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

Total vacation rentals
Explore 180 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
140 of Guardistallo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guardistallo rentals

4.7 Average rating
Guardistallo stays receive an average rating of 4.7 out of 5 from guests
Top-rated pet-friendly home rentals in Guardistallo
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
Outdoor spacesPetsGrill

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
Outdoor spacesWalkabilityCondition

Florentine Hills "Le Scalette"
The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.
Outdoor spacesPetsBeach

TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
Outdoor spacesPetsBreakfast

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
Outdoor spacesPetsPool

Torre dei Belforti
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.
Outdoor spacesWalkabilityBathroom

Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
Outdoor spacesWalkabilityBathroom

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver
PetsWalkabilityAir conditioning

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.
ViewConditionIndoor spaces

La Casa di Nada - Suite
From every window of my home, you can enjoy beautiful views of the Tuscan hills. The house is bright, welcoming and fully air-conditioned, with comfortable bedrooms and private bathrooms, a living room with fireplace and a fully equipped kitchen. Outside, a small hydromassage pool is refreshing in summer and heated in winter. On request, you can cook family recipes with us and enjoy an authentic experience in the heart of Chianti 🥂
WalkabilityOutdoor spacesHeating

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.
Outdoor spacesWalkabilityLong stay

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.
Outdoor spacesWalkabilityFamily
Popular amenities for Guardistallo pet-friendly home rentals
Pet-friendly house rentals

Tiny romantic tower on the hills of Florence
Outdoor spacesWalkabilityLaundry

Country House w/ heated Pool near the City Centre
WalkabilityPetsGetting around

Casa Al Poggio in Chianti Shire
WalkabilityPetsHospitality

SuiteLouise.pool, Hot Tub,homeGym & private Garden
WalkabilityOutdoor spacesWifi

Podere Quercia al Santo [Quercia al Santo Estate]
PetsOutdoor spacesComfort

La Bandita Dependance
WalkabilityPetsBathroom

The Gegia Matta
Outdoor spacesPetsFamily

Fabulous villa in Chianti, panoramic garden
Outdoor spacesKitchenComfort
Pet-friendly home rentals with a pool

Pieve di Caminino Historic Farm
PetsOutdoor spacesBathroom

country villa with heated swimming pool
WalkabilityPetsGrill

Villa Castiglioncello - access to the private sea
WalkabilityPetsCondition

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

Rosa: Tuscan Views & Pool, Walk to Town
Outdoor spacesWalkabilityHospitality

Glamping in an agritourism in Tuscany - Superior
Outdoor spacesLocationView

I 9 Cipressi – Tuscan Retreat with Pool & View
PetsOutdoor spacesValue

Agriturism Piccozzo Torre apartment
WalkabilityPetsKitchen
Private, pet-friendly home rentals

Il Moreto - Tuscan villa for groups near Bolgheri
PetsOutdoor spacesCleanliness

Countryside apartment in villa close to the beach
Outdoor spacesPetsLong stay

Valle Incantata Farm and Lab Agritourism
PetsOutdoor spacesParking

Art Loft: Rooftops and Hills View in Lajatico
WalkabilityBreakfastAmenities

ASTOR - "La Dolce Vita" the Tuscan way
WalkabilityOutdoor spacesLaundry

apartment in a farmhouse
WalkabilityPetsCheck-in

To be happy in Tuscany with comfort & view!
PetsOutdoor spacesAccess

Spacious Flat just 15 Minutes from the Sea
NearbyConditionFamily
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 | $141 | $127 | $149 | $146 | $139 | $135 | $143 | $116 | $129 | $138 | $171 |
| Avg. temp | 45°F | 46°F | 51°F | 56°F | 63°F | 70°F | 75°F | 76°F | 69°F | 62°F | 53°F | 46°F |
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





