
Family-friendly holiday rentals in Montepulciano
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Top-rated family-friendly rentals in Montepulciano
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Montepulciano Central Villa – Sauna & Jacuzzi
Self checkin Get used to the Italian country lifestyle in this renovated, classic home. Turn on the fireplace to warm up in evenings or take a dip in the JACUZZI after an excursion. Maybe even invite friends for a nice dinner and then an evening SAUNA session. AIR CONDITIONER in each room In the heart of the historic center of Montepulciano, a stone's throw from Piazza Grande, we offer a unique and prestigious building of about 250 square meters. The unit is spread over three levels above ground with a splendid cave with shower and sauna in the basement. LOCATION: The building has an independent entrance, and is located in one of the most beautiful and evocative streets in all of Montepulciano. Montepulciano stands on the ridge that divides the Val d'Orcia from the Val di Chiana, and is located on a limestone hill. This beautiful Renaissance village, with a medieval layout, is set in a postcard landscape, which in any direction you look at refers to the most classic and widespread idea of the Tuscan countryside, the one where waves of hills and golden fields dotted with cypresses chase each other. The Montepulciano area, with its excellent vineyards, is considered one of the best wine regions in the world and is certainly one of the most loved and visited tourist destinations in Tuscany Accesso autonomo con chiave in locker fuori al portone ( a richiesta ). Palazzetto nel centro storico interamente e finemente ristrutturato. Potrai accendere il camino durante le fredde serate, fare una SAUNA oppure immergerti nella JACUZZI Le camere hanno ARIA CONDIZIONATA The house 'was renovated with details of great luxury. You can turn on the fireplace to warm your evenings or take a jacuzzi tub on your return from your excursions or even find a moment to relax in the sauna together with your friends or relatives Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The house is built on several levels. On the ground floor a large living room with fireplace, the spacious fully equipped kitchen, laundry room and a bathroom. The first-floor suite with a private bathroom and the second double room with bathroom. Even more on the attic floor with 2 other beds and small bathroom. In the basement, cellar compartment with showers and sauna. Guests will have the whole house I will be at your disposal for any request ..... There is no place more evocative in Tuscany, this charming village of Chianti, situated on a hill high m.650, rich in vineyards and ancient cellars. Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The church of San Biagio, the Dome of Montepulciano, pound shops with local crafts ...... if you look for handmade things ..... you'll be in the right place! :-) The house is very large and articulated on four levels. In the basement there are sauna (for 3/4 people) and a shower. In the ground floor, the living room with dining table and living room with fireplace and TV, large kitchen, laundry room and a bathroom. On the first floor, the master bedroom with private bath and jacuzzi and double room with bathroom and shower, on the top floor there is a master bedroom, and a loft with sofa bed and pullout bed. Experience Montepulciano's small town magic with quaint food and drink options. Feel transported back to the 1500s, while exploring secret basements, old convents with vaulted ceilings, or ancient excavations, which can be found all over town. Montepulciano, once again this year, is ready to host all visitors who want to fully experience in the magical local atmosphere. Don’t forget a romantic walk through the streets of the charming historic center, the glimpses of the Val d'Orcia and the extraordinary excellences. food and wine of the area: pici, Tuscan and Cinta Senese salami, tagliata and Florentine di Chianina, pecorino cheese, typical pasta to be enjoyed with traditional sauces and of course the Vino Nobile di Montepulciano DOCG. Of note is the Civic Museum which since 1954 has been based in Via Ricci, in the fourteenth-century Palazzo Neri Orselli. Various cultural initiatives are held in this evocative location and recently the attribution to Caravaggio of a portrait from the collection has aroused strong interest in this museum. For those who stop for several days in Montepulciano, within 30 minutes by car there is no shortage of extraordinary places to visit such as the cities of Pienza and Cortona, Sarteano and the Etruscan Museum of Chiusi, the medieval villages of Montefollonico, Bagno Vignoni and Monticchiello. And among the Sienese hills of Sant’Albino, about 3 km from Montepulciano, are the Terme di Montepulciano, a modern health, wellness and beauty center characterized by the exclusivity of the thermal waters that flow from over 130 meters deep. With your car, you can comfortably in less than 40 minutes, reach multiple sites and charming locality of Tuscany if you have small children, is also the high chair and cot for baby

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Villa with View for Family & Friends, in Tuscany
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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.

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 or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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

Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

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.
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.

I Tramonti di Eramo, central Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
Popular amenities for Montepulciano family-friendly rentals
Family-friendly home rentals with a hot tub

White lily with a view of Siena

Villa in Montepulciano with a Pool

Villa di Geggiano – Guesthouse

Charming House in Montepulciano

Poggio dell'orso.Traditional Casale. Amazing views

Fontarcella, H&R- mediterranean home with jacuzzi

Villa unesco heritage, Jacuzzi & garden. BB Daria

La Pieve - the house next to the church
Family- and pet-friendly home rentals

The Eagle and the Olive Tree

Celeste – The color of the summer sky in Tuscany

Explore nature in the center of Vigneti Chianti

Magnificent 2 BR with Terrace and Air Conditioning

La Casetta di Brunello, very panoramic with terrace

Casa Bonari - a paradise for the eyes

Secret Garden Siena

Poggio Bicchieri Holiday Farm - Memoria apartment
Family-friendly home rentals with a pool

Farmhouse close to Montepulciano

Private Chianti Cottage, Garden & Vineyard Views

Apt 4: Montepulciano 800 yr old Monastery

I Fuochi Farmhouse | Casa Susino

Relaxing-unspoiled country place Il Monte...

Amazing view 3 bdr villa with pool & A/C in Pienza

Casa Crociani - Amazing Pool & Free Parking

Country chic house in a village,private pool,wiFi
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £112 | £118 | £113 | £118 | £120 | £124 | £132 | £131 | £123 | £124 | £129 |
| 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 family-friendly in Montepulciano

Total holiday rentals
Explore 130 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at £30 per night before taxes and fees

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Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 of Montepulciano holiday rentals include wifi access

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

4.9 Average rating
Montepulciano stays are highly rated by guests – averaging 4.9 out of 5!
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- Lake Trasimeno
- Lake Bolsena
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Parco Regionale Della Maremma
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Things to do Montepulciano
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- Things to do Siena
- Tours Siena
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- Sports activities Siena
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- Art and culture Siena
- Things to do Tuscany
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