
Pet-friendly holiday rentals in Montepulciano
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Top-rated pet-friendly home rentals in Montepulciano
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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.

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

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

A paradise in Montepulciano...
Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!
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.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

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.

Resort Panoramic - Free Parking
Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano . Tourist tax 1€ .

Aldo's little house
Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling, with the addition of a modern touch. From the window, you can admire a breathtaking view and sunset!! Right in the historic center but very close to parking in a truly privileged position!! It has air conditioning, free Wi-Fi, independent heating, double bed, and coffee corner. Self check-in and parking outside the walls 50 m away, free and paid.

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?

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.
Popular amenities for Montepulciano pet-friendly home rentals
Pet-friendly house rentals

Casa del Passerino

The Terrace of Victory

La Perla del Lago Holiday home on Lake Trasimeno

Casa Dante

Nada Home

Il Focolare - Superior Tuscany Apartment

apartment in a family-run villa

Secret Garden Siena
Pet-friendly home rentals with a pool

Ulivo - Charming apartment in the countryside

The Eagle and the Olive Tree

Farmhouse with swimming pool and wonderful view

San Giovanni in Poggio, villa Meriggio 95mq

Spinosa Apartment in Podere Capraia

Casa Crociani - Amazing Pool & Free Parking

Poggio dell'orso.Traditional Casale. Amazing views

La Casa delle Querce - "Policiano" (The House of Oaks - "Policiano")
Private, pet-friendly home rentals

"Red Rose" apartment with view of Siena.

Via della Stella Farmhouse | Casa le Rose

The Elegant Country Cottage 2 seats | 70Mb Wi-Fi

Agriturismo Pescaia Montepulciano Appartamento 2

Dimora dell'Erbe - Rooftop Apartment

La Casetta di Brunello, very panoramic with terrace

Suite in Castello di Valle

Amazing view of Val d'Orcia Pienza
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 NZD | $158 NZD | $179 NZD | $202 NZD | $202 NZD | $225 NZD | $223 NZD | $242 NZD | $240 NZD | $202 NZD | $176 NZD | $185 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals that are pet-friendly in Montepulciano

Total holiday rentals
Explore 120 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at $70Â NZD per night before taxes and fees

Verified guest reviews
Over 8,730 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
120 of Montepulciano holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montepulciano rentals

4.8 Average rating
Montepulciano stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Condo rentals Montepulciano
- Rentals with outdoor seating Montepulciano
- Rentals with a fireplace Montepulciano
- Rentals with a washing machine and dryer Montepulciano
- Bed and breakfasts Montepulciano
- Apartment rentals Montepulciano
- Cottage rentals Montepulciano
- Villa rentals Montepulciano
- House rentals Montepulciano
- Rentals with breakfast Montepulciano
- Family-friendly rentals Montepulciano
- Rentals with a patio Montepulciano
- Rentals with pools Montepulciano
- Rentals with a hot tub Montepulciano
- Smoking-friendly rentals Montepulciano
- Pet-friendly rentals Siena
- Pet-friendly rentals Tuscany
- Pet-friendly rentals Italy
- Lake Trasimeno
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Eremo Di Camaldoli
- Terme Dei Papi
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Cascate del Mulino
- Antinori nel Chianti Classico
- Mount Amiata
- Val di Chiana
- Castello di Volpaia
- Castello di Verrazzano
- San Gimignano 1300
- Piazza del Campo
- Saturnia Thermal Park
- Abbazia di San Galgano
- Cattedrale di San Rufino
- Things to do Montepulciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Nature and outdoors Siena
- Tours Siena
- Food and drink Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Wellness Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy






