
Pet-friendly holiday rentals in Guardistallo
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Top-rated pet-friendly home rentals in Guardistallo
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Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

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

country villa with heated swimming pool
The villa built entirely of stone gives our guests a relaxing stay in complete privacy but also pleasant excursions in the surroundings and the sea. The pool water is heated IMPORTANT: it is heated in the mid-season periods 28° (May-June) (September-November) IMPORTANT: We are immersed in nature and in the woods so there are flying insects! There are mosquito nets in the house. MAX 2 PETS: €5 per day per pet to be paid on arrival. RENT ONLY FROM SUNDAY TO SUNDAY

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

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.

The cypress
Dependance of 30 sqm new building 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 within easy reach. A half-hour drive from Volterra. The furnishings are completely new. Garden and swimming pool with sea view available for guests.

Casa al Gianni - Capanna
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!

Michelangelo: entire space in the heart of Tuscany
Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

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.

Podere Guidi
Apartment in a panoramic villa between Florence and Siena, in the heart of Chianti, in a charming village. Pool open from May until the end of September. From 2026, the pool will be open from 9 am to 1 pm, with exclusive use for guests during these hours.

La Conchetta – Bolgheri
Located on the Bolgheri road, a dreamlike place where the countryside, climate and nature are absolute master of the scene. Just 10 minutes from Bolgheri and Castagneto Carducci, two beautiful place of Tuscany, famous for wine, food and culture.

Countryside Cottage With View - Le Rondini apt
The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany.A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers.
Popular amenities for Guardistallo pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti

Private villa/swimming pool in Tuscany

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT

Tuscany .Countryhouse on the Florence's hills

House for the Coast

Collina Power

Antico Borgo Ripostena – n. 8 Old House

Secret Garden Siena
Pet-friendly home rentals with a pool

In the Tuscan green, Podere I Places with swimming pool Ap1

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

Luxury Tuscany Villa on the hill with private pool

farm Lupina: green corner between the sea and the hills

Country house 9 km to Florence-2+1g,free parking

Farmhouse in Chianti

Tuscan farmhouse with private pool and views

Tuscan cottage with swimming pool, Pet Friendly
Private, pet-friendly home rentals

Romantic House in Tuscany with jacuzzi

house in a quiet farmhouse 3 km from the sea

Suite

Antea Blu: Beach House in Tuscany 2 bedrooms

Beachfront Tuscany

Valle Incantata Farm and Lab Agritourism

Villetta Rio surrounded by greenery

Casa RiVa - Among olive trees and the Tuscan coast
Quick stats about holiday rentals that are pet-friendly in Guardistallo
Total rentals
140 properties
Nightly prices starting at
$65 SGD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Elba
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Gorgona
- Gulf of Baratti
- Uffizi Gallery
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- Kite Beach Fiumara
- Spiaggia Libera
- Spiaggia Di Barbarossa
- The Boboli Gardens