
House vacation rentals in Monticchiello
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Top-rated house rentals in Monticchiello
Guests agree: these houses are highly rated for location, cleanliness, and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
ValueFamilyBreakfast
4.96 out of 5 average rating, 156 reviews
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.
LocationFamilyCondition
4.96 out of 5 average rating, 142 reviews
Montepulciano Historic Center
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.
ValueLocationAir conditioning
4.92 out of 5 average rating, 153 reviews
Spacious Luxury Stay in Pienza | 3BR 3BA
Discover an elegant, spacious, and authentic retreat in the heart of Pienza, a Renaissance gem and a UNESCO World Heritage Site. Featuring 3 double bedrooms, 3 bathrooms, a large living area, a fully equipped kitchen, air conditioning, and Wi-Fi, this home is perfect for families or groups of friends who want to experience the most iconic side of Tuscany, with its historic alleyways, unique flavors, and unforgettable views of the Val d’Orcia, all with the comfort of a truly special residence.
FamilyValueHospitality
4.97 out of 5 average rating, 101 reviews
Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
LocationValueCleanliness
4.98 out of 5 average rating, 187 reviews
House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
LocationFamilyLong stay
4.96 out of 5 average rating, 125 reviews
Apartment in a detached villa - Val d'Orcia
In a cozy independent villa in Tuscan style apartment recently and finely renovated and located in a land rich in history. A few kilometers from the city of art and on the Via Francigena, the apartment can be a base for nature or food and wine tours. From a beautiful terrace overlooking the view you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval Rocca From 03/22/18, the municipal accommodation tax is €2 per person. See additional notes.
FamilyValueCleanliness
4.96 out of 5 average rating, 180 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.
ValueFamilyDecor
4.99 out of 5 average rating, 233 reviews
Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
ValueFamilyIndoor spaces
4.98 out of 5 average rating, 145 reviews
Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.
ValueFamilyIndoor spaces
4.96 out of 5 average rating, 187 reviews
Iole's little house
Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling. From the window, you can admire a typical view of the town's rooftops and the valley!!! Right in the historic center but very close to parking, it is really in a privileged position!! It has air conditioning, free Wi-Fi, heating, washing machine, kitchen, double bed. Self check-in and parking outside the walls 50 m away, free and paid.
ValueLocationAccess
4.87 out of 5 average rating, 136 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
LocationValueAccuracy
4.92 out of 5 average rating, 173 reviewsPopular amenities for Monticchiello house rentals
House rentals with a pool

Il nido del Rondone
FamilyLocationHeating
4.97 out of 5 average rating, 114 reviews
Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyIndoor spaces
4.99 out of 5 average rating, 138 reviews
La Lisa: country house surrounded by fields
FamilyValuePool
4.94 out of 5 average rating, 135 reviews
Explore Chianti from a Charming Stone House
LocationValueShared spaces
4.98 out of 5 average rating, 123 reviews
Country House in the Crete Senesi
ValueFamilyBreakfast
4.97 out of 5 average rating, 210 reviews
LECCIONE RESIDENCE
FamilyLocationAir conditioning
4.93 out of 5 average rating, 145 reviews
Private House for 4P – La Capanna Di Azzurra
FamilyLocationParking
4.96 out of 5 average rating, 27 reviews
Hidden gem in Tuscany
FamilyLocationCleanliness
5.0 out of 5 average rating, 56 reviewsWeekly house rentals

Da nonna Ornella - nest in Val d'Orcia
FamilyLocationLaundry
4.96 out of 5 average rating, 136 reviews
The Chianti window
FamilyLocationHeating
4.9 out of 5 average rating, 136 reviews
Casa del Passerino
LocationFamilyLaundry
4.94 out of 5 average rating, 225 reviews
The Terrace of Victory
ValueLocationAir conditioning
4.98 out of 5 average rating, 128 reviews
Tuscany House | View Breathtaking
ValueLocationHiking
4.97 out of 5 average rating, 112 reviews
Secret Garden Siena
LocationFamilyNearby
4.98 out of 5 average rating, 222 reviews
Lovely home to dream
FamilyValueNearby
4.99 out of 5 average rating, 84 reviews
"Villa Emma" Guest House with Garden
FamilyLocationCheck-in
4.97 out of 5 average rating, 31 reviewsPrivate house rentals

Casa d'Orcia
LocationFamilyCleanliness
4.81 out of 5 average rating, 16 reviews
The Court of the Podestà
FamilyValueOutdoor spaces
4.96 out of 5 average rating, 26 reviews
Casa di Vico, within walking distance of the center of Pienza
ValueFamilyNearby
5.0 out of 5 average rating, 9 reviews
Casa Franca | private veranda near the thermal baths
LocationQuietSleep quality
5.0 out of 5 average rating, 28 reviews
Il Pozzo RestArt - Apartment in the historic center
ValueFamilyPets
4.95 out of 5 average rating, 40 reviews
Il Bartalino, lost in Tuscany
FamilyLocationCheck-in
4.91 out of 5 average rating, 85 reviews
Luxury Villa with Private Pool
FamilyLocationSleep quality
4.9 out of 5 average rating, 20 reviews
Villa with Private Pool in the Tuscan Countryside
LocationValueAccuracy
5.0 out of 5 average rating, 23 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- La Scarzuola
- Villa Lante
- Antinori nel Chianti Classico
- Siena Cathedral
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore





