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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 50 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 Jul-20-2019**
" It was magical. When you arrive and open the gate, you are surrounded by roses, hydrangeas, geraniums (with colors I'd never seen) and olive trees. The Villa..." - Joan
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 Jul-20-2019**
" Completely and utterly wonderful...." - Christopher
Save $554 Photo of Rental Accommodation in Umbria
  • min $4,551/wk
  • max $5,540/wk
  • min $4,096/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 Jul-20-2019**
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 Jul-20-2019**
" There was plenty of room for 3 couples. Easy access to the main highways. Property was well equipped for our needs...." - Susan
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 Jul-20-2019**
" Great. Claudia and Rudi terrific ..." - Frank
Save $826 Photo of Large Villa on Sicily with Pool
  • min $7,150/wk
  • max $8,264/wk
  • min $6,435/wk
  • max $7,438/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 $826 when you book by Jul-20-2019**
" 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 Jul-20-2019**
" 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 Jul-20-2019**
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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 Jul-20-2019**
" Wonderful location. Beautiful, clean facility. Kitchen had plenty of dishes. Having water jugs available was perfect. ..." - Therese
Save $324 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,888/wk
  • max $3,235/wk
  • min $1,699/wk
  • max $2,912/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $324 when you book by Jul-20-2019**
" 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 $396 Photo of Family-Friendly Villa Rental in Tuscany with Pool
  • min $2,293/wk
  • max $3,963/wk
  • min $2,064/wk
  • max $3,567/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 $396 when you book by Jul-20-2019**
" Terrific. ..." - Claudia
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 Jul-20-2019**
" My family had an AMAZING time in one of the most beautiful homes and areas we've ever stayed in. The home was large enough for the eight of us, from the bedroo..." - Anne
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 Jul-20-2019**
" It was an experience of a lifetime - just awesome!..." - Carmita
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 Jul-20-2019**
" 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 $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 Jul-20-2019**
" 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 $571 Photo of Tuscany Villa near a Village
  • min $3,119/wk
  • max $5,705/wk
  • min $2,807/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 Jul-20-2019**
" The villa was beautiful and peaceful. We had a few issues but owner responded quickly. ..." - Irene
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 Jul-20-2019**
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
Save $1,027 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 $1,027 when you book by Jul-20-2019**
" 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 $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 Jul-20-2019**
" 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 $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 Jul-20-2019**
" Great week...." - Maria
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 Jul-20-2019**
" 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 $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 Jul-20-2019**
" Truly excellent. The only thing that could have been better would have been the weather...." - James
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 Jul-20-2019**
" The view and being in a small town. ..." - Joseph
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 Jul-20-2019**
" 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 Jul-20-2019**
" 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 $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 Jul-20-2019**
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 Jul-20-2019**
Save $812 Photo of Farmhouse for Rent in Tuscany
  • min $2,617/wk
  • max $8,115/wk
  • min $2,355/wk
  • max $7,304/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $812 when you book by Jul-20-2019**
" 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 $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 Jul-20-2019**
" The view was great. ..." - Charlotte
Save $1,106 Photo of Beautiful Hilltop Villa in Tuscany with Spectacular Views
  • min $4,621/wk
  • max $11,062/wk
  • min $4,159/wk
  • max $9,956/wk
  • Min Stay: 7 days
Sleeps 13 to 18 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,106 when you book by Jul-20-2019**
" Our group cherishes relationships and therefore thoughtfulness, condsideration and a desire to serve are a valuable component of our friendships. Upon meeting Ale..." - Mark
 
Displaying 1 to 30 of 50 villas