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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 55 villas
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

Save $413 Photo of Villa Rental Chianti Tuscany Near Florence
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  • min $2,190/wk
  • max $4,130/wk
  • min $1,971/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 $413 when you book by Jul-18-2018**
5.0 stars
172 reviews
" We absolutely loved our stay. The views were exceptionally beautiful, with vineyards and olive groves as far as the eye could see, and church bells adding to the ..." - Denice
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Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

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  • min $2,075/wk
  • max $2,967/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
5.0 stars
141 reviews
" Our stay was wonderful. The villa is beautiful inside and out. It is surrounded by olive groves and vineyards. The hosts Emma, Giancarlo, and Matteo greeted us at..." - Carolyn
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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 Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
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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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 Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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Villa Del Cielo with Caminetto - 9845: Tuscany Villa near Siena with Private Pool

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  • min $1,868/wk
  • max $7,293/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
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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Villa Todi - 17754: Rental Accommodation in Umbria

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  • min $4,201/wk
  • max $5,540/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
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

Save $892 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
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  • min $6,843/wk
  • max $11,808/wk
  • min $6,159/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 $892 when you book by Jul-31-2018**
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 Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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  • min $1,785/wk
  • max $8,777/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
4.5 stars
52 reviews
" We enjoyed having all the space we needed for our large group. We loved sitting by the pool and enjoying the view. We cooked out at the grill and ate breakfast ..." - Beverly
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Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

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  • min $11,622/wk
  • max $11,622/wk
  • min $10,460/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,162 when you book by Jul-31-2018**
5.0 stars
1 reviews
" The house was beautiful, and really well appointed. Gorgeous glasses, dishes, furnishings, etc...." - Rachel
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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 Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
41 reviews
" Good quiet location, comfortable beds, well appointed house and gracious host. Glad it had a washing machine, dryer and clothes line...." - Gail
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Villa Sella - 17118: Family-Friendly Villa Rental in Tuscany with Pool

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  • min $2,084/wk
  • max $3,963/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
125 reviews
" Beautiful views of the countryside. Very Tuscan rural villa. Quiet and restful place...." - Genevieve
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Tenuta de Nereides - 18959: Quiet Villa in Sicily with Breathtaking Views

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  • min $3,906/wk
  • max $7,181/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
4.5 stars
2 reviews
" The villa was lovely. It's rural setting afforded lots of peace and quiet. ..." - Machiko
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Villa Corso - 21305: Renovated Farmhouse Villa in Southern Tuscany for Families

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  • min $14,553/wk
  • max $19,285/wk
  • min $13,098/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 $1,833 when you book by Jul-31-2018**
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Villa Montopoli - 19638: Tuscany Villa near a Village

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  • min $2,999/wk
  • max $5,461/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
5.0 stars
13 reviews
" It was amazing!..." - Sally
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Villa Natalia - 21833: Pian di Sco Villa with Pool near historic city square

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  • min $6,790/wk
  • max $9,226/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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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 Stay: 7 days
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
22 reviews
" Location was terrific. We loved being able to walk to a market, wine shop, several restaurants, coffee cafes, and historical points. Hostess was exceptionally resp..." - Maryann
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Casa Bacardi - 19547: Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona

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  • min $10,152/wk
  • max $18,553/wk
  • Min Stay: 3 days
Sleeps 18 people
  • 9 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
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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Casa Luciana - 18919: Farmhouse Rental in Chianti Area of Tuscany

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  • min $2,914/wk
  • max $6,698/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
5.0 stars
21 reviews
" Amazingly huge and beautiful villa. Beautiful pool and view. We loved it! The only thing missing is an outdoor table. The one they have is on a porch so we just mo..." - Kate
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Palazzo Serragli - Battista - 6743: Florence Apartment in the Oltrarno

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  • min $3,103/wk
  • max $3,447/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
4.5 stars
45 reviews
" The apartment was perfect for our needs. We each had our own bedroom and bathroom. I loved the location as it was not in the heart of Florence and therefore affo..." - Angela
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Podere Chianciano - 18640: Farmhouse in Southern Tuscany with Pool

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  • min $1,955/wk
  • max $3,609/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
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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Casa Samuele with Cottage - 8981: Luxury Villa Rental in Tuscany Near Lucca

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  • $13,967/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
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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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • min $953/wk
  • max $1,550/wk
  • Min Stay: 7 days
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
32 reviews
" WONDERFUL! Sonia (manager) was very helpful and attentive. The property is beautiful, spacious and in a great location. We loved every minute and would like to hav..." - Carol
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Villa Cacciatore - 14743: Self Catering Accommodation in Tuscany

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  • min $4,901/wk
  • max $9,102/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
4.5 stars
12 reviews
" 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
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Guelfo - 21257: Beautiful Florence Apartment for a Family

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  • min $2,334/wk
  • max $2,801/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
4.5 stars
8 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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Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • min $3,641/wk
  • max $10,222/wk
  • Min Stay: 3 days
Sleeps 13 to 18 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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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Villa Cara - 21994: Rural Woodland Tuscan villa with Pool and BBQ near Montaione

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  • min $12,602/wk
  • max $14,702/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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Villa Marceau - 21962: Splendid South of France Farmhouse with Pool

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  • min $8,614/wk
  • max $14,766/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
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Casale Lucia 8 - 19070: Family-Friendly Villa with Charm and Comfort in the Chianti Region

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  • min $3,316/wk
  • max $4,596/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
4 reviews
" 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
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Casa Mercatale - 19299: Charming Apartments in Tuscany Perfect for a Family Holiday

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  • min $2,085/wk
  • max $4,451/wk
  • Min Stay: 7 days
Sleeps 5 to 8 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 4 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
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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 Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
21 reviews
" A wonderful week in a beautiful and convenient location...." - Teresa
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Displaying 1 to 30 of 55 villas

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