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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 $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 Sep-30-2018**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
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 Sep-30-2018**
" My family's experience was wonderful. Coffee on the terrace with a incredible view , the salt water pool and the most helpful owners in regards to directions, ..." - Brittania
Save $356 Photo of Tuscany Villa Rental in Chianti
  • min $1,888/wk
  • max $3,558/wk
  • min $1,699/wk
  • max $3,202/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $356 when you book by Sep-30-2018**
" We thoroughly enjoyed our two weeks in Villa Certaldo. We had stayed there 11 years ago and we enjoyed it more this time than we did the first and that is saying ..." - Jim
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 Sep-30-2018**
" Perfect. ..." - Mario
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 Sep-30-2018**
" 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 $324 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,888/wk
  • max $3,235/wk
  • min $1,699/wk
  • max $2,912/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $324 when you book by Sep-30-2018**
" Wonderful property. So serene and scenic. Easy to unwind and relax yet close to many exciting places to visit..." - Steven
Save $396 Photo of Family-Friendly Villa Rental in Tuscany with Pool
  • min $2,084/wk
  • max $3,963/wk
  • min $1,876/wk
  • max $3,567/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $396 when you book by Sep-30-2018**
" Beautiful views of the countryside. Very Tuscan rural villa. Quiet and restful place...." - Genevieve
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 Sep-30-2018**
" 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 $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 Sep-30-2018**
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 Sep-30-2018**
" We had an incredible time. I really can't think of anything negative to report...." - Timothy
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 Sep-30-2018**
" 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 $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 Sep-30-2018**
" Lovely, relaxing stay with easy access to onsite property managers. ..." - Katie
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 Sep-30-2018**
" 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 $196 Photo of One of Four Apartments on Large Tuscan Estate
  • min $1,681/wk
  • max $1,961/wk
  • min $1,513/wk
  • max $1,765/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $196 when you book by Sep-30-2018**
" We had a wonderful week at Certaldo 4. The villa was lovely, comfortable and immaculate. The grounds are beautifully landscaped and maintained. Sylvia, the prop..." - Janice
Save $769 Photo of Countryside villa with garden, pool and on working farm near Arezzo
  • min $5,167/wk
  • max $7,687/wk
  • min $4,650/wk
  • max $6,918/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $769 when you book by Sep-30-2018**
" Overall experience was very good. We had a great time and the villa was lovely...." - Susan
Save $1,696 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $6,843/wk
  • max $11,808/wk
  • min $5,543/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 $1,696 when you book by Sep-30-2018**
" 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 $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 Sep-30-2018**
" 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 $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 Sep-30-2018**
Save $1,596 Photo of Villa with Pool in Eastern Tuscany
  • min $6,347/wk
  • max $11,202/wk
  • min $5,141/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 $1,596 when you book by Sep-30-2018**
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 Sep-30-2018**
" The house and grounds were magnificent. Beautiful furnishings and tastefully decorated. ..." - Kim
Save $685 Photo of Arezzo countryside oasis with pool, views, garden, on-location winery
  • min $4,467/wk
  • max $6,847/wk
  • min $4,020/wk
  • max $6,162/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $685 when you book by Sep-30-2018**
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 Sep-30-2018**
" Wonderful...." - Dick
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 Sep-30-2018**
" Wonderful...." - Naomi
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 Sep-30-2018**
Save $785 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 $785 when you book by Sep-30-2018**
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 Sep-30-2018**
" 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 $1,686 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 Sep-30-2018**
Save $295 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,780/wk
  • max $2,945/wk
  • min $1,602/wk
  • max $2,651/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $295 when you book by Sep-30-2018**
" 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 Sep-30-2018**
" Wonderful, bucolic setting --just what we needed to relax and get away from it all...." - Barbara
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 Sep-30-2018**
" Our experience was amazing!!! Property is pristine in the middle of the country with beautiful walking paths and roads around. ..." - Kamellia
 
Displaying 1 to 30 of 39 villas