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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 40 villas
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Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

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  • min $2,440/wk
  • max $3,267/wk
  • min $2,196/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 Sep-30-2020**
5.0 stars
150 reviews
" Our overall experience staying at Donatella was simply fantastic. The villa is just beautiful. The accommodations were so nice and very comfortable. The views were..." - George
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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 $3,448/wk
  • min $1,699/wk
  • max $3,103/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $345 when you book by Sep-30-2020**
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 $4,093/wk
  • min $2,064/wk
  • max $3,684/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 $409 when you book by Sep-30-2020**
5.0 stars
131 reviews
" Wonderful all around!..." - Cinnamon
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Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

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  • min $4,264/wk
  • max $9,190/wk
  • min $3,838/wk
  • max $8,271/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 $919 when you book by Sep-30-2020**
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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Villa Magestica - 16279: Luxury Villa on the Amalfi Coast with Pool and Sea Views

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  • min $9,187/wk
  • max $17,063/wk
  • min $8,268/wk
  • max $15,357/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 $1,706 when you book by Sep-30-2020**
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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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 Sep-30-2020**
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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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 Sep-30-2020**
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Castillo Girona - 15341: Castle for Rent Near Barcelona

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  • min $10,397/wk
  • max $11,258/wk
  • min $9,357/wk
  • max $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 Sep-30-2020**
5.0 stars
7 reviews
" Good. Great spot...." - Rob
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • min $8,439/wk
  • max $12,696/wk
  • min $7,595/wk
  • max $11,426/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 $1,270 when you book by Sep-30-2020**
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 Marceau - 21962: 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 Sep-30-2020**
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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 Sep-30-2020**
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 Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • min $4,621/wk
  • max $11,464/wk
  • min $2,703/wk
  • max $10,318/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 $2,499 when you book by Sep-30-2020**
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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Prima Casa - 19898: Chianti Villa near a Charming Village

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  • min $1,129/wk
  • max $9,557/wk
  • min $1,016/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 Sep-30-2020**
5.0 stars
16 reviews
" Great experience in a spectacular villa...." - Viviane
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Podere Il Frantoio - 15310: Large Tuscany Farmhouse Near Restaurant

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  • min $2,311/wk
  • max $3,221/wk
  • min $2,080/wk
  • max $2,899/wk
  • Min Stay: 3 days
Sleeps 16 to 17 people
  • 8 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $322 when you book by Sep-30-2020**
4.5 stars
16 reviews
" It was wonderful, Giulia was very helpful. The pool came in handy with the temps in the high 80s. ..." - Michele
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Villa Beaulieu - 15625: French Riviera Luxury Villa for Rent Near Beaulieu-sur-Mer

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  • min $4,349/wk
  • max $8,584/wk
  • min $3,914/wk
  • max $7,726/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 $3,794 when you book by Sep-30-2020**
5.0 stars
20 reviews
" Excellent. Owners very helpful and generously provided much information to make the stay enjoyable. ..." - Alun
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Casa Radda - 19634: Beautiful Farmhouse in the Chianti Near Town

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  • min $5,775/wk
  • max $10,098/wk
  • min $5,198/wk
  • max $9,088/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 Sep-30-2020**
4.0 stars
1 reviews
" We had a wonderful, peaceful time...." - Davis
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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  • min $2,300/wk
  • max $4,554/wk
  • min $1,739/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 $1,275 when you book by Sep-30-2020**
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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Villa Todi - 17754: Rental Accommodation in Umbria

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  • min $5,031/wk
  • max $5,540/wk
  • min $4,528/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 Sep-30-2020**
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Villa Andreina - 10 - 19059: Lovely Villa with Countryside Views of Tuscany

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  • min $2,669/wk
  • max $3,528/wk
  • min $2,402/wk
  • max $3,175/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $353 when you book by Sep-30-2020**
5.0 stars
19 reviews
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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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 $1,401/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 Sep-30-2020**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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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 Sep-30-2020**
5.0 stars
15 reviews
" Wonderful! We loved the villa and the grounds...." - Donna
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Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

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  • $10,327/wk
  • $9,294/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 $1,033 when you book by Sep-30-2020**
5.0 stars
4 reviews
" Exceptional villa...." - Jerry
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La Cappella dell'Alfina - 8 - 18074: Country Home on the Tuscany Umbria Border

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  • $7,200/wk
  • $6,480/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 $720 when you book by Sep-30-2020**
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 $953/wk
  • max $1,363/wk
  • min $858/wk
  • max $1,227/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 $136 when you book by Sep-30-2020**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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San Barberino 1 - 18408: Apartment Rental in Chianti Tuscany

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  • min $1,718/wk
  • max $2,353/wk
  • min $1,546/wk
  • max $2,118/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $235 when you book by Sep-30-2020**
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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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • min $953/wk
  • max $1,363/wk
  • min $858/wk
  • max $1,227/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 $136 when you book by Sep-30-2020**
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 $5,076/wk
  • min $2,206/wk
  • max $4,568/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 $508 when you book by Sep-30-2020**
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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Villa Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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  • min $2,604/wk
  • max $9,677/wk
  • min $2,344/wk
  • max $8,709/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 $968 when you book by Sep-30-2020**
4.5 stars
53 reviews
" Great week...." - Maria
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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 Sep-30-2020**
4.5 stars
10 reviews
" Very enjoyable and would definitely return...." - Darlene
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Villa de Banon - 15773: Large Luxury Villa in Provence with a Pool and Tennis Court

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  • min $27,249/wk
  • max $35,288/wk
  • min $24,524/wk
  • max $31,759/wk
  • Min Stay: 7 days
Sleeps 20 to 28 people
  • 10 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $3,529 when you book by Sep-30-2020**
5.0 stars
7 reviews
" A wonderful, very child-friendly, property that comfortable housed all 22 of us...." - Phyllis
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