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Black Friday Specials - Villas Up to 35 Percent Off

Hurry and take advantage of discounts up to 35% off at some of our top villas in Tuscany through 12-24-2018! 

Displaying 1 to 30 of 39 villas
Save $784 Photo of Beautiful Large Villa Close to Florence
  • min $5,601/wk
  • max $7,841/wk
  • min $5,041/wk
  • max $7,057/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $784 when you book by Oct-20-2018**
" It was an amazing experience. The property was lovely and we used the pool daily...." - Linda
Save $1,245 Photo of Tuscany Villa Rental in Chianti
  • min $1,888/wk
  • max $3,558/wk
  • min $1,227/wk
  • max $2,313/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,245 when you book by Oct-20-2018**
" The experience was amazing. It was two perfect weeks...." - Michael
Save $496 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • min $3,000/wk
  • max $4,961/wk
  • min $2,700/wk
  • max $4,465/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $496 when you book by Oct-20-2018**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
Save $1,132 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,888/wk
  • max $3,235/wk
  • min $1,227/wk
  • max $2,103/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,132 when you book by Oct-20-2018**
" Wonderful property. So serene and scenic. Easy to unwind and relax yet close to many exciting places to visit..." - Steven
Save $1,387 Photo of Family-Friendly Villa Rental in Tuscany with Pool
  • min $2,084/wk
  • max $3,963/wk
  • min $1,355/wk
  • max $2,576/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,387 when you book by Oct-20-2018**
" Beautiful views of the countryside. Very Tuscan rural villa. Quiet and restful place...." - Genevieve
Save $971 Photo of Large Villa Rental in Tuscany Near Florence with Pool
  • min $6,721/wk
  • max $9,708/wk
  • min $6,049/wk
  • max $8,737/wk
  • Min Stay: 5 days
Sleeps 20 people
  • 2 single bedrooms
  • 9 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $971 when you book by Oct-20-2018**
" A wonderful two weeks was thoroughly enjoyed by our entire family of 20 people aged from 4 years up to 70 years. Facilities were excellent in every respect and ass..." - Terry
Save $670 Photo of Farmhouse Rental in Chianti Area of Tuscany
  • min $2,914/wk
  • max $6,698/wk
  • min $2,623/wk
  • max $6,028/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $670 when you book by Oct-20-2018**
" We had a wonderful time at Villa Adelina. The rooms were large and we thought it was great that everyone had their own bathroom. I don't know how it compares..." - Patricia
Save $6,325 Photo of Villa Rental near Florence with Pool and Fruit Orchard
  • min $9,375/wk
  • max $16,250/wk
  • min $5,063/wk
  • max $14,625/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $6,325 when you book by Oct-20-2018**
" We had an incredible time. I really can't think of anything negative to report...." - Timothy
Save $554 Photo of Rental Accommodation in Umbria
  • min $4,201/wk
  • max $5,540/wk
  • min $3,781/wk
  • max $4,986/wk
  • Min Stay: 7 days
Sleeps 8 to 11 people
  • 2 single bedrooms
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $554 when you book by Oct-20-2018**
Save $784 Photo of Countryside villa with garden, pool and on working farm near Arezzo
  • min $5,167/wk
  • max $7,841/wk
  • min $4,650/wk
  • max $7,057/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $784 when you book by Oct-20-2018**
" Overall experience was very good. We had a great time and the villa was lovely...." - Susan
Save $206 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
  • min $1,471/wk
  • max $2,059/wk
  • min $1,324/wk
  • max $1,853/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $206 when you book by Oct-20-2018**
" My wife and I had a wonderful stay at Machiavelli. The grounds and view of the countryside were exquisite. Our villa was a great mix of old world charm and modern ..." - Aaron
Save $1,181 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $6,843/wk
  • max $11,808/wk
  • min $6,159/wk
  • max $10,627/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,181 when you book by Oct-20-2018**
" Wonderful! We had a group of 15, and everyone agrees that this villa and hostess are superior. We were there two weeks, and each day was better than the one before..." - Pamela
Save $784 Photo of Charming and Unique Villa in Umbria Near Orvieto
  • min $4,061/wk
  • max $7,841/wk
  • min $3,655/wk
  • max $7,057/wk
  • Min Stay: 7 days
Sleeps 10 to 14 people
  • 5 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $784 when you book by Oct-20-2018**
Save $1,022 Photo of Beautiful Hilltop Villa in Tuscany with Spectacular Views
  • min $3,641/wk
  • max $10,222/wk
  • min $3,277/wk
  • max $9,200/wk
  • Min Stay: 3 days
Sleeps 13 to 18 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,022 when you book by Oct-20-2018**
" Our group cherishes relationships and therefore thoughtfulness, condsideration and a desire to serve are a valuable component of our friendships. Upon meeting Ale..." - Mark
Save $1,120 Photo of Villa with Pool in Eastern Tuscany
  • min $6,347/wk
  • max $11,202/wk
  • min $5,712/wk
  • max $10,082/wk
  • Min Stay: 7 days
Sleeps 7 to 12 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,120 when you book by Oct-20-2018**
Save $714 Photo of Arezzo countryside oasis with pool, views, garden, on-location winery
  • min $4,467/wk
  • max $7,141/wk
  • min $4,020/wk
  • max $6,427/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $714 when you book by Oct-20-2018**
Save $812 Photo of Tuscany Villa with a Private Pool
  • min $2,941/wk
  • max $8,121/wk
  • min $2,647/wk
  • max $7,309/wk
  • Min Stay: 3 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $812 when you book by Oct-20-2018**
" The house and grounds were magnificent. Beautiful furnishings and tastefully decorated. ..." - Kim
Save $1,092 Photo of Traditional Tuscan Villa on a Large Estate
  • min $6,930/wk
  • max $10,920/wk
  • min $6,237/wk
  • max $9,828/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,092 when you book by Oct-20-2018**
" Wonderful...." - Dick
Save $625 Photo of Charming Tuscan Villa on Large Estate
  • min $3,290/wk
  • max $5,950/wk
  • min $2,665/wk
  • max $5,355/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $625 when you book by Oct-20-2018**
Save $1,644 Photo of Beautiful Tuscan Villa on a Large Estate
  • min $8,652/wk
  • max $14,000/wk
  • min $7,008/wk
  • max $12,600/wk
  • Min Stay: 7 days
Sleeps 29 people
  • 5 single bedrooms
  • 12 double bedrooms
  • 15 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,644 when you book by Oct-20-2018**
Save $1,535 Photo of Private Country Estate in Tuscany
  • min $8,078/wk
  • max $13,566/wk
  • min $6,543/wk
  • max $12,209/wk
  • Min Stay: 7 days
Sleeps 20 people
  • 10 double bedrooms
  • 10 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,535 when you book by Oct-20-2018**
" Absolutely beautiful with a nice Tuscan feel. The pool and outdoor loggia were very lovely. We spent a lot of time outside with wine and watching a beautiful sunse..." - Sujata
Save $1,822 Photo of Beautiful Tuscan Villa on a Large Estate
  • min $9,590/wk
  • max $15,680/wk
  • min $7,768/wk
  • max $14,112/wk
  • Min Stay: 7 days
Sleeps 22 people
  • 11 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,822 when you book by Oct-20-2018**
" Wonderful...." - Naomi
Save $206 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
  • min $1,471/wk
  • max $2,059/wk
  • min $1,324/wk
  • max $1,853/wk
  • Min Stay: 7 days
Sleeps 4 to 7 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $206 when you book by Oct-20-2018**
" Perfect. ..." - Mario
Save $1,686 Photo of Beautiful Tuscan Villa on a Large Estate
  • min $8,876/wk
  • max $14,349/wk
  • min $7,190/wk
  • max $12,914/wk
  • Min Stay: 7 days
Sleeps 29 people
  • 5 single bedrooms
  • 12 double bedrooms
  • 16 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $1,686 when you book by Oct-20-2018**
Save $206 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
  • min $1,471/wk
  • max $2,059/wk
  • min $1,324/wk
  • max $1,853/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $206 when you book by Oct-20-2018**
" This was the most wonderful experience I have ever had. Think of the movie Under the Tuscan Sun... well, this villa is exactly that on steroids! So romantic, staf..." - Jackie
Save $1,031 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,780/wk
  • max $2,945/wk
  • min $1,157/wk
  • max $1,914/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,031 when you book by Oct-20-2018**
" Fantastic, better than our high expectations!..." - Harri
Save $167 Photo of Villa Rental in Tuscany, San Casciano in Val di Pesa (Chianti Area)
  • min $1,226/wk
  • max $1,667/wk
  • min $1,103/wk
  • max $1,500/wk
  • Min Stay: 7 days
Sleeps 3 people
  • 1 single bedrooms
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $167 when you book by Oct-20-2018**
" Wonderful, bucolic setting --just what we needed to relax and get away from it all...." - Barbara
Save $637 Photo of Tuscany Villa on a Hill Close to Florence
  • min $4,411/wk
  • max $6,371/wk
  • min $3,970/wk
  • max $5,734/wk
  • Min Stay: 7 days
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $637 when you book by Oct-20-2018**
" Lovely, relaxing stay with easy access to onsite property managers. ..." - Katie
Save $206 Photo of Apartment Rental in Tuscany, San Casciano in Val di Pesa (Chianti Area)
  • min $1,471/wk
  • max $2,059/wk
  • min $1,324/wk
  • max $1,853/wk
  • Min Stay: 7 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $206 when you book by Oct-20-2018**
" Our experience was amazing!!! Property is pristine in the middle of the country with beautiful walking paths and roads around. ..." - Kamellia
Save $167 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
  • min $1,226/wk
  • max $1,667/wk
  • min $1,103/wk
  • max $1,500/wk
  • Min Stay: 7 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $167 when you book by Oct-20-2018**
" It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
 
Displaying 1 to 30 of 39 villas