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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 47 villas
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

Save $434 Photo of Villa Rental Chianti Tuscany Near Florence
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  • min $2,190/wk
  • max $4,337/wk
  • min $1,774/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 $434 when you book by Sep-20-2019**
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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Donatella - 15152: Farmhouse Rental Near Certaldo, Tuscany

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  • min $2,075/wk
  • max $3,267/wk
  • min $1,868/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-20-2019**
5.0 stars
148 reviews
" Completely and utterly wonderful...." - Christopher
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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 $1,762/wk
  • max $2,521/wk
  • min $1,586/wk
  • max $2,269/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $252 when you book by Sep-20-2019**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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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 Sep-20-2019**
5.0 stars
24 reviews
" The view and being in a small town. ..." - Joseph
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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 $5,776/wk
  • min $2,206/wk
  • max $5,198/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 $578 when you book by Sep-20-2019**
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 Andreina - 10 - 19059: Lovely Villa with Countryside Views of Tuscany

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  • min $2,669/wk
  • max $5,603/wk
  • min $2,402/wk
  • max $5,043/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $560 when you book by Sep-20-2019**
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 $3,119/wk
  • max $5,703/wk
  • min $2,807/wk
  • max $5,133/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 $570 when you book by Sep-20-2019**
4.5 stars
14 reviews
" The villa was beautiful and peaceful. We had a few issues but owner responded quickly. ..." - Irene
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Villa Barberino - 7301: Family Friendly Villa Rental in Tuscany with Pool

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  • min $2,232/wk
  • max $9,394/wk
  • min $2,009/wk
  • max $8,455/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 $939 when you book by Sep-20-2019**
4.5 stars
53 reviews
" Great week...." - Maria
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San Barberino 3 - 18412: Walk To Small Town for Cappuccino in Tuscany

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  • min $953/wk
  • max $1,550/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 Sep-20-2019**
5.0 stars
35 reviews
" It was an experience of a lifetime - just awesome!..." - Carmita
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Colle Felice - 21625: Charming and Unique Villa in Umbria Near Orvieto

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  • min $4,061/wk
  • max $8,752/wk
  • min $3,655/wk
  • max $7,877/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 $875 when you book by Sep-20-2019**
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 Due Angeli - 6014: Large Villa on Sicily with Pool

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  • min $7,150/wk
  • max $8,264/wk
  • min $6,435/wk
  • max $7,438/wk
  • Min Stay: 5 days
Sleeps 12 to 16 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $826 when you book by Sep-20-2019**
4.5 stars
6 reviews
" Good. We had an enjoyable time. All facilities were as advertised. ..." - Marc
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Villa Del Cielo with Caminetto - 9845: Tuscany Villa near Siena with Private Pool

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  • min $3,338/wk
  • max $7,587/wk
  • min $3,004/wk
  • max $6,828/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 2 single bedrooms
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $759 when you book by Sep-20-2019**
5.0 stars
72 reviews
" Very good. The property management had lots of cheeses, meats, bread and wine for us upon arrival. Both kitchens were well stocked with glassware, dishes, pots an..." - Johnnie Lynn
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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-20-2019**
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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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-20-2019**
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

Save $1,470 Photo of 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-20-2019**
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Guelfo - 21257: Beautiful Florence Apartment for a Family

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  • min $2,335/wk
  • max $2,801/wk
  • min $2,102/wk
  • max $2,521/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 2 bathrooms
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,027 when you book by Sep-20-2019**
5.0 stars
10 reviews
" We had a very enjoyable stay. The apartment is located on a small side street with its own little piazza in front which offered an oasis from the hordes of touris..." - Carole
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Villa Magestica - 16279: Luxury Villa on the Amalfi Coast with Pool and Sea Views

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  • min $8,838/wk
  • max $17,080/wk
  • min $7,954/wk
  • max $15,372/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 $1,708 when you book by Sep-20-2019**
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

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  • min $4,621/wk
  • max $11,062/wk
  • min $4,159/wk
  • max $9,956/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 $1,106 when you book by Sep-20-2019**
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 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 Sep-20-2019**
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • min $7,869/wk
  • max $11,808/wk
  • min $7,082/wk
  • max $10,627/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,181 when you book by Sep-20-2019**
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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La Solaia - 20434: Villa in Tuscany Near Certaldo and the Chianti Region

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  • min $1,888/wk
  • max $3,235/wk
  • min $1,699/wk
  • max $2,912/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $324 when you book by Sep-20-2019**
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 $3,963/wk
  • min $2,064/wk
  • max $3,567/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 $396 when you book by Sep-20-2019**
5.0 stars
128 reviews
" Terrific. ..." - Claudia
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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 Sep-20-2019**
5.0 stars
15 reviews
" Great experience in a spectacular villa...." - Viviane
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Casa Radda - 19634: Beautiful Farmhouse in the Chianti Near Town

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  • min $5,761/wk
  • max $10,092/wk
  • min $5,185/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 Sep-20-2019**
4.0 stars
1 reviews
" We had a wonderful, peaceful time...." - Davis
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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 Sep-20-2019**
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 Beaulieu - 15625: French Riviera Luxury Villa for Rent Near Beaulieu-sur-Mer

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  • max $8,970/wk
  • max $8,073/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 $2,991 when you book by Sep-20-2019**
5.0 stars
20 reviews
" Excellent. Owners very helpful and generously provided much information to make the stay enjoyable. ..." - Alun
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Podere Il Frantoio - 15310: Large Tuscany Farmhouse Near Restaurant

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  • min $2,311/wk
  • max $4,761/wk
  • min $2,080/wk
  • max $4,285/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 $476 when you book by Sep-20-2019**
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 Todi - 17754: Rental Accommodation in Umbria

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  • min $4,551/wk
  • max $5,540/wk
  • min $4,096/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-20-2019**
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Fattoria Capponi - Krizia - 9197: Farm Cottage Holiday in Tuscany

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  • min $2,058/wk
  • max $3,080/wk
  • min $1,852/wk
  • max $2,772/wk
  • Min Stay: 4 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $403 when you book by Sep-20-2019**
5.0 stars
19 reviews
" There was plenty of room for 3 couples. Easy access to the main highways. Property was well equipped for our needs...." - Susan
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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 $1,657 when you book by Sep-20-2019**
5.0 stars
7 reviews
" Good. Great spot...." - Rob
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Displaying 1 to 30 of 47 villas

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