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Family Friendly Villas for Rent, Great with Kids

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 1 to 30 of 51 villas
Save $434 Photo of Villa Rental Chianti Tuscany Near Florence
  • min $2,190/wk
  • max $4,337/wk
  • min $1,971/wk
  • max $3,903/wk
  • Min Stay: 3 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $434 when you book by May-31-2019**
" Couldn't have been any better. Loved every minute...." - Kathy
Save $327 Photo of Farmhouse Rental Near Certaldo, Tuscany
  • min $2,075/wk
  • max $3,267/wk
  • min $1,868/wk
  • max $2,940/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $327 when you book by May-31-2019**
" The overall experience can be best described in one word- magnifica! We would highly recommend this villa because it had everything we could possible need. It is d..." - Paula
Save $936 Photo of Farm Cottage Holiday in Tuscany
  • min $2,058/wk
  • max $3,080/wk
  • min $1,852/wk
  • max $2,772/wk
  • Min Stay: 4 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $936 when you book by May-31-2019**
" There was plenty of room for 3 couples. Easy access to the main highways. Property was well equipped for our needs...." - Susan
Save $1,942 Photo of Large Villa on Sicily with Pool
  • min $7,150/wk
  • max $8,264/wk
  • min $5,470/wk
  • max $6,322/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 $1,942 when you book by May-31-2019**
" Good. We had an enjoyable time. All facilities were as advertised. ..." - Marc
Save $7,887 Photo of Luxury Villa in Tuscany Accessible to the Coast and the Cinque Terre
  • min $31,133/wk
  • max $41,511/wk
  • min $25,218/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 $7,887 when you book by May-31-2019**
" We had a wonderful family reunion at this villa. It was perfect for us. The Villa was beautiful and easily accommodated 16 of us. It is furnished in antiques wit..." - Orrin
Save $963 Photo of Beautiful Large Villa Near Florence Next to Famous Winery
  • min $9,277/wk
  • max $9,627/wk
  • min $8,349/wk
  • max $8,664/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $963 when you book by May-31-2019**
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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 May-31-2019**
" Great. Claudia and Rudi terrific ..." - Frank
Save $280 Photo of Beautiful Florence Apartment for a Family
  • min $2,335/wk
  • max $2,801/wk
  • min $2,102/wk
  • max $2,521/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $280 when you book by May-31-2019**
" We had a very enjoyable stay. The apartment is located on a small side street with its own little piazza in front which offered an oasis from the hordes of touris..." - Carole
Save $766 Photo of Tuscany Villa Accommodation
  • min $1,617/wk
  • max $2,520/wk
  • min $1,455/wk
  • max $2,041/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 $766 when you book by May-31-2019**
" 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 $554 Photo of Rental Accommodation in Umbria
  • min $4,201/wk
  • max $5,540/wk
  • min $3,781/wk
  • max $4,986/wk
  • Min Stay: 7 days
Sleeps 8 to 11 people
  • 2 single bedrooms
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $554 when you book by May-31-2019**
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 May-31-2019**
" It was excellent. The pool was great, very clean and Sonia was very helpful when we arrived. ..." - David
Save $578 Photo of Charming Coastal Villa with Views Near the Cinque Terre
  • min $2,451/wk
  • max $5,776/wk
  • min $2,206/wk
  • max $5,198/wk
  • Min Stay: 3 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $578 when you book by May-31-2019**
" My family's overall experience at Villa Ormeasco was absolutely fantastic making check out day a sad reality. Sarah, the owner, was wonderful, accessible and f..." - Luisa
Save $1,974 Photo of Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona
  • min $10,502/wk
  • max $19,743/wk
  • min $9,452/wk
  • max $17,769/wk
  • Min Stay: 3 days
Sleeps 18 people
  • 9 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,974 when you book by May-31-2019**
" Wonderful location. Beautiful, clean facility. Kitchen had plenty of dishes. Having water jugs available was perfect. ..." - Therese
Save $1,132 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,888/wk
  • max $3,235/wk
  • min $1,227/wk
  • max $2,103/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,132 when you book by May-30-2019**
" Our experience was very soul-refreshing with the family at La Solaia. We enjoyed the location and the home. The kitchen was stocked with enough basic equipment to ..." - Dana
Save $1,387 Photo of Family-Friendly Villa Rental in Tuscany with Pool
  • min $2,293/wk
  • max $3,963/wk
  • min $1,490/wk
  • max $2,576/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,387 when you book by May-30-2019**
" Terrific. ..." - Claudia
Save $155 Photo of Charming Apartment in Chianti Overlooking the Countryside
  • 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 May-31-2019**
" The view and being in a small town. ..." - Joseph
Save $875 Photo of Charming and Unique Villa in Umbria Near Orvieto
  • min $4,061/wk
  • max $8,752/wk
  • min $3,655/wk
  • max $7,877/wk
  • Min Stay: 7 days
Sleeps 10 to 14 people
  • 5 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $875 when you book by May-31-2019**
Save $482 Photo of Charming Apartments in Tuscany Perfect for a Family Holiday
  • min $3,852/wk
  • max $4,816/wk
  • min $3,467/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 May-31-2019**
Save $1,181 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • min $7,869/wk
  • max $11,808/wk
  • min $7,082/wk
  • max $10,627/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,181 when you book by May-31-2019**
" Wonderful! We had a group of 15, and everyone agrees that this villa and hostess are superior. We were there two weeks, and each day was better than the one before..." - Pamela
Save $560 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $2,669/wk
  • max $5,603/wk
  • min $2,402/wk
  • max $5,043/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $560 when you book by May-31-2019**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
Save $3,889 Photo of French Riviera Luxury Villa for Rent Near Beaulieu-sur-Mer
  • min $4,458/wk
  • max $11,437/wk
  • min $4,012/wk
  • max $10,293/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $3,889 when you book by May-31-2019**
" Excellent. Owners very helpful and generously provided much information to make the stay enjoyable. ..." - Alun
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 May-31-2019**
" 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 $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 May-31-2019**
" 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 $1,470 Photo of Rural Woodland Tuscan villa with Pool and BBQ near Montaione
  • min $8,402/wk
  • max $14,702/wk
  • min $7,562/wk
  • max $13,232/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,470 when you book by May-31-2019**
Save $1,057 Photo of Tuscany Villa near Siena with Private Pool
  • min $3,338/wk
  • max $7,587/wk
  • min $3,004/wk
  • max $6,828/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 2 single bedrooms
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,057 when you book by May-31-2019**
" Very good. The property management had lots of cheeses, meats, bread and wine for us upon arrival. Both kitchens were well stocked with glassware, dishes, pots an..." - Johnnie Lynn
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 May-31-2019**
" 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 $496 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • min $3,000/wk
  • max $4,961/wk
  • min $2,700/wk
  • max $4,465/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $496 when you book by May-31-2019**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
Save $571 Photo of Tuscany Villa near a Village
  • min $3,133/wk
  • max $5,705/wk
  • min $2,820/wk
  • max $5,135/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $571 when you book by May-31-2019**
" It was amazing!..." - Sally
Save $939 Photo of Family Friendly Villa Rental in Tuscany with Pool
  • min $2,232/wk
  • max $9,394/wk
  • min $2,009/wk
  • max $8,455/wk
  • Min Stay: 7 days
Sleeps 15 people
  • 1 single bedrooms
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $939 when you book by May-31-2019**
" Great week...." - Maria
Save $411 Photo of Farmhouse in Southern Tuscany with Pool
  • min $2,276/wk
  • max $4,114/wk
  • min $2,048/wk
  • max $3,703/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $411 when you book by May-31-2019**
" The view was great. ..." - Charlotte
 
Displaying 1 to 30 of 51 villas