Pet-friendly holiday rentals in Monticiano

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Top-rated pet-friendly home rentals in Monticiano

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Guest favourite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

10–17 Apr

$1,066 NZD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

31 Jan – 7 Feb

$845 NZD per night

Guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 333 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

22–29 Jan

$269 NZD per night

Guest favourite

Cottage in Monteriggioni

4.97 out of 5 average rating, 173 reviews

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.

26 Jan – 2 Feb

$243 NZD per night

Guest favourite

Apartment in Caminino

4.92 out of 5 average rating, 132 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche 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.

15–22 Feb

$269 NZD per night

Guest favourite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

27 Apr – 4 May

$186 NZD per night

Guest favourite

Cottage in Ponte Feccia

4.95 out of 5 average rating, 134 reviews

Country cottage C&M immerso nel verde love Tuscany

Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .

20–27 Dec

$209 NZD per night

Guest favourite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 243 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

26 Nov – 3 Dec

$279 NZD per night

Guest favourite

Condo in Asciano

4.96 out of 5 average rating, 246 reviews

Yellow Romantic apartment in the Sienese crete

An apartment consisting of a double bedroom, a bathroom, a kitchen equipped with everything you need to make meals , and a living room TV, (if needed, we have a washing machine available in our laundry room). The car is recommended as we are in the open countryside, both to be independent and to be able to visit the magnificent Tuscan countryside. Free parking and wifi. I look forward to seeing you in real Tuscany!

26 Mar – 2 Apr

$136 NZD per night

Guest favourite

Farm stay in Simignano

4.92 out of 5 average rating, 137 reviews

Casa al Gianni - Fico

Hi, we are Cristina & Carmelo! We invite you to have an authentic experience in our farm “Casa al Gianni” located 20 min from Siena. Our brand is the simple life in close contact with nature and animals on our farm. Immersed in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

23–30 Apr

$224 NZD per night

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 203 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with panoramic views of Siena. Located at the Villas of Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi..).

6–13 Jan

$252 NZD per night

Guest favourite

Home in Sovicille

4.97 out of 5 average rating, 179 reviews

Cozy house in a medieval farm

Surrounded by woods and vineyards and overlooking a garden of lavender, this cozy house has a living room with fireplace, large kitchen area, one bedroom. Strategically located to visit Siena and surroundings, San Gimignano, San Galgano, Volterra …

27 May – 3 Jun

$157 NZD per night