
Holiday houses in Monticiano
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Monticiano

Total holiday rentals
Explore 70 holiday rentals in Monticiano

Nightly prices starting at
Monticiano holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Monticiano holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Monticiano rentals

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

XIII Century Tower with Private Panoramic Pool
Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.
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Typical Tuscan Cottage with swimming pool and park
Il Country Cottage è ubicato nel cuore della Toscana autentica, in un territorio incontaminato, con una biodiversità unica. Sito a soli 5 minuti di auto dalla famosa Abbazia di San Galgano e da l'Eremo di Montesiepi, dove è custodita la prestigiosa "Spada nella Roccia". Viene affittata l'intera proprietà: la tipica casa toscana di campagna, la piscina, il giardino e il parco recintato. Una location perfetta per rilassarsi con la massima privacy, senza lo stress ed il logorio della vita moderna
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Il TramontO
Il TramontO è un appartamento completamente ristrutturato elegante e rustico immerso nella natura della toscana, con vista panoramica, giardino, terrazza e minipiscina idromassaggio ad USO Esclusivo. Spiccano moltissimi dettagli in legno naturale e pietra antica. A pochi passi dall’Abbazia di San Galgano, raggiungibile anche con un incantevole sentiero di 5 km dal paese. A 35 km da Siena e 92 da Firenze, ricavato da una torre Storica del 1200, offre charme, relax e tramonti indimenticabili.
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Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
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Appartamento nel borgo di Castello di Tocchi
L' alloggio è situato in un'area naturale protetta con boschi di castagno, fiumi e torrenti (Farma) e intensa presenza di fauna locale (caprioli, istrici, daini, cinghiali, uccelli diurni e notturni ). E' a sud di Siena (30 km) in un contesto di città d'arte (Valdorcia e Valdimerse), giacimenti archeologici e strutture termali. L'appartamento, vissuto nel tempo da una famiglia di boscaioli, restaurato riportando in luce le specifiche architettoniche e decorative tradizionali.
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piccolo appartamento
The apartment is located on the first floor of an early 20th century building, in the historic center of the municipality of Monticiano. The entrance opens onto a room with a small kitchen. In the apartment there are two small bedrooms. In the first bedroom, the queen-size bed (1.40x2.00 m) is hanging off the ground approximately 1.70 m high. The second bedroom has a single bed equipped with a pull-out extension that allows it to be transformed into a double bed.
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Golden View - Casale da sogno in Toscana
Un angolo di pace tra splendidi cipressi, dove regnano silenzio e tranquillità. Rilassati nella cascata idromassaggio in giardino, accendi il caminetto nelle sere più fresche o goditi una grigliata al barbecue. La camera master ti coccola con vasca idromassaggio e sauna privata. La vasca esterna sarà utilizzabile dal 1 maggio al 1 novembre di ogni anno, successivamente potrà essere usata su richiesta ma l'acqua interna non riuscirà a superare i 25 gradi.
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"Villa Daisy" con vista su Siena
Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida 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..).
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Country cottage C&M immerso nel verde love Tuscany
Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .
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Independent country house with private pool
Situated in a panoramic position overlooking a green landscape of wooded hills, this beautiful stone house, surrounded by a wide fenced garden, has been restored and furnished simply and comfortably for holiday use. The house is surrounded by a wide fenced garden where the pool is set (6x 12 m – depth from 1,20 to 1,50m, seasonal opening) and guests have a covered loggia furnished with table and chairs for outside dinners.
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Romantic and quiet stay near Siena, with garden
The apartment is great for 2 people. In the apartment there are a kitchen, a large double bedroom and a bathroom. In the bedroom you can add a bed for baby. FREE WIFI - Mbps download 25,45 e Mbps in upload 3,03 THE PRICE INCLUDES ALL CONSUMPTION AND TOURIST TAX The car is necessary, parking is free and next to the house.
LocationFamilyCleanliness

CASA DI ZIO Comfort, nature and relax
detached house on the first floor at your complete disposal with private garden. The house is located in a residential area surrounded by greenery, near the small medieval village, nearby playgrounds and municipal swimming pool The entrance to the large square where it is possible to park is shared with the owners.
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Popular amenities for Monticiano holiday rentals
Stay near Monticiano's top sights
Other great holiday rentals in Monticiano

Tuscan Barn Apartment for 6 with panoramic pool
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Tuja
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Luxury Penthouse overlooking Piazza del Campo
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Montestigliano - Villa Donati
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Podere La Castellina - N°6 ROSETO
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Private House for 4P- La Capanna Di Azzurra
ValueLocationGetting around

Un'angolo di paradiso, Siena
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Villa panoramica nelle crete senesi, vista Siena.
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When is the best time to visit Monticiano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 NZD | $201 NZD | $195 NZD | $197 NZD | $178 NZD | $301 NZD | $178 NZD | $170 NZD | $178 NZD | $163 NZD | $177 NZD | $199 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Monticiano?
Monticiano has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Monticiano?
Experience the best of Monticiano with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Monticiano?
Four-legged friends are welcome in Monticiano. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Monticiano?
Yes! Work meets play with ease at over 20 vacation rentals in Monticiano featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Monticiano villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Monticiano have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Monticiano have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Monticiano have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Spiaggia di Capo Bianco
- Boboli's Garden
- Mount Amiata





