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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 35 villas
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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 $2,070/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 Oct-20-2021**
5.0 stars
183 reviews
" We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
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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 Oct-20-2021**
5.0 stars
16 reviews
" Great experience in a spectacular villa...." - Viviane
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • min $9,335/wk
  • max $14,600/wk
  • min $8,402/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 Oct-20-2021**
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

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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 Oct-20-2021**
5.0 stars
52 reviews
" Had a wonderful experience Place was great..." - Paula
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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 $16,100/wk
  • min $8,268/wk
  • max $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 Oct-20-2021**
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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Villa Panzano - 16167: Luxury Chianti Villa on a Wine Estate

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  • $10,852/wk
  • $9,767/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 $1,085 when you book by Oct-20-2021**
5.0 stars
4 reviews
" Exceptional villa...." - Jerry
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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 Oct-20-2021**
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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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 Oct-20-2021**
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 $2,440/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 Oct-20-2021**
5.0 stars
152 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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Casa Samuele with Cottage - 8981: 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 Oct-20-2021**
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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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 Oct-20-2021**
5.0 stars
18 reviews
" Very pretty location. Very nice set up with bathrooms for almost every bedroom...." - Barb
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Villa Andreina - 10 - 19059: Lovely Villa with Countryside Views of Tuscany

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  • $2,707/wk
  • $2,436/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $271 when you book by Oct-20-2021**
5.0 stars
19 reviews
" Absolutely amazing!! It was dream vacation at the most beautiful and comfortable villa. ..." - Kimura
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Villa Barberino - 7301: 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 Oct-20-2021**
4.5 stars
53 reviews
" Great week...." - Maria
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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 Oct-20-2021**
4.0 stars
6 reviews
" The view was great. ..." - Charlotte
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Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • min $4,621/wk
  • max $11,762/wk
  • min $4,159/wk
  • max $10,586/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 $1,176 when you book by Oct-20-2021**
5.0 stars
32 reviews
" Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
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Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

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  • min $4,691/wk
  • max $10,108/wk
  • min $4,222/wk
  • max $9,097/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 $1,011 when you book by Oct-20-2021**
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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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 Oct-20-2021**
5.0 stars
16 reviews
" Wonderful! We loved the villa and the grounds...." - Donna
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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • min $953/wk
  • max $1,811/wk
  • min $858/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 Oct-20-2021**
5.0 stars
35 reviews
" It was an experience of a lifetime - just awesome!..." - Carmita
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Villa Todi - 17754: 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 Oct-20-2021**
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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 Oct-20-2021**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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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 Oct-20-2021**
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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Villa Ormeasco - 20468: Charming Coastal Villa with Views Near the Cinque Terre

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  • min $3,501/wk
  • max $4,901/wk
  • min $3,151/wk
  • max $4,411/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 $490 when you book by Oct-20-2021**
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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La Cappella dell'Alfina - 8 - 18074: 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 Oct-20-2021**
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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Casa Radda - 19634: 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 Oct-20-2021**
4.0 stars
1 reviews
" We had a wonderful, peaceful time...." - Davis
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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 $36,755/wk
  • min $16,484/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 Oct-20-2021**
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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San Barberino 1 - 18408: Apartment Rental in Chianti Tuscany

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  • min $1,719/wk
  • max $3,361/wk
  • min $1,547/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 Oct-20-2021**
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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Bastide d'Alpilles - 15323: Family-Friendly Villa Near Isle-sur-la-Sorgue in Provence

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  • min $7,152/wk
  • max $9,597/wk
  • min $6,437/wk
  • max $8,637/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 $3,647 when you book by Oct-20-2021**
5.0 stars
3 reviews
" With 4 children aged 2, 4,6 and 8, we had a wonderful vacation...." - Uli
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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 Oct-20-2021**
5.0 stars
7 reviews
" A wonderful, very child-friendly, property that comfortable housed all 22 of us...." - Phyllis
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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 Oct-20-2021**
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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San Barberino 2 - 18411: Charming Apartment in Chianti Overlooking the Countryside

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  • min $953/wk
  • max $1,811/wk
  • min $858/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 Oct-20-2021**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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Displaying 1 to 30 of 35 villas

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