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

Total vacation rentals
Explore 130 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
110 of Guardistallo vacation rentals include wi-fi 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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
FamilyKitchenBiking

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
Indoor spacesFamilyNearby

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
KitchenIndoor spacesAmenities

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.
FamilyKitchenAmenities

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!
FamilyIndoor spacesComfort

L’Incanto Cozy Studio in Medieval Borgo with Patio
Step into the medieval charm of Montescudaio, inside the historic borgo right below the Abbey walls. This cozy renovated studio is perfect for couples or solo travelers. It features a bedroom, kitchenette, private bathroom and a private patio right in front of the entrance, with views over the hills and sea. Fast WiFi, Smart TV, air conditioning, mini-fridge and coffee machine. Just minutes from the beach, ideal base for Pisa, Volterra, Bolgheri, Siena and Florence.
KitchenIndoor spacesOutdoor spaces

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!
FamilyIndoor spacesBreakfast

Casa Luna View over Tuscany Hills and Sea
Casa Luna is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, just steps from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (great 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!
Indoor spacesKitchenAccuracy

Countryside-panoramic sea Casale Marittimo Tuscany
Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. To spend a stay in the name of privacy and relaxation, but with all the attractions of the area just a short walk from here. I welcome your furry friend,JUST ONE and SMALL. From here many hiking trails and bike paths start to discover the evocative landscapes. Great typical restaurants, and wineries.!!! Have a great stay! Tourist tax at check-out
FamilyIndoor spacesLocation

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.
Indoor spacesKitchenSleep quality

Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)
Apartment (three-room apartment of 57 sqm, sleeps 4) with sea view, located on the SECOND FLOOR of the farmhouse, entrance on the west side. It has a kitchen (equipped with a fridge, dishwasher, induction stove, microwave, kettle, toaster, immersion blender and Moka coffee maker), a living room (TV and Wi-Fi), two bedrooms with double bed and bathroom. The property has an eco-friendly swimming pool and overlooks the Etruscan Coast countryside.
Indoor spacesFamilyCondition

The cypress
New building of 30 square meters located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are easily accessible. Half anhour drive from Volterra. The furniture is brand new. Garden and pool with sea view with sea view available for guests to use.
KitchenIndoor spacesParking
Popular amenities for Guardistallo family-friendly rentals
Family-friendly home rentals with a hot tub

[Near Florence] Nautilus loft
Indoor spacesFamilyValue

White lily with a view of Siena
KitchenFamilyLaundry

Beautiful renovated barn in Tuscany
KitchenFamilyBackyard

SuiteLouise.pool, Hot Tub,homeGym & private Garden
Indoor spacesFamilyDecor

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Indoor spacesFamilyWalkability

Nada Home
KitchenFamilyCondition

Farm in the Tuscan hills
FamilyKitchenPool

Country House w/ heated Pool near the City Centre
FamilyIndoor spacesBathroom
Family- and pet-friendly home rentals

I 9 Cipressi – Tuscan Retreat with Pool & View
FamilyKitchenOutdoor spaces

15 km from the beach fabulous apartment pool AC
HospitalityLocationPool

In the Tuscan countryside, Podere I Luoghi with swimming pool Ap1
Indoor spacesKitchenBathroom

Private villa/swimming pool in Tuscany
KitchenIndoor spacesAmenities

Authentic Tuscan Country House WITH A/C
KitchenIndoor spacesBackyard

Tuscany .Countryhouse on the Florence's hills
FamilyKitchenHiking

Countryside apartment in villa close to the beach
KitchenFamilySleep quality

The Cottage to relax and enjoy
FamilyKitchenLaundry
Family-friendly home rentals with a pool

Garden Duomo House
KitchenIndoor spacesComfort

Frontemare house with exclusive sea access
KitchenFamilyNearby

Rosa: Tuscan Views & Pool, Walk to Town
KitchenIndoor spacesValue

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
FamilyKitchenOutdoor spaces

Podere Tignano, 4-bedroom villa in the Chianti!
KitchenFamilySleep quality

Il Cipresso
Indoor spacesFamilyBeach

Relaxation and charm in the Chianti hills
KitchenIndoor spacesBreakfast

Cipressini 1 - Swimming pool and stunning view
KitchenFamilyPets
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 782 | ﺩ.ﺇ 790 | ﺩ.ﺇ 650 | ﺩ.ﺇ 599 | ﺩ.ﺇ 606 | ﺩ.ﺇ 588 | ﺩ.ﺇ 694 | ﺩ.ﺇ 823 | ﺩ.ﺇ 599 | ﺩ.ﺇ 628 | ﺩ.ﺇ 635 | ﺩ.ﺇ 782 |
| 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
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Capraia
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden





