
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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Sunset on Chianti Classico
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.

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

Casa al Gianni - Hut
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!

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Casa Luna with view over Tuscany Hills and Sea
A cozy apartment made by a careful renovation of an old family winery, that's why it is so cool in the summer and warm in the winter. Simply furnished respecting the taste of a Tuscan mansion. Close to Pisa Volterra Bolgheri Lucca Siena SanGimignano
Popular amenities for Guardistallo family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

"Sunflower" apartment with view of Siena

Beautiful renovated barn in Tuscany

Romantic Siena summer spa Francigena road

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

Il Cubetto -Sea Studio: sense of peace and freedom

Nada Home

Farmhouse , pool, 13 px. Lucca 10km
Family- and pet-friendly home rentals

Cà Marianna in the olive grove in Guardistallo in Tuscany

Casa JODY

Seaside at 15Km far.BigGarden.Wellcome dogs!

The "Tana del Riccio"

Gelsomino Apartment in Agriturismo with Pool

Beautiful vacation home with infinity pool

Podere Bagnoli: Acanto House

Apartment in the center of Cecina
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Tuscan countryside & pool - 20 min from the beach

Leonardo apt. in the wild Tuscany hills~ Le Fraine

Countryside Dream farm in Tuscany

OltreMare, Casa Riparbella

superior glamping tent with outdoor tub

Luxury Villa + Annex with Jacuzzi + Pool, Chef

Il Frantoio (Hot Tub + Fireplace)
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 SGD | $241 SGD | $226 SGD | $204 SGD | $194 SGD | $217 SGD | $241 SGD | $286 SGD | $208 SGD | $218 SGD | $221 SGD | $272 SGD |
| 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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
90 of Guardistallo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Rentals with outdoor seating Guardistallo
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- Rentals with a fireplace Guardistallo
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- Family-friendly rentals Pisa
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- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Piazza della Signoria
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Cala Violina
- Siena Cathedral
- Piazza del Duomo (Pisa)
- Gorgona
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace




