Ca di Pesa

Chianti, Tuscany

  • 10 - 20 Guests |
  • 12 Bedrooms |
  • 8.5 Baths

Ca di Pesa is dramatically positioned in the famed Conca d'Oro vineyards of Chianti, minutes from Panzano. Lovely pool & bocce court. Private cinema, cantina for wine dinners, pizza oven. Layout works equally well for up to 10 or up to 20 guests.

Cariola

Maremma, Tuscany

  • 16 Guests |
  • 8 Bedrooms |
  • 8 Baths

Cariola is immersed in some of Tuscany's most prized vineyards, literally. The fertile fields of Sasssicaia, Guado al Tasso & Ornellaia surround you. Walk to the beach, bike to San Vincenzo, tour ancient hill towns. Road-biker paradise. All ages welcome.

Casale Alto

Maremma, Tuscany

  • 12 Guests |
  • 7 Bedrooms |
  • 7 Baths

Sprawling, private estate with breathtaking view of ocean & Tuscan Coast. Lovely gardens, extensive furnished outdoor areas for lounging & dining. Loaded with amenities. Ideal for six to 12.

Casale di Fiesole

Near Florence, Tuscany

  • 8 Guests |
  • 4 Bedrooms |
  • 5 Baths

Casale di Fiesole is ideal for a villa vacation immersed in the Tuscan countryside. Easy access to Florence. Delightful view from pool and orchard. Appealing, flexible size and layout, ideal for couples or family. English-speaking House Manager/Cook a real asset.

Casale Pieve

Near Siena, Tuscany

  • 8 Guests |
  • 4 Bedrooms |
  • 4.5 Baths

Never-before-available private home of exceptional and refined taste, contemporary design. Under-the-radar location in Crete Senesi south of Siena. Storybook sunset views. Walk to charming village. Private spa. Local staff.

Il Mugnello

Near Siena, Tuscany

  • 20 Guests |
  • 10 Bedrooms |
  • 10 Baths

Local village is 15 minutes on foot - for dining out, getting a morning coffee. House Manager Giovanna is a smiling, delightful presence. Flexible layout works easily from up to 10 to 20 who want to sink into a timeless peaceful landscape of beauty.

La Civetta

Maremma, Tuscany

  • 10 - 12 Guests |
  • 7 Bedrooms |
  • 6 Baths

Bright, stylish farmhouse with lovely garden with pool and tennis. Private access to sandy beach, seaside villages. Close to all the most important Super Tuscan wineries. Day trip to Elba, Pisa or Lucca. Excellent cook & staff included.

La Francigena

Near Siena, Tuscany

  • 12 Guests |
  • 6 Bedrooms |
  • 6.5 Baths

La Francigena has designed for independent-minded guests with great style and relaxed elegance. Spacious cooks kitchen, lovely indoor/outdoor flow and idyllic pastoral views. On a paved road, convenient for touring. Eco-friendly climate controls.

La Limonaia di Celsa

Near Siena, Tuscany

  • 9 - 10 Guests |
  • 5 Bedrooms |
  • 5.5 Baths

Lovingly restored farmhouse with pool, tennis, and endless grounds for running and walking. Excellent choice for two families with two master bedrooms. Superb staff is flexible, accommodating and helpful. Excellent access to Siena & Monteriggioni.

La Pinciana

Maremma, Tuscany

  • 8 - 12 Guests |
  • 6 Bedrooms |
  • 6.5 Baths

Spacious contemporary home, sweeping vineyard & olive grove view. 30 minute walk to Capalbio for dining, shopping. Enjoy beach-days being served lunch under an umbrella on the sand. Charter a power boat. Sample the owners' wine. Flexible up to 8 or 12.

Le Ripe

Val d'Orcia, Tuscany

  • 10 - 14 Guests |
  • 7 Bedrooms |
  • 7 Baths

Stunning views and excellent cook make dining under the pergola a magical Tuscan experience. Easy walk to town & fenced in pool makes this great choice for families. Spacious and well-appointed with ensuite bedrooms. Excellent location for day trips.

Oliveto

Val di Chiana, Tuscany

  • 6 - 10 Guests |
  • 7 Bedrooms |
  • 7.5 Baths

Oliveto is a refined country home with exceptionally beautiful grounds and view, especially from pool. All ensuite bedrooms make this an excellent choice for couples traveling together. Charming village with restaurants & shopping just down the road.

Podere Due Scale

Val d'Orcia, Tuscany

  • 18 - 19 Guests |
  • 9 Bedrooms |
  • 11 Baths

Seamless indoor-outdoor living with multiple terraces, all with panoramic views. Heated pool, hot tub and two working fireplaces extend the season. All ensuite accommodation ensure privacy for up to 18 guests. Games room & gym will keep you active.

Podere Lucia

Val d'Orcia, Tuscany

  • 6 - 13 Guests |
  • 5 Bedrooms |
  • 5.5 Baths

Casual yet sophisticated Tuscan vacation retreat with the amazing Cinzia to cook and look after you. Panoramic views of the chic Val d'Orcia. Nearby ancient hill town with topnotch restaurant. Numerous, easy day trips for wine, food, culture, sport.

Tombolino

Maremma, Tuscany

  • 12 - 16 Guests |
  • 6 Bedrooms |
  • 6.5 Baths

Tombolino is an idyllic seaside setting for a holiday along the sandy beaches of Tuscany's Alta Maremma. Private pool & beach access. Walk or bike to town for shopping, dining or tennis. Near Bolgheri. Comfortable for 12; optional Orangerie for 16.

Tramonti

Chianti, Tuscany

  • 10 - 14 Guests |
  • 7 Bedrooms |
  • 7.5 Baths

Five star luxury inside and out. Completely new, fresh & contemporary. Spacious outdoor living & dining with forno. Well equipped kitchen. Commanding views of the Val d'Elsa from Siena to Monteriggioni. Layout works for all group configurations.

Villa Bianca

Maremma, Tuscany

  • 12 - 14 Guests |
  • 8 Bedrooms |
  • 7 Baths

Gracious oceanfront estate on Cala Grande along Tuscany's western shore. Exceptional on-site amenities - pool and beach, tennis, gym and games room. Day charters or ferries to Giglio and Giannutri. Full staff including superb cook. Families welcome.

Villa d'Orcia

Val d'Orcia, Tuscany

  • 16 - 19 Guests |
  • 8 Bedrooms |
  • 8.5 Baths

A modern designer villa, impressive inside & out. Stunning heated pool, hot tub, alfresco dining with pizza oven. Hilltop setting affords extraordinary, panoramic views of the countryside. All ensuite for complete comfort of all guests.

Villa delle Vigne

Chianti, Tuscany

  • 18 Guests |
  • 9 Bedrooms |
  • 9 Baths

Classic Chianti location between Florence and Siena. on a working wine & oil estate. Captivating views all around. Each detail an expression of the owners' exquisite taste. Spacious, accommodating all ages. Full of charm and style with superb staff.

Villa di Renai

Chianti, Tuscany

  • 12 Guests |
  • 6 Bedrooms |
  • 6.5 Baths

Historic and elegant villa with stunning vistas of Chianti. Lovely dining & seating options, great cook or enjoy the well equipped kitchen. Excellent location for day trips to Florence and surrounding hill towns. Superb vacation rental for 5 - 6 couples.

Villa Isabella

Near Siena, Tuscany

  • 14 - 32 Guests |
  • 16 Bedrooms |
  • 18 Baths

Villa Isabella epitomizes luxurious living in a noble Tuscan villa and is especially well-suited to large celebratory groups of all ages. The estate offers gracious accommodation with the amenities of a boutique hotel in a central Chianti setting.

Villa Santa Maria

Near Lucca, Tuscany

  • 10 - 14 Guests |
  • 7 Bedrooms |
  • 9 Baths

Villa Santa Maria is a modern country home with many amenities include gym, tennis court, and pool heated with solar panels. Fabulous kitchen and cantina as well as excellent local cook available. Day trip to Florence, Portofino and Cinque Terre.

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