
Holiday rentals with outdoor seating in Montepulciano
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Montepulciano

Total holiday rentals
Explore 70 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 4,490 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 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!
Top-rated rentals with outdoor seating in Montepulciano
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Charming Tuscan Villa with View forFamily&Friends
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!

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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.

Casa Bonari - un paradiso per gli occhi
Casa Bonari è un appartamento indipendente, non condiviso, su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina full optioned e salotto. Le stanze sono arredate in stile toscano, con vecchi mobili di famiglia ristrutturati uniti ad elementi contemporanei. La cucina è completamente attrezzata e l'appartamento circondato su ogni lato da un grande giardino, così che tutte le stanze vantano un bellissimo panorama sulla campagna.

Amazing Apartment near Piazza Grande w/ Terrace
Benvenuti nel cuore di Montepulciano, uno dei borghi più iconici, affascinanti e storici della Toscana, celebre per i suoi palazzi rinascimentali, le antiche cantine e l’atmosfera senza tempo che conquista ogni viaggiatore. Il nostro appartamento si trova in una posizione incredible nel pieno centro storico, a pochi passi da Piazza Grande, ottimi ristoranti, botteghe locali e dalle meraviglie più autentiche del paese. Che siate qui per degustare vini straordinari, vivere una fuga romantica.

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.

Podere Pereti Nuovi-modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

La Dimora del Lago - Lake views Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

I Tramonti di Eramo, Montepulciano centro.
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.

Dimora dell'Erbe - Rooftop Apartment
The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.
Popular amenities for outdoor seating rentals in Montepulciano
House rentals with outdoor seating

Private Chianti Cottage, Garden & Vineyard Views

La Terrazza di Vittoria

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

PIAZZETTA S.BARTOLOMEO

Casa al Gianni - Il Fienile di Simignano

House Rigomagno Siena

Secret Garden Siena

Jenny's Barn
Apartment rentals with outdoor seating

Casa Le Contesse

Appartamento "Red Rose" con vista su Siena.

Terrace with a view of Siena

Casa Crociani - Amazing Pool & Free Parking

Villa di Geggiano - Perellino Suite

Magnificent 2 BR with Terrace and Air Conditioning

La Casetta di Monticchiello con vista panoramica

Letizia's place - Montepulciano
Apartment rentals with outdoor seating

Mascagni Farmhouse in Val d'Orcia Pienza

[9 minutes from Montalcino] Elegant House Mafalda

Chianti, elegant barn among vineyards and pool

L'Appartamento di Foscolo

La Terrazza su Chiusi - appartamento panoramico

Amazing view of Val d'Orcia Pienza

Rosa come il cielo al tramonto

Ermione
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $162 SGD | $171 SGD | $195 SGD | $204 SGD | $193 SGD | $207 SGD | $224 SGD | $223 SGD | $191 SGD | $180 SGD | $184 SGD |
| 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 |
Destinations to explore
- Rentals with breakfast Montepulciano
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- Rentals with a patio Montepulciano
- Family-friendly rentals Montepulciano
- Rentals with a hot tub Montepulciano
- Villa rentals Montepulciano
- Flat rentals Montepulciano
- Rentals with a washing machine and dryer Montepulciano
- Cottage rentals Montepulciano
- Rentals with pools Montepulciano
- Bed and breakfasts Montepulciano
- Pet-friendly rentals Montepulciano
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- Rentals with outdoor seating Siena
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Mount Amiata
- Eremo Di Camaldoli
- Palazzo Pubblico
- Siena Cathedral
- Mount Subasio
- Vulci
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Val di Chiana
- Terme San Filippo
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Saturnia Thermal Park
- Things to do Montepulciano
- Food and drink Montepulciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Sports activities Siena
- Entertainment Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Things to do Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Wellness Italy
- Sports activities Italy
- Sightseeing Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Tours Italy







