Multi-Generational Villas From $500 to $1,000
1—10 of 30 Villas
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Canneto Tuscany
5 bed / 5 bath villa in Siena from €241 to €834 EUR per night
Villa Canneto is a charming, elegant "home away from home" set in the middle of a lovely, large olive oil and wine-producing estate. Located near the beautiful art city of Siena, the villa and surrounding grounds are owned by an ancient noble Sienese family.
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Vittoria Tuscany
4 bed / 4 bath villa in Florence from €372 to €731 EUR per night
Nestled among five acres of lush lawns and olive groves, Villa Vittoria is the perfect destination for those planning to explore the artistic beauty of Florence, less than 10 miles away.
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Villa Ibisco Umbria
4 bed / 4 bath villa in Perugia from €380 to €615 EUR per night
Villa Ibisco is a charming estate located on the green hills of Umbria, inside the natural park of Monte Acuto.
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Il Mulino Tuscany
5 bed / 4 bath villa in Siena from €386 to €658 EUR per night
Il Mulino della Rinchiosa is an 18th century water mill which has been transformed into a beautiful rustic home.
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Just added in Costa Rica!
Casa Ramon Costa Rica
6 bed / 11 bath villa in Dominical from $396 to $1,104 USD per night
Casa Ramon is an exclusive and luxurious vacation rental home in the South Pacific enclave that redefines Coastal Living in Costa Rica.
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Villa Allegra Tuscany
6 bed / 6 bath villa in Siena from $450 to $1,472 USD per night
Surrounded by the hills of Tuscany, Villa Allegra is an elegant residence tucked away near the quaint village of Sovicille.
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La Luna Tuscany
2 bed / 2 bath villa in Siena from $462 to $659 USD per night
La Luna is a charming, two-story residence located on a large, private farming estate, only 10 minutes from Siena by car.
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Castelletto Tuscany
5 bed / 4 bath villa in Pienza from €486 to €815 EUR per night
Castelletto is not just a rental villa, it is a unique property in the heart of the most enchanting Tuscany hill.
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Casa Marcanda Tuscany
4 bed / 4 bath villa in Arezzo from €543 to €886 EUR per night
Casa Marcanda is a beautiful and newly restored farmhouse located in an exceptional area that is lush with varied landscapes and woodlands in marvelous Val di Chio.
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Baciavento Umbria
4 bed / 3 bath villa in Todi from €558 to €686 EUR per night
Baciavento is a lovely stone farmhouse located on one of the beautiful hills around Todi.
Multi-Generational Villas
Price Range
