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

    Save $1,628 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
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    • min $9,277/wk
    • max $16,277/wk
    • min $8,349/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 May-31-2022**
    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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    Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

    Save $530 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
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    • min $3,151/wk
    • max $5,301/wk
    • min $2,836/wk
    • max $4,771/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 $530 when you book by May-31-2022**
    5.0 stars
    52 reviews
    " Had a wonderful experience Place was great..." - Paula
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    Vecchio Borgo - Mensola - 15437: Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany

    Save $210 Photo of Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany
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    • min $1,401/wk
    • max $2,101/wk
    • min $1,261/wk
    • max $1,891/wk
    • Min Stay: 4 days
    Sleeps 6 to 7 people
    • 3 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $210 when you book by May-31-2022**
    5.0 stars
    87 reviews
    " Great. Claudia and Rudi terrific ..." - Frank
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    Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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    • min $2,415/wk
    • max $4,554/wk
    • min $2,174/wk
    • max $4,099/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 $455 when you book by May-31-2022**
    5.0 stars
    183 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

    Save $569 Photo of Rental Accommodation in Umbria
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    • min $4,901/wk
    • max $5,689/wk
    • min $4,411/wk
    • max $5,120/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 $569 when you book by May-31-2022**
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    San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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    • min $1,046/wk
    • max $1,811/wk
    • min $941/wk
    • max $1,630/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 $181 when you book by May-31-2022**
    5.0 stars
    35 reviews
    " It was an experience of a lifetime - just awesome!..." - Carmita
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    Castillo Girona - 15341: Castle for Rent Near Barcelona

    Save $1,126 Photo of Castle for Rent Near Barcelona
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    • $11,258/wk
    • $10,132/wk
    • Min Stay: 7 days
    Sleeps 14 people
    • 7 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $1,126 when you book by May-31-2022**
    5.0 stars
    7 reviews
    " Good. Great spot...." - Rob
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    Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

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    • min $2,573/wk
    • max $3,467/wk
    • min $2,316/wk
    • max $3,120/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 $347 when you book by May-31-2022**
    5.0 stars
    153 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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    San Barberino 2 - 18411: Charming Apartment in Chianti Overlooking the Countryside

    Save $181 Photo of Charming Apartment in Chianti Overlooking the Countryside
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    • min $1,046/wk
    • max $1,811/wk
    • min $941/wk
    • max $1,630/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 $181 when you book by May-31-2022**
    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

    Save $1,397 Photo of 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-31-2022**
    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 1 - 18408: Apartment Rental in Chianti Tuscany

    Save $336 Photo of Apartment Rental in Chianti Tuscany
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    • min $1,867/wk
    • max $3,361/wk
    • min $1,680/wk
    • max $3,025/wk
    • Min Stay: 7 days
    Sleeps 8 people
    • 4 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $336 when you book by May-31-2022**
    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 Montopoli - 19638: Tuscany Villa near a Village

    Save $571 Photo of 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 May-31-2022**
    5.0 stars
    17 reviews
    " Wonderful! We loved the villa and the grounds...." - Donna
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    Villa Magestica - 16279: Luxury Villa on the Amalfi Coast with Pool and Sea Views

    Save $1,610 Photo of Luxury Villa on the Amalfi Coast with Pool and Sea Views
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    • $16,100/wk
    • $14,490/wk
    • Min Stay: 7 days
    Sleeps 8 people
    • 4 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $1,610 when you book by May-31-2022**
    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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    Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

    Save $1,246 Photo of Beautiful Hilltop Villa in Tuscany with Spectacular Views
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    • min $5,461/wk
    • max $12,462/wk
    • min $4,915/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 May-31-2022**
    5.0 stars
    32 reviews
    " Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
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    Prima Casa - 19898: Chianti Villa near a Charming Village

    Save $956 Photo of Chianti Villa near a Charming Village
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    • min $5,146/wk
    • max $9,557/wk
    • min $4,631/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 May-31-2022**
    5.0 stars
    16 reviews
    " Great experience in a spectacular villa...." - Viviane
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    Villa Cacciatore - 14743: Self Catering Accommodation in Tuscany

    Save $2,888 Photo of Self Catering Accommodation in Tuscany
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    • min $6,721/wk
    • max $10,502/wk
    • min $6,049/wk
    • max $9,452/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 May-31-2022**
    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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    Villa Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

    Save $1,099 Photo of Family Friendly Villa Rental in Tuscany with Pool
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    • min $3,381/wk
    • max $10,991/wk
    • min $3,043/wk
    • max $9,892/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 $1,099 when you book by May-31-2022**
    4.5 stars
    53 reviews
    " Great week...." - Maria
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    Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

    Save $1,112 Photo of Charming and Unique Villa in Umbria Near Orvieto
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    • min $6,227/wk
    • max $11,119/wk
    • min $5,604/wk
    • max $10,007/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 $1,112 when you book by May-31-2022**
    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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    Casa Radda - 19634: Beautiful Farmhouse in the Chianti Near Town

    Save $1,010 Photo of Beautiful Farmhouse in the Chianti Near Town
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    • min $5,775/wk
    • max $10,099/wk
    • min $5,198/wk
    • max $9,089/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 $1,010 when you book by May-31-2022**
    4.0 stars
    1 reviews
    " We had a wonderful, peaceful time...." - Davis
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    Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

    Save $868 Photo of Luxury Chianti Villa on a Wine Estate
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    • $8,682/wk
    • $7,814/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 $868 when you book by May-31-2022**
    5.0 stars
    4 reviews
    " Exceptional villa...." - Jerry
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    Villa Marceau - 21962: Splendid South of France Farmhouse with Pool

    Save $1,378 Photo of Splendid South of France Farmhouse with Pool
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    • min $6,891/wk
    • max $13,782/wk
    • min $6,202/wk
    • max $12,404/wk
    • Min Stay: 7 days
    Sleeps 10 people
    • 5 double bedrooms
    • 5 bathrooms
    • Swimming Pool
    • Washing Machine
    ** Save up to $1,378 when you book by May-31-2022**
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    Villa Corso - 21305: Renovated Farmhouse Villa in Southern Tuscany for Families

    Save $2,166 Photo of Renovated Farmhouse Villa in Southern Tuscany for Families
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    • min $14,766/wk
    • max $21,657/wk
    • min $13,289/wk
    • max $19,491/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 $2,166 when you book by May-31-2022**
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    La Cappella dell'Alfina - 8 - 18074: Country Home on the Tuscany Umbria Border

    Save $513 Photo of Country Home on the Tuscany Umbria Border
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    • min $4,293/wk
    • max $5,133/wk
    • min $3,864/wk
    • max $4,620/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 $513 when you book by May-31-2022**
    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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    Finca Ronda - Villa Adora - 15661: Inviting Spanish Villa Near Ronda

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    • min $1,891/wk
    • max $2,661/wk
    • min $1,702/wk
    • max $2,395/wk
    • Min Stay: 7 days
    Sleeps 6 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    ** Save up to $266 when you book by May-31-2022**
    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

    Save $3,676 Photo of Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona
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    • min $25,379/wk
    • max $36,755/wk
    • min $22,841/wk
    • max $33,080/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 $3,676 when you book by May-31-2022**
    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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    Finca Ronda - Villa Alba - 15659: Andalusia Villa for Rent

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    • min $1,590/wk
    • max $2,311/wk
    • min $1,431/wk
    • max $2,080/wk
    • Min Stay: 7 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    ** Save up to $231 when you book by May-31-2022**
    5.0 stars
    24 reviews
    " Very nice...." - John
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    Bastide d'Alpilles - 15323: Family-Friendly Villa Near Isle-sur-la-Sorgue in Provence

    Save $1,041 Photo of Family-Friendly Villa Near Isle-sur-la-Sorgue in Provence
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    • min $7,152/wk
    • max $10,413/wk
    • min $6,437/wk
    • max $9,372/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 $1,041 when you book by May-31-2022**
    5.0 stars
    3 reviews
    " With 4 children aged 2, 4,6 and 8, we had a wonderful vacation...." - Uli
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    Casa Luciana - 18919: Farmhouse Rental in Chianti Area of Tuscany

    Save $748 Photo of Farmhouse Rental in Chianti Area of Tuscany
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    • min $3,441/wk
    • max $7,484/wk
    • min $3,097/wk
    • max $6,736/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 $748 when you book by May-31-2022**
    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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    Displaying 1 to 28 of 28 villas

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