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Family-friendly vacation rentals in Apennine Mountains

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Apennine Mountains

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Florence

4.89 out of 5 average rating, 724 reviews

TREEhouse/casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the Duomo and 30' from Siena. Come and live with us; enjoy our olive trees, the kitchen garden and our family life style away from the working rhythm. By providing wifi only in the communal courtyard we suggest our guests to utilize internet only when is really needed. Taking a break from been connected with elsewhere and enjoy the 'here and now' could be our best present to you!

Nov. 10 – 17

$446 CAD per night

Guest favourite

Apartment in Florence

4.91 out of 5 average rating, 803 reviews

Apartment in the heart of Florence

Typical Florentine house on 2 floors, renovated maintaining all the canyons of its historical period, it is in harmony with the neighborhood of S.Lorư. Not suitable for those who love modern environments, full of experiences to live and see. A stone's throw from the central market, where you can find the best of Tuscan cuisine and shop while being surrounded by many shops. Next to the Medici Chapels,and a five-minute walk from the cathedral of S.Maria in Fiore,it is in the heart of Florence!!

Jan. 25 – Feb. 1

$208 CAD per night

Guest favourite

Home in Orvieto

5.0 out of 5 average rating, 181 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Apr. 27 – May 4

$498 CAD per night

Guest favourite

Villa in Castiglion Fiorentino, Italy

4.93 out of 5 average rating, 181 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Dec. 12 – 19

$583 CAD per night

Guest favourite

Cottage in Bellegra

4.94 out of 5 average rating, 464 reviews

The house among olive trees

A cottage made up of stone and timber built on two storeys, with a large living room, glass window, a couch for two people and a bathroom with sauna; on the second storey there is a double bedroom. Outdoors, there is a large garden with a porch equipped with BBQ and a wooden table. The site is located on the pleasant hills between Bellegra and Olevano Romano. We have currently added two beds, set up in a wonderful Indian teepe available for two extra guests in addition to the four ones.

Nov. 15 – 22

$266 CAD per night

Villa in Siena

4.88 out of 5 average rating, 257 reviews

Fascinating Villa Senese with View!

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. Here time passes slowly according to ancient traditions. One of the most beautiful views that the Tuscan panorama can offer, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, original and working fireplace, parking free, WI-FI internet.

Apr. 29 – May 6

$1,099 CAD per night

Guest favourite

Farm stay in Sillico

4.97 out of 5 average rating, 138 reviews

Romantic stay where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Dec. 6 – 13

$187 CAD per night

Guest favourite

Bed and breakfast in Pelago

4.92 out of 5 average rating, 204 reviews

DELUXE Tenuta Risalpiano Room

Our deluxe rooms are ideal for couples stays, couples with children who want to enjoy the beauty of the hills. Thanks to their large size ranging from 23 to 26 square meters, they can have triple occupancy with the addition of a third bed. The rooms are equipped with a private bathroom with shower and bidet, closet or closet room with dresser to store clothes in complete safety. Among the comforts, TV, Wi-Fi, courtesy kit, minibar (for a fee).

Oct. 11 – 18

$200 CAD per night

Guest favourite

Apartment in Montespertoli, Italy

4.89 out of 5 average rating, 159 reviews

Nice tuscan house with private pool and freedom

This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house. It is well connected to the most important Tuscan cities. Nearby you can find very typical nice reatsurants and you can have very good wine-/oil- and cheese-tasting in typical locations. Sanitization with Ozone technology for Viruses, bacteria and molds.

Apr. 8 – 15

$215 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov. 30 – Dec. 7

$225 CAD per night

Apartment in Rome

4.87 out of 5 average rating, 283 reviews

Lovely indipendent house surrounded with greenery

Indipendent 40square meter apartment, just renewed, furnished roof garden, in a independent complex, really quiet and completely surrounded with greenery. The neighborhood is very quiet and well served by public transportation, walking distance from Villa Pamphilj, 2km from Gianicolo an Trastevere, 6km from the Vatican and from downtown. Fiumicino Airport is very easy to get to and Porta portese market is very close.

Oct. 6 – 13

$180 CAD per night

Guest favourite

Home in Anghiari

4.99 out of 5 average rating, 196 reviews

Casa Rosmarino Eco-Wellness Country Home

Price Includes: - WELLNESS HOT TUB w/Jacuzzi Infrared SAUNA - FOOD & DRINKS 1 Welcome Aperitivo 1 Wine 1 Nespresso w/Capsules - COMFORT Heater 2 Night Included, Extra Night 25 Euro Shower Gel / Shampoo / Hair Dryers Bathrobes / Flips Flops Wood for the HotTub and Fireplace - EXTRA (not included) MASSAGES PASTA Making Class, Oil/Truffle/Wine TASTING Please INQUIRE for price & availability

Feb. 27 – Mar. 6

$602 CAD per night

Vacation rentals for every style

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Intimate homes, inviting architecture

Popular amenities for Apennine Mountains family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Farm stay in Figline e Incisa Valdarno

4.91 out of 5 average rating, 424 reviews

Florence Hills Bioagin

Mar. 11 – 18

$137 CAD per night

Guest favourite

Villa in San Casciano in Val di Pesa

4.94 out of 5 average rating, 146 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

Apr. 8 – 15

$520 CAD per night

Guest favourite

Apartment in Castelnuovo Berardenga

4.92 out of 5 average rating, 127 reviews

Villa di Geggiano - Perellino Suite

Apr. 2 – 9

$391 CAD per night

Guest favourite

Home in Assisi

4.88 out of 5 average rating, 809 reviews

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

Mar. 5 – 12

$123 CAD per night

Guest favourite

Apartment in Furore

4.97 out of 5 average rating, 267 reviews

EXCLUSIVE APARTAMENT your piece of paradise

Oct. 27 – Nov. 3

$369 CAD per night

Guest favourite

Home in Positano

4.96 out of 5 average rating, 169 reviews

Panoramic Villa La Scalinatella

Feb. 16 – 23

$620 CAD per night

Home in Loro Ciuffenna

4.87 out of 5 average rating, 167 reviews

Villa Oliveta - Tuscan villa in the Chianti hills

Mar. 12 – 19

$559 CAD per night

Villa in Baschi

4.86 out of 5 average rating, 151 reviews

VILLALADOLCEVITA

Jan. 20 – 27

$594 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Home in Localita' Pievescola

4.93 out of 5 average rating, 147 reviews

Antico Borgo Ripostena – no. 8 Casa Vecchia

Apr. 20 – 27

$291 CAD per night

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Jan. 20 – 27

$373 CAD per night

Guest favourite

Home in Massa Lubrense

4.99 out of 5 average rating, 239 reviews

Lina's Dream - Capri and Ischia View

Feb. 20 – 27

$432 CAD per night

Vacation home in Montelupo Fiorentino

4.86 out of 5 average rating, 139 reviews

Loretta - Holiday home in the heart of Tuscany

Apr. 4 – 11

$196 CAD per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Apr. 11 – 18

$1,377 CAD per night

Guest favourite

Home in Levanto

4.92 out of 5 average rating, 131 reviews

Le Lagore - Amazing restored CinqueTerre Farmhouse

Aug. 30 – Sep. 6

$1,332 CAD per night

Guest favourite

Apartment in La Presura

4.85 out of 5 average rating, 210 reviews

Country house 9 kms to Florence-3+2

Dec. 25 – Jan. 1

$236 CAD per night

Guest favourite

Condo in Asciano

4.97 out of 5 average rating, 213 reviews

Green - Lawns in Tuscany

Oct. 2 – 9

$114 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Vacation home in San Casciano in Val di Pesa

4.83 out of 5 average rating, 201 reviews

lovely farm- apartment (Fox)

Jan. 5 – 12

$193 CAD per night

Guest favourite

Home in Volterra

4.92 out of 5 average rating, 159 reviews

Podere Collina

Oct. 15 – 22

$407 CAD per night

Villa in Borgonovo Val Tidone

4.92 out of 5 average rating, 104 reviews

Charming villa on the hills - Renovated 2022

Apr. 13 – 20

$899 CAD per night

Guest favourite

Farm stay in Pienza

4.93 out of 5 average rating, 153 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

Oct. 13 – 20

$309 CAD per night

Guest favourite

Apartment in Rignano sull'Arno

4.88 out of 5 average rating, 312 reviews

Holiday in Toscany in the Strettoio

Apr. 27 – May 4

$189 CAD per night

Guest favourite

Apartment in Sorana

4.95 out of 5 average rating, 168 reviews

Casa Gave - Nature and relax in Tuscany

Jan. 20 – 27

$155 CAD per night

Guest favourite

Farm stay in Pisa

4.99 out of 5 average rating, 249 reviews

Estate Closing it in Tuscany

Jan. 8 – 15

$359 CAD per night

Guest favourite

Farm stay in Pari

4.98 out of 5 average rating, 226 reviews

TUSCANY farm house SWIMMING POOL

Apr. 23 – 30

$148 CAD per night

Destinations to explore