
Pet-friendly holiday rentals in Montalcino
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Top-rated pet-friendly home rentals in Montalcino
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
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.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Apartment in a detached villa - Val d'Orcia
In a detached villa, a cozy Tuscan-style apartment recently and tastefully renovated and located in a land rich in history. A few kilometers from the city of art and on the Via Francigena, the apartment can be a base for nature or food and wine tours. From a beautiful terrace overlooking the panorama you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval fortress From 03/22/18, municipal tourist tax: €1 per person from 12 years old

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Il Borghetto: Alice's House, charm and relaxation
The Casa di Alice is located in the central area for visiting Valdorcia and Montalcino with its cellars in Brunello. All renovated and very bright, it can accommodate from 2 to 4 people. Entirely covered by Wifi, it has two double bedrooms, each with private bathroom, a kitchen equipped with a relaxing living room with LED TV, armchairs, wood-burning fireplace for cold winter evenings. Heated to clean energy and restored with eco-friendly materials.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Popular amenities for Montalcino pet-friendly home rentals
Pet-friendly house rentals

La casa nel Borgo - Superior Tuscany Apartment

Vineyards Paradise

Casa Rigoli

La Perla del Lago Holiday home

Casa Al Poggio & Chianti view

At the Sassone Holiday Home, Val d'Orcia, Tuscany

Secret Garden Siena

Jenny's Barn
Pet-friendly home rentals with a pool

The Eagle and the Olive Tree

Explore nature in the center of Vigneti Chianti

Casa Crociani - Amazing Pool & Free Parking

Farmhouse with swimming pool with wonderful view

Holiday in antique farm, Belvedere

Rosemary

Poggio dell'orso.Traditional Casale. Amazing views

Palazzi del Papa Farmhouse in Val d'Orcia, Pienza
Private, pet-friendly home rentals

Podere Ampella House with a Beautiful View

Beautiful tuscan country house

Wine Loft in the vineyards

In Tuscany Rooms

Mimosa Apartment - Poggio al Vento

The twigs

Podere Belsogno

Luxurious Medieval Tower & Private Concierge
Quick stats about holiday rentals that are pet-friendly in Montalcino
Total rentals
520 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
280 properties are a good fit for families
Rentals with a pool
230 properties have a pool
Rentals with dedicated workspaces
220 properties have a dedicated workspace
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cala Di Forno
- Tenuta Le Velette
- Marina di Grosseto beach
- Riva del Marchese
- Castiglion del Bosco Winery
- Golf Club Toscana
- CavallinoMatto
- Cavallino Matto
- Santa Maria della Scala
- Pubblico Palace
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Casa Del Cioccolato Perugina
- Ugolino Golf Club
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
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