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Family-friendly vacation rentals in Grosseto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Grosseto

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

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Home in Petrignano sul Trasimeno

4.83 out of 5 average rating, 40 reviews

Beautiful family home overlooks Tuscan hills

Our gorgeous family home is on the Tuscany/Umbria borders and has stunning views over the Tuscan hills and village of Montepulciano. Set in a quiet location, amongst olive & fig trees it is perfect for a relaxing family holiday. The house is very spacious with plenty of room inside & out for children to play and adults to unwind. Castiglione and Lake Trasimeno are a 10 minute drive away, with shops, beach, restaurants and children's play areas as well as local ferry access to the lake islands.

Condo in Viterbo

4.89 out of 5 average rating, 55 reviews

Medieval House in the Centre! FREE Private Parking

Cosy, spacious, comfortable. Spread over two floors facing a characteristic and quiet alleyway. Located inside the wonderful ancient walls of Viterbo, near Porta Romana, few steps from the medieval area of San Pellegrino. The perfect place to immerse yourself in the beauty of silence and the thrill of a thousand years of history. A journey into the past but with the comforts of a modern home: comfortable beds, radiator heating, air conditioning, wi-fi and on request, free private parking space.

Home in Monte Argentario

4.75 out of 5 average rating, 36 reviews

Beach villa great view, chill space, dogs welcome

Beautiful contemporary beach house, furnished in a warm beach style accommodates up to 8 guests. Fully modernized with heating and cooling. Parking available. - Extra deep cleaning and a day in between our guests :) two independent levels in one villa with over 100m2. On a lovely sandy beach but also on the road so except some noise. Loads of parking. Extra large outdoor living room, hot outdoor shower, hammock, marble dining table & grill to eat alfresco amongst other comforts.

Villa in Monteriggioni (SI)

4.97 out of 5 average rating, 149 reviews

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Apartment in San Feliciano, Magione

4.89 out of 5 average rating, 114 reviews

Apartment/Rooms Il Poderone "Granaio"

Poderone is a typical Umbrian farmhouse from the 1800s built from local lake stone, renovated in respect of the original spirit of the owner, Bel AirPina, who lives in one of the apartments. The other apartments in the house are dedicated to guests, all equipped with kitchen/living room, bedrooms, bathroom. It is located 50 meters from the beaches and 500 meters from the village of S. Feliciano, in a strategic position to visit the most beautiful centers of Tuscany and Umbria.

Home in Bolsena

5 out of 5 average rating, 53 reviews

Bolsena House

This is our vacation home in beautiful Bolsena. We rent it out when we do not use it ourselves. This view is from our rooftop terrace. It overlooks the Santa Cristina Basilica and Bolsena lake - the largest lake of volcanic origin in Europe. Our house is located in the center of the old town, only a few minutes walk from the waterfont with its charming marina, peaceful beaches and numerous good restaurants. Pets are allowed upon request.

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

Apartment in Chianni

4.77 out of 5 average rating, 213 reviews

Piccola Corte

Romantic typical Tuscan accommodation with outdoor space for soft dinners. Available for couples and small families. Central to the medieval Etruscan village village. All shops and main amenities nearby (bank, mail, gas station) . Typical products: Quality wine and oil. Close to the theater of silence of Bocelli ,Volterra 30 km, Pisa 45 km ,sea at 35 km.

Vacation rentals for every style

Get the amount of space that is right for you

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Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Grosseto family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Montecastelli Pisano

4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

Farm stay in Sovicille

5 out of 5 average rating, 23 reviews

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena

Home in Campo nell'Elba

4.9 out of 5 average rating, 144 reviews

Relax in the countryside near the sea( Lavanda )

Villa in Montepulciano

4.91 out of 5 average rating, 119 reviews

Villa in Montepulciano with Pool

Home in Gaiole In Chianti

4.86 out of 5 average rating, 249 reviews

Charming estate with views

Cottage in Geggiano

4.99 out of 5 average rating, 126 reviews

Villa di Geggiano - Guesthouse

Cottage in Castell'azzara

4.98 out of 5 average rating, 129 reviews

Your Private Tuscan Retreat

Home in Simignano

4.96 out of 5 average rating, 108 reviews

Casa al Gianni - Il Fienile di Simignano

Family- and pet-friendly home rentals

Farm stay in orbetello

4.64 out of 5 average rating, 110 reviews

Ground floor studio apartment in Farmhouse - pool

Vacation home in Porto santo Stefano

4.83 out of 5 average rating, 35 reviews

Villino Mare in the sun

Condo in Cortona

4.98 out of 5 average rating, 128 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

Apartment in Montiano, Magliano in Toscana

4.98 out of 5 average rating, 44 reviews

Poggio Bestiale holiday home

Condo in Laterina

5 out of 5 average rating, 3 reviews

Casa vacanze Le Fornaci - Apartamento Dondo

Farm stay in Montepulciano

4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

Condo in Asciano

5 out of 5 average rating, 162 reviews

Pink as the sunset sky

Apartment in Caminino

4.91 out of 5 average rating, 160 reviews

Pieve di Caminino Historic Farm

Family-friendly home rentals with a pool

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

Apartment in Gaiole In Chianti

4.76 out of 5 average rating, 21 reviews

Idyllic with shared pool in the heart of Chianti

Home in Gaiole in Chianti

4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

Home in Lecchi in Chianti

4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Farm stay in Pienza

4.93 out of 5 average rating, 169 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

Home in Cortona

4.92 out of 5 average rating, 26 reviews

Beautifully restored villa with private pool

Home in Orvieto

4.82 out of 5 average rating, 22 reviews

House with private pool, air conditioning

Guesthouse in Antria

4.92 out of 5 average rating, 126 reviews

A charming Tuscan retreat

Quick stats about vacation rentals that are family-friendly in Grosseto

Total rentals
40 properties
Nightly prices starting at
G$6,268 GYD before taxes and fees
Total number of reviews
510 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore