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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
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 Nov-30-2020**
" Sitting outside with the view. The charcoal BBQ and dining table are great!..." - Lori
Save $3,558 Photo of Large Historic Luxury Villa Near Lucca
  • 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**
" Perfect. ..." - Joy
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
Save $161 Photo of Tuscan House Near Cortona
  • 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**
" 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 $226 Photo of Tuscan Apartment in Historic Castle
  • 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**
" Terrific!..." - Ross
Save $293 Photo of Tuscany Farmhouse Close to a Castle
  • 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**
" This location is perfectly situated for all the day trips we had planned, from Cinque Terre to Siena. ..." - Sadia
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 Nov-30-2020**
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 Nov-30-2020**
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 Nov-30-2020**
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
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 Nov-30-2020**
" 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 $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 Nov-30-2020**
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 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**
" Luigi and his staff were great. Friendly and responsive...." - John
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
Save $1,496 Photo of Sophisticated and Luxurious Lake Como Villa in Lombardy
  • 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**
" The villa was both majestic and comfortable. ..." - Juliet
Save $910 Photo of Villa in Ravello with Panoramic Views
  • 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**
" As a group of 8, four couples, we were delighted with the villa. ..." - Margaret
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
Save $211 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
" Absolutely wonderful vacation! ..." - Dean
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 Nov-30-2020**
" 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 $239 Photo of Tuscan Apartment in Historic Castle
  • 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**
" 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 $182 Photo of Pleasant Tuscan Apartment on Large Hillside Estate
  • 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
Save $196 Photo of Ancient Hamlet in Tuscany near Florence
  • 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**
Save $247 Photo of Tuscan Apartment in Historic Castle
  • 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**
" 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 $259 Photo of Tuscan Apartment in Historic Castle
  • 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**
" 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 $387 Photo of Tuscan Apartment in Historic Castle
  • 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**
" Good...." - Randee
Save $137 Photo of Pleasant Tuscan Apartment on Large Hillside Estate
  • 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
Save $590 Photo of Tuscan Apartment in Historic Castle
  • 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**
" We had a very pleasant stay and would recommend the property...." - Amy
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 Nov-30-2020**
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 Nov-30-2020**
" 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
 
Displaying 1 to 30 of 49 villas