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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 $3,467/wk
  • min $2,196/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 Jan-31-2021**
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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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 Jan-31-2021**
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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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 Jan-31-2021**
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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La Solaia - 20434: Villa in Tuscany Near Certaldo and the Chianti Region

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  • min $2,801/wk
  • max $3,448/wk
  • min $2,521/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 Jan-31-2021**
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 $3,448/wk
  • max $4,093/wk
  • min $3,103/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 Jan-31-2021**
5.0 stars
131 reviews
" Wonderful all around!..." - Cinnamon
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Prima Casa - 19898: 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 Jan-31-2021**
5.0 stars
16 reviews
" Great experience in a spectacular villa...." - Viviane
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Villa Andreina - 10 - 19059: Lovely Villa with Countryside Views of Tuscany

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  • min $2,707/wk
  • max $4,854/wk
  • min $2,436/wk
  • max $4,369/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $485 when you book by Jan-31-2021**
5.0 stars
19 reviews
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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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 Jan-31-2021**
5.0 stars
15 reviews
" Wonderful! We loved the villa and the grounds...." - Donna
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Villa Cacciatore - 14743: 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 $1,050 when you book by Jan-31-2021**
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 Samuele with Cottage - 8981: Luxury Villa Rental in Tuscany Near Lucca

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  • Enquire for Rates
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 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 Jan-31-2021**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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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 Jan-31-2021**
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 $2,801/wk
  • max $4,901/wk
  • min $2,521/wk
  • max $4,411/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 $490 when you book by Jan-31-2021**
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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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 $14,600/wk
  • min $7,595/wk
  • max $13,140/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 $1,460 when you book by Jan-31-2021**
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 Jan-31-2021**
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 Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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  • min $2,538/wk
  • max $9,677/wk
  • min $2,284/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 Jan-31-2021**
4.5 stars
53 reviews
" Great week...." - Maria
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Villa Margherita - 20756: Beautiful Large Villa on Tuscany-Umbria Border Overlooking Vineyards

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  • min $7,000/wk
  • max $10,500/wk
  • min $6,300/wk
  • max $9,450/wk
  • Min Stay: 7 days
Sleeps 14 to 16 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,050 when you book by Jan-31-2021**
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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 Jan-31-2021**
5.0 stars
20 reviews
" Excellent. Owners very helpful and generously provided much information to make the stay enjoyable. ..." - Alun
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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 Jan-31-2021**
5.0 stars
4 reviews
" Exceptional villa...." - Jerry
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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 $4,159/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 $1,146 when you book by Jan-31-2021**
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 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 Jan-31-2021**
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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • Enquire for Rates
Sleeps 5 to 6 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
35 reviews
" It was an experience of a lifetime - just awesome!..." - Carmita
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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 Jan-31-2021**
4.0 stars
1 reviews
" We had a wonderful, peaceful time...." - Davis
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Casa Luciana - 18919: Farmhouse Rental in Chianti Area of Tuscany

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  • min $3,277/wk
  • max $7,127/wk
  • min $2,949/wk
  • max $6,414/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 $713 when you book by Jan-31-2021**
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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Casa Rufina - 18897: Beautiful Large Villa Near Florence Next to Famous Winery

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  • $8,233/wk
  • $7,410/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $823 when you book by Jan-31-2021**
5.0 stars
18 reviews
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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La Cappella dell'Alfina - 8 - 18074: Country Home on the Tuscany Umbria Border

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  • $7,700/wk
  • $6,930/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 $770 when you book by Jan-31-2021**
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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Rue de Verneuil - 2094: Elegant and Quiet Paris Apartment on the Left Bank

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  • $3,450/wk
  • $3,105/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Maid Service
** Save up to $345 when you book by Jan-31-2021**
4.5 stars
96 reviews
" We had plenty of space to spread out and relax after a busy day of touring the city...." - Lee
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Casa Bacardi - 19547: Beautiful Villa in Spain Near Fashionable Sitges with Beaches and Barcelona

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  • min $18,316/wk
  • max $20,828/wk
  • min $16,484/wk
  • max $18,745/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 $2,083 when you book by Jan-31-2021**
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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Castillo Girona - 15341: 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 Jan-31-2021**
5.0 stars
7 reviews
" Good. Great spot...." - Rob
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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 Jan-31-2021**
5.0 stars
24 reviews
" Very nice...." - John
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Displaying 1 to 30 of 40 villas

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