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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 53 villas
Save $910 Photo of Villa in Ravello with Panoramic Views
  • min $5,163/wk
  • max $9,100/wk
  • min $4,647/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 Oct-20-2019**
" As a group of 8, four couples, we were delighted with the villa. ..." - Margaret
Save $210 Photo of Tuscany Villa Rental
  • 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 Oct-20-2019**
" 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
Save $1,689 Photo of Large Historic Luxury Villa Near Lucca
  • min $12,165/wk
  • max $16,890/wk
  • min $10,949/wk
  • max $15,201/wk
  • Min Stay: 7 days
Sleeps 22 people
  • 11 double bedrooms
  • 15 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,689 when you book by Oct-20-2019**
" Perfect. ..." - Joy
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,451/wk
  • max $1,960/wk
  • min $1,306/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 Oct-20-2019**
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,451/wk
  • max $1,960/wk
  • min $1,306/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 Oct-20-2019**
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,608/wk
  • max $2,107/wk
  • min $1,447/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 Oct-20-2019**
Save $289 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,608/wk
  • max $2,891/wk
  • min $1,447/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 Oct-20-2019**
" Luigi and his staff were great. Friendly and responsive...." - John
Save $289 Photo of Ancient Hamlet in Tuscany near Florence
  • 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 Oct-20-2019**
" 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
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,608/wk
  • max $2,107/wk
  • min $1,447/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 Oct-20-2019**
" Absolutely wonderful vacation! ..." - Dean
Save $189 Photo of Tuscan House Near Cortona
  • min $1,191/wk
  • max $1,891/wk
  • min $1,072/wk
  • max $1,702/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 $189 when you book by Oct-20-2019**
" 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
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,088/wk
  • max $1,960/wk
  • min $979/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 Oct-20-2019**
Save $127 Photo of Ancient Hamlet in Tuscany near Florence
  • 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 Oct-20-2019**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • 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 Oct-20-2019**
" 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
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $931/wk
  • max $1,421/wk
  • min $838/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 Oct-20-2019**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • min $931/wk
  • max $1,421/wk
  • min $838/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 Oct-20-2019**
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,608/wk
  • max $2,107/wk
  • min $1,447/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 Oct-20-2019**
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,451/wk
  • max $2,107/wk
  • min $1,306/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 Oct-20-2019**
Save $142 Photo of Ancient Hamlet in Tuscany near Florence
  • 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 Oct-20-2019**
Save $293 Photo of Tuscany Farmhouse Close to a Castle
  • min $1,176/wk
  • max $2,933/wk
  • min $1,058/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 Oct-20-2019**
" This location is perfectly situated for all the day trips we had planned, from Cinque Terre to Siena. ..." - Sadia
Save $423 Photo of Cozy Tuscan Farmhouse near Tavarnelle Val di Pesa
  • 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 Oct-20-2019**
Save $323 Photo of Lake Como Townhouse for a Family
  • min $2,180/wk
  • max $3,228/wk
  • min $1,962/wk
  • max $2,905/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 2 double bedrooms
  • 3 bathrooms
  • Washing Machine
  • Maid Service
** Save up to $323 when you book by Oct-20-2019**
" Overall, it was a good experience. ..." - Elliot
Save $1,495 Photo of Sophisticated and Luxurious Lake Como Villa in Lombardy
  • min $12,689/wk
  • max $14,953/wk
  • min $11,420/wk
  • max $13,458/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 $1,495 when you book by Oct-20-2019**
" The villa was both majestic and comfortable. ..." - Juliet
Save $670 Photo of Lake Como Lakeshore Villa Close to a Village
  • min $4,909/wk
  • max $6,696/wk
  • min $4,418/wk
  • max $6,026/wk
  • Min Stay: 3 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 2 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $670 when you book by Oct-20-2019**
Save $1,570 Photo of Family-Friendly Lake Como Villa with Pool and Private Boathouse
  • min $9,751/wk
  • max $15,703/wk
  • min $8,776/wk
  • max $14,133/wk
  • Min Stay: 3 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,570 when you book by Oct-20-2019**
Save $390 Photo of Lake Como Villa Near Menaggio with Beautiful Views
  • min $2,477/wk
  • max $3,895/wk
  • min $2,229/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 Oct-20-2019**
" Sitting outside with the view. The charcoal BBQ and dining table are great!..." - Lori
Save $165 Photo of Tuscan Apartment in Historic Castle
  • min $978/wk
  • max $1,647/wk
  • min $880/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 $165 when you book by Oct-20-2019**
" 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
Save $183 Photo of Tuscan Apartment in Historic Castle
  • min $882/wk
  • max $1,825/wk
  • min $794/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 $183 when you book by Oct-20-2019**
" 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
Save $929 Photo of Beautiful Provence Villa Near a Village
  • min $6,820/wk
  • max $9,287/wk
  • min $6,138/wk
  • max $8,358/wk
  • Min Stay: 7 days
Sleeps 10 to 11 people
  • 1 single bedrooms
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $929 when you book by Oct-20-2019**
" Phenomenal! We absolutely loved it!! ..." - Joe
Save $1,723 Photo of Sea-View Villa with Pool & Tennis Court, Cassis
  • min $14,361/wk
  • max $17,232/wk
  • min $12,925/wk
  • max $15,509/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,723 when you book by Oct-20-2019**
Save $165 Photo of Tuscan Apartment in Historic Castle
  • min $931/wk
  • max $1,647/wk
  • min $838/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 $165 when you book by Oct-20-2019**
" Terrific!..." - Ross
 
Displaying 1 to 30 of 53 villas