
House holiday rentals in Monteriggioni
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Top-rated house rentals in Monteriggioni
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Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available
ValueFamilyBiking
4.97 out of 5 average rating, 308 reviews
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.
FamilyLocationKitchen
4.96 out of 5 average rating, 156 reviews
Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
FamilyLocationTV
4.97 out of 5 average rating, 198 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.
ValueLocationAir conditioning
4.96 out of 5 average rating, 142 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
ValueLocationComfort
4.98 out of 5 average rating, 244 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
FamilyValueView
5.0 out of 5 average rating, 233 reviews
The House in the Alley – Colle di Val d'Elsa
Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.
FamilyLocationGetting around
4.99 out of 5 average rating, 135 reviews
Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.
FamilyLocationAccuracy
4.99 out of 5 average rating, 138 reviews
Explore Chianti from a Charming Stone House
Awaken in a bedroom with beamed ceilings, open doors to a private garden, and take an early morning dip in the pool. Return to a classically designed house with terra cotta floors, wood-burning fireplace, and bathrooms with exuberant tile work. Casa Marinella is the perfect place to discover Chiantishire. Fully equipped kitchen, AC in each bedroom, private garden and barbecue.
LocationFamilyComfort
4.98 out of 5 average rating, 123 reviews
Next to castle of Villa-Siena. heart Francigena
The house has a special charm that I'm sure will captivate you. You will be excited to sip a glass of wine in the beautiful Hague or stroll through the ancient paths of the Via Francigena (stage n. 32 from Monteriggioni to Siena) which overlooks the living room .
LocationValueOutdoor spaces
4.84 out of 5 average rating, 158 reviews
Siena Countryside Colle Ciupi
Countryside Villa apartment. Located in the nearby of Siena (Colle Ciupi, 10 kms away) Ground floor: Kitchen, living room with fireplace, bathroom with shower. First Floor: 3 Double Bedrooms and 2 bathrooms, outdoor with courtyard and huge garden
LocationFamilyAccuracy
4.9 out of 5 average rating, 217 reviewsPopular amenities for Monteriggioni house rentals
House rentals with a pool

Relaxation and charm in the Chianti hills
FamilyLocationPool
4.99 out of 5 average rating, 115 reviews
Cercis - La Palmierina
ValueFamilyParks
4.96 out of 5 average rating, 147 reviews
Casa Giulia di Sopra Farmhouse
LocationFamilyAccess
4.95 out of 5 average rating, 106 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyLocationBiking
4.91 out of 5 average rating, 128 reviews
Ancient Barn in Chianti with Pool
FamilyValueHospitality
4.89 out of 5 average rating, 125 reviews
TREEhouse / casaBARTHEL
LocationFamilyBarbecue
4.88 out of 5 average rating, 821 reviews
Leonardo - Chianti/Siena, Florence, San Gimignano.
ValueFamilySleep quality
4.97 out of 5 average rating, 120 reviews
Infinity view
ValueLocationKitchen
4.88 out of 5 average rating, 204 reviewsWeekly house rentals

The Chianti window
LocationFamilyCheckout
4.9 out of 5 average rating, 136 reviews
Romantic Garden in Historic San Gimignano
ValueFamilyLong stay
4.99 out of 5 average rating, 216 reviews
Oliveta Verde with garden near the center
FamilyValueIndoor spaces
4.96 out of 5 average rating, 102 reviews
Nada Home
LocationValueKitchen
4.87 out of 5 average rating, 217 reviews
Eleutherìa: Cozy Cottage in the heart of Tuscany
FamilyLocationPets
4.96 out of 5 average rating, 123 reviews
Podere Piazza house with panoramic view
ValueLocationGetting around
4.97 out of 5 average rating, 197 reviewsGorgeous Villa with Postcard Views in Historical Florence
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 168 reviews
Raffaella's House in Chianti
ValueLocationNearby
4.99 out of 5 average rating, 481 reviewsPrivate house rentals

Tuscany-Monteriggioni- Chianti- Francigena-
FamilyLocationHospitality
4.98 out of 5 average rating, 41 reviews
Private House for 4P – La Capanna Di Azzurra
LocationValueNearby
4.96 out of 5 average rating, 27 reviews
Country House Podere l 'Assunta
FamilyLocationDecor
5.0 out of 5 average rating, 91 reviews
Peaceful and Relaxing Tuscan Retreat with Views
LocationFamilyComfort
5.0 out of 5 average rating, 90 reviews
Beautiful villa in Chianti with a panoramic garden
LocationFamilyQuiet
4.96 out of 5 average rating, 47 reviews
Apartment with stunning view on the vineyards
FamilyLocationSleep quality
4.97 out of 5 average rating, 33 reviews
The independent Cottage on the Tuscan hills
LocationFamilyBathroom
4.92 out of 5 average rating, 24 reviews
Japandi apartment with a view!
LocationDecorSleep quality
5.0 out of 5 average rating, 28 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace





