guide. The original honey brick walls are beautifully offset with mid-century modern decor and a sleek chrome kitchen. There’s a home cinema set up, an artist studio space, and a striking rainfall shower set without an arched alcove. But the real star of the place is the underground plunge pool, hidden away in the vaults and only accessible via a trapdoor.
Sleeps: 4
Price: From $1,171 per night, or $293 per person per night, minimum three nights
- Andrea Jones
Borgo Santo Pietro
If you don't have the bandwidth to take over an entire villa, Borgo Santo Pietro is a 13th-century Tuscan villa that operates as a boutique hotel. Book into one of the traditional rooms, where murals adorn the walls and antique furniture features throughout, or opt for a spacious garden suite where crystal chandeliers hang over four poster beds and doors lead out onto a lavender-filled courtyard. Breakfast is served in the huge farmhouse-style kitchen or on the terrace with views of lemon trees and the green hills beyond.
Sleeps: 2
Price: From $600 per night
- Courtesy Home In Italy
Villa Argilla
From stone arch doorways to wooden-beamed ceilings and cool flagstones underfoot, this Tuscan villa has all of the hallmarks of a traditional farmhouse. The four bedrooms are set apart from the main villa in three spacious guesthouses, so it’s beautifully private and ideal for big group getaways. The main draw, however, is the exterior—set on a private estate of 370 acres, the home is surrounded by manicured gardens, a huge pool, firepit, outdoor hot tub, beach volleyball set-up, and a bocce court. Outdoor dining under the twinkling lights of the pretty cabana makes the most of the cinematic views over olive groves and dipping hills.
Sleeps: 8
Price: From $29,730 per week, or $531 per person per night - My Private Villas
Villa Il Santo
This gorgeously restored stone villa is perfect for big families or those who want to get away from the crowds. Thanks to its previous life as a 13th-century watchtower and barn, the home is blessed with an enviable hilltop position and undisturbed views across the one-time feudal towns of the Siena province (the region was later dominated by nearby power Florence), all the way to the towers of San Gimignano.
Today, the structure has been lovingly restored by Jane and Steven Collins, the couple behind similarly romantic Temple Guiting Manor in the Cotswolds, and is run by Tuscan locals Enzo and Annagloria Corti, who fill the home with their locally grown and made wines and olive oils, toiletries from fragrance house Angeli di Firenze, as well as impeccably chic furnishings sourced from Milan’s Salone del Mobile. The location is at once secluded (there’s not another dwelling for the best part of two kilometers around), but also a brilliant base point for day trips to Florence (one-hour drive) and Pisa (90-minute drive), as well as neighboring vineyards and wineries that speckle the valleys (the nearest of which, the charmingly rustic I Balzini, provided wine for Succession). Each morning, a chef will whip up a feast for breakfast—fresh pastries, Italian coffee, with platters of fruit and eggs cooked to order—and is also available for private dining as well as cooking courses for local dishes. Rooms are seriously spacious, all en suite, and within its original stone structure with farmhouse features (pretty wooden shutters), as well as one studio next to the pool. Outside, there is a BBQ and stone pizza oven on the terrace, numerous dining areas depending on the best spot for the sun, as well as smaller seating nooks, all designed for enjoying Tuscany’s sun-drenched days. —Charlotte Davey
Sleeps: 16 (across seven en suite bedrooms in the main house, plus one self-contained pool studio)
Price: From $31,519 for seven nights
- The Luxury Travel Book
Villa Porto Ercole
Think of Tuscany, and you’ll likely picture rippling green hills, towering Cypress trees, and villas so remote there’s not another building in sight. But down on the region’s southwest corner, Villa Porto Ercole gives guests these views and more—etched into the hillside, endless greenery tumbles down into the blue lagoons of Levante and Orbetello, framed by the region’s more recognizable hills melting into the mainland beyond. The villa sleeps up to 14 guests in an unassuming terra-cotta-colored building complete with a giant dining table, living area, games room, gym, and outdoor dining area. Spend days soaking up the Tuscan sun by the infinity pool or hiking around the hillside, and evenings sipping on wine from the estate’s vineyard as you gaze at the views beyond. Pop down to the town of Porto Ercole for drinks and dinner (book via The Luxury Travel book to download the app for handy recommendations of places to eat nearby) or book an evening with the villa’s chef for a feast in the comfort of your own home. —Olivia Morelli
Sleeps: 14
Price: From $8,877 per week
- Courtesy Villa San Barberino
Villa San Barberino, Tuscany
From the arched entryways and wooden beams to the roll-top baths and antique stone basins, you can tell every inch of this farmhouse has been restored with love. Home cooks will be in their element in the atmospheric kitchen, where a large cooker and double oven sit inside a stone fireplace. Rustle up a rustic Italian feast for the whole crew and serve it outside on the large pergola overlooking the surrounding olive trees and vineyards. All five bedrooms are beautiful, but the standout is on the ground floor, where the bedroom connects to a spa area with a beautiful mosaic-tiled steam room, sauna, and sunken hot tub.
Sleeps: 10
Price: From $10,415 per week, or $149 per person per night
This gallery was originally published on Condé Nast Traveller U.K. It has been updated with new information since its original publish date.