
Family-friendly holiday rentals in Guardistallo
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Guardistallo
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Elegant and bright apartment in Montescudaio
The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Casa del Poggio, with a beautiful sea view
The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

From 7 Cervelli
The XIXth century house is in a small village in Tuscany, 10 km to the Tyrrhenian Sea, 25km to Volterra, 20 km to Bolgheri, 80 km to Siena and 100 km to Florence. The train station (Cecina) it's 9km away. Slow life, excellent wine and food, historical heritage, this part of Tuscany it's a great choice for your holidays. For your stay you can find a private parking and a beautyful country garden.

Cozy apartment in Cecina
45 sqm apartment arranged on a single floor with small garden that can be used for lunches and dinners outdoors. It includes: a living room with a sofa bed and kitchen, a bathroom and a bedroom. In the residential area of Cecina, 10 minute drive to sea. Parking is free throughout the apartment's street. The apartment is 15 minutes walk from Cecina train station. Bus stop 2 minutes on foot.

The nest in Tuscany
Relax and recharge in this oasis of calm and elegance. Immersed in the nature of the Tuscan countryside, a short distance from the sea. The area is ideal for visiting Tuscany and tasting wines in the famous wineries not far away. It is also possible to practice excursions by bike and mountain bike with dedicated routes. On request we offer bike shelter, washing and maintenance.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

"The Almond Shelter" in the green of Chianni
Cozy and comfortable refuge immersed in the green of the hills and woods of Tuscany. Our accommodation, a bright and equipped studio with every comfort, is located in the countryside of the municipality of Chianni, a medieval village in the heart of Valdera. Ideal place for a relaxing vacation in the nature and history of our region.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Countryside Dream farm in Tuscany
Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.
Popular amenities for Guardistallo family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

Romantic Siena summer spa Francigena road

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Il Cubetto - Sun Studio: absolute exclusivity

"La Casa di Gigi" (GG House)

Nada Home

La Casetta

Casa Luna-Splendida overlooking the pool and Tuscan nature
Family- and pet-friendly home rentals

Casa Aurelia: beautiful house on the hill, sea view!

Casa JODY

Seaside at 15Km far.BigGarden.Wellcome dogs!

CaFrada, a medieval village in Guardistallo, Tuscany

The "Tana del Riccio"

The Cottage to relax and enjoy

Gelsomino Apartment in Agriturismo with Pool

Villetta Rio surrounded by greenery
Family-friendly home rentals with a pool

Unique Experience 3 F/L - Castle Farmhouse

Tuscan countryside & pool - 20 min from the beach

Leonardo apt. in the wild Tuscany hills~ Le Fraine

superior glamping tent with outdoor tub

TerraMadre LUNA

Agriturism Piccozzo Torre apartment

Oliva Suite - La Vitaverde Agriturismo

sea view villa with private infinity pool
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 NZD | $318 NZD | $298 NZD | $269 NZD | $256 NZD | $286 NZD | $318 NZD | $377 NZD | $274 NZD | $192 NZD | $321 NZD | $321 NZD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Quick stats about holiday rentals that are family-friendly in Guardistallo

Total holiday rentals
Explore 120 holiday rentals in Guardistallo

Nightly prices starting at
Guardistallo holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
90 of Guardistallo holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Guardistallo rentals

4.6 Average rating
Guardistallo stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Apartment rentals Guardistallo
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- Elba
- Santa Maria Novella
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
- Cathedral of Santa Maria del Fiore
- Marina di Cecina
- Del Chianti
- Siena Cathedral
- Porta Elisa
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Piazza dei Cavalieri
- Cala Violina
- Gorgona
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Piazzale Michelangelo
- Fortezza da Basso
- Piazza della Repubblica




