TUSCANY VILLA RENTALS

Luxury villas and estates for rent in Tuscany, Italy

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PROPERTY NAME
GUESTS
BEDROOMS
 
Photo of Ca di Pesa Exterior
Ca di Pesa
Chianti, Tuscany

10-22 Guests
11 Bedrooms/8.5 Bathrooms
Historic Wine Country

Ca di Pesa is dramatically positioned in the famed Conca d'Oro of Tuscany's Chianti, minutes from Panzano. This vacation home offers expansive views on a tapestry of olive groves, vineyards, woods and country estates. This gracious private home is well-furnished and child-friendly, inside and out. Stunning pool plus bocce, ping-pong and pizza oven. Great Italian cook. Al fresco dining. Exceptional rental for up to 22. Ideal for 12 to 18.

 
Photo of Casale d'Arbia Exterior
Casale d'Arbia
Near Siena, Tuscany

10 Guests
5 Bedrooms/4.5 Bathrooms
Tuscan Farmhouse Rental

This handsomely restored Tuscan farmhouse is on the grounds of an extensive private estate producing olive oil, wine and grain. Ideal location - ten minutes from Siena, easy access to charming Chianti hilltowns, an hour from Florence. Dine al fresco under grape pergola. Pool immersed in olive grove. Family friendly house -- refined and updated yet casual. Local cooking a la carte for a real vacation.

 
Photo of Casale di Fiesole Exterior
Casale di Fiesole
Near Florence, Tuscany

8 Guests
4 Bedrooms/4.5 Bathrooms
Elegant Villa, Lovely Pool

Casale di Fiesole is ideal for those wanting a villa vacation immersed in the Tuscan countryside but easily accessible to Florence (20 min.) and Chianti (30 - 60 min.). Surrounded by vineyards, groves, fruit orchard. Delightful view especially from pool. Very appealing size and layout, with all the right touches for a graceful, nourishing holiday with family and friends. Ideal for three to four couples or adults with children. Lovely local cook/housekeeper speaks English and is very helpful.

 
Photo of Casale di Larniano Exterior
Casale di Larniano
Near Siena, Tuscany

14 Guests
7 Bedrooms/5 Bathrooms
Chianti Holiday Farmhouse

Casale di Larniano is an ideal spot for relaxing and exploring Tuscany. All the comforts are brought together in this house that is ample for fourteen, yet intimate enough for eight. The quiet country setting, belies its central location. With nearly immediate access to Siena and Chianti, and just under an hour to Florence, you can easily enjoy a comprehensive itinerary of the region's major points of interest.

 
Photo of Castello di Panzano Exterior
Castello di Panzano
Chianti, Tuscany

10 Guests
5 Bedrooms/5.5 Bathrooms
Elegant Villa Walk to Town

Castello di Panzano offers an 10 minute walk to the historic center of one of Chianti's most charming hill-towns. Spectacular vistas from garden and dining terraces. Elegant, well-furnished home with exceptional amenities; pool, tennis court, gym, billiards. Attentive and discreet on-site staff included. Priced for 6 or 10 guests. Works well for three couples or families with up to four children.

 
Photo of La Fattoria exterior house
La Fattoria
Near Lucca, Tuscany

12-14 Guests
6 Bedrooms/4 Bathrooms
Lucca Farmhouse Rental

Elegant yet casual family-friendly farmhouse. 15 minutes to Lucca. 40 minutes to the beach. Countryside and coastal Tuscany in one holiday. Al fresco dining, living and pool. Morning runs and afternoon walks or mountain bike rides in owners adjacent woods. Charming English-speaking cook. Flexible a la carte services. WiFi.

 
Photo of La Limonaia di Celsa Castle and Chapel
La Limonaia di Celsa
Near Siena, Tuscany

10 Guests
5 Bedrooms/5.5 Bathrooms
Historic Tuscan estate

An idyllic setting for the restoration of mind, body and spirit. Well-run, restored farmhouse with private pool and outdoor dining plus tennis court and endless grounds for running and walking. Ideal for one or two families. Superb staff is flexible, accommodating and helpful. Comfortable from March through New Years. Great value year round. 30 minutes to Siena or Monteriggioni. 75 minutes to Florence.

 
Photo of La Scuola Pool at Night
La Scuola
Val d'Orcia, Tuscany

12 Guests
6 Bedrooms/6 Bathrooms
Walk-to-town Villa Rental

Walk to charming and lively Tuscan hill-town for dining, shopping and luxury spa. Huge central al fresco dining/living room adjacent to pool and house for gracious indoor/outdoor living. Crisp contemporary interior. Accommodating, friendly and easy-going local staff. Cooking services included for lunch or dinner as preferred. Highly desirable Val d'Orcia location. Equidistant to Rome and Florence.

 
Photo of Le Ripe Front Loggia
Le Ripe
Val d'Orcia, Tuscany

14 Guests
7 Bedrooms/7 Bathrooms
Villa near town with view

Elegant and refined private home with an stunning panoramic view of the Tuscan countryside. Twenty minute walk to charming ancient town with restaurants, shops, services. Large fully fenced pool. Very spacious and well-appointed with ensuite bedrooms. WiFi. Excellent cook available full-time or a la carte. Year-round house for both more intimate cool-weather stays and multigenerational gatherings in summer.

 
Photo of Oliveto Exterior
Oliveto
Val di Chiana, Tuscany

10 Guests
7 Bedrooms/7.5 Bathrooms
Elegant Tuscan Estate

Oliveto is a stately and refined country villa designed for those who want to experience the luxury of a peaceful hillside in a truly graceful, tranquil home. Surrounded by an exceptionally beautiful and well-designed garden, one lives at Oliveto in a quiet, unhurried way, savoring time with family and friends. This is a home that invites a meaningful retreat from simply being busy, and it caters to those who will appreciate the lovely elegance of the estate.

 
Photo of Podere Alto Terrace Copia
Podere Alto
Val d'Orcia, Tuscany

10-11 Guests
5 Bedrooms/5.5 Bathrooms
Stylish Farmhouse Rental

Podere Alto is for those who can appreciate the seriously amazing view and the contemporary designer interior of this authentic farmhouse. Great value. Breakfast and Welcome Dinner included. Multi-level living. Open plan kitchen/dining room flows to outdoor dining/living room. Heated jet-stream pool plus hot tub. Flexible, accommodating local staff. Multiple easy day-trips to nearby hill towns. Families and couples are welcome.

 
Photo of Podere due Scale Exterior
Podere due Scale
Val d'Orcia, Tuscany

18-19 Guests
9 Bedrooms/10.5 Bathrooms
Updated Tuscan Farmhouse

The latest and most amazing creation of the defining interior designer of Val d'Orcia vacation villas. Eye-popping panoramic views, seamless indoor-outdoor living and good local staff make Podere Due Scale appealing for warm-weather stays. Heated pool, hot tub and two working fireplaces extend the season. Games room/gym. All ensuite accommodation, air conditioning, WiFi throughout. You may never want to leave.

 
Photo of Podere I Lecci porch
Podere I Lecci
Maremma, Tuscany

13 Guests
7 Bedrooms/4 Bathrooms
Italian Seacoast Rental

Casual family home with spectacular ocean views over the sea on Tuscany's Monte Argentario. Private pool. 10 min. walk to beach. Al fresco dining on spacious deck. Easy-flow indoor-outdoor living. Local cook available. 10 minute drive to Porto Santo Stefano with markets, shops, ferries to Giglio & Giannutri. Day-trip to the natural thermal pools of Saturnia, surf Capezzolo beach, hike the wilds of the Parco Nationale della Maremma, walk Capalbio's wall, taste wine in Bolgheri and Scansano.

 
Photo of Podere I Troscioni Exterior/Pool
Podere I Troscioni
Val d'Orcia, Tuscany

13 Guests
7 Bedrooms/5 Bathrooms
Authentic Rental Farmhouse

Podere I Troscioni is an Italian vacation home with an authentic but casual style. The farmhouse has been lovingly restored, with a stunning marble lined pool and soccer field. Expansive views of the Val d'Orcia. Great rental for an extended family, group of friends or up to four couples. Extensive hiking trails directly from the house. Only 5 mins. to the town of Sarteano, 15 mins. to the highway. Easy touring to Montepulciano, Montalcino, Orvieto, Florence and Rome.

 
Photo of Podere Lucia pool
Podere Lucia
Val d'Orcia, Tuscany

10 Guests
5 Bedrooms/5.5 Bathrooms
Authentic Tuscan Farmhouse

Podere Lucia enjoys a breathtaking panorama on an open hillside, among the most beautiful of any Tuscan farmhouse. Central position for touring & day trips to Montepulciano and Pienza, near the charming Monticchiello. Delightful local housekeeper and cook. Add a topnotch cook's kitchen, an ultra-sophisticated electronics system, stylish bedrooms, ensuite baths & a separate Annesso for guests or teenagers & you have a wonderful Tuscan vacation rental for any generation.

 
Photo of Tramonti front house dusk
Tramonti
Chianti, Tuscany

14 Guests
7 Bedrooms/7.5 Bathrooms
Luxurious Tuscan Farmhouse

Tramonti is a classic stone farmhouse with commanding views of the entire Val d'Elsa from Siena to Monteriggioni, Colle Val d'Elsa and San Gimignano. Completely new, fresh & contemporary look with all luxury appointments. Two pools, one especially child-friendly. Spacious outdoor living/dining with forno & gas BBQ. Impeccable super-luxury interiors with air conditioned bedrooms, WiFi and multiple entertainment options. Modern Cooks kitchen. Main house for 10 or entire estate for 14.

 
Photo of Via Lambertesca Terrace at Dusk
Via Lambertesca
Florence, Tuscany

10 Guests
5 Bedrooms/5.5 Bathrooms
Modern Luxury in Florence

Via Lambertesca is a fabulously modern apartment just a block from the Ponte Vecchio and less than five minutes walk to the Duomo. Chic renovation by one of Italy's popular interior designers. Perfect for a group of friends, multiple families or an intergenerational get-together. Breakfast, AC, WiFi and utilities included. Helpful, friendly and available maid will cook on request. Large terrace for dining and lounging. Exceptional year-round value.

 
Photo of Villa Bianca Exterior
Villa Bianca
Maremma, Tuscany

12-14 Guests
8 Bedrooms/7 Bathrooms
Tuscan Waterfront Villa

Gracious and elegant oceanfront estate on Cala Grande along Tuscany's western shore. Stunning views. Resort-like diversions include pebble beach, kayaking, pool, tennis, soccer and games room. Hiking and golf nearby. Near Sassicaia and Bolgheri for wine. Full - staff of five including superb cook. Great for multigenerational family groups, children very welcome. WiFi. Some air conditioning.

 
Photo of Villa Campocane Pool
Villa Campocane
Maremma, Tuscany

13 Guests
6 Bedrooms/6.5 Bathrooms
Family Fun by the Sea

For families and other groups who want a taste of real unspoiled Tuscany by the sea, the Maremma is the place to be. This is particularly a great area to visit with children; 1.5 hrs to Rome, long sandy beaches, fun things to do and visit that are kid friendly (animals, food) and spectacular scenery.

 
Photo of Villa d'Orcia Exterior/Pool
Villa d'Orcia
Val d'Orcia, Tuscany

16-19 Guests
8 Bedrooms/8.5 Bathrooms
Luxurious vacation home

Villa d'Orcia is breathtaking, a designer-owned Italian farmhouse turned luxury villa. Hilltop setting affords extraordinary, panoramic views of the Tuscan countryside from inside and out. All ensuite accommodation well-suited to groups of friends or families. Stunning heated pool, hot tub, al fresco dining, delightful local cook - all the elements for a memorable vacation. Central location for touring vineyards and hilltop towns; Montepulciano, Pienza & Montalcino.

 
Photo of Villa di Monte front gate
Villa di Monte
Near Lucca, Tuscany

14 Guests
7 Bedrooms/5 Bathrooms
Villa Rental near Lucca

Gracious, well-appointed 17th C villa just outside Lucca. Idyllic position immersed in green with pool, lawns and secret garden. Ideal layout for up to five couples. Children welcome. Elegant yet casual with country kitchen, dining terrace. Nice finishes. 30 minutes to the beach, 60 minutes to Florence. Great for walkers, runners and bikers.

 
Photo of Villa di Renai Pool
Villa di Renai
Chianti, Tuscany

12 Guests
6 Bedrooms/6.5 Bathrooms
Villa Rental near Florence

Villa di Renai is a very refined and luxurious vacation estate with pool, al fresco dining and AC in bedrooms. The villa stands 40 minutes southwest of Florence, surrounded by the charm and stunning vistas of Chianti. Five minutes to two lively villages and easy touring to nearby hill towns of Tuscany. Superb vacation rental for 5 - 6 couples or an extended family. Genuinely friendly, on-site staff. Arrival dinner and breakfasts included.

 
Photo of Villa Fiorentina Exterior
Villa Fiorentina
Near Florence, Tuscany

8-12 Guests
6 Bedrooms/5.5 Bathrooms
Luxury Villa Near Florence

Villa Fiorentina is ideally situated south of Florence a walkable 1.5 kms outside a lively village. Expansive and impeccably kept grounds are matched by an equally refined and sumptuous interior. Suitable only for those looking for truly fine living. Solicitous and well-trained full staff maintains the Villa at the highest standard. Formal lawn and garden lead to very large pool. 15 minutes to the historic center of Florence, 15 minutes to your first Chianti vineyard.

 
Photo of Villa Isabella Exterior
Villa Isabella
Near Siena, Tuscany

25 Guests
15 Bedrooms/17 Bathrooms
Tuscan Villa for up to 35

Villa Isabella epitomizes luxurious living in a true Italian villa. This breathtaking vacation rental easily welcomes up to 35 with all ensuite accommodations. Exceptional amenities - central AC, pool, tennis court, sauna, gym, billiards, etc. Onsite staff, including English-speaking house manager, is very attentive. Highly desirable location in Chianti; 40 minutes to Florence, 20 minutes to Siena. Main Villa can be rented for groups up to 25.

 
Photo of Villa La Rocca Exterior
Villa La Rocca
Val di Chiana, Tuscany

14 Guests
7 Bedrooms/7.5 Bathrooms
Luxury Villa in Town

Majestic position high on a hill, breathtaking views of Val di Chiana; high-demand location in a lively, charming village; Stunning home with elegant appointments and finishes; lovely gardens and pool; very well located near Montepulciano and Montalcino ready access to train and highway for touring; mid-way between Florence and Rome; all ensuite accommodation works for up to 7 couples

 
Photo of Villa La Torre Exterior
Villa La Torre
Near Florence, Tuscany

14 Guests
7 Bedrooms/6.5 Bathrooms
Villa near Florence

Villa La Torre is 15 minutes from Florence. Excellent for touring Chianti, Siena, Lucca, Arezzo, Cortona. Five minute drive to village. Delightful countryside views including historic villas, vineyards, olive groves and mountains. Very spacious and comfortable vacation rental with AC in bedrooms, Wifi, pool, al fresco living room and dining. Situated on important wine and olive oil producing estate-tours and tasting included. Gracious on-site staff includes excellent cook.

 
Photo of Villa Santa Maria Exterior
Villa Santa Maria
Near Lucca, Tuscany

14 Guests
7 Bedrooms/9 Bathrooms
Luxury Rental Villa

Villa Santa Maria is a modern country home with the style of an aristocratic villa. A large, Tuscan home with beautiful finishes, complete with A/C and WiFi. Amenities include gym, tennis court, and pool heated with solar panels. Fabulous cooks kitchen and cantina as well as excellent local cook. Only 10 minutes to Lucca, 40 minutes to Forte dei Marmi/ Viareggio/Pietrasanta. Day trips to Florence, Portofino and Cinque Terre are very do-able.

 
Photo of Villa Travertino Exterior and Pool
Villa Travertino
Forte dei Marmi, Tuscany

10 Guests
5 Bedrooms/5.5 Bathrooms
Cool seaside luxury

Villa Travertino epitomizes the racy, play-hard style of Forte dei Marmi's new incarnation, its third renaissance in the one hundred years since aristocratic Florentines first selected its long sand beach for their summer idyll away from the city. This chic, all-new home is for the style conscious who want to indulge all summer long. Villa Travertino gives you a plush perch with the necessary amenities -- including AC and WiFi -- from which to make Tuscany your own.