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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
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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 Jul-20-2019**
5.0 stars
181 reviews
" 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
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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 Jul-20-2019**
5.0 stars
148 reviews
" Completely and utterly wonderful...." - Christopher
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Villa Todi - 17754: Rental Accommodation in Umbria

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  • 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**
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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 Jul-20-2019**
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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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 Jul-20-2019**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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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 $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**
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 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
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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 Jul-20-2019**
5.0 stars
18 reviews
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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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 Jul-20-2019**
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 $1,699/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**
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 $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**
5.0 stars
128 reviews
" Terrific. ..." - Claudia
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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 Jul-20-2019**
5.0 stars
2 reviews
" 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
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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 Jul-20-2019**
5.0 stars
35 reviews
" It was an experience of a lifetime - just awesome!..." - Carmita
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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 Jul-20-2019**
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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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 Jul-20-2019**
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 Montopoli - 19638: Tuscany Villa near a Village

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  • 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**
4.5 stars
14 reviews
" The villa was beautiful and peaceful. We had a few issues but owner responded quickly. ..." - Irene
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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 Jul-20-2019**
5.0 stars
19 reviews
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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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 $1,027 when you book by Jul-20-2019**
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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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 Jul-20-2019**
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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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 Jul-20-2019**
4.5 stars
53 reviews
" Great week...." - Maria
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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 Jul-20-2019**
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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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 Jul-20-2019**
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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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 Jul-20-2019**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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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 Jul-20-2019**
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 Jul-20-2019**
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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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 Jul-20-2019**
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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 Jul-20-2019**
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Casa Montaione - 19580: Farmhouse for Rent in Tuscany

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  • 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**
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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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 Jul-20-2019**
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • 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**
5.0 stars
31 reviews
" Our group cherishes relationships and therefore thoughtfulness, condsideration and a desire to serve are a valuable component of our friendships. Upon meeting Ale..." - Mark
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Displaying 1 to 30 of 50 villas

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