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Flexible Stays Villas and Vacation Rentals

Don't want to arrive on Saturday? Most of our properties rent Sat-to-Sat, but here's a selection of delectable villas willing to put you up for flexible check-in and check-out dates! 

Displaying 1 to 30 of 49 villas
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Villa Ina - 21259: Lake Como Villa Near Menaggio with Beautiful Views

Save $390 Photo of Lake Como Villa Near Menaggio with Beautiful Views
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  • min $2,478/wk
  • max $3,895/wk
  • min $2,230/wk
  • max $3,506/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $390 when you book by Nov-30-2020**
4.0 stars
4 reviews
" Sitting outside with the view. The charcoal BBQ and dining table are great!..." - Lori
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Villa Monte - 19186: Large Historic Luxury Villa Near Lucca

Save $3,558 Photo of Large Historic Luxury Villa Near Lucca
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  • min $12,164/wk
  • max $15,141/wk
  • min $9,305/wk
  • max $11,583/wk
  • Min Stay: 7 days
Sleeps 22 people
  • 11 double bedrooms
  • 15 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $3,558 when you book by Nov-30-2020**
4.5 stars
12 reviews
" Perfect. ..." - Joy
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Rustici 1 - 20406: Ancient Hamlet in Tuscany near Florence

Save $211 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,617/wk
  • max $2,107/wk
  • min $1,455/wk
  • max $1,896/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $211 when you book by Nov-30-2020**
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Rustici 13 - 20418: Ancient Hamlet in Tuscany near Florence

Save $196 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 3 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 Nov-30-2020**
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Mulino sul Colle - 18814: Tuscan House Near Cortona

Save $161 Photo of Tuscan House Near Cortona
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  • min $1,191/wk
  • max $1,611/wk
  • min $1,072/wk
  • max $1,450/wk
  • Min Stay: 7 days
Sleeps 7 people
  • 1 single bedrooms
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $161 when you book by Nov-30-2020**
5.0 stars
28 reviews
" This was a fabulous experience! The villa was very charming and perfect for our week's stay - lots of room and great kitchen for our cooking experiences. Loc..." - Susan
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Il Castello 3 - 8004: Tuscan Apartment in Historic Castle

Save $226 Photo of Tuscan Apartment in Historic Castle
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  • min $884/wk
  • max $1,647/wk
  • min $676/wk
  • max $1,482/wk
  • Min Stay: 3 days
Sleeps 2 to 5 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $226 when you book by Nov-30-2020**
5.0 stars
5 reviews
" Terrific!..." - Ross
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Casa Berto - 7895: Tuscany Farmhouse Close to a Castle

Save $293 Photo of Tuscany Farmhouse Close to a Castle
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  • min $1,235/wk
  • max $2,933/wk
  • min $1,112/wk
  • max $2,640/wk
  • Min Stay: 3 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $293 when you book by Nov-30-2020**
5.0 stars
7 reviews
" This location is perfectly situated for all the day trips we had planned, from Cinque Terre to Siena. ..." - Sadia
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Rustici 6 - 20411: Ancient Hamlet in Tuscany near Florence

Save $142 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 3 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 Nov-30-2020**
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Rustici 5 - 20410: Ancient Hamlet in Tuscany near Florence

Save $142 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 3 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 Nov-30-2020**
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Rustici 4 - 20409: Ancient Hamlet in Tuscany near Florence

Save $142 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 3 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 Nov-30-2020**
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Rustici 3 - 20408: Ancient Hamlet in Tuscany near Florence

Save $196 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $196 when you book by Nov-30-2020**
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Rustici 9 - 20414: Ancient Hamlet in Tuscany near Florence

Save $142 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,078/wk
  • max $1,421/wk
  • min $970/wk
  • max $1,279/wk
  • Min Stay: 3 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 Nov-30-2020**
5.0 stars
1 reviews
" 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
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Rustici 8 - 20413: Ancient Hamlet in Tuscany near Florence

Save $127 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $931/wk
  • max $1,274/wk
  • min $838/wk
  • max $1,147/wk
  • Min Stay: 3 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 Nov-30-2020**
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Rustici 12 - 20417: Ancient Hamlet in Tuscany near Florence

Save $289 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $2,107/wk
  • max $2,891/wk
  • min $1,896/wk
  • max $2,602/wk
  • Min Stay: 3 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 Nov-30-2020**
5.0 stars
3 reviews
" Luigi and his staff were great. Friendly and responsive...." - John
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Rustici 15 - 20420: Ancient Hamlet in Tuscany near Florence

Save $211 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,617/wk
  • max $2,107/wk
  • min $1,455/wk
  • max $1,896/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $211 when you book by Nov-30-2020**
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Villa Tiffany - 21293: Sophisticated and Luxurious Lake Como Villa in Lombardy

Save $1,496 Photo of Sophisticated and Luxurious Lake Como Villa in Lombardy
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  • min $12,693/wk
  • max $14,964/wk
  • min $11,424/wk
  • max $13,468/wk
  • Min Stay: 7 days
Sleeps 16 to 18 people
  • 8 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,496 when you book by Nov-30-2020**
4.0 stars
1 reviews
" The villa was both majestic and comfortable. ..." - Juliet
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Villa Iris - 20834: Villa in Ravello with Panoramic Views

Save $910 Photo of Villa in Ravello with Panoramic Views
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  • min $5,250/wk
  • max $9,100/wk
  • min $4,725/wk
  • max $8,190/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $910 when you book by Nov-30-2020**
4.5 stars
2 reviews
" As a group of 8, four couples, we were delighted with the villa. ..." - Margaret
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Rustici 14 - 20419: Ancient Hamlet in Tuscany near Florence

Save $211 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,617/wk
  • max $2,107/wk
  • min $1,455/wk
  • max $1,896/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $211 when you book by Nov-30-2020**
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Rustici 11 - 20416: Ancient Hamlet in Tuscany near Florence

Save $211 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,617/wk
  • max $2,107/wk
  • min $1,455/wk
  • max $1,896/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $211 when you book by Nov-30-2020**
5.0 stars
1 reviews
" Absolutely wonderful vacation! ..." - Dean
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Rustici 7 - 20412: Ancient Hamlet in Tuscany near Florence

Save $289 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $2,107/wk
  • max $2,891/wk
  • min $1,896/wk
  • max $2,602/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $289 when you book by Nov-30-2020**
5.0 stars
1 reviews
" Our experience surpassed our expectation. The property is charming, beautiful, spacious and is more beautiful than the online brochure. The house itself was also c..." - Chris
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Il Castello 7 - 8007: Tuscan Apartment in Historic Castle

Save $239 Photo of Tuscan Apartment in Historic Castle
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  • min $928/wk
  • max $1,647/wk
  • min $710/wk
  • max $1,482/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $239 when you book by Nov-30-2020**
4.0 stars
5 reviews
" Driving up to the Castle was a surreal experience. It looks like a castle from a story book. The frescoes were everywhere, including the entire room. It made fo..." - Lauren
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Il Cortile del Borgo 6 - 19211: Pleasant Tuscan Apartment on Large Hillside Estate

Save $182 Photo of Pleasant Tuscan Apartment on Large Hillside Estate
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  • min $1,471/wk
  • max $1,821/wk
  • min $1,324/wk
  • max $1,639/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $182 when you book by Nov-30-2020**
" Very happy; would go again...." - Karen
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Rustici 2 - 20407: Ancient Hamlet in Tuscany near Florence

Save $196 Photo of Ancient Hamlet in Tuscany near Florence
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  • min $1,470/wk
  • max $1,960/wk
  • min $1,323/wk
  • max $1,764/wk
  • Min Stay: 3 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 Nov-30-2020**
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Il Castello 18 - 7992: Tuscan Apartment in Historic Castle

Save $247 Photo of Tuscan Apartment in Historic Castle
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  • min $700/wk
  • max $1,760/wk
  • min $536/wk
  • max $1,584/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $247 when you book by Nov-30-2020**
4.5 stars
5 reviews
" We thoroughly enjoyed our stay and the property was very well-maintained. We would recommend staying here to others. We quickly realized, however, that some of the..." - Wendy
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Il Castello 27 - 7999: Tuscan Apartment in Historic Castle

Save $259 Photo of Tuscan Apartment in Historic Castle
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  • min $840/wk
  • max $1,825/wk
  • min $643/wk
  • max $1,643/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $259 when you book by Nov-30-2020**
5.0 stars
5 reviews
" We absolutely loved our time at Il Castello 27! Our family loved the property and the people that worked there were so friendly and helpful!..." - Sharon
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Il Castello Grotta - 15637: Tuscan Apartment in Historic Castle

Save $387 Photo of Tuscan Apartment in Historic Castle
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  • min $1,147/wk
  • max $2,375/wk
  • min $877/wk
  • max $2,138/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $387 when you book by Nov-30-2020**
3.0 stars
1 reviews
" Good...." - Randee
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Il Cortile del Borgo 1 - 19206: Pleasant Tuscan Apartment on Large Hillside Estate

Save $137 Photo of Pleasant Tuscan Apartment on Large Hillside Estate
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  • min $1,079/wk
  • max $1,373/wk
  • min $971/wk
  • max $1,236/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $137 when you book by Nov-30-2020**
" Overall, the experience was positive. The apartment and grounds were spotless, exactly the way I like my home in the U.S. The family is very nice, attentive and he..." - Michelle
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Il Castello Freschi - 15636: Tuscan Apartment in Historic Castle

Save $590 Photo of Tuscan Apartment in Historic Castle
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  • min $1,960/wk
  • max $4,322/wk
  • min $1,499/wk
  • max $3,890/wk
  • Min Stay: 3 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $590 when you book by Nov-30-2020**
3.0 stars
1 reviews
" We had a very pleasant stay and would recommend the property...." - Amy
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Casa della Fioraia - 18461: Cozy Tuscan Farmhouse near Tavarnelle Val di Pesa

Save $423 Photo of Cozy Tuscan Farmhouse near Tavarnelle Val di Pesa
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  • min $2,534/wk
  • max $4,228/wk
  • min $2,281/wk
  • max $3,805/wk
  • Min Stay: 7 days
Sleeps 12 to 15 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $423 when you book by Nov-30-2020**
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Casa Plebana - 17419: Tuscany Villa Rental

Save $210 Photo of Tuscany Villa Rental
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  • min $1,470/wk
  • max $2,100/wk
  • min $1,323/wk
  • max $1,890/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $210 when you book by Nov-30-2020**
4.5 stars
5 reviews
" Enjoyed location due to plenty of hiking opportunities with our dog. The property is fine for two people or perhaps a small family. Wouldn't recommend it for t..." - Peter
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Displaying 1 to 30 of 49 villas

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