Suitcase

Your Suitcase contains your favorite villas and details of your upcoming trip. Sign up to use this feature.
Rated Excellent By Trip Advisor

Quick Filter

Travelers
Arrival Date
Departure Date
Max Price per Week

Tuscany Holidays

A hilly region rich in agriculture, Tuscany was the home of the Etruscan civilization, and later the birthplace of the Renaissance. It's known for charming, historic towns like Siena, Arezzo, Cortona, Lucca, San Gimignano, and Volterra.   Continue >

Displaying 61 to 90 of 435 villas
  • Enquire for Rates
Sleeps 13 to 14 people
  • 7 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" The property was wonderful and the staff was exceptional...always trying to please....and they did. The stay was so good I've already recommended it to my friends..." - Norman
Save $1,050 Photo of Self Catering Accommodation in Tuscany
  • min $6,721/wk
  • max $10,502/wk
  • min $6,049/wk
  • max $9,452/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,050 when you book by Jan-20-2021**
" Overall experience was wonderful. Gabriella, the manager, was well-informed and provided great insight as to local restaurants, local markets, local stores and tr..." - Dorothy
Save $155 Photo of Charming Apartment in Chianti Overlooking the Countryside
  • min $953/wk
  • max $1,550/wk
  • min $858/wk
  • max $1,395/wk
  • Min Stay: 7 days
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $155 when you book by Jan-20-2021**
" The view and being in a small town. ..." - Joseph
Save $263 Photo of Charming Farmhouse with a Private Courtyard in Cortona
  • min $2,275/wk
  • max $2,625/wk
  • min $2,048/wk
  • max $2,363/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Washing Machine
** Save up to $263 when you book by Jan-20-2021**
" The overall experience was very good, however it is not for people who are not physically fit. You are either going up a steep hill or down a steep hill. It was ..." - Ellen
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $196 when you book by Jan-20-2021**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $142 when you book by Jan-20-2021**
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $196 when you book by Jan-20-2021**
Save $432 Photo of Tuscan farmhouse with a private pool
  • min $2,503/wk
  • max $4,323/wk
  • min $2,253/wk
  • max $3,891/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $432 when you book by Jan-20-2021**
Save $2,450 Photo of Luxury Villa Rental Near Siena
  • min $21,703/wk
  • max $24,503/wk
  • min $19,533/wk
  • max $22,053/wk
  • Min Stay: 7 days
Sleeps 25 people
  • 3 single bedrooms
  • 11 double bedrooms
  • 14 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $2,450 when you book by Jan-20-2021**
" The villa was lovely...." - Phyllis
Save $980 Photo of Villa Rental in Tuscany, Gambassi Terme
  • min $6,791/wk
  • max $9,802/wk
  • min $6,112/wk
  • max $8,822/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $980 when you book by Jan-20-2021**
" Overall we had a good week. ..." - Phil
  • $840/wk
  • $756/wk
  • Min Stay: 7 days
Sleeps 2 people
  • Studio and/or Loft
  • 1 bathrooms
  • Washing Machine
** Save up to $84 when you book by Jan-20-2021**
" Location, location, location...." - Thomas
Save $630 Photo of Villa Rental in Tuscany, Cortona
  • min $4,200/wk
  • max $6,300/wk
  • min $3,780/wk
  • max $5,670/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $630 when you book by Jan-20-2021**
Save $432 Photo of Tuscany Villa near Lucca
  • min $3,903/wk
  • max $4,323/wk
  • min $3,513/wk
  • max $3,891/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $432 when you book by Jan-20-2021**
" Very good. Outdoor area was very nice. ..." - Dale
Save $170 Photo of Tuscany Accommodation Within Walking Distance of Town
  • min $1,071/wk
  • max $1,701/wk
  • min $964/wk
  • max $1,531/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
** Save up to $170 when you book by Jan-20-2021**
Save $289 Photo of Ancient Hamlet in Tuscany near Florence
  • min $2,107/wk
  • max $2,891/wk
  • min $1,896/wk
  • max $2,602/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $289 when you book by Jan-20-2021**
" Luigi and his staff were great. Friendly and responsive...." - John
Save $1,582 Photo of Villa Rental in Tuscany, Castelnuova Berardenga
  • min $11,599/wk
  • max $15,820/wk
  • min $10,439/wk
  • max $14,238/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
** Save up to $1,582 when you book by Jan-20-2021**
Save $1,050 Photo of Villa Rental in Tuscany, Vorno
  • min $7,001/wk
  • max $10,502/wk
  • min $6,301/wk
  • max $9,452/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,050 when you book by Jan-20-2021**
Save $308 Photo of Apartment Rental in Florence City, Duomo
  • min $2,243/wk
  • max $3,081/wk
  • min $2,019/wk
  • max $2,773/wk
  • Min Stay: 7 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Washing Machine
  • Air Conditioning
** Save up to $308 when you book by Jan-20-2021**
Save $734 Photo of Villa Rental in Tuscany, Montalcino
  • min $6,674/wk
  • max $7,341/wk
  • min $6,007/wk
  • max $6,607/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $734 when you book by Jan-20-2021**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $142 when you book by Jan-20-2021**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $142 when you book by Jan-20-2021**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $142 when you book by Jan-20-2021**
" It was the most wonderful place. So very near Firenze and yet in the quiet and lovely countryside. The administrator was very helpful and charming. We enjoy every ..." - Susana
Save $127 Photo of Ancient Hamlet in Tuscany near Florence
  • min $931/wk
  • max $1,274/wk
  • min $838/wk
  • max $1,147/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $127 when you book by Jan-20-2021**
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $196 when you book by Jan-20-2021**
Save $340 Photo of Apartment in Siena Overlooking the Famous Piazza del Campo
  • min $2,615/wk
  • max $3,399/wk
  • min $2,354/wk
  • max $3,059/wk
  • Min Stay: 3 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
** Save up to $340 when you book by Jan-20-2021**
" Very good...." - Kenneth
Save $205 Photo of Cozy Cortona Villa in the Countryside
  • min $1,307/wk
  • max $2,054/wk
  • min $1,176/wk
  • max $1,849/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $205 when you book by Jan-20-2021**
" Wonderful. We absolutely loved our week at the villa. The villa itself is sweet. Up the mountain from Cortona, the villa has beautiful views of the surrounding ..." - Stephen
Save $154 Photo of Holiday Accommodation in Chianti
  • min $771/wk
  • max $1,541/wk
  • min $694/wk
  • max $1,387/wk
  • Min Stay: 7 days
Sleeps 5 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $154 when you book by Jan-20-2021**
" It was an amazing vacation with our family in this beautiful setting. Our host Leonardo was extremely gracious and very accommodating...." - Diana
Save $613 Photo of Spacious Family Villa in Tuscany with Private Pool
  • min $2,661/wk
  • max $6,126/wk
  • min $2,395/wk
  • max $5,513/wk
  • Min Stay: 3 days
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $613 when you book by Jan-20-2021**
" The villa was beautiful and the owners couldn't have been nicer...." - Nanci
Save $997 Photo of Welcoming Tuscan Hillside Villa with Infinity Pool
  • min $6,386/wk
  • max $9,974/wk
  • min $5,747/wk
  • max $8,977/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $997 when you book by Jan-20-2021**
" Wonderful..." - Patti
Save $931 Photo of Rustic Countryside Villa with Pool near San Casciano dei Bagni
  • min $5,881/wk
  • max $9,312/wk
  • min $5,293/wk
  • max $8,381/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $931 when you book by Jan-20-2021**
" Wonderful - We stayed at Villa Orcia with 10 adults and there was plenty of room for everyone. Patrizia is extremely helpful...." - Renee
 
Displaying 61 to 90 of 435 villas

A destination for gourmands, the wine of Tuscany's Chianti region is famous around the globe. Extra virgin Tuscan olive oil, a staple in regional cuisine, is also highly prized. Tuscany's capital, Florence is a great art center whose centro storico remains closely linked to its medieval past, in spite of tourist crowds. The region's Tyrrhenian coast is famous for its white sand beaches and pine forests. Come August, Florentines depart en masse for spots such as Viareggio, Forte dei Marmi, and the island of Elba. A Tuscany villa rental is the ideal way to experience the region as it provides a comfortable base from which to explore while also providing the perfect place to rejoice and share after a day of adventures..