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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 28 of 28 villas
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    Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

    Save $507 Photo of Farmhouse Rental Near Certaldo, Tuscany
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    • min $3,764/wk
    • max $5,070/wk
    • min $3,388/wk
    • max $4,563/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 $507 when you book by Jan-31-2023**
    5.0 stars
    154 reviews
    " We enjoyed it very much. We have been to Tuscany several times and we were very pleased with everything at Donatella. When we arrived there was a welcome basket of..." - Bonnie
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    Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

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    • min $3,151/wk
    • max $4,989/wk
    • min $2,836/wk
    • max $4,490/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 $499 when you book by Jan-31-2023**
    5.0 stars
    54 reviews
    " Had a wonderful experience Place was great..." - Paula
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    Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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    • min $10,502/wk
    • max $16,277/wk
    • min $9,452/wk
    • max $14,649/wk
    • Min Stay: 7 days
    Sleeps 13 to 20 people
    • 7 double bedrooms
    • 8 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $1,628 when you book by Jan-31-2023**
    5.0 stars
    5 reviews
    " Overall, we had a very nice experience. The property is beautiful, the villa and the rooms are beautiful and all in a very peaceful setting. The proximity to the b..." - Craig
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    Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

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    • Enquire for Rates
    Sleeps 10 people
    • 5 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    5.0 stars
    4 reviews
    " Exceptional villa...." - Jerry
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    Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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    Sleeps 6 to 7 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    5.0 stars
    184 reviews
    " We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
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    Villa Todi - 17754: Rental Accommodation in Umbria

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    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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    Casa Radda - 19634: Beautiful Farmhouse in the Chianti Near Town

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    • min $6,483/wk
    • max $10,092/wk
    • min $5,835/wk
    • max $9,083/wk
    • Min Stay: 7 days
    Sleeps 9 people
    • 1 single bedrooms
    • 4 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $1,009 when you book by Jan-31-2023**
    4.0 stars
    2 reviews
    " The property itself was very pretty with amazing views. It was centrally located and fairly easy to access. ..." - Jacqueline
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    Villa Montopoli - 19638: Tuscany Villa near a Village

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    • min $3,134/wk
    • max $5,705/wk
    • min $2,821/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 Jan-31-2023**
    5.0 stars
    17 reviews
    " Wonderful! We loved the villa and the grounds...." - Donna
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    Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

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    Sleeps 10 to 14 people
    • 5 double bedrooms
    • 7 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    5.0 stars
    4 reviews
    " It was absolutely lovely. The property is gorgeous, and the amenities are terrific. We had a relaxing week...." - Maria
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    Prima Casa - 19898: Chianti Villa near a Charming Village

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    • min $5,269/wk
    • max $9,557/wk
    • min $4,742/wk
    • max $8,601/wk
    • Min Stay: 3 days
    Sleeps 12 people
    • 6 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $956 when you book by Jan-31-2023**
    5.0 stars
    16 reviews
    " Great experience in a spectacular villa...." - Viviane
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    San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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    • min $928/wk
    • max $1,488/wk
    • min $835/wk
    • max $1,339/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 $149 when you book by Jan-31-2023**
    5.0 stars
    35 reviews
    " It was an experience of a lifetime - just awesome!..." - Carmita
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    Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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    • min $6,301/wk
    • max $12,462/wk
    • min $5,671/wk
    • max $11,216/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 $1,246 when you book by Jan-31-2023**
    5.0 stars
    32 reviews
    " Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
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    Villa Marceau - 21962: Splendid South of France Farmhouse with Pool

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    • Enquire for Rates
    Sleeps 10 people
    • 5 double bedrooms
    • 5 bathrooms
    • Swimming Pool
    • Washing Machine
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    Villa Corso - 21305: Renovated Farmhouse Villa in Southern Tuscany for Families

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    Sleeps 11 to 13 people
    • 1 single bedrooms
    • 6 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
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    Villa Magestica - 16279: Luxury Villa on the Amalfi Coast with Pool and Sea Views

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    Sleeps 8 people
    • 4 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    5.0 stars
    11 reviews
    " Wonderful stay at the villa - would definitely stay again. Property itself was beautiful, view spectacular, and within easy walking distance to Amalfi - a little l..." - Joanne
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    La Cappella dell'Alfina - 8 - 18074: Country Home on the Tuscany Umbria Border

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    • $4,293/wk
    • $3,864/wk
    • Min Stay: 7 days
    Sleeps 6 to 8 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $429 when you book by Jan-31-2023**
    5.0 stars
    15 reviews
    " I felt I was in a movie. What a beautiful villa. The area is perfect for going on day trips to Rome or Florence. We were met by the owners with a bottle of Prosec..." - Amy
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    San Barberino 2 - 18411: Charming Apartment in Chianti Overlooking the Countryside

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    • min $928/wk
    • max $1,488/wk
    • min $835/wk
    • max $1,339/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 $149 when you book by Jan-31-2023**
    5.0 stars
    24 reviews
    " The view and being in a small town. ..." - Joseph
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    Casa Samuele with Cottage - 8981: Luxury Villa Rental in Tuscany Near Lucca

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    • $14,002/wk
    • $12,602/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 $1,400 when you book by Jan-31-2023**
    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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    Villa Cacciatore - 14743: Self Catering Accommodation in Tuscany

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    • $9,627/wk
    • $8,664/wk
    • Min Stay: 7 days
    Sleeps 18 people
    • 9 double bedrooms
    • 7 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $2,888 when you book by Jan-31-2023**
    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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    Casa Luciana - 18919: Farmhouse Rental in Chianti Area of Tuscany

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    • $3,441/wk
    • $3,097/wk
    • Min Stay: 7 days
    Sleeps 12 people
    • 6 double bedrooms
    • 7 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $344 when you book by Jan-31-2023**
    5.0 stars
    24 reviews
    " We thoroughly enjoyed ourselves and were happy with the villa. The location was awesome. We traveled throughout Tuscany and found the villa to be centrally locat..." - Maurice
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    Bastide d'Alpilles - 15323: Family-Friendly Villa Near Isle-sur-la-Sorgue in Provence

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    • $8,781/wk
    • $7,903/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 $878 when you book by Jan-31-2023**
    5.0 stars
    3 reviews
    " With 4 children aged 2, 4,6 and 8, we had a wonderful vacation...." - Uli
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    Finca Ronda - Villa Alba - 15659: Andalusia Villa for Rent

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    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    5.0 stars
    24 reviews
    " Very nice...." - John
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    Finca Ronda - Villa Adora - 15661: Inviting Spanish Villa Near Ronda

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    Sleeps 6 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    4.5 stars
    10 reviews
    " Very enjoyable and would definitely return...." - Darlene
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    Casa Bacardi - 19547: Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona

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    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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    Vecchio Borgo - Mensola - 15437: Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany

    Save $144 Photo of Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany
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    • $1,437/wk
    • $1,293/wk
    • Min Stay: 4 days
    Sleeps 6 to 7 people
    • 3 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $144 when you book by Jan-31-2023**
    5.0 stars
    87 reviews
    " Great. Claudia and Rudi terrific ..." - Frank
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    Castillo Girona - 15341: Castle for Rent Near Barcelona

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    • $12,252/wk
    • $11,027/wk
    • Min Stay: 7 days
    Sleeps 14 people
    • 7 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $1,225 when you book by Jan-31-2023**
    5.0 stars
    7 reviews
    " Good. Great spot...." - Rob
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    Villa Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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    • min $3,599/wk
    • max $11,708/wk
    • min $3,239/wk
    • max $10,537/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 $1,171 when you book by Jan-31-2023**
    4.5 stars
    53 reviews
    " Great week...." - Maria
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    San Barberino 1 - 18408: Apartment Rental in Chianti Tuscany

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    • min $1,663/wk
    • max $2,696/wk
    • min $1,497/wk
    • max $2,426/wk
    • Min Stay: 7 days
    Sleeps 8 people
    • 4 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $270 when you book by Jan-31-2023**
    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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    Displaying 1 to 28 of 28 villas

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