
Family-friendly holiday rentals in Guardistallo
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Guardistallo

Total holiday rentals
Explore 130 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 910 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
100 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
Top-rated family-friendly rentals in Guardistallo
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

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

Countryside-panoramic sea Casale Marittimo Tuscany
Piccolo appartamento immerso nella tranquillità della campagna toscana. A dieci minuti dalla Costa degli Etruschi. Vista mare. Per trascorrere un soggiorno all’insegna della privacy e del relax, ma con tutte le attrattive della zona a un passo da qui.E' ben accetto il tuo amico peloso,SOLO UNO e di PICCOLA taglia. Da qui partono molti sentieri di trekking e percorsi bike per scoprire i paesaggi suggestivi.Ottimi ristoranti tipici,e cantine .!!! Buon soggiorno!Tassa soggiorno al check-out

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!

House at Gianni - Olmo
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Casetta Sole View over Tuscany Hills and Sea
Casetta Sole is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, a step from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (ideal for smart working), free parking + EV charging station. Garden with barbecue. Few km from the sea, on the Wine Route: near Volterra and San Gimignano, perfect for relaxation, wine tours and DOC tastings. Welcome to our Tuscany!

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

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.

The Borgo Suite
Comfortable and charming two-room apartment, newly renovated, located in the heart of the historic center of Montescudaio. The Suite has the use of a large terrace that offers a breathtaking view from the hills to the sea overlooking the islands of the Tuscan archipelago. Strategically located both for enjoying a beach vacation and for relaxing in the tranquility of a medieval village

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.

Residenza Le Mura
Recently restored apartment of medieval origin in the town's historic village. Large kitchen with 55" TV and elegant sofa, 1 double bedroom, 1 bathroom with shower and washing machine. Balcony overlooking the village square. Air conditioning in all rooms. Free internet access with fiber optics
Popular amenities for Guardistallo family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Il Fienile, Cottage in the country with Jacuzzi

Beautiful renovated barn in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Captain's House | Monte Grosso, Elba

Villa di Geggiano – Guesthouse

"Gigi's House" (GG House)

Green Dome @ The Land Before Time Retreats
Family- and pet-friendly home rentals

I 9 Cipressi – Tuscan Retreat with Pool & View

Gorgona - cozy apartment in farmhouse

country villa with heated swimming pool

Casa Al Poggio & Chianti view

Costalmandorlo, a rustic home in the heart of Tuscany

Barn of Vignanova in Alta Maremma (Montieri)

Chalet i Poggetti,

Casa Luigi Suite with exclusive pool
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Apartment "Sunset" - Podere Scopaione

Cercis - La Palmierina

Tuscan Luxury Villa • Natural Pool & Privacy

Countryside Dream farm in Tuscany

Two-room apartment with exclusive pool, large garden, sea

BorgoMetato - Magione

Supersuite with breathtaking views in Chianti
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 SGD | $275 SGD | $226 SGD | $205 SGD | $194 SGD | $217 SGD | $242 SGD | $286 SGD | $208 SGD | $219 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 |
Destinations to explore
- Villa rentals Guardistallo
- Apartment rentals Guardistallo
- Rentals with a hot tub Guardistallo
- Flat rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Rentals with a washing machine and dryer Guardistallo
- Smoking-friendly rentals Guardistallo
- Pet-friendly rentals Guardistallo
- House rentals Guardistallo
- Rentals with a firepit Guardistallo
- Rentals with a fireplace Guardistallo
- Rentals with pools Guardistallo
- Rentals with a patio Guardistallo
- Rentals with an EV charger Guardistallo
- Family-friendly rentals Pisa
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Parco delle Cascine
- Spiaggia Di Barbarossa





