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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
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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  • 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**
5.0 stars
179 reviews
" Couldn't have been any better. Loved every minute...." - Kathy
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Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

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  • 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**
5.0 stars
146 reviews
" 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
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Fattoria Capponi - Krizia - 9197: Farm Cottage Holiday in Tuscany

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  • 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**
5.0 stars
19 reviews
" There was plenty of room for 3 couples. Easy access to the main highways. Property was well equipped for our needs...." - Susan
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Villa Due Angeli - 6014: Large Villa on Sicily with Pool

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  • 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**
4.5 stars
6 reviews
" Good. We had an enjoyable time. All facilities were as advertised. ..." - Marc
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Villa Lucchese - 8987: Luxury Villa in Tuscany Accessible to the Coast and the Cinque Terre

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  • 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
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Casa Rufina - 18897: Beautiful Large Villa Near Florence Next to Famous Winery

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  • 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**
5.0 stars
18 reviews
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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Vecchio Borgo - Mensola - 15437: Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany

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  • 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**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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Guelfo - 21257: Beautiful Florence Apartment for a Family

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  • 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**
5.0 stars
10 reviews
" 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
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Fattoria Capponi - Missoni - 9194: Tuscany Villa Accommodation

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  • 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**
5.0 stars
17 reviews
" 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
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Villa Todi - 17754: Rental Accommodation in Umbria

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  • 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**
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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • 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**
5.0 stars
34 reviews
" It was excellent. The pool was great, very clean and Sonia was very helpful when we arrived. ..." - David
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Villa Ormeasco - 20468: Charming Coastal Villa with Views Near the Cinque Terre

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  • 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**
5.0 stars
15 reviews
" 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
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Casa Bacardi - 19547: Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona

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  • 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**
5.0 stars
3 reviews
" Wonderful location. Beautiful, clean facility. Kitchen had plenty of dishes. Having water jugs available was perfect. ..." - Therese
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La Solaia - 20434: Villa in Tuscany Near Certaldo and the Chianti Region

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  • 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**
5.0 stars
47 reviews
" 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
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Villa Sella - 17118: Family-Friendly Villa Rental in Tuscany with Pool

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  • 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**
5.0 stars
128 reviews
" Terrific. ..." - Claudia
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San Barberino 2 - 18411: Charming Apartment in Chianti Overlooking the Countryside

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  • 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**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

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  • 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**
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Casa Mercatale - 19299: Charming Apartments in Tuscany Perfect for a Family Holiday

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  • 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**
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • 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**
5.0 stars
4 reviews
" 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
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Villa Andreina - 10 - 19059: Lovely Villa with Countryside Views of Tuscany

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  • 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**
5.0 stars
19 reviews
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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Villa Beaulieu - 15625: French Riviera Luxury Villa for Rent Near Beaulieu-sur-Mer

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  • 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**
5.0 stars
20 reviews
" Excellent. Owners very helpful and generously provided much information to make the stay enjoyable. ..." - Alun
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San Barberino 1 - 18408: Apartment Rental in Chianti Tuscany

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  • 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**
5.0 stars
23 reviews
" 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
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Casa Montaione - 19580: Farmhouse for Rent in Tuscany

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  • 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**
5.0 stars
3 reviews
" 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
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Villa Cara - 21994: Rural Woodland Tuscan villa with Pool and BBQ near Montaione

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  • 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**
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Villa Del Cielo with Caminetto - 9845: Tuscany Villa near Siena with Private Pool

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  • 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**
5.0 stars
72 reviews
" 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
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Casa Samuele with Cottage - 8981: Luxury Villa Rental in Tuscany Near Lucca

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  • $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**
4.5 stars
5 reviews
" 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
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Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

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  • 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**
5.0 stars
50 reviews
" Truly excellent. The only thing that could have been better would have been the weather...." - James
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Villa Montopoli - 19638: Tuscany Villa near a Village

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  • 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**
5.0 stars
13 reviews
" It was amazing!..." - Sally
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Villa Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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  • 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**
4.5 stars
53 reviews
" Great week...." - Maria
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Podere Chianciano - 18640: Farmhouse in Southern Tuscany with Pool

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  • 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**
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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Displaying 1 to 30 of 51 villas

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