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Unbeatable Discounts

If you're waiting for unbeatable discounts for some of our most popular properties, look no further! Here is a select group of villas with special pricing. Time sensitive, so don't delay! 

Displaying 1 to 30 of 40 villas
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

Save $434 Photo of Villa Rental Chianti Tuscany Near Florence
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  • min $2,190/wk
  • max $4,337/wk
  • min $1,971/wk
  • max $3,903/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 $434 when you book by Apr-30-2019**
5.0 stars
179 reviews
" Couldn't have been any better. Loved every minute...." - Kathy
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Villa Certaldo - 16414: Tuscany Villa Rental in Chianti

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  • min $2,077/wk
  • max $3,558/wk
  • min $1,350/wk
  • max $2,313/wk
  • Min Stay: 4 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 Apr-30-2019**
5.0 stars
115 reviews
" I loved our stay here! The property was beautiful and Elizabeth was a wonderful and attentive host...." - Alexis
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Machiavelli - Castello - 14876: Tuscany Apartment in a Castle Hamlet Close to Florence

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  • min $1,226/wk
  • max $1,667/wk
  • min $993/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 $317 when you book by Apr-30-2019**
4.5 stars
47 reviews
" It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
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La Vinaia - 21169: Villa in Tuscany Near Certaldo and the Chianti Region

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  • min $1,780/wk
  • max $3,235/wk
  • min $1,073/wk
  • max $2,209/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,284 when you book by Apr-30-2019**
4.5 stars
4 reviews
" Fantastic, better than our high expectations!..." - Harri
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Machiavelli - Canonica 1 - 20244: Tuscany Apartment in a Castle Hamlet Close to Florence

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  • min $1,471/wk
  • max $2,059/wk
  • min $1,192/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 $391 when you book by Apr-30-2019**
5.0 stars
5 reviews
" 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
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Villa Due Angeli - Gabriel Residence - 6013: Villa Apartment in Sicily with Pool and Air Conditioning

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  • min $2,795/wk
  • max $5,786/wk
  • min $2,138/wk
  • max $4,426/wk
  • Min Stay: 5 days
Sleeps 6 to 8 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,360 when you book by Apr-30-2019**
5.0 stars
15 reviews
" This historic villa can be seen from miles away, perched on the hillside with all kinds of greenery around it. It is a beautiful place, created and maintained wit..." - Suzanne
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Villa Due Angeli - 6014: Large Villa on Sicily with Pool

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  • min $7,150/wk
  • max $8,264/wk
  • min $5,470/wk
  • max $6,322/wk
  • Min Stay: 5 days
Sleeps 12 to 16 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,942 when you book by Apr-30-2019**
4.5 stars
6 reviews
" Good. We had an enjoyable time. All facilities were as advertised. ..." - Marc
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Machiavelli - Canonica 2 - 20245: Tuscany Apartment in a Castle Hamlet Close to Florence

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  • min $1,471/wk
  • max $2,059/wk
  • min $1,192/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 $391 when you book by Apr-30-2019**
5.0 stars
3 reviews
" 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
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Villa Lucchese - 8987: Luxury Villa in Tuscany Accessible to the Coast and the Cinque Terre

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  • min $31,133/wk
  • max $41,511/wk
  • min $25,218/wk
  • max $37,360/wk
  • Min Stay: 7 days
Sleeps 24 people
  • 12 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $7,887 when you book by Apr-30-2019**
" We had a wonderful family reunion at this villa. It was perfect for us. The Villa was beautiful and easily accommodated 16 of us. It is furnished in antiques wit..." - Orrin
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Machiavelli 5 - 15739: Tuscany Apartment in a Castle Hamlet Close to Florence

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  • min $834/wk
  • max $1,079/wk
  • min $676/wk
  • max $971/wk
  • Min Stay: 7 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $205 when you book by Apr-30-2019**
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Villa Niccolo - 18895: Tuscany Villa on a Hill Close to Florence

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  • min $4,411/wk
  • max $6,371/wk
  • min $3,573/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 $1,210 when you book by Apr-30-2019**
4.0 stars
2 reviews
" Lovely, relaxing stay with easy access to onsite property managers. ..." - Katie
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La Solaia - 20434: Villa in Tuscany Near Certaldo and the Chianti Region

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  • min $1,888/wk
  • max $3,235/wk
  • min $1,227/wk
  • max $2,103/wk
  • Min Stay: 4 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 Apr-30-2019**
5.0 stars
47 reviews
" Our experience was very soul-refreshing with the family at La Solaia. We enjoyed the location and the home. The kitchen was stocked with enough basic equipment to ..." - Dana
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Villa Sella - 17118: Family-Friendly Villa Rental in Tuscany with Pool

Save $1,387 Photo of Family-Friendly Villa Rental in Tuscany with Pool
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  • min $2,293/wk
  • max $3,963/wk
  • min $1,490/wk
  • max $2,576/wk
  • Min Stay: 4 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 Apr-30-2019**
5.0 stars
128 reviews
" Terrific. ..." - Claudia
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Villa Marcella - 21825: Sorrento Peninsula Villa with Pool and Island Views

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  • min $7,560/wk
  • max $10,500/wk
  • min $6,804/wk
  • max $9,450/wk
  • Min Stay: 7 days
Sleeps 11 people
  • 1 single bedrooms
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $1,050 when you book by Apr-30-2019**
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Villa Collina - 22204: Exclusive Hilltop Medieval Villa Features Modern Comforts, Panoramic Sea Views, Garden, Pool and Jacuzzi in Pistoia, Tuscany

Save $1,797 Photo of Exclusive Hilltop Medieval Villa Features Modern Comforts, Panoramic Sea Views, Garden, Pool and Jacuzzi in Pistoia, Tuscany
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  • min $2,731/wk
  • max $6,721/wk
  • min $2,258/wk
  • max $6,049/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,797 when you book by Apr-30-2019**
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Podere Il Pino - 14 - 18499: Umbria Villa Near Assisi

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  • min $3,529/wk
  • max $6,721/wk
  • min $2,858/wk
  • max $6,049/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,277 when you book by Apr-30-2019**
5.0 stars
4 reviews
" Excellent - restful, beautiful and unique...." - Daniela
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Podere Il Frantoio - 15310: Large Tuscany Farmhouse Near Restaurant

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  • min $2,311/wk
  • max $4,761/wk
  • min $1,768/wk
  • max $4,285/wk
  • Min Stay: 3 days
Sleeps 16 to 17 people
  • 8 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,119 when you book by Apr-30-2019**
4.5 stars
16 reviews
" It was wonderful, Giulia was very helpful. The pool came in handy with the temps in the high 80s. ..." - Michele
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Villa Del Cielo with Caminetto - 9845: Tuscany Villa near Siena with Private Pool

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  • min $3,338/wk
  • max $7,587/wk
  • min $3,004/wk
  • max $6,828/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 2 single bedrooms
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,057 when you book by Apr-30-2019**
5.0 stars
72 reviews
" Very good. The property management had lots of cheeses, meats, bread and wine for us upon arrival. Both kitchens were well stocked with glassware, dishes, pots an..." - Johnnie Lynn
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Villa Pucci - 21045: Beautiful Tuscany Villa for a Large Group with Spectacular Views

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  • min $4,901/wk
  • max $9,708/wk
  • min $4,411/wk
  • max $8,737/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,275 when you book by Apr-30-2019**
5.0 stars
8 reviews
" Our experience at Villa Pucci was absolute perfection! The house and view are spectacular. ..." - Amy
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Tenuta dell'Anima - 12 - 17363: Beautiful Estate for Rent with Two Pools Near Certaldo

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  • min $4,369/wk
  • max $7,521/wk
  • min $2,840/wk
  • max $4,889/wk
  • Min Stay: 4 days
Sleeps 12 to 14 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $2,632 when you book by Apr-30-2019**
5.0 stars
11 reviews
" It was awesome! And meeting Elizabeth and Adi, the owners, was a highlight! Loved them and hiking all over the property!..." - Anne
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Villa Orfea - 22311: Umbrian Villa for 14 with Pool, Views, Social Area Perfect for Wedding and Reunions!

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  • min $2,696/wk
  • max $5,146/wk
  • min $2,426/wk
  • max $4,631/wk
  • Min Stay: 4 days
Sleeps 14 people
  • 7 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,083 when you book by Apr-30-2019**
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Tenuta dell'Anima - 24 - 20729: Villas for Rent on Large Estate Near Certaldo

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  • min $8,036/wk
  • max $13,700/wk
  • min $5,223/wk
  • max $8,905/wk
  • Min Stay: 4 days
Sleeps 24 to 28 people
  • 12 double bedrooms
  • 13 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $4,795 when you book by Apr-30-2019**
4.5 stars
6 reviews
" Overall, it was positive...." - Cheryl
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Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

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  • min $11,622/wk
  • max $11,622/wk
  • min $8,368/wk
  • max $10,460/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 $3,254 when you book by Apr-30-2019**
5.0 stars
4 reviews
" Exceptional villa...." - Jerry
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Villa Filippo - 20058: Villa Near Cortona with a Private Pool

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  • min $3,003/wk
  • max $4,900/wk
  • min $2,703/wk
  • max $4,032/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,284 when you book by Apr-30-2019**
4.0 stars
2 reviews
" We loved our villa! The home was a vision of what, in our minds, Tuscany would look like. It was so comfortable and perfect for our stay. Louisa was darling and ..." - Cindy
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Villa Gloria - 21486: Tuscany Farmhouse with Swimming Pool Near Cortona

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  • min $4,760/wk
  • max $7,140/wk
  • min $4,284/wk
  • max $6,426/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,764 when you book by Apr-30-2019**
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Machiavelli 4 - 15737: Tuscany Apartment in a Castle Hamlet Close to Florence

Save $391 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
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  • min $1,471/wk
  • max $2,059/wk
  • min $1,192/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 $391 when you book by Apr-30-2019**
5.0 stars
57 reviews
" Perfect. ..." - Mario
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Villa Fiorentina - 21756: Villa Rental near Florence with Pool and Fruit Orchard

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  • min $5,625/wk
  • max $16,875/wk
  • min $4,455/wk
  • max $15,188/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 $5,484 when you book by Apr-30-2019**
5.0 stars
2 reviews
" Fantastic. Beyond our expectations...." - Maggie
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Villa Due Angeli - Ezekial Residence - 6012: Sicily Villa Rental near Taormina

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  • min $2,339/wk
  • max $4,017/wk
  • min $1,789/wk
  • max $3,073/wk
  • Min Stay: 5 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $944 when you book by Apr-30-2019**
4.5 stars
20 reviews
" It was a beautiful place even in a huge snow storm. ..." - Samuel
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Machiavelli - Monte - 20374: Villa Rental in Tuscany, San Casciano in Val di Pesa (Chianti Area)

Save $391 Photo of Villa Rental in Tuscany, San Casciano in Val di Pesa (Chianti Area)
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  • min $1,471/wk
  • max $2,059/wk
  • min $1,192/wk
  • max $1,853/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 $391 when you book by Apr-30-2019**
5.0 stars
1 reviews
" Wonderful, bucolic setting --just what we needed to relax and get away from it all...." - Barbara
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Villa Mazara - 21480: Family-Friendly Villa in Sicily with Large Pool and Close to a Beach

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  • min $5,320/wk
  • max $7,280/wk
  • min $4,788/wk
  • max $6,552/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $728 when you book by Apr-30-2019**
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