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Holiday Homes in Tuscany

Want to find a place in Tuscany which has you feeling as if you are living like a local, then you should be looking into the many holiday home solutions with a either a full rental or simply a portion as in a vacation apartment rental. A holiday home, is another way of say “genuine and authentic” while differentiating from a fully functional farmhouse or agritourism, but in essence they offer the same type of quality service.

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The promise of a green garden or panoramic view, spacious accommodations and a full kitchen are really what make a holiday home vacation special and memorable. You, family, friends or travelling buddies can opt to have a private pool, BBQ area, entrance and yard while on holiday in Tuscany. Or if you enjoying the mix and mingle with others, you can choose to rental or B&B Suite where you would share a pool, meals and many other extras. In either case you won’t miss out on the great Tuscan hospitality and many marvelous itinerary possibilities.

Some holiday homes offer a rich hearty breakfast or hotel-like lodgings, even onsite restaurants with private cooking lessons, wine tastings and live entertainment. Whatever you are looking for in Tuscany while exploring the nearby Chianti vineyards, hills in Val d’Orcia or the stunning beahes, you will find a solution within your budget.

Read our list of suggestions below, and if you have any questions … check out our Forum where the Tuscan experts will help you sort things out!

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Ripostena Country House: Fabulous pool with panoramic view of Tuscany

Ripostena Country House, with its 10 vacation apartments enjoying a gorgeous panoramic view, are the perfect base in Tuscany. Surrounded by a lovely green park area and woods, in traditional Tuscan farmhouses lovingly restored to preserve their charm, it is the perfect place for couples and families with kids close to Siena, San Gimignano and Volterra.

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Romitorio di Serelle - Ancient Hermitage

Charming vacation rental apartments set in an ancient hermitage, Romitorio di Serelle apartments between Castellina in Chianti and Poggibonsi have been completely restored. The offer stunnin views of the vineyards, an onsite restaurant and WiFi throughout the accommodations.

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Podere Monti - Within Walking Distance of Casole d'Elsa

The family-run estate of Casa Podere Monti is located in the picturesque landscape of Siena. Read our review of the estate offering a combination of self-catering apartments & independent vacation villas which provide an ideal base for your holiday adventure in Tuscany.

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Camporsevoli - Elegant Apartments in a Tuscan Castle

These family-run vacation villas and apartments are conveiently located for exploring the beauty of central Italy. Camporsevoli promises a special holiday home for couples, families and friends traveling for fun, adventure or a special event. You can also enjoy cooking classes, wine tastings and fantastic panoramic views in southern Tuscany.

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La Masseria - Countryside between Florence & Pisa

La Masseria Holiday Home is a lovely villa in the countryside near Florence divided in 3 comfortable apartments in typical Tuscan style. The property can also be rented entirely and can accommodate up to 13 guests.

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Il Defizio - Meals on a Panoramic Terrace

Il Defizio offers a combination of B&B rooms, fully-equipped self-catering apartments and cottages between San Gimignano & Volterra. Lounge by the salt water pool or enjoy the excellent on-site restaurant.

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Le Sante Marie Apartments near Florence

Residenza Le Sante Marie offers two apartments for your holiday in Tuscany, Sole and Luna which can be rented separately or together. Immersed in the countryside near Florence just outside of Imprunuta, it is the perfect location for exploring Tuscany and enjoying a relaxing vacation in Chianti.

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Campo del Rosario: Vacation Rental near Sandy Beaches

Between the characteristic medieval hamlets & the sandy beaches of the Tuscan coast, Campo del Rosario vacation villa rental is the place to be on holiday. This 3 bedroom villa has WiFi, its own pool, is within walking distance of Montescudaio & promises easy daytrips to Pisa & Volterra.

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San Fabiano Villa Near Siena

San Fabiano is a rustic countryside villa just to the south of Siena that can host groups of up to 21 people, as well as special events such as a wedding in Tuscany. With its gorgeous loggia, heated swimming pool and many activities organized directly at the villa, such as truffle hunting and catering, it is an ideal base for visiting Tuscany or just relaxing at the estate.

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Montefreddo Private Villas & Apartments

In southern Tuscany, near the border with Umbria & Lazio on the skirts of Monte Cetona, the Montefreddo estate offers elegant and exclusive lodgings in a private villa and villa apartments. With simple modern furnishings combined with traditional country decor, the villas with private pool, ample gardens and A/C offer the perfect setting for a relaxing stay in Tuscany amidst organically grown vineyards and olive groves.

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Our Travel Guides

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