Family-friendly vacation rentals in Montepulciano

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Top-rated family-friendly rentals in Montepulciano

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Top guest favourite

Villa in Chianciano Terme

4.96 out of 5 average rating, 103 reviews

Villa Deluxe for Family & Friends in Tuscany

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore authentic 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 arrange Winery visit & tasting, Cooking classes and dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Top guest favourite

Farm stay in Ruscello

4.99 out of 5 average rating, 427 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Top guest favourite

Apartment in Montepulciano

4.99 out of 5 average rating, 263 reviews

Montepulciano Centro Storico

Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

Top guest favourite

Condo in Asciano

4.96 out of 5 average rating, 355 reviews

Giallo Romantico appartamento nelle crete senesi

Appartamento composto da una 1 comoda camera matrimoniali ( è possibile su richiesta fare 2 letti singoli ) cucina attrezzata, soggiorno e bagno . Tv, BBq ,( in caso di necessità mettiamo ha disposizione la lavatrice dalle 9 alle 20, che si trova nella nostra lavanderia ) . E' consigliata l'auto in quanto ci troviamo in campagna , sia per essere indipendente , sia per potere visitare la magnifica campagna toscana . Parcheggio e wifi gratuiti. Vi aspetto per mostrarvi la vera Toscana!

Top guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 397 reviews

A view from the top, Montepulciano

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 2025 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.

Top guest favourite

Villa in Montepulciano

4.95 out of 5 average rating, 143 reviews

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!!!!!!

Superhost

Home in Montepulciano

4.85 out of 5 average rating, 178 reviews

Il Torrino - 220m from San Biagio, Stunning Views

Il Torrino: A Refuge with a Dream View Imagine yourself in a flat that combines the timeless charm of the historic centre of Montepulciano. Il Torrino offers you not only comfort, but a visual experience that will remain etched in your memory. Look out of the window or relax on the terrace: a natural picture opens up before you that seems to have been painted by a Renaissance master. The rolling hills of the Val d'Orcia, a UNESCO heritage site, stretch to the horizon.

Top guest favourite

Condo in Montalcino

4.99 out of 5 average rating, 114 reviews

Suite "Note di Paesaggio"

The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Top guest favourite

Home in San Quirico d'Orcia

4.99 out of 5 average rating, 210 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Guest favourite

Apartment in Montepulciano

4.92 out of 5 average rating, 178 reviews

Stuart Jasmine central, panoramic top location

This abode boasts one double bedroom, a living room, fully equipped kitchen, one bathroom, and a charming studio room. Every window is adorned with a breathtaking view of the valley, enveloping the space in natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Guest favourite

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 290 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.

Top guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 248 reviews

Casa Ricci Appartamento in palazzo del 1300

Il nostro appartamento è situato a pochi metri da Piazza Grande,può ospitare fino a 4 persone e si affaccia su un panorama suggestivo .E stato recentemente ristrutturato e si trova in un edificio storico del 1300. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful. Was recently renovated and is located in a historic building in 1300.