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Tuscany Villas Under The Tuscan Sun

You've dreamt of the rolling Tuscan hills; glasses of ruby-red Classico; villas framed with the orange glow of the setting sun; medieval hill towns outlined on the horizon... So come experience Italian life at its best, under the Tuscan sun. 

Displaying 1 to 30 of 60 villas
Save $416 Photo of Villa Rental Chianti Tuscany Near Florence
  • min $2,190/wk
  • max $4,130/wk
  • min $1,774/wk
  • max $3,717/wk
  • Min Stay: 3 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $416 when you book by Sep-30-2018**
" My family and I had an amazing stay at Poggio Antico. The villa was perfect for 6 adults, each of us had our own room and bathroom (and my parents specifically app..." - Rachael
Save $930 Photo of Villa on Large Estate Near San Gimignano
  • min $5,300/wk
  • max $9,300/wk
  • min $4,770/wk
  • max $8,370/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $930 when you book by Sep-30-2018**
" Amazing. Pool was great for hot days and the view was priceless. Beautiful garden and very well kept. Loved coming back to the villa after a long day. ..." - Artur
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 $511 Photo of Large Villa with Pool Near Arezzo
  • min $1,637/wk
  • max $5,110/wk
  • min $1,473/wk
  • max $4,599/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $511 when you book by Sep-30-2018**
" Excellent experience! I would highly recommend to anyone wanting to stay in a villa in Tuscany...." - Jane
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 $1,330 Photo of Spacious and Beautiful Tuscany Villa Near Montalcino
  • min $8,074/wk
  • max $13,300/wk
  • min $7,267/wk
  • max $11,970/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,330 when you book by Sep-30-2018**
" Relaxing We loved it. The stunning views really made us know we were in Tuscany...probably the most beautiful part of Tuscany. Although narrow winding dirt roads ..." - Val
Save $252 Photo of Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany
  • min $1,762/wk
  • max $2,521/wk
  • min $1,586/wk
  • max $2,269/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $252 when you book by Sep-30-2018**
" Great. Claudia and Rudi terrific ..." - Frank
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 $1,105 Photo of Beautiful Italian Villa near Volterra for Large Group
  • min $6,217/wk
  • max $11,048/wk
  • min $5,595/wk
  • max $9,943/wk
  • Min Stay: 7 days
Sleeps 20 people
  • 10 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,105 when you book by Sep-30-2018**
" A delightful stay at a lovely villa with incredible views...." - Kay
Save $560 Photo of Charming Villa with Pool in Tuscany
  • min $3,641/wk
  • max $5,601/wk
  • min $3,277/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $560 when you book by Sep-30-2018**
" Very Good. A little too far from grocery store and Florence...." - Mary
Save $1,260 Photo of Beautiful Chianti Villa with Guest Cottage and Private Infinity Pool
  • min $9,522/wk
  • max $12,602/wk
  • min $8,570/wk
  • max $11,342/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,260 when you book by Sep-30-2018**
" It was fantastic. ..." - Jessica
Save $1,091 Photo of Historic 16th Century Villa in Tuscany with  Private Pool and Shared Tennis Court
  • min $6,767/wk
  • max $10,905/wk
  • min $6,090/wk
  • max $9,815/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Maid Service
** Save up to $1,091 when you book by Sep-30-2018**
" Fantastic experience for a get together with family and friends...." - Ramona
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 $490 Photo of Chianti Tuscany Villa Rental, Near Siena
  • min $3,186/wk
  • max $4,901/wk
  • min $2,867/wk
  • max $4,411/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $490 when you book by Sep-30-2018**
" We had a wonderful time at the property..." - Leo
Save $1,733 Photo of Luxury Chianti Villa Near a Small Town
  • min $11,375/wk
  • max $17,325/wk
  • min $10,238/wk
  • max $15,593/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,733 when you book by Sep-30-2018**
" What a lovely villa! The location was perfect to get away from the crowds of Florence. Such a beautiful setting amongst the olive trees and vineyards nearby...." - Cyndi
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 $676 Photo of Elegant countryside Tuscan villa with pool near historic town, restaurants, attractions.
  • $6,763/wk
  • $6,087/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $676 when you book by Sep-30-2018**
" The setting is beautiful with spectacular views. The villa is well-maintained and the grounds are lovely...." - Don
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 $1,094 Photo of Beautiful Historic Villa Near Monteriggioni in Tuscany
  • min $8,629/wk
  • max $10,935/wk
  • min $7,766/wk
  • max $9,842/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,094 when you book by Sep-30-2018**
" I would and already have recommended the villa to anyone. My experience with your firm was excellent. When I return to Tuscany I intend to stay at the same locatio..." - Hal
Save $777 Photo of Villa Rental Tuscany
  • min $5,410/wk
  • max $7,769/wk
  • min $4,869/wk
  • max $6,992/wk
  • Min Stay: 4 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $777 when you book by Sep-30-2018**
" Adequate space for a large group - wonderful views and ability to walk around. The manager at the reception was wonderful, efficient and accommodating...." - Sumaya
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 $963 Photo of Tuscan Farmhouse with Private Pool and Beautiful Views
  • min $5,880/wk
  • max $9,625/wk
  • min $5,292/wk
  • max $8,663/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $963 when you book by Sep-30-2018**
Save $1,295 Photo of Villa in Tuscany in a Small Village
  • min $4,622/wk
  • max $5,689/wk
  • min $4,160/wk
  • max $5,120/wk
  • Min Stay: 7 days
Sleeps 9 to 10 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,295 when you book by Sep-30-2018**
" We had a great time on our holiday. The villa is unique, which presents some challenges, but offers an authentic experience...." - Rob
Save $1,575 Photo of Private Villa on a Castle Estate near Certaldo
  • min $11,639/wk
  • max $15,752/wk
  • min $10,475/wk
  • max $14,177/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,575 when you book by Sep-30-2018**
" The property was better than our lofty expectations. We were treated warmly and everything that was done for us and our family and guests exceeded our imagination..." - Ken
Save $560 Photo of Tuscany Villa Rental near Greve
  • min $2,941/wk
  • max $5,601/wk
  • min $2,647/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $560 when you book by Sep-30-2018**
" The property was superb and we loved every minute of our stay there. ..." - Louise
Save $308 Photo of Tuscany Villa within Walking Distance to Greve
  • min $1,519/wk
  • max $3,079/wk
  • min $1,367/wk
  • max $2,771/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $308 when you book by Sep-30-2018**
" In very good condition. A real retreat with a fantastic view..." - Andrew
Save $1,120 Photo of Large Villa in Tuscany with Two Pools
  • min $10,500/wk
  • max $11,200/wk
  • min $9,450/wk
  • max $10,080/wk
  • Min Stay: 7 days
Sleeps 20 people
  • 10 double bedrooms
  • 10 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,120 when you book by Sep-30-2018**
" Our expectations were exceeded. We rented the villa for the month of October 2015. The property manager, is a master of customer service and charm...." - Alice
 
Displaying 1 to 30 of 60 villas