
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.

In the Tuscan countryside, Podere I Luoghi with swimming pool Ap1
In an old 19th-century farm, a lovely apartment surrounded by the greenery of the Tuscan countryside, on a hill with a beautiful sea view. It has 3 double bedrooms with a private bathroom, an equipped kitchen, a dining room and an outdoor area ideal for outdoor dining and relaxation. Seasonal swimming pool from June to September. Just 12 km from the sea, perfect for visiting villages such as Bolgheri, Castagneto Carducci, Montescudaio and Volterra, among hills, vineyards and authentic flavors.
Indoor spacesKitchenCleanliness

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
FamilyIndoor spacesSleep quality

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
FamilyKitchenAir conditioning

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.
Indoor spacesKitchenPets

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!
FamilyKitchenWifi

House at Gianni - Leccio
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!
Indoor spacesFamilyHospitality

Casa Meri
A distinctive renovated apartment, starting from the historic foundation of the Casale hairdresser's, with particular details from the past, from the vaulted ceiling with beams, to the furnishings, whose centerpiece is a fully restored 18th-century wardrobe that dominates the apartment. We are near the central square, where you will find all the amenities the village has to offer. At the entrance to the town, there is ample parking just a few steps from the house
Indoor spacesKitchenDecor

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!
Indoor spacesKitchenSolo travel

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.
FamilyKitchenSleep quality

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
FamilyIndoor spacesValue

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 spacesCondition

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.
FamilyKitchenCleanliness
Popular amenities for Guardistallo family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany
KitchenFamilyBathroom

La Villa farm stay - L'Olivo, Pool & Hot Tub
KitchenFamilyTV

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

Captain's House | Monte Grosso, Elba
KitchenIndoor spacesDecor

Nada Home
KitchenFamilyBeach

Farm in the Tuscan hills
KitchenIndoor spacesOutdoor spaces

Country House w/ heated Pool near the City Centre
FamilyIndoor spacesAir conditioning

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

I 9 Cipressi – Tuscan Retreat - Pool & EV charger
KitchenFamilyGrill

last minute 27-29 august. beach 15 km fab pool AC
PoolHospitalityBeach

Rosa: Tuscan Views & Pool, Walk to Town
Indoor spacesKitchenSleep quality

Authentic Tuscan Country House WITH A/C
KitchenIndoor spacesValue

Countryside apartment in villa close to the beach
FamilyIndoor spacesBathroom

Fairy Retreat in Nature
FamilyKitchenAccess

Podere Quercia al Santo [Quercia al Santo Estate]
KitchenFamilyBiking

Cancellaia - lovely attic apartment in farmhouse
FamilyIndoor spacesAccess
Family-friendly home rentals with a pool

Frontemare house with exclusive sea access
FamilyIndoor spacesParks

Podere La Castellina - No. 1 COTTAGE
KitchenIndoor spacesGetting around

La Mignola Apartment
FamilyIndoor spacesBathroom

Podere Tignano, 4-bedroom villa in the Chianti!
KitchenFamilyCheck-in

Relaxation and charm in the Chianti hills
Indoor spacesKitchenTV

The Cottage to relax and enjoy
Indoor spacesKitchenQuiet

3 rooms Apt. 4 Pax Mare Tripesce
FamilyKitchenAccuracy

Superior Lodge with 2 bedrooms and outdoor tub
Indoor spacesKitchenAir conditioning
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
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia Di Sansone
- Del Chianti
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio





