
Vacation rentals with outdoor seating in Montepulciano
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Montepulciano
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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.

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

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.

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.

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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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. in our laundry room to those who request it). We recommend a 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 Convenient location to visit Tuscany and Umbria.

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.

I Tramonti di Eramo, Montepulciano city center.
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.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.
Popular amenities for Montepulciano outdoor seating rentals
House rentals with outdoor seating

The Biricocolo Cottage

Infinity pool in Chianti area

The Terrace of Victory

Da nonna Ornella - nest in Val d'Orcia

Raffaella's House in Chianti

Charming converted Hayloft overlooking the Chianti Hills

Secret Garden Siena

Jenny's Barn
Apartment rentals with outdoor seating

Panoramic Country Suite Montalcino

Casa Le Contesse

"Red Rose" apartment with view of Siena.

Ulivo - Charming apartment in the countryside

Farmhouse with swimming pool and wonderful view

agriturismo il poderuccio "sweet apartment"

OLIVE TREE APARTMENT - CHIANTI

Casa Crociani - Amazing Pool & Free Parking
Condo rentals with outdoor seating

Lornano Winery Farm - ''Trebbiano'' villa

[9 minutes from Montalcino] Elegant House Mafalda

Panoramic attic in old town of Siena

Foscolo's Apartment

Vintage apartment with swimming pool in Chianti

Manuela apartment with pool in farmhouse

La Terrazza su Chiusi - panoramic apartment

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 | G$33,473 GYD | G$31,381 GYD | G$32,008 GYD | G$31,590 GYD | G$33,054 GYD | G$31,381 GYD | G$33,682 GYD | G$36,402 GYD | G$36,192 GYD | G$33,682 GYD | G$32,008 GYD | G$32,845 GYD |
| 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 vacation rentals with outdoor seating in Montepulciano

Total vacation rentals
Explore 60 vacation rentals in Montepulciano

Nightly prices starting at
Montepulciano vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 3,780 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Montepulciano vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Villa rentals Montepulciano
- Pet-friendly rentals Montepulciano
- Condo rentals Montepulciano
- Bed and breakfasts Montepulciano
- Rentals with a patio Montepulciano
- Rentals with breakfast Montepulciano
- Rentals with a washer and dryer Montepulciano
- Apartment rentals Montepulciano
- Rentals with a hot tub Montepulciano
- Family-friendly rentals Montepulciano
- Cottage rentals Montepulciano
- Rentals with a fireplace Montepulciano
- Smoking-friendly rentals Montepulciano
- Rentals with pools Montepulciano
- House rentals Montepulciano
- Rentals with outdoor seating Siena
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Lake Trasimeno
- Lake Bolsena
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Basilica of St Francis
- Terme Dei Papi
- Cala di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Spiaggia di Marina di Grosseto
- Cantina Colle Ciocco
- Mount Subasio
- Santa Maria della Scala
- Palazzo Pubblico
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Azienda Agricola Montefioralle Winery
- Cantina Contucci
- Things to do Montepulciano
- Things to do Siena
- Sightseeing Siena
- Food and drink Siena
- Sports activities Siena
- Nature and outdoors Siena
- Tours Siena
- Art and culture Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Things to do Italy
- Food and drink Italy
- Entertainment Italy
- Art and culture Italy
- Sports activities Italy
- Nature and outdoors Italy
- Wellness Italy
- Sightseeing Italy
- Tours Italy






