
Apartment holiday rentals in Monticiano
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Quick stats about flat rentals in Monticiano

Total holiday rentals
Explore 20 holiday rentals in Monticiano

Nightly prices starting at
Monticiano holiday rentals start at £37 per night before taxes and fees

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Over 560 verified reviews to help you choose

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

Wifi availability
10 of Monticiano holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monticiano rentals

4.8 Average rating
Monticiano stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated apartment rentals in Monticiano
Guests agree: these apartments are highly rated for location, cleanliness and more.

Suite Le Camelie. Belle Époque Rural Retreat in Siena
Decorated with vintage furniture and offering breath-taking views of the Tuscan Countryside, Suite Le Camelie offers a truly relaxing retreat. Lounge outside in the beautiful gardens and end the day with a bath in the tiled bathroom. Villa Caprera is part of a little village located at the end of a local road. Gardens, yards, olive orchards and fields surround the place where old ladies sit outside the door for chatting and knitting. Suite Le Camelie occupies part of the first floor; thank to the difference in level between the two sides of the villa, the entrance to Suite Le Camelie is comfortably located on the ground floor. Decorated with vintage furniture and modern linens and accessories, feels sophisticated and elegant. Very quiet and with an amazing view. Ideal for a romantic trip. The gardens and yards surrounding the villa are free to access for our guests with the exception of a small private family area reserved for ourselves. Outdoor spaces are not gated or fenced and are shared with other two accommodations; private dining zones are dedicated to each property. My family loves holding conversation with our guests and we are available for any need but we also leave them space to enjoy their time with no interference. The home is in a very traditional area full of family-owned bistros and exquisite boutique shops. Walk through the stunning scenery to visit the church and explore the history of the ancient monastery nearby. Bus stop ten minutes on foot; the bus take you to the city centre. You can get anywhere from there by bus or train. Busses run according to a time table - average every hour. Last run approx 20.00. The road to Siena is not safe to walk. Taxis available to and from the city; very short ride so it is affordable. I recommend a car if you like to get lost in the countryside, but get a driver when you go for winery tours. Private free car park on premises approx 80m from door. The car park is not supervised or gated. Private free car park on premises approx 80m from door so you can enjoy the yards with no parked cars around. The car park is part of our premises but is not supervised or gated; garage available for a fee. We can arrange extra cleaning, cooking lessons or a cook at the house if requested. Cot available on request.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

La Casa di Bruna
LA CASA DI BRUNA Un appartamento finemente ristrutturato, arredato con amore e cura nei dettagli, si trova all’interno di un palazzo storico L’ingresso si apre su un salone con comodissimo divano collegato ad un'ampia e confortevole cucina Dalla sala accediamo alla terrazza con affaccio sulla fortezza dove si possono godere tramonti meravigliosi Sullo stesso piano troviamo un bagno e una luminosa camera matrimoniale Al piano superiore vi è il secondo bagno ed un'altra confortevole camera

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Siena - appartamento in campagna vicino Siena
L'appartamento Siena per 5 persone si trova nell'agriturismo Santa Lucia (DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è un appartamento di circa 100 mq, posto a piano terra, composto da tre camere (una matrimoniale; una a due letti e una singola), un ampio soggiorno con camino, cucina, due bagni con doccia. Gazebo esterno privato con tavolo e panche situato in un giardino privato. ARIA CONDIZIONATA nelle camere a PAGAMENTO secondo il consumo.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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.

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

Appartamento "Red Rose" con vista su Siena.
Caggiolo è un podere completamente ristrutturato composto da più appartamenti, ognuno con ingresso indipendente e giardino privato, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

agriturismo " il poderuccio " bilocale
L'agriturismo IL PODERUCCIO ha vari appartamenti, per un totale di 11 posti letto, tra cui: un bilocale al piano terra ( 2 posti letto ) completo di camera matrimoniale, bagno privato con doccia e salotto con divano letto matrimoniale, camino a legna e cucina completamente attrezzata. Un ambiente veramente confortevole, ideale per coppie.

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

La Senesina, Monteriggioni, Siena
“La Senesina” - Enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, 4 km from Siena and 8 km from Monteriggioni. Ideal location from which to explore the most important towns and cities, rich in history, art and culture.
Popular amenities for Monticiano apartment rentals
Weekly apartment rentals

Panoramic Country Suite Montalcino

Stuart White Tea Central Panoramic & Garden

Dimora dell'Erbe - Rooftop Apartment

piccolo appartamento

Casa Bonari - un paradiso per gli occhi

Villa’Colombaiolo di Marciano',28

Casa degli Affreschi Siena Toscana

Piazza Grande Boutique Apartment
Private apartment rentals

Live Like a Local & Private Concierge Service

Herons Superior Apartment - Splendid view!

divo little boutique home

Podere Belsogno

Romantic Tower's dating 1200

Terrazza sulle mura di Siena- Casa Laura

Buen-Retiro, elegante appartamento in campagna

La Casina
Apartment rentals with a hot tub

Trilocale con resede 4 pers. 5'centro SI

SerenaHouse

Vicolo Porte 21/23, Massa Marittima, Jacuzzi

Apartment Alex - Tuscany Charme

Appartamento bel Tramonto

Domus Nannini - L' Arco di Matteotti Spa

Charming House in Montepulciano

Tuscan Farmhouse with Pool & Panoramic View
Destinations to explore
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- Flat rentals Siena
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- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Spiaggia Di Barbarossa
- Piazza della Signoria
- Spiaggia di Capo Bianco





