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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 44 villas
Save $208 Photo of Tuscan Apartment in Historic Castle
  • min $1,125/wk
  • max $2,077/wk
  • min $1,013/wk
  • max $1,869/wk
  • Min Stay: 3 days
Sleeps 2 to 5 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $208 when you book by Oct-31-2021**
" Terrific!..." - Ross
Save $390 Photo of Lake Como Villa Near Menaggio with Beautiful Views
  • 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 Oct-31-2021**
" The villa was absolutely beautiful. It was peaceful and very clean and we loved the personal touch of the bottle of prosecco and assorted treats when we arrived. ..." - Carolyn
Save $302 Photo of Ancient Hamlet in Tuscany near Florence
  • min $2,205/wk
  • max $3,019/wk
  • min $1,985/wk
  • max $2,717/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $302 when you book by Oct-31-2021**
" 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 $205 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,539/wk
  • max $2,049/wk
  • min $1,385/wk
  • max $1,844/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $205 when you book by Oct-31-2021**
Save $221 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,686/wk
  • max $2,205/wk
  • min $1,517/wk
  • max $1,985/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $221 when you book by Oct-31-2021**
Save $210 Photo of Amalfi Coast Villa Walking Distance to Ravello
  • min $1,488/wk
  • max $2,100/wk
  • min $1,339/wk
  • max $1,890/wk
  • Min Stay: 7 days
Sleeps 4 to 5 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
** Save up to $210 when you book by Oct-31-2021**
" The property view is amazing. Generally its very well equipped and comfortable. The location is great and very handy to transport and facilities. Don't recomme..." - GARRY
Save $149 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,127/wk
  • max $1,490/wk
  • min $1,014/wk
  • max $1,341/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $149 when you book by Oct-31-2021**
Save $149 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,127/wk
  • max $1,490/wk
  • min $1,014/wk
  • max $1,341/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $149 when you book by Oct-31-2021**
Save $149 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,127/wk
  • max $1,490/wk
  • min $1,014/wk
  • max $1,341/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $149 when you book by Oct-31-2021**
Save $205 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,539/wk
  • max $2,049/wk
  • min $1,385/wk
  • max $1,844/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $205 when you book by Oct-31-2021**
Save $221 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,686/wk
  • max $2,205/wk
  • min $1,517/wk
  • max $1,985/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $221 when you book by Oct-31-2021**
Save $205 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,539/wk
  • max $2,049/wk
  • min $1,385/wk
  • max $1,844/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $205 when you book by Oct-31-2021**
Save $302 Photo of Ancient Hamlet in Tuscany near Florence
  • min $2,205/wk
  • max $3,019/wk
  • min $1,985/wk
  • max $2,717/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $302 when you book by Oct-31-2021**
" Luigi and his staff were great. Friendly and responsive...." - John
Save $221 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,686/wk
  • max $2,205/wk
  • min $1,517/wk
  • max $1,985/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $221 when you book by Oct-31-2021**
" Absolutely wonderful vacation! ..." - Dean
Save $221 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,686/wk
  • max $2,205/wk
  • min $1,517/wk
  • max $1,985/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $221 when you book by Oct-31-2021**
Save $149 Photo of Ancient Hamlet in Tuscany near Florence
  • min $1,127/wk
  • max $1,490/wk
  • min $1,014/wk
  • max $1,341/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $149 when you book by Oct-31-2021**
" 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 $133 Photo of Ancient Hamlet in Tuscany near Florence
  • min $971/wk
  • max $1,333/wk
  • min $874/wk
  • max $1,200/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $133 when you book by Oct-31-2021**
Save $370 Photo of Tuscany Farmhouse Close to a Castle
  • min $1,420/wk
  • max $3,702/wk
  • min $1,278/wk
  • max $3,332/wk
  • Min Stay: 3 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $370 when you book by Oct-31-2021**
" This location is perfectly situated for all the day trips we had planned, from Cinque Terre to Siena. ..." - Sadia
Save $300 Photo of Tuscan Apartment in Historic Castle
  • min $1,455/wk
  • max $2,995/wk
  • min $1,310/wk
  • max $2,696/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $300 when you book by Oct-31-2021**
" Good...." - Randee
Save $1,570 Photo of Family-Friendly Lake Como Villa with Pool and Private Boathouse
  • min $9,757/wk
  • max $15,703/wk
  • min $8,781/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-31-2021**
Save $219 Photo of Tuscan Apartment in Historic Castle
  • min $1,066/wk
  • max $2,191/wk
  • min $959/wk
  • max $1,972/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $219 when you book by Oct-31-2021**
" 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 $222 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,221/wk
  • min $798/wk
  • max $1,999/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $222 when you book by Oct-31-2021**
" 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
Save $545 Photo of Tuscan Apartment in Historic Castle
  • min $2,484/wk
  • max $5,453/wk
  • min $2,236/wk
  • max $4,908/wk
  • Min Stay: 3 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $545 when you book by Oct-31-2021**
" We had a very pleasant stay and would recommend the property...." - Amy
Save $220 Photo of Tuscany Villa Rental
  • min $1,536/wk
  • max $2,196/wk
  • min $1,382/wk
  • max $1,976/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $220 when you book by Oct-31-2021**
" 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 $208 Photo of Tuscan Apartment in Historic Castle
  • min $1,179/wk
  • max $2,078/wk
  • min $1,061/wk
  • max $1,870/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $208 when you book by Oct-31-2021**
" 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 $683 Photo of Villa in Ravello with Panoramic Views
  • min $5,250/wk
  • max $6,825/wk
  • min $4,725/wk
  • max $6,143/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Washing Machine
  • Maid Service
** Save up to $683 when you book by Oct-31-2021**
" As a group of 8, four couples, we were delighted with the villa. ..." - Margaret
Save $324 Photo of Pleasant Tuscan Apartment on Large Hillside Estate
  • min $2,353/wk
  • max $3,235/wk
  • min $2,118/wk
  • max $2,912/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $324 when you book by Oct-31-2021**
" Except for a cooking class at the estate, we spent our time traveling to Siena, Florence, Cinque Terre, and the Chianti region during our 5 night stay. I'd ra..." - Bob
Save $3,249 Photo of Large Historic Luxury Villa Near Lucca
  • min $13,827/wk
  • max $16,277/wk
  • min $10,578/wk
  • max $14,649/wk
  • Min Stay: 7 days
Sleeps 22 people
  • 11 double bedrooms
  • 15 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $3,249 when you book by Oct-31-2021**
" Perfect. ..." - Joy
Save $2,082 Photo of Villa with Pool and Guest House Walking Distance to Village
  • min $13,179/wk
  • max $20,815/wk
  • min $11,861/wk
  • max $18,734/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,082 when you book by Oct-31-2021**
" WONDERFUL!..." - WARREN
Save $241 Photo of Amalfi Coast Accommodation with Pool
  • min $1,610/wk
  • max $2,407/wk
  • min $1,449/wk
  • max $2,166/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $241 when you book by Oct-31-2021**
" We had an amazing time! This property is situated in a great location with excellent views and great amenities..." - Mick
 
Displaying 1 to 30 of 44 villas