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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 37 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 May-20-2022**
" Terrific!..." - Ross
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 May-20-2022**
" WONDERFUL!..." - WARREN
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 May-20-2022**
" 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 $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 May-20-2022**
" 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 $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 May-20-2022**
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 May-20-2022**
" 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 $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 May-20-2022**
" This location is perfectly situated for all the day trips we had planned, from Cinque Terre to Siena. ..." - Sadia
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 May-20-2022**
" 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 $1,960 Photo of Large Historic Villa in Spain with Pool Near Beaches and Barcelona
  • min $16,540/wk
  • max $19,603/wk
  • min $14,886/wk
  • max $17,643/wk
  • Min Stay: 3 days
Sleeps 18 people
  • 9 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,960 when you book by May-20-2022**
" Was a great place. Everything was well maintained. Everyone from the pool people to the cleaning people was wonderful. ..." - Gary
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 May-20-2022**
" We had a very pleasant stay and would recommend the property...." - Amy
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 May-20-2022**
" Good...." - Randee
Save $1,645 Photo of Large Historic Luxury Villa Near Lucca
  • min $13,127/wk
  • max $16,452/wk
  • min $11,814/wk
  • max $14,807/wk
  • Min Stay: 7 days
Sleeps 22 people
  • 11 double bedrooms
  • 15 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,645 when you book by May-20-2022**
" Perfect. ..." - Joy
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 May-20-2022**
" 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 $517 Photo of Cozy Tuscan Farmhouse near Tavarnelle Val di Pesa
  • min $3,162/wk
  • max $5,165/wk
  • min $2,846/wk
  • max $4,649/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 $517 when you book by May-20-2022**
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 May-20-2022**
" 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 $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 May-20-2022**
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 May-20-2022**
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 May-20-2022**
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 May-20-2022**
" 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 May-20-2022**
" Absolutely wonderful vacation! ..." - Dean
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 May-20-2022**
" 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 May-20-2022**
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 May-20-2022**
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 May-20-2022**
  • min $1,127/wk
  • max $1,490/wk
  • Min Stay: 7 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
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 May-20-2022**
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 May-20-2022**
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 May-20-2022**
Save $6,050 Photo of Large Villa Close to a Village and Near Avignon with a Pool and Tennis Court
  • min $31,780/wk
  • max $60,501/wk
  • min $28,602/wk
  • max $54,451/wk
  • Min Stay: 7 days
Sleeps 18 to 20 people
  • 9 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $6,050 when you book by May-20-2022**
Save $3,838 Photo of Family-Friendly Provence Farmhouse with Two Guest Houses
  • min $20,299/wk
  • max $38,383/wk
  • min $18,269/wk
  • max $34,545/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $3,838 when you book by May-20-2022**
 
Displaying 1 to 30 of 37 villas