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Family-Friendly Villas and Vacation Rentals

Traveling with parents or kids? Want to make sure you never hear that dreaded sentence: "I'm bored...?" You'll please everyone when you rent one of these family-friendly villas and apartments, perfect for groups both small and large. 

Displaying 31 to 60 of 51 villas
Save $948 Photo of Tuscany Villa Accommodation
  • min $1,617/wk
  • max $2,520/wk
  • min $1,237/wk
  • max $1,976/wk
  • Min Stay: 4 days
Sleeps 5 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $948 when you book by Oct-20-2018**
" Fattoria Capponi - Missoni is the perfect place to get away and relax!! The views of the Tuscan hillsides along with the vineyards are stunning. Sunrise and suns..." - George
Save $252 Photo of Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany
  • min $1,762/wk
  • max $2,521/wk
  • min $1,586/wk
  • max $2,269/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $252 when you book by Oct-20-2018**
" Great. Claudia and Rudi terrific ..." - Frank
Save $341 Photo of Charming Apartment in Chianti Overlooking the Countryside
  • min $1,048/wk
  • max $1,705/wk
  • min $839/wk
  • max $1,364/wk
  • Min Stay: 7 days
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $341 when you book by Oct-20-2018**
" It was a wonderful stay. The home was very spacious. We loved being right next to the adorable town of Barberino Val d'Elsa. The gated entry was a plus sinc..." - Erinn
Save $155 Photo of Walk To Small Town for Cappuccino in Tuscany
  • min $953/wk
  • max $1,550/wk
  • min $858/wk
  • max $1,395/wk
  • Min Stay: 7 days
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $155 when you book by Oct-20-2018**
" It was excellent. The pool was great, very clean and Sonia was very helpful when we arrived. ..." - David
Save $282 Photo of Apartment Rental in Chianti Tuscany
  • min $1,718/wk
  • max $2,820/wk
  • min $1,546/wk
  • max $2,538/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $282 when you book by Oct-20-2018**
" We had a very nice stay, and we would stay there again. It was convenient to Florence and other cities. We spent our days away from the villa, so our time there ..." - Mather
Save $266 Photo of Inviting Spanish Villa Near Ronda
  • min $1,891/wk
  • max $2,661/wk
  • min $1,702/wk
  • max $2,395/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $266 when you book by Oct-20-2018**
" Very enjoyable and would definitely return...." - Darlene
Save $910 Photo of Self Catering Accommodation in Tuscany
  • min $4,901/wk
  • max $9,102/wk
  • min $4,411/wk
  • max $8,192/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $910 when you book by Oct-20-2018**
" Overall experience was wonderful. Gabriella, the manager, was well-informed and provided great insight as to local restaurants, local markets, local stores and tr..." - Dorothy
Save $2,476 Photo of Beautiful Large Villa on Tuscany-Umbria Border Overlooking Vineyards
  • min $8,378/wk
  • max $12,382/wk
  • min $6,702/wk
  • max $9,905/wk
  • Min Stay: 7 days
Sleeps 14 to 16 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,476 when you book by Oct-20-2018**
Save $2,158 Photo of Family-Friendly Villa Near Isle-sur-la-Sorgue in Provence
  • min $3,795/wk
  • max $10,791/wk
  • min $3,036/wk
  • max $8,633/wk
  • Min Stay: 5 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,158 when you book by Oct-20-2018**
" With 4 children aged 2, 4,6 and 8, we had a wonderful vacation...." - Uli
Save $6,252 Photo of Renovated Farmhouse Villa in Southern Tuscany for Families
  • min $16,008/wk
  • max $22,330/wk
  • min $11,526/wk
  • max $16,971/wk
  • Min Stay: 7 days
Sleeps 11 to 13 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $6,252 when you book by Oct-20-2018**
Save $414 Photo of Farmhouse near Town with Pool
  • min $2,630/wk
  • max $4,138/wk
  • min $2,367/wk
  • max $3,724/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 6 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $414 when you book by Oct-20-2018**
" Very relaxing...." - Peter
Save $746 Photo of Large Villa on Sicily with Pool
  • $7,458/wk
  • $6,712/wk
  • Min Stay: 5 days
Sleeps 12 to 16 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $746 when you book by Oct-20-2018**
" Good. We had an enjoyable time. All facilities were as advertised. ..." - Marc
Save $3,249 Photo of Splendid South of France Farmhouse with Pool
  • min $9,475/wk
  • max $16,243/wk
  • min $7,580/wk
  • max $12,994/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
** Save up to $3,249 when you book by Oct-20-2018**
Save $521 Photo of Andalusia Villa for Rent
  • min $1,749/wk
  • max $2,604/wk
  • min $1,399/wk
  • max $2,083/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $521 when you book by Oct-20-2018**
" Very nice...." - John
Save $811 Photo of Farmhouse for Rent in Tuscany
  • min $2,611/wk
  • max $8,106/wk
  • min $2,350/wk
  • max $7,295/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $811 when you book by Oct-20-2018**
" Absolutely wonderful. It was beautiful, and peaceful, and comfortable. The swimming pool was large and clean and refreshing. My husband loved the outdoor shower! F..." - Michele
Save $482 Photo of Charming Apartments in Tuscany Perfect for a Family Holiday
  • min $2,085/wk
  • max $4,816/wk
  • min $1,877/wk
  • max $4,334/wk
  • Min Stay: 7 days
Sleeps 5 to 8 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 4 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $482 when you book by Oct-20-2018**
Save $460 Photo of Family-Friendly Villa with Charm and Comfort in the Chianti Region
  • min $3,316/wk
  • max $4,596/wk
  • min $2,984/wk
  • max $4,136/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $460 when you book by Oct-20-2018**
" Great Villa to rent. We took the entire main house, which can be subdivided into three units. There were two kitchens in the house, and they were able to accomodat..." - Lloyd
Save $1,397 Photo of Luxury Villa Rental in Tuscany Near Lucca
  • $13,967/wk
  • $12,570/wk
  • Min Stay: 7 days
Sleeps 13 to 14 people
  • 7 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,397 when you book by Oct-20-2018**
" The property was wonderful and the staff was exceptional...always trying to please....and they did. The stay was so good I've already recommended it to my friends..." - Norman
Save $670 Photo of Farmhouse Rental in Chianti Area of Tuscany
  • min $2,914/wk
  • max $6,698/wk
  • min $2,623/wk
  • max $6,028/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $670 when you book by Oct-20-2018**
" We were two couples and two adult singles. We booked this villa because our group was originally ten, but ended up as only six. As a result, the house was much lar..." - Mary
Save $4,151 Photo of Luxury Villa in Tuscany Accessible to the Coast and the Cinque Terre
  • min $31,133/wk
  • max $41,511/wk
  • min $28,020/wk
  • max $37,360/wk
  • Min Stay: 7 days
Sleeps 24 people
  • 12 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $4,151 when you book by Oct-20-2018**
" We liked the location and the amenities--especially the spaciousness. ..." - Bonnie
Save $1,479 Photo of Luxury Villa on Mykonos Within Walking Distance of the Beach
  • $14,786/wk
  • $13,307/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,479 when you book by Oct-20-2018**
" Good - felt we were well attended to and found the villa to be clean and generally in good repair. ..." - Cindy
 
Displaying 31 to 60 of 51 villas